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YHZ - CHI

C$ 196 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 10/7. 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 16/6
Sun 23/6

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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
In the last 7 days, travellers have searched 42,211,976 times on KAYAK, and here is why:

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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.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
6:30 a.m. - 11:56 a.m.YHZ-ORD
7h 26m1 stop
3:35 p.m. - 12:52 a.m.ORD-YHZ
7h 17m1 stop
C$ 373Air Canada
Find Deal
Thu, 17 Oct - Mon, 21 Oct
4:26 p.m. - 7:40 a.m.YHZ-ORD
17h 14m2 stops
6:54 a.m. - 1:35 p.m.ORD-YHZ
4h 41m1 stop
C$ 399American Airlines
Find Deal
Thu, 17 Oct - Mon, 21 Oct
4:26 p.m. - 7:40 a.m.YHZ-ORD
17h 14m2 stops
8:20 p.m. - 1:35 p.m.ORD-YHZ
15h 15m2 stops
C$ 406American Airlines
Find Deal
Thu, 17 Oct - Mon, 21 Oct
9:15 a.m. - 4:17 p.m.YHZ-MDW
9h 02m2 stops
11:05 a.m. - 8:10 p.m.MDW-YHZ
7h 05m1 stop
C$ 441Porter Airlines
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Tue, 4 Jun - Tue, 11 Jun
10:55 a.m. - 4:17 p.m.YHZ-MDW
7h 22m1 stop
5:15 p.m. - 2:18 a.m.MDW-YHZ
7h 03m1 stop
C$ 445Porter Airlines
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Wed, 7 Aug - Fri, 9 Aug
12:55 p.m. - 9:03 p.m.YHZ-ORD
10h 08m2 stops
7:10 a.m. - 9:39 p.m.ORD-YHZ
12h 29m2 stops
C$ 459WestJet
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Sat, 22 Jun - Sat, 29 Jun
6:05 p.m. - 10:02 p.m.YHZ-ORD
5h 57m1 stop
3:35 p.m. - 12:53 a.m.ORD-YHZ
7h 18m1 stop
C$ 475Air Canada
Find Deal
Fri, 21 Jun - Sat, 20 Jul
12:55 p.m. - 10:01 p.m.YHZ-MDW
11h 06m2 stops
9:34 a.m. - 11:10 p.m.MDW-YHZ
11h 36m2 stops
C$ 479Delta
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Tue, 4 Jun - Tue, 11 Jun
5:55 a.m. - 6:17 p.m.YHZ-ORD
14h 22m2 stops
10:15 a.m. - 11:10 p.m.ORD-YHZ
10h 55m2 stops
C$ 489Delta
Find Deal
Tue, 4 Jun - Tue, 11 Jun
7:15 p.m. - 9:57 p.m.YHZ-ORD
28h 42m2 stops
10:15 a.m. - 9:39 p.m.ORD-YHZ
33h 24m2 stops
C$ 521WestJet
Find Deal
Mon, 24 Jun - Fri, 28 Jun

Flights from Halifax to Chicago - Travel Insights & Trends

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

The average price of all 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 Mondays and avoid leaving on a Saturday, as it's usually the priciest day. When flying back from Chicago, Monday is the cheapest day to fly and Thursday 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 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$ 417 on average. On the other hand, the most expensive months are September and July, where the average cost of tickets is C$ 848 and C$ 689 respectively.

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

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Halifax 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 on the flight from Halifax to Chicago, you should book around 2 days before departure. For the absolute cheapest price, our data suggests you should book 18 days before departure.

Which airlines provide the cheapest flights from Halifax to Chicago?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
In the past 3 days, the cheapest one-way tickets to Chicago from Halifax were found on Porter Airlines (C$ 196) and Air Canada (C$ 214), and the lowest round-trip tickets were found on Air Canada (C$ 373) and American Airlines (C$ 399).

Good to know

Low season

January

High season

December

Cheapest flight

C$ 196
Best time to beat the crowds (28% less expensive on average)
Most popular time to fly and prices are also 1% lower on average.
Flight from Halifax to Chicago Midway 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$ 144 for a one-way ticket and C$ 274 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?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Halifax to Chicago?

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

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

    The two airlines most popular with KAYAK users for flights from Halifax to Chicago are Porter Airlines and American Airlines. With an average price for the route of C$ 565 and an overall rating of 7.4, Porter Airlines is the most popular choice. American Airlines is also a great choice for the route, with an average price of C$ 579 and an overall rating of 7.3.

  • 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

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.
7.4
Porter AirlinesOverall score based on 414 reviews
6.6Entertainment
7.5Comfort
8.2Crew
7.6Boarding
7.4Food
Airline reviews

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.

10.0 ExcellentJustin, Apr. 2024YVR - YYZ
Read more about Porter Airlines reviews

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.

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.

Flight delayed 6 hr. Looking for compensation and will claim for it.allow US people to fix to avoid huge delay having a canadian tech to fix it.

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

I didn’t make my flight due to poor weather and I had an accident driving there. I tried to get my money back or even credit and nothing. I have an entire flight both to Florida and back that I paid for and no one will give me any money back. I know this isn’t just Porter and it’s 3rd party- however airlines should allow these companies to take money for things they don’t get. I’m so upset. Who can afford a full flight they never take?

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

United WiFi is consistently unusable (it can take 10 mins to load a single web page). If you need Wifi to do work, be prepared to lose half a day of productivity.

Crew was not very helpful. They forgot to serve me coffee and had to wait for a long time.It looked as if they were not very happy with what they were doing.

Good movies, iffy pay WiFi, food ok- on time though and that was great!

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

The flight was scheduled to depart DCA at 12:30 pm but was delayed twice on the ground so that we were finally scheduled to depart at around 4:00 pm. Once we boarded, it was announced that takeoff would be delayed again to fix a hydraulic problem which delayed our eventual takeoff until around 5:00 pm. Once we departed, it was a smooth flight back to ORD. We did not get any explanation about what caused the original significant delay. In my experience, this happens frequently with AA.

Seriously need to improve the time schedule and the plans

Great TV, easy boarding, wonderful ground crew and flight crew.

Pretty good service and US Migratory officers providing services in Canada was awesome, because the arrival was quick and smooth

Rude Customer Service at checkin, 90 minute limit in flight check in is too strict. I was in line for 30 minutes because of slow/insufficient workers. Somewhere I got to the the counter of course the employee warned me about the 90 minutes. People were cutting the lines. No one did anything.

Rouge needs to offer seats with better pitch in economy. Many sick people on a full flight.

Overall, I would have to say my experience with Air Canada was mediocre their DC tens. Need to be updated not comfortable at all. Only one out of my four flights was decent. The staffing was very nice. Going through customs in Montreal was quick and easy. Air Canada has room for improvement with their facilities.

Ontime boarding. Almost 1 hour take off delay. We could have boarded slightly later since the pilots were in traffic

Flight was delayed, I had to put my luggage all the way in the back! They served only a beverage no snack on the way in Air Canada, definitely not a good first impression.

This was the first AC flight in a long time that we experienced no delays or frustrations. The gate attendant was extremely polite and accommodating to my husband who has Parkinson’s disease which made boarding extremely stress free. Flight departed ON TIME and was a smooth ride. If only all my AC experiences could be like this.

When we got to the airport for our flight from Chicago to Montreal which was scheduled for 2.00 p.m. they had no record of it and booked us on a flight at 3.30 very disappointing . We also had to pay 50.00 each for a seat. All things considered ,I will never book thru Kayak again. Next time I will only book directly thru Air Canada no second party booking Sue

Book cheap flights from Halifax to Chicago

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Halifax to Chicago found on KAYAK in the last 72 hours.
10/7Wed
2 stopsPorter Airlines
10h 42mYHZ-MDW
C$ 196
20/6Thu
1 stopAir Canada
5h 31mYHZ-ORD
C$ 214
10/7Wed
1 stopPorter Airlines
5h 42mYHZ-MDW
C$ 215
10/7Wed
1 stopAir Canada
6h 11mYHZ-ORD
C$ 215
24/9Tue
2 stopsDelta
8h 31mYHZ-MDW
C$ 223
24/9Tue
2 stopsDelta
8h 04mYHZ-ORD
C$ 223
11/6Tue
2 stopsAmerican Airlines
8h 40mYHZ-ORD
C$ 233
22/9Sun
2 stopsWestJet
16h 37mYHZ-ORD
C$ 309
22/9Sun
2 stopsWestJet
17h 49mYHZ-MDW
C$ 350
15/9Sun
2 stopsAmerican Airlines
7h 51mYHZ-ORD
C$ 362

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Halifax - Chicago Flights

Departure:

Halifax (undefined)Canada

Cabin classes: