YHZ - CHI

C$ 206 Find Cheap Flights from Halifax 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 Halifax to Chicago departing on 24/5. 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.
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These are the airlines KAYAK users have selected most often from within our search results in flight searches from Halifax to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Halifax to Chicago, as well as popular online travel agencies
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Cheap Flight Deals from Halifax to Chicago (YHZ-CHI)

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

KAYAK's recommended round-trip deals from the most popular airlines that fly from Halifax to Chicago.
Discover the best prices for you by selecting your travel dates on KAYAK.
Choose your dates
Air Canada Logo
5:20 a.m. - 10:54 a.m.YHZ-ORD
7h 34m1 stop
Air Canada Logo
8:40 a.m. - 3:46 p.m.ORD-YHZ
5h 06m1 stop
C$ 364Air Canada
Find Deal
Thu, 22 May - Fri, 30 May
Air Canada Logo
5:45 a.m. - 9:52 a.m.YHZ-ORD
6h 07m1 stop
Air Canada Logo
10:00 a.m. - 7:39 p.m.ORD-YHZ
7h 39m1 stop
C$ 384Air Canada
Find Deal
Sat, 7 Jun - Sat, 14 Jun
Porter Airlines Logo
9:15 a.m. - 4:24 p.m.YHZ-MDW
9h 09m2 stops
Porter Airlines Logo
9:40 a.m. - 11:24 p.m.MDW-YHZ
11h 44m2 stops
C$ 417Porter Airlines
Find Deal
Thu, 26 Jun - Mon, 30 Jun
Delta Logo
6:40 a.m. - 12:55 p.m.YHZ-ORD
8h 15m2 stops
Delta Logo
7:07 a.m. - 11:27 p.m.ORD-YHZ
14h 20m2 stops
C$ 428Delta
Find Deal
Thu, 26 Jun - Mon, 30 Jun
Porter Airlines Logo
9:15 a.m. - 4:24 p.m.YHZ-MDW
9h 09m2 stops
Porter Airlines Logo
9:40 a.m. - 11:24 p.m.MDW-YHZ
11h 44m2 stops
C$ 429Porter Airlines
Find Deal
Thu, 26 Jun - Mon, 30 Jun
United Airlines Logo
5:00 p.m. - 6:45 p.m.YHZ-ORD
3h 45mdirect
United Airlines Logo
6:30 p.m. - 2:09 a.m.ORD-YHZ
5h 39m1 stop
C$ 505United Airlines
Find Deal
Sat, 7 Jun - Sat, 14 Jun
Delta Logo
6:40 a.m. - 1:24 p.m.YHZ-ORD
8h 44m1 stop
Delta Logo
11:00 a.m. - 11:27 p.m.ORD-YHZ
10h 27m2 stops
C$ 508Delta
Find Deal
Thu, 26 Jun - Mon, 30 Jun
United Airlines Logo
5:20 a.m. - 10:54 a.m.YHZ-ORD
7h 34m1 stop
United Airlines Logo
1:55 p.m. - 1:49 a.m.ORD-YHZ
9h 54m2 stops
C$ 512United Airlines
Find Deal
Thu, 22 May - Fri, 30 May
WestJet Logo
8:05 p.m. - 9:45 p.m.YHZ-MDW
27h 40m2 stops
WestJet Logo
7:21 p.m. - 5:40 p.m.MDW-YHZ
20h 19m2 stops
C$ 518WestJet
Find Deal
Sat, 7 Jun - Sat, 14 Jun
WestJet Logo
8:30 a.m. - 9:51 a.m.YHZ-ORD
27h 21m2 stops
WestJet Logo
1:40 p.m. - 10:50 p.m.ORD-YHZ
31h 10m2 stops
C$ 529WestJet
Find Deal
Thu, 22 May - Fri, 30 May

KAYAK's insights & trends for Halifax to Chicago flights

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

What is the cheapest Halifax 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 Halifax to Chicago.
Our data shows that the cheapest route for a return flight from Halifax to Chicago cost C$ 467 and was between Halifax (YHZ) and Chicago O'Hare Intl Airport (ORD). On average, the best prices are found if you fly this route. The average price for a return flight for this route is C$ 467.

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

The average price of all round-trip flights from Halifax to Chicago clicked on KAYAK for each day over the last 12 months.
If you are looking for a flight deal from Halifax to Chicago, look for departures on Tuesdays and avoid leaving on a Thursday, as it's usually the priciest day. When flying back from Chicago, Saturday is the cheapest day to fly and Friday is the most expensive.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Halifax 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 Halifax to Chicago is January, where tickets cost C$ 373 (return) on average. On the other hand, the most expensive months are October and June, where the average cost of round-trip tickets is C$ 645 and C$ 602 respectively.

Good to know

Low season

March

High season

December

Cheapest flight

C$ 206
Best time to beat the crowds (11% less expensive on average)
Most popular time to fly and prices are also 8% lower on average.
Flight from Halifax to Chicago O'Hare Airport

When to book flights from Halifax to Chicago

Are your dates flexible? Find out the best times to travel from Halifax 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.

FAQs for booking flights from Halifax to Chicago

  • How many flights are there between Halifax and Chicago per day?

    There is a maximum of 1 nonstop flight a day that takes off from Halifax and lands in Chicago, with an average flight time of 3h 45m. The most common departure time is 5:00 p.m. and most flights take off in the afternoon. Each week, there are 1 flights.

  • What is the cheapest flight from Halifax to Chicago?

    In the last 3 days, the lowest price for a flight from Halifax to Chicago was C$ 149 for a one-way ticket and C$ 263 for a round-trip.

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

    Halifax is served by only 1 airport and there are 2 airports in Chicago. You will leave Halifax from Halifax Intl and you will be arriving in Chicago at one of these airports: Chicago Midway or Chicago O'Hare Intl.

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

    Only American Airlines offers inflight Wi-Fi service on the Halifax to Chicago flight route.

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

    The Embraer 175 (Enhanced Winglets) is the aircraft model that flies most regularly on the Halifax to Chicago flight route.

  • Which airline alliances offer flights from Halifax to Chicago?

    Star Alliance is the only airline alliance operating flights between Halifax and Chicago.

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

    You can catch a direct flight from Halifax to Chicago on on Saturday.

  • Which is the best airline for flights from Halifax to Chicago, Porter Airlines or United Airlines?

    The two airlines most popular with KAYAK users for flights from Halifax to Chicago are Porter Airlines and United Airlines. With an average price for the route of C$ 512 and an overall rating of 8.0, Porter Airlines is the most popular choice. United Airlines is also a great choice for the route, with an average price of C$ 560 and an overall rating of 7.4.

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

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Halifax 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 Halifax 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 Halifax with another airline.

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

  • Looking for a cheap flight? 25% of our users found flights on this route for C$ 1,091 or less round-trip.

Prefer to fly direct from Halifax to Chicago?

Find which airlines fly direct from Halifax Intl Airport to Chicago, which days they fly and book direct flights.

Direct departures

Halifax Intl to Chicago

Saturday

United Airlines,American Airlines

United Airlines,American Airlines

See more nonstop flights

Direct returns

Chicago to Halifax Intl

Saturday

United Airlines,American Airlines

United Airlines,American Airlines

See more nonstop flights
See more nonstop flights

Top 4 airlines serving from Halifax to Chicago

 
See real verified KAYAK customer reviews for airlines flying from Halifax 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 Halifax 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 285 reviews
7.0Entertainment
8.1Comfort
7.6Food
8.2Boarding
8.8Crew
Airline reviews

I love the 2 seats per row. More room. The crew were excellent.

10.0 ExcellentAnonymous, Apr 2025YHZ - YOW
Read more Porter Airlines reviews

I love the 2 seats per row. More room. The crew were excellent.

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.

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.

Internet on both flights was sketchy. Thus in flight entertainment was non- existent on MN - Balrimote leg.

It took 30 minutes to check in with the Westjet rep. They didn’t have enough seats and she needed to make a call… I am always “randomly” selected to be checked at security. Their “randomly “ selection system may need some updating. They treat people like criminals. It is not appropriate behavior.

Will never book through you again. Very disappointed in the notices and action taken or provided when planes are rescheduled, enough to cause missed connections

Lost my luggage. Filed a report and there is no response. Received a phone call from another airline that said they had the bag and they did not know what to do with it

Very good over all , would have been nice to have entertainment on the flight

Absolutely the worst airline I have ever taken. They lost my baggage and told me my bag tags had been cancelled. When my bags arrived days later I had to pick them up at 3:15 am. My return flight was delayed another 6 hours and they broke my bag. Westjet does nothing to try and make it a better customer experience and all the customers services representatives I spoke with were useless and incompetent. Never flying westjet again.

it's all good nothing you can do make better 😌

Very old planes. Seats were not comfortable. Air was not on during the flight leading to incredibly stuffy conditions.

It was so bad experience they wanted just charged passengers for any reason.

Delta was great. West Jet was not. I booked my flight in Sept (well over two months ago), but was told there were 2 reservations and NO tickets for me, my husband and 16mo daughter. We were unable to go ahold of West Jet over the phone and the kiosk was unhelpful so we had to buy completely new tickets in order to get home that day. I’ve called West Jet twice since and sat on the phone for over an hour without speaking to any representatives.

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

It was just ok, after a weather delay and had to take 3 planes in one day I asked for another cookie and she said no only one per passenger, found that a bit pity after spending my whole day in airports and planes

All good, but plane outdated, seat uncomfortable, food that we had was 4 out of 10. Crew was great!

Lack of crew staffs to handle emergency medical situations that ending no meal served and only hot water and bag of pretzels served for business class!

Very Poor Even with the disruptions our flight was delayed twice then eventually cancelled. Subsequently we to this date have lost 3 days of our vacation. The situation still remains unresolved

flight was delayed 6 hours for weather, then cancelled because of the crash in toronto, but none of the links to cancel or rebook my flights are working

The app and the information given at the counter did not match.

The app and the information given at the counter did not match

Minimal food offered (crackers). Had to clean the seat with a wet wipe because of dried food.

The seats for first class were so close together it was hard to get by one another to go to the bathroom. If I knew that this was first class I would have just paid and flown economy

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

Information on your arrival and departure airports

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