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YHZ - MDW

Find cheap flights from Halifax to Chicago Midway Airport from C$ 253

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 12/9. 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
Tue 4/6
Tue 11/6

Search hundreds of travel sites at once for deals on flights to Chicago Midway Airport

 
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 43,369,418 times on KAYAK, and here is why:

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Cheap flight deals from Halifax to Chicago (YHZ-MDW)

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
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$ 498Porter Airlines
Find Deal
Tue, 4 Jun - Tue, 11 Jun
9:15 a.m. - 4:17 p.m.YHZ-MDW
9h 02m2 stops
8:00 a.m. - 6:10 p.m.MDW-YHZ
8h 10m1 stop
C$ 527Porter Airlines
Find Deal
Wed, 15 May - Sat, 18 May
7:00 a.m. - 4:17 p.m.YHZ-MDW
11h 17m2 stops
11:25 a.m. - 8:10 p.m.MDW-YHZ
6h 45m1 stop
C$ 542Porter Airlines
Find Deal
Fri, 7 Jun - Fri, 14 Jun
5:55 p.m. - 9:37 p.m.YHZ-MDW
5h 42m1 stop
11:05 a.m. - 8:10 p.m.MDW-YHZ
7h 05m1 stop
C$ 546Porter Airlines
Find Deal
Thu, 1 Aug - Wed, 7 Aug
6:40 a.m. - 12:43 p.m.YHZ-MDW
8h 03m2 stops
9:28 a.m. - 9:39 p.m.MDW-YHZ
10h 11m2 stops
C$ 562Delta
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Tue, 11 Jun - Sat, 15 Jun
8:00 p.m. - 9:51 a.m.YHZ-MDW
15h 51m2 stops
3:45 p.m. - 9:39 p.m.MDW-YHZ
27h 54m2 stops
C$ 567WestJet
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Fri, 7 Jun - Fri, 14 Jun
5:55 a.m. - 5:06 p.m.YHZ-MDW
13h 11m2 stops
9:32 a.m. - 9:38 p.m.MDW-YHZ
10h 06m2 stops
C$ 587Delta
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Wed, 15 May - Sat, 18 May
5:55 p.m. - 9:37 p.m.YHZ-MDW
5h 42m1 stop
6:00 a.m. - 6:28 p.m.MDW-YHZ
10h 28m2 stops
C$ 588
Find Deal
Wed, 19 Jun - Sun, 23 Jun
5:05 p.m. - 9:37 p.m.YHZ-MDW
6h 32m2 stops
10:11 a.m. - 9:39 p.m.MDW-YHZ
9h 28m2 stops
C$ 594
Find Deal
Thu, 1 Aug - Wed, 7 Aug
5:55 a.m. - 10:01 p.m.YHZ-MDW
18h 06m2 stops
10:41 a.m. - 11:02 p.m.MDW-YHZ
34h 21m2 stops
C$ 619WestJet
Find Deal
Tue, 4 Jun - Tue, 11 Jun

Good to know

High season

August

Cheapest flight

C$ 253
Most popular time to fly (36% more expensive 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 Halifax to Chicago Midway Airport flights

  • What is the cheapest flight from Halifax to Chicago Midway Airport?

    In the last 3 days, the lowest price for a flight from Halifax to Chicago Midway Airport was C$ 185 for a one-way ticket and C$ 364 for a round-trip.

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

    Halifax and Chicago Midway Airport are both served by 1 main airport. You will leave Halifax from Halifax Intl and will be arriving at Chicago Midway.

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

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

  • Which airline alliances offer flights from Halifax to Chicago Midway Airport?

    SkyTeam is the only airline alliance operating flights between Halifax and Chicago Midway Airport.

  • How does KAYAK find such low prices on flights from Halifax to Chicago Midway Airport?

    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 Midway Airport.

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

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

  • What is the Hacker Fare option on flights from Halifax to Chicago Midway Airport?

    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 Midway Airport 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 Midway Airport?

    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 Midway Airport 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 airline 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.
7.4
Porter AirlinesOverall score based on 430 reviews
7.6Boarding
7.5Comfort
8.2Crew
7.4Food
6.6Entertainment
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.

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?

Flight Ottawa to Toronto canceled and no crew was available to direct me on what to do. I opened a file and I wait to be compensated.

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.
12/9Thu
1 stopPorter Airlines
5h 42mYHZ-MDW
C$ 253
26/6Wed
1 stopPorter Airlines
5h 42mYHZ-MDW
C$ 257
12/9Thu
2 stopsPorter Airlines
6h 32mYHZ-MDW
C$ 259
26/6Wed
2 stopsPorter Airlines
9h 17mYHZ-MDW
C$ 275
20/6Thu
1 stopPorter Airlines
5h 42mYHZ-MDW
C$ 291
20/6Thu
2 stopsPorter Airlines
9h 17mYHZ-MDW
C$ 298
14/8Wed
1 stopPorter Airlines
5h 42mYHZ-MDW
C$ 301
3/8Sat
2 stopsPorter Airlines
6h 32mYHZ-MDW
C$ 302
8/10Tue
1 stopPorter Airlines
5h 42mYHZ-MDW
C$ 311
3/8Sat
1 stop
15h 02mYHZ-MDW
C$ 602

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Halifax - Chicago Midway Airport Flights

Departure:

Halifax (YHZ)Canada

Destination:

Chicago Midway Airport (MDW)United States

Cabin classes:

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