YHZ - CHI

C$ 272 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 25/10. 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
1 adult, Economy

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 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 Flights 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.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Halifax to Chicago

Thu, 18 Sep - Tue, 23 Sep
Delta Logo
6:40 a.m. - 1:05 p.m.YHZ-ORD
8h 25m1 stop
Delta Logo
11:05 a.m. - 11:13 p.m.ORD-YHZ
10h 08m2 stops
C$ 492Delta
Find Deal
Wed, 27 Aug - Wed, 3 Sep
 Logo
8:20 a.m. - 4:24 p.m.YHZ-MDW
10h 04m1 stop
 Logo
9:35 a.m. - 10:39 p.m.MDW-YHZ
11h 04m1 stop
C$ 505
Find Deal
Thu, 4 Sep - Thu, 11 Sep
Air Canada Logo
5:45 a.m. - 9:51 a.m.YHZ-ORD
6h 06m1 stop
Air Canada Logo
8:40 a.m. - 4:10 p.m.ORD-YHZ
5h 30m1 stop
C$ 526Air Canada
Find Deal
Thu, 18 Sep - Tue, 23 Sep
Air Canada Logo
5:45 a.m. - 9:51 a.m.YHZ-ORD
6h 06m1 stop
Air Canada Logo
8:40 a.m. - 4:10 p.m.ORD-YHZ
5h 30m1 stop
C$ 534Air Canada
Find Deal
Wed, 27 Aug - Wed, 3 Sep
Porter Airlines Logo
8:20 a.m. - 4:24 p.m.YHZ-MDW
10h 04m1 stop
Porter Airlines Logo
9:35 a.m. - 11:40 p.m.MDW-YHZ
12h 05m2 stops
C$ 542Porter Airlines
Find Deal
Wed, 1 Oct - Tue, 7 Oct
Porter Airlines Logo
6:10 a.m. - 4:24 p.m.YHZ-MDW
12h 14m2 stops
Porter Airlines Logo
9:35 a.m. - 11:40 p.m.MDW-YHZ
12h 05m2 stops
C$ 556Porter Airlines
Find Deal
Sat, 30 Aug - Sat, 6 Sep
United Airlines Logo
5:00 p.m. - 6:48 p.m.YHZ-ORD
3h 48mdirect
United Airlines Logo
10:35 a.m. - 11:55 p.m.ORD-YHZ
11h 20m1 stop
C$ 610United Airlines
Find Deal
Sat, 20 Sep - Sat, 27 Sep
United Airlines Logo
5:00 p.m. - 6:48 p.m.YHZ-ORD
3h 48mdirect
United Airlines Logo
10:35 a.m. - 3:53 p.m.ORD-YHZ
3h 18mdirect
C$ 641United Airlines
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Fri, 19 Sep - Wed, 24 Sep
WestJet Logo
8:30 a.m. - 6:46 p.m.YHZ-ORD
12h 16m2 stops
WestJet Logo
7:55 a.m. - 10:39 p.m.ORD-YHZ
12h 44m2 stops
C$ 648WestJet
Find Deal
Fri, 19 Sep - Wed, 24 Sep
WestJet Logo
8:30 a.m. - 9:36 p.m.YHZ-MDW
15h 06m2 stops
WestJet Logo
12:43 p.m. - 7:13 a.m.MDW-YHZ
16h 30m2 stops
C$ 694WestJet
Find Deal
Booking Insights

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$ 486 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$ 486.

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 Saturday, 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$ 371 (return) on average. On the other hand, the most expensive months are June and October, where the average cost of round-trip tickets is C$ 657 and C$ 641 respectively.


Good to know

Low seasonMarch
Cheapest flightC$ 272
Best time to beat the crowds (14% less expensive on average)
Most popular time to fly and prices are also 10% 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

  • 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$ 197 for a one-way ticket and C$ 357 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 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?

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

  • 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$ 492 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$ 558 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.

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$ 541 or less one-way and C$ 486 or less round-trip.

Prefer to fly direct from Halifax to Chicago?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Halifax Intl 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

American Airlines,United Airlines

American Airlines,United Airlines

See more nonstop flights

Direct returns

Chicago to Halifax Intl

Saturday

American Airlines,United Airlines

American Airlines,United Airlines

See more nonstop flights

Reviews of the top 4 airlines flying 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 318 reviews
7.6Food
7.0Entertainment
8.2Boarding
8.7Crew
8.0Comfort
Airline reviews

All good the seats a little tight and no I pad screen

10.0 ExcellentAnonymous, Jul 2025YYZ - RSW
Read more Porter Airlines reviews

All good the seats a little tight and no I pad screen

Everything was good except the fact you charge more for a carry on bag vs a check in bag and to top it off in US$ that was not impressive

Our flight was cancelled at the last minute for maintenance reasons and we were rebooked on a late flight when we purposefully booked our flight to be home early due to work.

Seemed like an old plane. Very noisy. The seat cushions were so old that the metal bracing of the seats were poking through. There was plenty of leg room though.

Flight was delayed over 2 hours, then landed at a different airport!

The whole experience from check in to deboarding was fantastic.

Just an evening before they canceled my ticket and offered me ticket costing 3 x times more than. I will not fall prey to these scams,Will never book through kayak now. Such a bad experience.

was okay except.. 1)the porter check in webpage doesn't let you print your boarding pass from home 2)that there was a 90 min cut off for checking in on the kiosk in general, and to print a boarding pass, even tho i checked in online already....

Great! Personable crew. I love that they pour complimentary beer and wine.

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

Weather delay in Chicago?. No sense of urgency to make connection in Chicago for our connecting flight that wasn't delayed. Connection was missed.

Overall it was good. I missed my connection but I was put on another flight.

Overall a very poor experience - booked premium economy tickets but due to last minute flight delays , all my itinery went for a toss and had to fly economy class with no access to lounge or any compensation by united airlines to make up for the flight delays . i had expected better experience than that from united.

It was fine, definitely older planes with no charging or anything. There’s no entertainment set up on board, but it is nice that they allow you to access the in flight entertainment from your phone without having to pay for the Wi-Fi and they do offer free texting.

I liked that the flight was nonstop from ORD to CIU for $200 round trip.

All flight attendants could benefit by taking an international flight on Qantas Airline. Qantas attendants are much more hospitable in every way. Much superior than and attendants on any US airline.

While the staff was pleasant and helpful, the following observations are for your awareness. There was some delay on the tarmac on take off and landing. The paid lunch/food offerings were limited. Entertainment was only available on WiFi at a cost.

The first flight was better in terms of the aircraft.

Our flights got changed from United to Air Canada and our purchased seats did not get transferred so we had to pay for seats twice. I brought it up with Air Canada and they stated I had to go back and chase it with United. The united seats were $21 Canadian each and Air Canada were $56 each so we have paid $77 for each seat. Very unhappy

So far so good but food and entertainment are not available for this flight

Staff were courteous and helpful. The only negative was the flight delays (which are usually unavoidable) and the high baggage price.

Absolutely terrible, from the customer service to boarding the plane. On the phone, there was some mishaps with getting in my correct date and they did not help me retrieve a refund or any assistance. I’m gonna be reporting to all my followers and family around the region of Los Angeles to New York.

Could not fly out of Canada. Called airlines on Monday, July 14th. Tried to cancel the flight 7 days away, but they said I could not cancel and there would be no refund.

A little disorganized but overall good. The Delta flights were great though

Price was good. Entertainment and food could have been better

Staff was nice, helpful, and did all they could. I understand economy seats are bottom of the barrel, but we're crammed in there with others in our row.

Our flight info was lost as the original booking was with westjet... almost missed our outbound flight trying to get it corrected. Inbound we had to reschedule completely as they didn't have our information and resold our seats ending up getting home much later than planned. The confirmation numbers we received from justfly for westjet didn't help anything with delta as they said we needed a delta confirmation which we never received. I talked with justfly and they said it's the airlines problem and with westjet and they said it is the 3rd party bookers issue.... so, not fun

They kept making changes to the itinerary. I actually wasn't able to go and i tried to get flight credit in exchange for the ticket, but the customer service chat was taking way too much time.

This flight was better than the first. Two of the flight attendants were wonderful at supporting m through nausea and vomiting through the flight. No tv, no food, very interesting. I’ve never paid for wifi (just the $3 chatting) until these 2 flights. This experience has changed my opinion on layovers. Idk if I’ll ever do one again

WestJet canceled my booking, replaced it with a booking that didn't work (departing from cruise ship), and didn't offer any flights that did work. Their only option was for me to cancel and go to another airline for more money. Which I did.

Every person and every experience with Air Canada was excellent. All customer service was outstanding and done pleasantly. The notifications through their App were timely and informative. This airline shines. All other airlines should take training from them.

Bad service as well. Another 3hr delayed flight from chicago to Charlotte.

Better than usual. We’ve flown air Canada for years at least once or twice a year and used it to bring our Canadian American son back and forth from USA and Canada and Europe and we have had MANY bad experiences with late flights, missed connections, boarding issues, for almost 10 years. Just lots of bad experiences. This one wasn’t bad at all. It’s simply what we expected. Even though the first flight this time was 45 min late in leaving due to a maintenance issue, that didn’t mess us up. But all else was fine so we were pleased.

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

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

Information on your arrival and departure airports

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