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C$ 150 Find cheap flights to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Chicago departing on 21/6. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Sun 7/7
Sun 14/7

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These are the airlines KAYAK users have selected most often from within our search results for flights to Chicago
These are the airlines KAYAK users have selected most often from within our search results for flights to Chicago
In the last 7 days, travellers have searched 44,281,614 times on KAYAK, and here is why:

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Cheap flight deals to Chicago

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
12:30 p.m. - 4:57 p.m.YYC-ORD
3h 27mdirect
5:55 p.m. - 8:40 p.m.ORD-YYC
3h 45mdirect
C$ 235WestJet
Find Deal
Fri, 21 Jun - Mon, 24 Jun
12:30 p.m. - 5:09 p.m.YYC-ORD
3h 39mdirect
5:55 p.m. - 8:45 p.m.ORD-YYC
3h 50mdirect
C$ 241WestJet
Find Deal
Sun, 22 Sep - Thu, 26 Sep
9:20 a.m. - 10:07 a.m.YTZ-MDW
1h 47mdirect
8:00 a.m. - 10:42 a.m.MDW-YTZ
1h 42mdirect
C$ 275Porter Airlines
Find Deal
Fri, 12 Jul - Tue, 16 Jul
8:50 p.m. - 9:37 p.m.YTZ-MDW
1h 47mdirect
11:05 a.m. - 1:47 p.m.MDW-YTZ
1h 42mdirect
C$ 276Porter Airlines
Find Deal
Thu, 27 Jun - Tue, 2 Jul
7:00 a.m. - 7:57 a.m.YYZ-ORD
1h 57mdirect
6:00 a.m. - 8:48 a.m.ORD-YYZ
1h 48mdirect
C$ 309Air Canada
Find Deal
Tue, 9 Jul - Thu, 11 Jul
9:00 a.m. - 2:40 p.m.YYZ-ORD
6h 40m1 stop
6:00 a.m. - 8:48 a.m.ORD-YYZ
1h 48mdirect
C$ 316Air Canada
Find Deal
Wed, 17 Jul - Sun, 21 Jul
6:15 a.m. - 7:58 a.m.YUL-ORD
2h 43mdirect
7:21 a.m. - 10:44 a.m.ORD-YUL
2h 23mdirect
C$ 319United Airlines
Find Deal
Thu, 4 Jul - Sun, 7 Jul
7:00 a.m. - 7:57 a.m.YYZ-ORD
1h 57mdirect
6:00 a.m. - 8:48 a.m.ORD-YYZ
1h 48mdirect
C$ 322United Airlines
Find Deal
Wed, 31 Jul - Tue, 6 Aug
5:21 p.m. - 6:57 p.m.YUL-ORD
2h 36mdirect
8:30 a.m. - 11:40 a.m.ORD-YUL
2h 10mdirect
C$ 330American Airlines
Find Deal
Fri, 6 Sep - Sun, 8 Sep
7:00 a.m. - 2:05 p.m.YYZ-ORD
8h 05m1 stop
9:50 a.m. - 12:40 p.m.ORD-YYZ
1h 50mdirect
C$ 346American Airlines
Find Deal
Wed, 31 Jul - Tue, 6 Aug

Flights to Chicago - Travel Insights & Trends

Get data-powered insights and trends into flights to Chicago to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest flight to Chicago?

These are the best prices found by users searching on KAYAK in the last 72 hours.
Based on KAYAK searches from the last 72 hours, if you fly from Calgary, you should have a good chance of getting the best deal to Chicago as it was the cheapest place to fly from. Prices were found for as low as C$ 205 one-way and C$ 322 for a round-trip flight. Also in the last 72 hours, the most popular connection to Chicago was from Toronto and the lowest price for a round-trip flight was C$ 309.

How much is a flight to Chicago?

The average and cheapest price for all flights to Chicago from each origin found by users searching on KAYAK in the last month.
On average, a flight to Chicago costs C$ 764. The cheapest price found on KAYAK in the last 2 weeks cost C$ 162 and departed from Calgary. The most popular routes on KAYAK are Vancouver to Chicago which costs C$ 540 on average, and Toronto to Chicago, which costs C$ 1,377 on average.
See prices from:

What is the cheapest day to fly to Chicago?

The average price of all flights to Chicago clicked on KAYAK for each day over the last 12 months.
Based on KAYAK data, the cheapest day to fly to Chicago is Wednesday where tickets can be as cheap as C$ 517. On the other hand, the most expensive day to fly is Monday, where prices are C$ 591 on average.

What is the cheapest month to fly to Chicago?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights to Chicago, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights to Chicago is April, where tickets cost C$ 415 on average for one-way flights. On the other hand, the most expensive months are November and October, where the average cost of tickets from Canada is C$ 713 and C$ 677 respectively. For return trips, the best month to travel is April with an average price of C$ 327.

What is the cheapest time of day to fly to Chicago?

The average price for all flights to Chicago depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.
The cheapest time of day to fly to Chicago is generally at night, when flights cost C$ 400 on average. The most expensive time of day to fly to Chicago is generally in the afternoon, which is peak travel time and where the average cost of a ticket is C$ 418.

What is a good deal for flights to Chicago?

If you’re looking for cheap airfare to Chicago, 25% of our users found tickets to Chicago for the following prices or less: From Toronto Island Airport C$ 181 one-way - C$ 304 round-trip, from Vancouver Intl Airport C$ 227 one-way - C$ 419 round-trip, from Calgary C$ 284 one-way - C$ 539 round-trip.

How far in advance should I book a flight to Chicago?

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights to Chicago, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price, you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 37 days before departure.

Which is the cheapest airport to fly into in Chicago?

Prices will differ depending on the departure airport, but generally, the cheapest airport to fly to in Chicago is Chicago Midway Airport, with an average flight price of C$ 173.

Which airlines fly to Chicago?

If you’re traveling from Canada, you might fly to Chicago with United Airlines, American Airlines, or Air Canada as they are the most frequent flyers. See the amount of flights per week for popular airlines flying to Chicago.

Which airline offers the most flights to Chicago?

Of the 14 airlines that fly to Chicago, United Airlines offers the most flights, with around 4,897 per week, followed by American Airlines with 2,978 flights per week.

How many airports are there in Chicago?

There are 3 airports in Chicago: Chicago O'Hare Airport (ORD), Chicago Midway Airport (MDW) and Chicago Greater Rockford Airport (RFD). The busiest airport is Chicago O'Hare Airport (ORD), with 80% of all flights arriving there.

How long is the flight to Chicago?

The duration of your flight to Chicago depends on your departure and arrival airports. Obviously any flights that include a layover will also be longer. The most popular routes to Chicago on KAYAK are from Toronto, which takes 1h 53m, Montreal, which takes 2h 34m, Calgary, which takes 3h 27m, and Vancouver, which takes 4h 01m.

How many direct flights to Chicago are there each day?

There are around 48 direct flights from within Canada to Chicago every day. Most flights depart in the morning, with 1:00 p.m. the most common departure time and 48% of flights departing in the morning.

How many direct flights to Chicago are there each week?

Each week there are around 330 direct flights from within Canada to Chicago. The most common day for departures is Monday, with 15% of flights taking off on this day.

How many long-haul flights are there to Chicago each week?

Each week, there are 28 medium-haul flights (3-6 hour flight duration) and 302 short-haul flights (up to 3 hour flight duration) to Chicago. There aren't any long-haul flights (6-12 hour flight duration).

How many cities have direct flights to Chicago?

From Canada, there are direct flights to Chicago from 7 cities. The city with the most direct flights is Toronto, with 163 direct flights each week.

Good to know

Low season

January

High season

May

Cheapest flight

C$ 150
Best time to beat the crowds (17% less expensive on average)
Most popular time to fly and prices are also 3% lower on average.
Flight from Calgary to Chicago O'Hare Airport

When to book flights to Chicago

Are your dates flexible? Find out the best times to travel to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. The information is for flights to Chicago based on your location. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs - booking Chicago flights

  • Which other cities does Chicago O'Hare International Airport (ORD) serve?

    Apart from serving Chicago, Chicago O'Hare International Airport also serves as the arrival airport for those travelling to Oak Park and Cicero. Therefore, booking a flight to Chicago is an opportunity to access these nearby cities conveniently. Car rentals at ORD provide the most convenient means of transport from the airport to Cicero and Oak Park.

  • How convenient is it to travel to Chicago with kids?

    You will enjoy a variety of kid-friendly perks with a number of airlines that fly to Chicago, with JetBlue ranking the highest. If you book JetBlue, you and your kids are guaranteed to travel in a much more comfortable way, with the airline popular for its spacious seats and extra legroom in all the cabins. Additionally, parents enjoy extra baggage allowance and are allowed to board the plane first before other travellers.

  • What hotels are near Rockford International Airport?

    The Red Roof Inn is a budget-friendly choice that is a 15-minute drive from Rockford International Airport and a 6-minute drive to the Magic Waters Waterpark. The Radisson Hotel & Conference Center is a modern choice that is a 20-minute drive from the airport and an 8-minute drive from the Midway Village Museum.

  • What is the best way to travel from O'Hare International Airport to downtown Chicago?

    The easiest and quickest way to travel from O'Hare International Airport to downtown Chicago is by either renting a car or grabbing a taxi, as the drive only takes 25 to 30 minutes in good traffic. If you prefer a more affordable option, it is also possible to use public transportation, such as the local train, which takes approximately 45 minutes.

  • Does O'Hare International Airport have a prayer room?

    O'Hare International Airport has a multi-faith chapel that is located inside of Terminal 1 on the Mezzanine level. Religious books, rosaries and prayer rugs are available for use, and the chapel is open to all travelers, no matter what their religious affiliation is. It is open 7 days a week during standard business hours.

  • What shopping options are there at O'Hare International Airport?

    O'Hare International Airport has several duty-free stores located in Terminals 1, 2 and 3. In these stores, you can find a variety of electronics, clothing, liquor, cosmetics, food products and even local souvenirs. There are also several smaller shops that sell travel essentials, such as books, snacks, headphones and basic medicine.

  • What is the cheapest flight to Chicago?

    Based on KAYAK searches from the last 72 hours, if you fly from Calgary, you should have a good chance of getting the best deal to Chicago as it was the cheapest place to fly from. Prices were found for as low as C$ 205 one-way and C$ 322 for a round-trip flight. Also in the last 72 hours, the most popular connection to Chicago was from Toronto and the lowest price for a round-trip flight was C$ 309.

  • Which Chicago airport is closest to central Chicago?

    Chicago is served by 3 major airports. Chicago Midway Airport (14 km) is the closest to the centre of Chicago. Chicago O'Hare Airport is 26 km from the centre and Chicago Greater Rockford is 126 km away from the centre.

  • How much is a flight to Chicago?

    On average, a flight to Chicago costs C$ 764. The cheapest price found on KAYAK in the last 2 weeks cost C$ 162 and departed from Calgary Airport.

  • How does KAYAK find such low prices on flights to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago is likely to change within 7 days, so travellers know whether to wait or book now.

  • What is the Hacker Fare option on flights to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding cheap flights to Chicago

  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Chicago flight deals.
  • The highest number of flights to Chicago have Chicago O'Hare International Airport (ORD) as the arrival airport. The airport is located about 16 miles (27 km) northwest of Chicago. Most travellers prefer landing here because of the availability of a variety of transport options, which makes it easier for them to connect to various parts within and outside Chicago.
  • You have better chances of getting cheaper flight deals when booking your flight to Chicago if you choose to book one that has Chicago Midway International Airport (MDW) as the arrival airport. This is because the flights that arrive at MDW have a lower demand among travellers flying to Chicago. Additionally, you will enjoy shorter queues at the security checkpoints and baggage claim area when you land at MDW as opposed to if you land at ORD.
  • You will make one stop or travel nonstop to Chicago, depending on the airline you book. Spirit Airlines is one of the carriers that makes one stop when flying to Chicago, with the layover airport being Hartsfield–Jackson Atlanta International Airport (ATL). However, if you book Air Canada, JetBlue, or Porter Airlines, you will enjoy direct flights to Chicago.
  • If you’re interested in flights to Chicago, there are three primary airports that you can fly into. While Chicago Midway International Airport is most convenient for travelers that will be staying in the city center, O'Hare International Airport services the highest number of flights. Chicago Rockford International Airport is a practical choice for individuals staying in the suburbs.
  • For those that would like a direct flight to Chicago, there are several airlines that you can choose from. While American and Porter Airlines are known for having affordable flights and comfortable chairs, United Airlines provides travelers with above-average legroom.
  • To unwind after a long day of traveling, stop by the yoga room in Chicago Midway International Airport. Located in Concourse C, this room provides travelers with complimentary mats and DVD footage of popular yoga positions. It is open 7 days a week from 6 AM to 10 PM.
  • Traveling with your family? Chicago Midway International Airport has a large baby care room that contains a sink, a private nursing area and change tables, making it a convenient place to tend to your child after your flight has landed.
  • If you would like to freshen up after a long day of traveling, purchase an access pass to either the Hilton Athletic Club, Airlines Admirals Club or United Club in O'Hare International Airport in order to access their private showers. Each of these locations provides complimentary towels and toiletries, so you will have everything you need.
See more tips

Prefer to fly non-stop to Chicago?

Find which airlines fly direct to Chicago, which days they fly and book direct flights.

Nonstop departures

Canada to Chicago

Monday

ANA,Aer Lingus,Aeromexico, +81 more

ANA,Aer Lingus, +82 more

Tuesday

ANA,Aer Lingus,Aerolineas Argentinas, +80 more

ANA,Aer Lingus, +81 more

Wednesday

ANA,Aer Lingus,Aeromexico, +80 more

ANA,Aer Lingus, +81 more

Thursday

ANA,Aer Lingus,Aeromexico, +80 more

ANA,Aer Lingus, +81 more

Friday

ANA,Aer Lingus,Aerolineas Argentinas, +82 more

ANA,Aer Lingus, +83 more

Saturday

ANA,Aer Lingus,Aeromexico, +80 more

ANA,Aer Lingus, +81 more

Sunday

ANA,Aer Lingus,Aerolineas Argentinas, +81 more

ANA,Aer Lingus, +82 more

See more nonstop flights

Nonstop returns

Chicago to Canada

Monday

ANA,Aer Lingus,Aeromexico, +81 more

ANA,Aer Lingus, +82 more

Tuesday

ANA,Aer Lingus,Aerolineas Argentinas, +80 more

ANA,Aer Lingus, +81 more

Wednesday

ANA,Aer Lingus,Aeromexico, +80 more

ANA,Aer Lingus, +81 more

Thursday

ANA,Aer Lingus,Aeromexico, +80 more

ANA,Aer Lingus, +81 more

Friday

ANA,Aer Lingus,Aerolineas Argentinas, +82 more

ANA,Aer Lingus, +83 more

Saturday

ANA,Aer Lingus,Aeromexico, +80 more

ANA,Aer Lingus, +81 more

Sunday

ANA,Aer Lingus,Aerolineas Argentinas, +81 more

ANA,Aer Lingus, +82 more

See more nonstop flights
See more nonstop flights

Top 5 airlines flying to Chicago

 
See real verified KAYAK customer reviews for airlines flying to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline from Canada to Chicago. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with to Chicago? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.4
WestJetOverall score based on 2853 reviews
7.3Comfort
6.4Food
8.1Crew
6.4Entertainment
7.6Boarding
Airline reviews

It was fine. I had a lot of trouble trying to buy a seat. The Westjet website charged me and then didn’t give me my seat. I ended up keeping the seat I was assigned and hope that the charges didn’t go through.. they didn’t. But this problem with the website (trying to purchase a seat at check in) has happened a few times before. But overall the flight was good.

6.0 GoodTimothy, May 2024YYC - LAX
Read more about WestJet reviews

It was fine. I had a lot of trouble trying to buy a seat. The Westjet website charged me and then didn’t give me my seat. I ended up keeping the seat I was assigned and hope that the charges didn’t go through.. they didn’t. But this problem with the website (trying to purchase a seat at check in) has happened a few times before. But overall the flight was good.

Terrible! Delayed three times, landed at some corner of airport, walked in bitter cold night, took a bus, bad experience

My wife and I had an uncomfortable experience with your WestJet ticket counter rep at the WestJet Priority Member ticket counter at YYC (Calgary) on May 15, 2024. I not knowing this individual’s exact name, however, in order to easily identify her, she was one (of only two at the time) ticket counter reps at your Priority members ticket counter check-in, upon our arrival around 12:15 p.m. She was a Caucasian woman with blonde hair, and wore spectacles, approximate age being probably somewhere in her 30’s or 40’s. Background: After arriving in to the West Jet terminal in Calgary (YYC), I asked a terminal employee where the West Jet check-in ticket counter was. He told me, “Column 16”. My wife and I continuing to walk through the terminal, we finally arrived at the Column 16 area, i.e. this woman’s ticket counter area, which we discovered later was the Priority Member ticket counter. However, I was simply going by the directions given to me by the previous employee, i.e. “Walk to column 16.” Standing in her line (my wife and I being the only people in her line at the time), I tried to get her attention, and I then gestured to her, motioning to her as if to ask her if I should then possibly leave the waiting line in order to then proceed to walk up to her ticket counter. She never really motioned me to come forward. I sort of had to figure this out on my own, as my wife and I then finally decided to walk forward to her station. From this point on, after I arrived at her ticket counter, never once did she ever look me in the eye. She was always looking at her computer screen, or down at the ground, as she and I occasionally exchanged conversation with one another in order for me to be able to acquire my boarding passes from her. Shortly after she began servicing us, she commented that her work section is for Priority members only. Fair enough. I did not realize this at the time. Wishing to be polite, I then mentioned to her that, if I should, I could then walk over to the regular West Jet check-in ticket counter in order to complete the check-in process. She remained quiet, never responding to this goodwill gesture of mine. She continued to work in order to print out my boarding passes, and then finally handed them to me, never at all the entire time looking at me. I told her, “Thank you.” Never once did she respond. My wife and I then walked away. Even my wife commented to me afterward that this woman absolutely never looked at us. I cannot say that this attendant was outright rude. However, she certainly was not at all warm, congenial, nor friendly. Additionally, … After getting on the plane, we then discovered that she had needlessly assigned us seats in the very last row of the plane, these being the seats adjacent to the restroom back wall, thus, unfortunately not at all reclinable. I think that the row number of this last row of seats was 30. [However, I am not sure.] How strangely awkward that we were assigned these uncomfortable row of seats when in fact the row immediately ahead of us, i.e. I think that was row 29, had two vacancies, which could have otherwise easily seated my wife and me. That is, my wife and I could have easily been assigned these more comfortable seats, which would be reclinable, and then row 30 could have otherwise had instead our two vacancies. After our flight departed, and the fasten seatbelt sign was turned off, my wife and I had hoped to “jump seats”, that is, to leave row 30 and instead sit in row 29 to utilize the reclinable seats. However, another couple apparently had the same idea as us. That is, these other two people, for whatever reason, decided to leave their previously assigned seats, and instead, seat themselves in row 29. Thus, my wife and I were stuck with these miserably cramped row 30 seats for the entire 3.5 hour flight. To reiterate, the WestJet rep we originally encountered, knowledgeable of the plane lay-out as it appeared on her computer screen, could have easily assigned us the more comfortable row 29 seats, instead of the non-reclinable row 30 seats.

It was very, very cold extremely uncomfortable almost unbearable I was sitting at the front of the cabin

Was the longest flight I have ever taken to Orlando. Not Westjet’s fault necessarily. There was a traffic issue in Orlando. We sat in the airplane for about 2 hrs before leaving Calgary on a 5 hour flight was just a little long to be stuck in the plane. Once we arrived in Orlando we were stuck in traffic on the ground for another 30min. I guess maybe the flight could be delayed so boarding would have been later so we wouldn’t have to have the discomfort of being on the plane so long.

Airport monitors did not give the gate for our flight returning Detroit to Vancouver Juice served from glass storage containers are a far more healthy alternative for people. And would also minimize the need for recycling plastic or aluminum containers

I wish that seats closer to the front of the plan were available, but when I booked the flight the seats were VERY expensive so I did not book seats at that time. The day before flying only seats at the back of the plane were available. It takes so long to board the plane and empty the plane on arrival due to SO many roller bags.

Good flight. No I’m seat entertainment. But my phone worked just fine on the west jet app.

I had planned to watch the Westjet entertainment for the entire flight however, because the seat mounted outlets in our row did not work.

Not a bad flight but our priority tagged luggage was the very last to come down the carousel.

Due to mechanical problems it was delayed causing problems the actual flight. Was fune

First time with Porter and I can say this is best airline company in Canada. Great service, free WiFi, free snack and drinks (including beer and wine). Seats were super comfy on the Embraer jet and I appreciated the folding try table too. Staff were excellent both legs of the trip.

Tight transfer in Montreal. (15 min) However, we made it, as did my luggage.

The E195-E2 is a great aircraft! Leather seats, lots of legroom and SO quiet! The flight crew is terrific!

Check in was slow because of passenger ahead in Reserve line. Seats were somewhat uncomfortable.

First time with Porter. Amazing experience overall, will be my airline of choice in North America whenever possible. Liked the quality of food and how it was served but one suggestion- a hot meal on the longer flights, perhaps?

Delayed by 2.5 hours. This happened previously on my flight from YOW to YVR on Dec. 26.2023. This is a terrible airline. The reason was there was lack of ground crew. This is a known event. AVOID PORTER AIRLINES IF YOU CAN. There is a reason half the plane was empty.

The airline arrival at the downtown airport is a big plus.. Food and beverage was excellent. Their non weather related cancellation is horrible. Overall I gave the airline 7 over 10 Tips for people flying porter from Boston. The airline doesn’t have inflight entertainment No TV No WIFI. Bring your entertainment with you.

The airline arrival at the downtown airport is a big plus.. Food and beverage was excellent. Their non weather related cancellation is horrible. Overall I gave the airline 7 over 10

Wasn’t on the flight- again. Bad weather in Halifax and I was in an accident. What a poor experience to have to pay for all this flight and not be on it

After the morning frenzy of 35 min wait through CLT security at 4;30 AM, it was nice to have a smooth pleasant boarding experience. This 6:30 AM flight was not full. We were able to get seated swiftly and took off promptly. Nice touch they distributed the old fashioned headsets with 8 mm jacks. Snacks were decent and arrival was uneventful.

I had a great flight. Everything went smoothly and the flight arrived early.

The flight and boarding were easy peasy. I was traveling with my 4-year-old, so a smooth boarding experience was especially appreciated. My only piece of feedback is really about where our gate was in O'Hare. They've shoved four gates into a tiny corner of the B terminal and there isn't early enough room or seating for everyone. Not United's problem, but did dent the overall experience.

It was good! Appreciated that it was very on schedule so it made the connecting flight less stressful

I was told we'd have a hot breakfast option in first class, so I chose not get a hot breakfast. It was a very strange meal, but the fresh fruit was very good quality. Service was excellent from ORD to ELP. No service from MBS to ORD, not even water. However, when flying American from FNT to ORD, which is a shorter flight, they at least pass out snacks and offer water.

We were delayed an hour leaving Munich (No fault of the crew). They kept us posted on the status so we knew what was going on, but as a result we missed our connection in Chicago and the communication on connecting flights was pretty poor as we disembarked. It was already stressful and some of that could have been reduced by better communications about where to find transfers, etc.

One problem, but a serious one - the plane is built with electric windows that tint dark to reduce light. Sitting next to the window is VERY UNCOMFORTABLE as it emits so much HEAT in the face when tinted.

The delays (5 hrs) were a comedy of errors, and the multiple safety issues encountered were very concerning.

Wifi wasn't working on one of the UA flights after boarding.

The flight was delayed instead of leaving at 11 it left at 12.20

Internet service was erratic. Crew service was poor and slow. My luggage on this non-stop flight was lost and not recovered

Left on time. Arrived early. Turbulence coming in and gate not open due to early arrival but expected.

The CX617 from HK to BKK was delayed more than 1.5 hours.

The plane was old and in new of a cleaning up and renovating on the interior. Seats and carpets were very worn and dirty looking. Cushioning on the seats was broken down and not as comfortable as newer jet seats. Food was a little below average but okay. Staff were friendly and hard working but did not pick up debris or food they spilled when collecting from the customers. But they were very helpful and professional.

This flight is frequently delayed. The connections seemingly are more frequently delayed. I’ve missed connections as a result twice on the same route to charlotte then Charleston. Final destination arrival has been the next day, twice in a row. No pilots, no crew. Too many excuses. Unfortunately, my days with American are over.

Entertainment was okay not because anything was wrong but it is a short flight so having no wifi is annoying but understandable. Crew was outstanding as usual

Those seats were way too narrow. I had the middle seat, one person was a very skinny person and we still couldn’t avoid touching each other anytime one of us moved. The other person was larger and we were basically sitting in each others lap the entire flight. There was zero entertainment. The flight was long enough to justify tvs, but no. Gotta sit there in your infant seat and twiddle your thumbs.

Flight was fine. It took an unusually long time to have baggage delivered to the carousel in ORD.

Average - flew with Jet Blue internal and it was far more comfortable and better food and entertainment. Notable difference

The flight got canceled due to mechanical issues, and he to be rebooked and missed my appointments for that day

My husbands flight last night Vancouver/Sydney was 90 minutes late in leaving. My flight tonight Vancouver/Seattle was also late in departing.

My mother, 80years old, had arranged for wheelchair assist to and from the aircraft cabin and in the airport but, no one showed up for her to de-plane. Apart from Air Canada having a reputation of being late for every leg of its flight so nothing was new this time so this time they did worse by not assisting seniors. I guess our whole family is done with this airline

Flights delayed over 4 hours with no compensation. No agents at counters to assist with re-booking.

Seating for almost 3 hours in the plan before aircraft takeoff. Very exhausted .

The bathroom did not have hand soap. That is unacceptable.

The only problem I encountered was they changed the gate on me while I was sitting down but no one notified me, they had sent me an email and by coincidence I checked it and found out that they had changed my boarding terminal. No one notified me and when I had asked the lady she told me yes this is the spot while they had already changed to another gate/terminal

I was seated next to someone who was, to be polite, not a small person. I had to press myself against the wall as I had no personal space. Aside from that the crew was wonderful and they got me home safely, which is the most important part of my journey. I am very appreciative to your air crews for the job they have, which isn't easy, and appreciative of the fact that they are professional and courteous. The employees I encountered on my journey, with the few exceptions I mentioned in a previous review, are a credit to Air Canada.

Air Canada had a lot of delays on our flight going back to Seattle. So much inconvenience for a long trip.

Moderate size plane, not completely full, easy boarding, some rows with just 2 seats so a couple can have a row to themselves

The Carry-on luggage that approved by TSA and all other airlines,- always an issue with Air Canada. This is inappropriate as my carry on suitcase meets the requirements however it always asked to check in on AC flight on the gate. Yes I have it for free, but it takes extra time to pick up on the carousel. Apparently it fit the overhead space, so why AC has this issue all the time?

Book Cheap Chicago Plane Tickets

Recent round-trip flight deals

 
These are the cheapest round-trip flights to Chicago found on KAYAK in the last 72 hours.
21/6Fri
directWestJet
3h 27mYYC-ORD
24/6Mon
directWestJet
3h 45mORD-YYC
C$ 235
22/9Sun
directWestJet
3h 39mYYC-ORD
26/9Thu
directWestJet
3h 50mORD-YYC
C$ 241
12/7Fri
directPorter Airlines
1h 47mYTZ-MDW
16/7Tue
directPorter Airlines
1h 42mMDW-YTZ
C$ 275
27/6Thu
directPorter Airlines
1h 47mYTZ-MDW
2/7Tue
directPorter Airlines
1h 42mMDW-YTZ
C$ 276
9/7Tue
directAir Canada
1h 57mYYZ-ORD
11/7Thu
directAir Canada
1h 48mORD-YYZ
C$ 309
17/7Wed
1 stopAir Canada
6h 40mYYZ-ORD
21/7Sun
directAir Canada
1h 48mORD-YYZ
C$ 316
4/7Thu
directUnited Airlines
2h 43mYUL-ORD
7/7Sun
directUnited Airlines
2h 23mORD-YUL
C$ 319
31/7Wed
directUnited Airlines
1h 57mYYZ-ORD
6/8Tue
directUnited Airlines
1h 48mORD-YYZ
C$ 322
6/9Fri
directAmerican Airlines
2h 36mYUL-ORD
8/9Sun
directAmerican Airlines
2h 10mORD-YUL
C$ 330
31/7Wed
1 stopAmerican Airlines
8h 05mYYZ-ORD
6/8Tue
directAmerican Airlines
1h 50mORD-YYZ
C$ 346

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Recent one-way flight deals

 
Only flying one-way? Below are some of the best deals for one-way flights to Chicago found on KAYAK in the last 72 hours.
21/6Fri
directWestJet
3h 27mYYC-ORD
C$ 150
1/7Mon
directWestJet
3h 27mYYC-ORD
C$ 153
27/6Thu
directPorter Airlines
1h 47mYTZ-MDW
C$ 167
2/7Tue
directPorter Airlines
1h 47mYTZ-MDW
C$ 170
4/9Wed
1 stopAir Canada
7h 53mYYC-ORD
C$ 181
24/6Mon
1 stopUnited Airlines
16h 34mYYC-ORD
C$ 185
2/7Tue
1 stopAir Canada
7h 20mYTZ-ORD
C$ 189
27/7Sat
directUnited Airlines
1h 56mYYZ-ORD
C$ 189
22/10Tue
directAmerican Airlines
2h 36mYUL-ORD
C$ 202
5/8Mon
directAmerican Airlines
1h 55mYYZ-ORD
C$ 212

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Recent domestic flight deals

13/7Sat
directSpirit Airlines
2h 41mLGA-ORD
15/7Mon
directSpirit Airlines
2h 18mORD-LGA
C$ 164
13/7Sat
directSpirit Airlines
2h 39mEWR-ORD
15/7Mon
directSpirit Airlines
2h 20mORD-EWR
C$ 168
30/7Tue
directDelta
2h 29mLGA-ORD
6/8Tue
directDelta
2h 19mORD-LGA
C$ 174
23/10Wed
directDelta
2h 42mLGA-ORD
26/10Sat
directDelta
2h 17mORD-LGA
C$ 187
17/8Sat
directAlaska Airlines
4h 21mSFO-ORD
24/8Sat
directAlaska Airlines
4h 44mORD-SFO
C$ 207
21/9Sat
directAlaska Airlines
4h 10mSEA-ORD
21/9Sat
multi-stopAlaska Airlines
7h 31mORD-SEA
C$ 237
17/8Sat
directUnited Airlines
2h 37mLGA-ORD
18/8Sun
directUnited Airlines
2h 21mORD-LGA
C$ 298
5/11Tue
directUnited Airlines
2h 31mEWR-ORD
7/11Thu
multi-stopUnited Airlines
6h 30mORD-EWR
C$ 300
2/8Fri
directAmerican Airlines
4h 08mSEA-ORD
6/8Tue
directAmerican Airlines
4h 52mORD-SEA
C$ 328
19/6Wed
directAmerican Airlines
2h 34mLGA-ORD
22/6Sat
multi-stopAmerican Airlines
5h 41mORD-LGA
C$ 413

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Last minute flights to Chicago

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights to Chicago that are departing in the next 10 days.
9/6Sun
multi-stopDelta
9h 25mYYC-ORD
11/6Tue
multi-stopDelta
10h 22mORD-YYC
C$ 347
11/6Tue
multi-stop
18h 14mYYC-ORD
16/6Sun
direct
3h 45mORD-YYC
C$ 353
10/6Mon
multi-stopWestJet
8h 05mYVR-ORD
15/6Sat
multi-stopWestJet
7h 09mORD-YVR
C$ 357
10/6Mon
directUnited Airlines
4h 01mYVR-ORD
15/6Sat
multi-stopUnited Airlines
6h 47mORD-YVR
C$ 390
12/6Wed
directUnited Airlines
4h 01mYVR-ORD
15/6Sat
multi-stopUnited Airlines
6h 47mORD-YVR
C$ 405
12/6Wed
directPorter Airlines
1h 47mYTZ-MDW
17/6Mon
directPorter Airlines
1h 42mMDW-YTZ
C$ 451
7/6Fri
directAir Canada
2h 02mYYZ-ORD
10/7Wed
directAir Canada
1h 43mORD-YYZ
C$ 527
11/6Tue
directPorter Airlines
1h 47mYTZ-MDW
15/6Sat
directPorter Airlines
1h 42mMDW-YTZ
C$ 528
10/6Mon
directAir Canada
4h 01mYVR-ORD
16/6Sun
directAir Canada
4h 40mORD-YVR
C$ 529
10/6Mon
multi-stopWestJet
10h 26mYYZ-ORD
17/6Mon
multi-stopWestJet
8h 23mORD-YYZ
C$ 605

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