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YHZ - MDW

C$ 240 Find Cheap Flights from Halifax to Chicago Midway Airport

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 26/5. 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.
1 adult

KAYAK searches 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
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Cheap Flight Deals from Halifax to Midway (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 Midway 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
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
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
Porter Airlines Logo
6:45 a.m. - 4:24 p.m.YHZ-MDW
11h 39m2 stops
Porter Airlines Logo
9:40 a.m. - 11:24 p.m.MDW-YHZ
11h 44m2 stops
C$ 446Porter Airlines
Find Deal
Thu, 22 May - Fri, 30 May
Logo
6:30 a.m. - 8:17 p.m.YHZ-MDW
15h 47m2 stops
Logo
9:12 p.m. - 5:39 p.m.MDW-YHZ
18h 27m1 stop
C$ 482
Find Deal
Thu, 22 May - Fri, 30 May
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$ 510Porter Airlines
Find Deal
Thu, 26 Jun - Tue, 1 Jul
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
8:05 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$ 536WestJet
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
9:15 a.m. - 11:12 p.m.MDW-YHZ
11h 57m2 stops
C$ 576Porter Airlines
Find Deal
Fri, 10 Oct - Tue, 14 Oct
WestJet Logo
8:05 p.m. - 9:47 p.m.YHZ-MDW
27h 42m2 stops
WestJet Logo
1:05 p.m. - 7:15 a.m.MDW-YHZ
16h 10m2 stops
C$ 602WestJet
Find Deal
Sat, 9 Aug - Sat, 16 Aug
Porter Airlines Logo
9:15 a.m. - 4:24 p.m.YHZ-MDW
9h 09m2 stops
Porter Airlines Logo
9:15 a.m. - 11:12 p.m.MDW-YHZ
11h 57m2 stops
C$ 616Porter Airlines
Find Deal
Fri, 10 Oct - Tue, 14 Oct

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.

Which airlines provide the cheapest flights from Halifax to Chicago Midway Airport?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.
In the past 3 days, the cheapest round-trip tickets from Halifax to Chicago Midway Airport were found on Porter Airlines (C$ 417) and WestJet (C$ 518).
Find deals

Good to know

Cheapest flight

C$ 240
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$ 173 for a one-way ticket and C$ 301 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.

  • 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.
8.0
Porter AirlinesOverall score based on 285 reviews
8.2Boarding
8.8Crew
8.1Comfort
7.6Food
7.0Entertainment
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.

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

Information on your arrival and departure airports

Midway (MDW)
Halifax (YHZ)

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