YTO - CHI

C$ 120 Find Cheap Flights from Toronto 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 from Toronto to Chicago departing on 9/6. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Toronto to Chicago.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Toronto to Chicago.
Travellers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 27% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Free to useThere are no hidden charges or fees.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Cheap Flight Deals from Toronto to Chicago (YTO-CHI)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Toronto 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.

Recent round-trip flight deals from Toronto to Chicago

KAYAK's recommended round-trip deals from the most popular airlines that fly from Toronto to Chicago.
Discover the best prices for you by selecting your travel dates on KAYAK.
Choose your dates
Porter Airlines Logo
7:55 a.m. - 8:45 a.m.YTZ-MDW
1h 50mdirect
Porter Airlines Logo
5:50 p.m. - 8:32 p.m.MDW-YTZ
1h 42mdirect
C$ 180Porter Airlines
Find Deal
Fri, 23 May - Mon, 26 May
Porter Airlines Logo
7:55 a.m. - 8:45 a.m.YTZ-MDW
1h 50mdirect
Porter Airlines Logo
5:50 p.m. - 8:32 p.m.MDW-YTZ
1h 42mdirect
C$ 184Porter Airlines
Find Deal
Sun, 15 Jun - Wed, 18 Jun
Air Canada Logo
6:15 a.m. - 9:52 a.m.YYZ-ORD
4h 37m1 stop
Air Canada Logo
8:25 p.m. - 11:07 p.m.ORD-YYZ
1h 42mdirect
C$ 213Air Canada
Find Deal
Thu, 22 May - Mon, 26 May
Air Canada Logo
8:15 a.m. - 9:10 a.m.YYZ-ORD
1h 55mdirect
Air Canada Logo
6:30 p.m. - 9:16 p.m.ORD-YYZ
1h 46mdirect
C$ 221Air Canada
Find Deal
Fri, 6 Jun - Fri, 13 Jun
Air Transat Logo
3:35 p.m. - 4:24 p.m.YTZ-MDW
1h 49mdirect
Air Transat Logo
9:40 a.m. - 12:20 p.m.MDW-YTZ
1h 40mdirect
C$ 256Air Transat
Find Deal
Wed, 2 Jul - Sat, 5 Jul
Air Transat Logo
7:55 a.m. - 8:45 a.m.YTZ-MDW
1h 50mdirect
Air Transat Logo
5:20 p.m. - 8:02 p.m.MDW-YTZ
1h 42mdirect
C$ 257Air Transat
Find Deal
Sat, 28 Jun - Sun, 6 Jul
United Airlines Logo
4:00 p.m. - 10:12 p.m.YYZ-ORD
7h 12m1 stop
United Airlines Logo
4:00 p.m. - 10:13 p.m.ORD-YYZ
5h 13m1 stop
C$ 258United Airlines
Find Deal
Sat, 7 Jun - Tue, 10 Jun
United Airlines Logo
9:00 p.m. - 10:05 p.m.YYZ-ORD
2h 05mdirect
United Airlines Logo
8:25 p.m. - 11:07 p.m.ORD-YYZ
1h 42mdirect
C$ 269United Airlines
Find Deal
Thu, 22 May - Mon, 26 May
American Airlines Logo
6:20 p.m. - 7:15 p.m.YYZ-ORD
1h 55mdirect
American Airlines Logo
8:11 a.m. - 10:51 a.m.ORD-YYZ
1h 40mdirect
C$ 308American Airlines
Find Deal
Tue, 6 May - Thu, 8 May
American Airlines Logo
3:10 p.m. - 4:05 p.m.YYZ-ORD
1h 55mdirect
American Airlines Logo
9:50 a.m. - 12:30 p.m.ORD-YYZ
1h 40mdirect
C$ 345American Airlines
Find Deal
Sat, 17 May - Tue, 20 May

Expert advice for your flight from Toronto to Chicago

 
Snippets provided in this section are AI-generated based on a summarization of KAYAK-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are specific to the author and reflect their authentic experience, which may vary significantly from the experience of others.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Airlines
Qatar Airways

Qatar Airways offers free checked bags in Economy, enhancing value for budget-conscious travelers.


Qatar's in-flight entertainment includes movies, TV shows, and games, perfect for keeping entertained.

Emirates

Emirates' economy class includes a generous 20 kg checked bag and 7 kg carry-on.


Emirates offers free Wi-Fi for Skywards members, enhancing connectivity during flights.

Read more about Emiratesby Duncan Madden
Porter Airlines

Porter Airlines' no middle seats policy ensures either a window or aisle seat for all passengers.


Porter offers free drinks including Canadian wines and craft beers, enhancing the travel experience.

Air Canada

Air Canada's Preferred Economy seats offer up to 10 cm extra legroom for enhanced comfort.


Air Canada provides free messaging for Aeroplan members on flights with Wi-Fi.

Read more about Air Canadaby Stefanie Waldek
United Airlines

United's Economy Plus offers up to 15 cm more legroom, ideal for added comfort.


United's Priority Boarding ensures overhead bin space, ideal for carry-on travelers.

American Airlines

American Airlines' Main Cabin Extra offers early boarding and complimentary drinks for added comfort.


Download the American Airlines app for access to inflight entertainment on domestic flights.

Airports
YYZ

Use the Union Pearson Express for a stress-free 25-minute ride from downtown Toronto to YYZ, avoiding traffic delays.

Read more about YYZby Mark Stachiew
ORD

Take the CTA Blue Line from ORD to downtown Chicago in about 45 minutes, avoiding traffic delays.

Read more about ORDby Stefanie Waldek
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on Qatar Airways, Air Canada, United Airlines and ORD

Stefanie Waldek

Stefanie Waldek

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Read more
Duncan Madden

Duncan Madden

Expert on Emirates

Duncan Madden

Duncan Madden

Duncan is a freelance travel writer, copywriter and book author in constant search of travel stories and the perpetual sensation of being on holiday. He’s never happier than when on a dusty trail in search of empty waves or ducking under the piste tape in search of snowbound solitude. British born, living in Germany, but happiest heading for the horizon. His first book, Found in Translation, explores the etymologies and stories of country names around the world and is out now.

Read more
John Walton

John Walton

Expert on Porter Airlines

John Walton

John Walton

Independent aviation journalist John Walton took his first flight at eight weeks old and hasn’t stopped travelling since. A world-renowned expert in airlines and the passenger experience, he writes in depth on aviation, is a resident expert on travel in Japan and France, and offers a uniquely queer perspective on travelling the world.

Read more
Harriet Baskas

Harriet Baskas

Expert on American Airlines

Harriet Baskas

Harriet Baskas

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Read more
Mark Stachiew

Mark Stachiew

Expert on YYZ

Mark Stachiew

Mark Stachiew

Mark Stachiew has been exploring the world and writing about it for more than 30 years. His travel stories have appeared in numerous newspapers, magazines and online publications in Canada, the United States and beyond.

Read more

KAYAK's insights & trends for Toronto to Chicago flights

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

What is the cheapest Toronto to Chicago flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from Toronto to Chicago.
Our data shows that the cheapest route for a return flight from Toronto to Chicago cost C$ 239 and was between Toronto Island Airport (YTZ) and Chicago Midway Airport (MDW). On average, the best prices are found if you fly this route. The average price for a return flight for this route is C$ 239.

What’s the cheapest day of the week to fly from Toronto to Chicago?

The average price of all round-trip flights from Toronto to Chicago clicked on KAYAK for each day over the last 12 months.
If your flying dates are flexible, you should consider flying to Chicago on a Friday, as we generally find the cheapest rates on that day for this route. On the other hand, Tuesday is the most expensive day to fly from Toronto to Chicago. For your return ticket, we recommend flying on a Tuesday and avoiding Sundays for the best deals.

What is the cheapest month to fly from Toronto to Chicago?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Toronto 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 from Toronto to Chicago is March, where tickets cost C$ 348 (return) on average. On the other hand, the most expensive months are December and November, where the average cost of round-trip tickets is C$ 417 and C$ 408 respectively.

Can I save money by flying with a layover from Toronto to Chicago?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.
No, with an average price for the route of C$ 954, prices are generally cheapest when you fly direct.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Toronto to Chicago, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.
To get a below average price on the flight from Toronto to Chicago, you should book around 3 weeks before departure. For the absolute cheapest price, our data suggests you should book 16 weeks before departure.

Good to know

Low season

January

High season

August

Cheapest flight

C$ 120
Best time to beat the crowds (2% less expensive on average)
Most popular time to fly (3% more expensive on average)
Flight from Toronto Island to Chicago Midway Airport

When to book flights from Toronto to Chicago

Are your dates flexible? Find out the best times to travel from Toronto 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. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

Flights from Toronto to Chicago: the best tips from KAYAK users' own experiences

Insights shared by verified travellers who flew the route from Toronto to Chicago 
BrianFlew with Air CanadaYYZ-ORDOct 2024
Be prepared for a labyrinthine experience traversing the various levels and passages of the Toronto airport. Bring quality walking shoes, as it is likely well over a km in total walking time.
Jo AnnFlew with Air CanadaYYZ-ORDJun 2024
It seemed that anyone who checked a bag was able to retrieve it quickly.
Verified travelerFlew with United AirlinesYYZ-ORDMar 2024
Carry-on baggage sizing for United US bound flights appears to be much smaller than for Canadian flights, which forced me to check my bag at the last minute. So check online ahead of time
Verified travelerFlew with Air CanadaYYZ-ORDFeb 2024
I would definitely choose Air Canada over dirty old United airplanes any day.
Verified travelerFlew with United AirlinesYYZ-ORDDec 2023
The departure time was very convenient with the United.

FAQs for booking flights from Toronto to Chicago

  • Can I fly from Toronto to Chicago non-stop?

    Flights from Toronto to Chicago are quite short, usually lasting less than 2 hours, which means they occur regularly and are often non-stop. Direct flights are offered by numerous airlines including American Airlines, Porter Airlines and Air Canada.

  • How do I get from downtown Toronto to Billy Bishop Airport?

    Getting from downtown Toronto to Billy Bishop Airport is simple. Passengers can choose the free express shuttle that goes from Toronto’s city centre to the mainland ferry terminal every 15 minutes. There is then an 800-meter pedestrian tunnel or a 90-second ride on the ferry, both going directly to the airport.

  • Are there on-site hotels at Billy Bishop Airport?

    While there are no airports directly inside Billy Bishop Airport, there are a number of nearby hotels like the Fairmont Royal York or the Strathcona Hotel. Both are located just minutes from Billy Bishop Airport and offer comfortable rooms and a number of amenities.

  • What is there to do at Toronto Pearson International Airport?

    If your plane was delayed or Toronto is just one leg of your journey, Toronto Pearson International Airport offers many opportunities to pass the time. The airport is fully equipped so that you can enjoy a number of shops and kiosks, a workout at Goodlife Fitness or a treatment at the spa. More interested in art? Check out the displays throughout the airport, featuring works by local artists.

  • What are some of the ways I can get from Chicago Midway International Airport (MDW) to downtown Chicago after a flight?

    One of the quickest options is to travel on the Orange Line provided by the Chicago Transit Authority, that can take passengers from the airport to downtown Chicago in about 20 minutes, with trains leaving every 15 minutes or so throughout the day.

  • Where should I look for the rental car companies at Chicago O'Hare International Airport?

    This airport offers an impressive number of both major rental car companies and local rental car companies that all have a location right on airport property for the convenience of passengers. All of the rental car companies operate at a multi-modal facility on the airport grounds. After any flight to this airport, passengers wishing to rent a car should follow the signage to travel on the Airport Transit System that can take you from any terminal building at the airport to the multi-modal facility in no more than about five minutes.

  • What is the cheapest flight from Toronto to Chicago?

    In the last 3 days, the lowest price for a flight from Toronto to Chicago was C$ 87 for a one-way ticket and C$ 130 for a round-trip.

  • Which airports will I be using when flying from Toronto to Chicago?

    Toronto has 2 major airports: Toronto Island and Toronto Pearson Intl. Chicago is served by 2 airports: Chicago Midway and Chicago O'Hare Intl. You’ll usually find the cheapest deals if you fly from Toronto Island and land at Chicago Midway Airport.

  • Which airlines offer Wi-Fi service onboard planes from Toronto to Chicago?

    Air Canada, and United Airlines offer inflight Wi-Fi service on the Toronto to Chicago flight route.

  • Which aircraft models fly most regularly from Toronto to Chicago?

    The De Havilland (Bombardier) DHC-8-400 Dash 8Q is the aircraft model that flies most regularly on the Toronto to Chicago flight route.

  • Which airline alliances offer flights from Toronto to Chicago?

    oneworld, and Star Alliance are the airline alliances operating flights between Toronto and Chicago, with oneworld being the most commonly used for this route.

  • On which days can I fly direct from Toronto to Chicago?

    There are direct flights from Toronto to Chicago on a daily basis.

  • Which is the best airline for flights from Toronto to Chicago, Porter Airlines or Air Transat?

    The two airlines most popular with KAYAK users for flights from Toronto to Chicago are Porter Airlines and Air Transat. With an average price for the route of C$ 351 and an overall rating of 8.0, Porter Airlines is the most popular choice. Air Transat is also a great choice for the route, with an average price of C$ 392 and an overall rating of 7.8.

  • How does KAYAK find such low prices on flights from Toronto 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 from Toronto to Chicago.

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

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

  • What is the Hacker Fare option on flights from Toronto 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 to Toronto with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Toronto 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 from Toronto up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

KAYAK’s top tips for finding a cheap flight from Toronto to Chicago

  • Looking for a cheap flight? 25% of our users found flights on this route for C$ 165 or less one-way and C$ 266 or less round-trip.
  • Flights from Toronto to Chicago usually depart from Lester B. Pearson International Airport, located 22.5 km northwest of Toronto’s city centre, and land at O’Hare International Airport, located 23 km northwest of downtown Chicago. Flights might also depart from the smaller Billy Bishop Toronto City Airport, located on the Toronto Island, and could land at Chicago Midway International Airport, 13 km from the Loop business district in Chicago.
  • Travelling with kids and worried about entertaining them before your flight? Don’t be, Toronto Pearson International Airport offers two child play areas located in both Terminal 1 and Terminal 3. These areas are fully equipped to keep your children occupied with toys, games and books.
  • As Chicago O’Hare is one of the largest airports in the area, it is no surprise that it features a plethora of things to do, should you have some time to spare. To take care of your mind and body, head to the Health Club for a run or to the Yoga Room to relax and stretch. The airport is also home to dozens of shops that offer many options for gifts and souvenirs. If you like art, enjoy the sculptures, paintings and murals scattered throughout the airport. Passengers can also take a walk in the Urban Garden to admire the different plant species present there.
  • If your flight has arrived late and you don’t want to travel into Chicago late at night, book a room at the Hilton Chicago O’Hare Airport Hotel, located across from Terminal 2. Alternatively, you can also stay in one of the hotels located just minutes from the airport such as the Sheraton Chicago O’Hare, the Aloft Chicago O’Hare or the Embassy Suites Chicago O’Hare Rosemont.
  • Getting from Chicago O’Hare to downtown Chicago is quite easy. The Amtrak train connects the airport and the city center in about 40 minutes, and there are also numerous CTA bus lines connecting the airport to various destinations in the city. The L train line also offers a 24-hour service to reach the city centre.
  • One of the most convenient ways you can travel from downtown Toronto to the Toronto Pearson International Airport (YYZ) is to travel on the UP Express light rail service, which makes the trip from downtown to the airport about 25 minutes or so, with trains leaving roughly every 30 minutes.
  • If you plan on travelling aboard a flight from Air Canada from Toronto Pearson International Airport, this airport offers the convenience of an Air Canada Maple Leaf Lounge as well as an Air Canada Maple Leaf Lounge Express inside Terminal 1, offering plenty of food and drink options plus showers in the standard lounge.
  • Chicago O'Hare International Airport (ORD) is not only a great airport choice for those making their way to downtown Chicago, but it is also quite convenient when making a trip to towns and suburbs to the north and east of Chicago, including Rockford, Aurora, and Gurnee.
See more tips

Prefer to fly direct from Toronto to Chicago?

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

Direct departures

Toronto to Chicago

Monday

Air Canada,American Airlines,Porter Airlines, +1 more

Air Canada,American Airlines, +2 more

Tuesday

Air Canada,American Airlines,Porter Airlines, +1 more

Air Canada,American Airlines, +2 more

Wednesday

Air Canada,American Airlines,Porter Airlines, +1 more

Air Canada,American Airlines, +2 more

Thursday

Air Canada,American Airlines,Porter Airlines, +1 more

Air Canada,American Airlines, +2 more

Friday

Air Canada,American Airlines,Porter Airlines, +1 more

Air Canada,American Airlines, +2 more

Saturday

Air Canada,American Airlines,Porter Airlines, +1 more

Air Canada,American Airlines, +2 more

Sunday

Air Canada,American Airlines,Porter Airlines, +1 more

Air Canada,American Airlines, +2 more

See more nonstop flights

Direct returns

Chicago to Toronto

Monday

Air Canada,American Airlines,Porter Airlines, +1 more

Air Canada,American Airlines, +2 more

Tuesday

Air Canada,American Airlines,Porter Airlines, +1 more

Air Canada,American Airlines, +2 more

Wednesday

Air Canada,American Airlines,Porter Airlines, +1 more

Air Canada,American Airlines, +2 more

Thursday

Air Canada,American Airlines,Porter Airlines, +1 more

Air Canada,American Airlines, +2 more

Friday

Air Canada,American Airlines,Porter Airlines, +1 more

Air Canada,American Airlines, +2 more

Saturday

Air Canada,American Airlines,Porter Airlines, +1 more

Air Canada,American Airlines, +2 more

Sunday

Air Canada,American Airlines,Porter Airlines, +1 more

Air Canada,American Airlines, +2 more

See more nonstop flights
See more nonstop flights

Top 5 airlines serving from Toronto to Chicago

 
See real verified KAYAK customer reviews for airlines flying from Toronto to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Toronto 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.
8.0
Porter AirlinesOverall score based on 284 reviews
8.8Crew
7.6Food
8.2Boarding
8.1Comfort
7.0Entertainment
Airline reviews

It was amazing although they did bump us up to the front which gave us more leg room and a meal. The service was great! The staff were friendly. :)

10.0 ExcellentDiane, Apr 2025YYZ - TPA
Read more Porter Airlines reviews

It was amazing although they did bump us up to the front which gave us more leg room and a meal. The service was great! The staff were friendly. :)

Overall very good... staff were friendly and helpful. boarding was good for the most part, but a little hard to get our carry-on bags on there.... I think people should be directed to keep their coats and small bags with them until all the carry-ons are loaded, and then, if there is space, they can put their small bags and coats up top.. makes it much easier to put baggage up. i loved the internet feature, but the entertainment was not there unless you have your own Netflix or similar platform. My chair did not recline, which was very annoying, and the arms won't go up near the isle, which makes it tough to get in and out of the seat.

Staff were excellant. Only snacks served. Some turbulence so we were offered Free beer or wine.

The staff is always great. Just the fact that our flight was the only one delayed from Halifax when all other carries were still flying. It happen a year ago out of Toronto as well. All others were flying but our flight got cancelled 1 hr before the time of departure.

The only issue had when i mentioned about comfort was the man beside me was on the larger side and took about 1/3 of my seat where i was pressed against the wall/window of the plane for the trip.

The check-in staff, boarding staff, and flight crew were all very friendly. Really miss the Porter lounge in Ottawa.

Thanks for giving a beer to everyone in the seat infront of me and then telling me that I can’t have one because they are going to land. I guess I need to pay for a seat and then pick one in the very front of the plane

The flight was delayed by more than one hour. The terminal was consequently overcrowded and hot. We lost our car reservation and hit rush hour traffic in Boston, which added two hours stuck in traffic to our trip.

Awesome, the whole way through. Thank you, this is the new Canadian Airline benchmark.

We were given a complimentary seat upgrade which was so unexpected but so lovely!

Over the wing seat at emergency exit only downside people using lavatory have no respect and wait in the space

Flight delayed any hour and couple of big gate changes

The pilot came out and chatted with the passengers. He explained why there was a slight delay. The crew was excellent. Very helpful. I had to buy meals for my whole family and they were in different seats, so the crew had to deal with that. They were very pleasant and accommodating and did a great job!

We were unable to land in Liberia. It was not the airline’s fault, but we had to be diverted to SJO.

We had things stolen from our luggage, we also were refused an upgrade on a flight that was not full.

When we left, it wasn't Great . People were drinking heavily, very disrespectful Extremely loud, the entire trip. I think the crew members, should have get their attention. Coming back was great.

I sat in the club. The seeds were fantastic. The meal was great and Entertainment was good. The crew was fantastic. I recommend it to everybody.

The food was small portions and not fresh. I was seated at the back of the plane so by the time the cart approached me most of the food options were sold out. The cabin crew was fantastic however.

Great flight and crew. Food isn't free and neither are headphones...

We were in economy class but paid for option Plus which offer you an extra snack after take off, free earplugs & blanket. The crew were very attentive. The comfort however wasn’t great, hard to be comfortable in such restraint place. Wasn’t able to sleep through out the 7hrs flight and was exhausted upon arrival.

Smooth flight. Boarding was chaotic. Could not hear the gate agent over the intercom. People were lined up in the wrong lines. Groups one and two were told to board through line one and group 3 through line 2. All very confusing. Once in the air, the flight was smooth. There was no entertainment option on this aircraft, even though it was a larger aircraft.

Overall poor for me I paid extra for seats with leg room and my regional flights exit row seats have less leg room then the others that's money that could have been saved and on my final flight home the flights air was not operating it was unbearably hot in the cabin I will be contacting United and filing a DOT complaint

It was my first time with United Airlines and I would say it was very good experience and best of all the flights were on time. Will definitely fly with United Airlines next time.

Very modern plane. Good seat spacing. Meals were good. Screens had tons of movies and worked

There's just no way to sit fully upright and comfortably in these seats. There needs to be 2 more inches of room, and that's not something that only one person on the flight needs - the whole flight needs 2 more inches of room. If that means you sell 6 less seats, so be it. It's too close for anyone. Forcing people to pay for "premium" economy just to get "barely enough space to breathe" isn't really an answer to that.

The crew were very nice. The Chocolate is good and v there’s no entertainment. Thanks

The crew were very nice. I would have appreciated a pillow for comfort. I had a special meal that was sloppy, but the salad was great. Thanks

The plane was in Moline all night. Consequently, we assumed an on time departure at 8:15am. Unfortunately, and as is the normal case with United in Moline, we departed 2.5 hours late. When the crew came, it was discovered that there was very little heat in the plane. Seems this should have been checked hours before the crew arrived. Then when we boarded and the plane was to be de-iced, the United de-icing truck was not working! We awaited the American Airlines truck. All of this caused us to miss our connection in Chicago. My suggestion is never take United Airlines flight from Moline. We have been disappointed 80% of the time and have vowed to not take United again from Moline.

Flight was delayed two hours. No snacks and no tv screens. My bag got stuck in Chicago

The aircrew was solid, the flight was chill, I had no issues. The gate agent was not the best. I was trying to use a military bag upgrade to move my bag from under the seat to the overhead bins and he told me there’s no overhead bins on the plane, argued with me why booking put a military member in basic economy (I don’t really understand this) and made it an issue to even try to help me stating I’d have to call reservations to get a bag upgrade. When every other agent with United can add it at the gate, this man couldn’t be bothered.

To start, I’d like to say that every American Airline personnel I interacted with on the ground, especially flight crew, was very friendly and did their best to help me out. Despite this, however, my experience with the airline was an entire mess. The 7:19 PM flight was heavily delayed due to weather, and pushed to 10:30 AM the next morning. Because of this, I had to spend the night inside of the airport. At some point later in the night, I got an email saying that the flight had been canceled. I called the support number, and the representative on the other line told me that the flight was still on and that I didn’t need to rebook. The next morning, no one came to the gate to open the door for the crew until almost 11 AM. By this time the flight crew had been waiting for over an hour, and they had called management to get someone to open the door for them multiple times. Around 11:30, the gate screen had changed to a different flight. I ended up buying a last minute ticket with Southwest airline just to get to Chicago, because the next flight with American wasn’t until 7:19 pm that day. Now, earlier that morning my suitcase had been sent ahead of me to ORD. I went to baggage claim to ask them if I could have my suitcase forwarded to where I was staying. The representative at SDF baggage claim said they could and put the claim in for me. As I was going back through TSA, I got an email that the airline had found my suitcase, but the next step was to send it BACK to SDF. I called the airline support number again, and I made it clear that my suitcase needed to stay in Chicago and to not come back to SDF. The representative told me that they would hold my suitcase at ORD and that it wasn’t going to be forwarded anywhere. Once I got there, I found that they had loaded my suitcase onto a plane to send it back to SDF. Thankfully, I had gotten to the baggage claim counter in time for them to put in a request to bring my suitcase back up. My refund with the airline is processing already, but because of this entire experience and miscommunication at every turn of the way, I will not book with American Airlines in the future.

The plane was late and then sat on the runway for almost 45 minutes before taking off.

Crew professional. Easy bag drop off. On time. Good entertainment.

Everything was great. Boarding, early departure, early arrival, and deplaning were smooth. Smooth flight.

Per usual, flight status, staff courtesy and professionalism were excellent

The only thing is if Wi-Fi is available after you land and taxi to the gate. It takes forever to get to the gate, and having the Wi-Fi continue would be great to bide the time at least 5 minutes before you arrive at the entrance. That is my only comment; otherwise, everything was good.

Had to wait on pilot and crew to depart and had to wait to arrive at the gate because they only had 2 crews working. Delays, delays....Planes just keep getting smaller and tighter and they nickle and dime for everything. When will an airline actually wake up and make flying more enjoyable?

Seating was horrible. Small seats. Access to flight information and extras very iser unfriendly. Kept losing internet after paying for it. Staff in madison was as unprofessional and unhelpful.

Delayed due to no crew. On a major holiday travel day.

Other than being delayed 5.5 hours and having to get a hotel because I missed my connecting flight, it was an okay flight. No in-flight Wi-Fi or entertainment.

My flight was overbooked and they would not let me board. I had to book another flight and pay the full amount of that flight. I did not get any help at all from Air Canada or United Airlines.

Overall good experience. The flight from Toronto to Denver does not have entertainment - movies to watch.

Everything was made rather simple, so I appreciate that. All the people I dealt with from entering the airport in Jacksonville to my lonnnnnnng walk to my next gate in Chicago were excellent and very helpful.

Terrible. 3 missed flights and 24 hours delayed with lost bag and promised $100 compensation from United and absolutely nothing from them…

Ensure prepaid food arrangements are appropriately understood by flight crew of who purchased and who did not

All was fine. Weather was a bit stormy, but nothing kayak can do about that! 😊

I paid for a comfort class seat and was seated in economy.

My plane was cancelled and had to be rebook for the evening was not happy.

The flight was cancelled and we had to rebook on Porter to make our cruise the next day. Air Canada has not compensated. We won’t be flying with them again. This is the second time this has happened. Also the return flight was delayed 2 hours who knows why.

Separated me and my wife and wife’s sister in far apart different seats even though I booked them all together. Just scams after scams to make us pay more. Worst airline

Everything you need to know for your flight from Toronto to Chicago

Other airlines flying from Toronto to Chicago

Flights from the other most popular airlines that fly from Toronto to Chicago according to KAYAK users. Prices are the lowest found on KAYAK over the last 7 days. Price and availability are not guaranteed.

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.