YHZ - MDW

C$ 278 Find Cheap Flights from Halifax to Chicago Midway Airport – Compare and Save

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1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
C$ 508
Typical prices: C$ 434-C$ 654
Multiple Airlines
Wed 26/9Wed 3/10
YHZ - MDW • 1 stop
Cheapest one-way flights
C$ 278
Typical prices: C$ 246-C$ 420
Multiple Airlines
Wed 26/9
YHZ - MDW • 1 stop
When to travel
March
Cheapest • 48% price drop
January
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Toronto Island (YTZ)
Cheapest • Avg C$ 508 (round-trip)
Detroit Metropolitan Wayne County (DTW)
Shortest trip • 5h 33m (one-way)
Insights
Insights
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Flight Deals

Cheap Flights from Halifax to Chicago (YHZ-MDW)

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

Recent round-trip flight deals from Halifax to Chicago

Sat, 26 Sep - Sat, 3 Oct
Multiple Airlines Logo
8:00 p.m. - 11:00 a.m.YHZ  Halifax Intl-MDW Chicago Midway
17h 00m1 stop Toronto Pearson Intl
Multiple Airlines Logo
11:45 a.m. - 11:52 p.m.MDW  Chicago Midway-YHZ Halifax Intl
10h 07m1 stop Toronto Island
C$ 508Multiple Airlines
Sun, 11 Oct - Sun, 18 Oct
Porter Airlines Logo
7:25 a.m. - 2:35 p.m.YHZ  Halifax Intl-MDW Chicago Midway
9h 10m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Island
Porter Airlines Logo
3:20 p.m. - 11:49 p.m.MDW  Chicago Midway-YHZ Halifax Intl
6h 29m2 stops Toronto Island Ottawa
C$ 528Porter Airlines
Fri, 16 Oct - Sun, 18 Oct
Porter Airlines Logo
7:00 a.m. - 2:35 p.m.YHZ  Halifax Intl-MDW Chicago Midway
9h 35m2 stops Ottawa Toronto Island
Porter Airlines Logo
11:45 a.m. - 11:49 p.m.MDW  Chicago Midway-YHZ Halifax Intl
10h 04m2 stops Toronto Island Ottawa
C$ 539Porter Airlines
Fri, 16 Oct - Sun, 18 Oct
Porter Airlines Logo
7:25 a.m. - 2:35 p.m.YHZ  Halifax Intl-MDW Chicago Midway
9h 10m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Island
Porter Airlines Logo
3:20 p.m. - 11:49 p.m.MDW  Chicago Midway-YHZ Halifax Intl
6h 29m2 stops Toronto Island Ottawa
C$ 550Porter Airlines
Sun, 11 Oct - Thu, 15 Oct
Porter Airlines Logo
7:25 a.m. - 2:35 p.m.YHZ  Halifax Intl-MDW Chicago Midway
9h 10m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Island
Porter Airlines Logo
3:20 p.m. - 11:49 p.m.MDW  Chicago Midway-YHZ Halifax Intl
6h 29m2 stops Toronto Island Ottawa
C$ 552Porter Airlines
Fri, 25 Sep - Mon, 5 Oct
Delta Logo
3:30 p.m. - 6:33 p.m.YHZ  Halifax Intl-MDW Chicago Midway
5h 03m1 stop Detroit Metropolitan Wayne County
Delta Logo
9:29 a.m. - 9:10 p.m.MDW  Chicago Midway-YHZ Halifax Intl
9h 41m1 stop Detroit Metropolitan Wayne County
C$ 599Delta
Fri, 25 Sep - Mon, 5 Oct
Delta Logo
3:30 p.m. - 6:33 p.m.YHZ  Halifax Intl-MDW Chicago Midway
5h 03m1 stop Detroit Metropolitan Wayne County
Delta Logo
6:05 a.m. - 9:10 p.m.MDW  Chicago Midway-YHZ Halifax Intl
13h 05m2 stops Atlanta Hartsfield-Jackson Detroit Metropolitan Wayne County
C$ 599Delta
Fri, 25 Sep - Mon, 5 Oct
Delta Logo
3:30 p.m. - 6:33 p.m.YHZ  Halifax Intl-MDW Chicago Midway
5h 03m1 stop Detroit Metropolitan Wayne County
Delta Logo
9:29 a.m. - 9:10 p.m.MDW  Chicago Midway-YHZ Halifax Intl
9h 41m1 stop Detroit Metropolitan Wayne County
C$ 600Delta
Fri, 25 Sep - Mon, 5 Oct
Delta Logo
3:30 p.m. - 6:33 p.m.YHZ  Halifax Intl-MDW Chicago Midway
5h 03m1 stop Detroit Metropolitan Wayne County
Delta Logo
6:05 a.m. - 9:10 p.m.MDW  Chicago Midway-YHZ Halifax Intl
13h 05m2 stops Atlanta Hartsfield-Jackson Detroit Metropolitan Wayne County
C$ 600Delta
Fri, 25 Sep - Mon, 5 Oct
Porter Airlines Logo
7:25 a.m. - 2:35 p.m.YHZ  Halifax Intl-MDW Chicago Midway
9h 10m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Island
Porter Airlines Logo
3:20 p.m. - 11:49 p.m.MDW  Chicago Midway-YHZ Halifax Intl
6h 29m2 stops Toronto Island Ottawa
C$ 614Porter Airlines
Booking Insights

Price, demand, and travel trends for Halifax to Chicago Midway Airport flights

Use KAYAK data on prices, travel dates, airlines, and seasonal trends to compare options and book flights from Halifax to Chicago Midway Airport with more confidence.

What's the cheapest day of the week to fly from Halifax to Chicago Midway Airport?

Friday is the cheapest day of the week to fly from Halifax to Chicago Midway Airport and is 17% cheaper than the average day. Tuesday is the most expensive day with flight prices 32% higher than average. Based on deals found by KAYAK users in the last 12 months.

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Key details for Halifax to Chicago Midway Airport flights

Low season

February

Cheapest flight

C$ 278
Best time to beat the crowds (6% less expensive on average)
Flights 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

Your Halifax to Chicago Midway Airport flight questions, answered

Find helpful route details based on KAYAK data, including flight times, airports, airlines, and booking questions.

  • Which airports can I use when flying from Halifax to Chicago Midway Airport?

    Flights from Halifax to Chicago Midway Airport usually depart from Halifax Intl (YHZ) and arrive at Chicago Midway (MDW).

  • Which cabin classes can I book on flights from Halifax to Chicago Midway Airport?

    Only Economy Class is available on flights from Halifax to Chicago Midway Airport.

  • Which airports do connecting flights from Halifax to Chicago Midway Airport pass through?

    Connecting flights from Halifax to Chicago Midway Airport most commonly pass through:

    • Toronto Island (YTZ) – 71% of one-stop connections
    • Detroit Metropolitan Wayne County (DTW) – 29% of one-stop connections
    Together, these airports account for 100% of one-stop bookings on this route.

  • Can I save money by using flexible dates for flights from Halifax to Chicago Midway Airport?

    Yes. Being flexible with your travel dates can save you up to 37% on the Halifax to Chicago Midway Airport route. Friday is the cheapest departure day at C$ 435 round-trip on average, while Tuesday is the most expensive at C$ 686, a difference of C$ 251. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • Which popular places can I visit in Chicago Midway Airport?

    Some of the most popular sights in Chicago Midway Airport are Magnificent Mile, River North, and Grant Park. These are among the most viewed places in Chicago Midway Airport on KAYAK.

  • How long does a flight from Halifax to Chicago Midway Airport take?

    There are currently no direct flights available from Halifax to Chicago Midway Airport. Flights with 1 layover take between 5h 33m and 8h 10m in total, depending on the connection.

  • Do I need a passport to fly from Halifax to Chicago Midway Airport?

    Yes, a valid passport is required for this international route. Many destinations require at least six months of validity beyond your travel dates. Check your passport expiry well before booking.

  • Have flight prices from Halifax to Chicago Midway Airport changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about C$ 508 to C$ 1,450. That means the highest observed fare was about 3x higher than the lowest one.

  • How are flight prices from Halifax to Chicago Midway Airport looking right now?

    One-way fares from Halifax to Chicago Midway Airport are currently higher than usual. Average one-way flight prices are about C$ 308, which is 9% above the typical average for this route.

  • How much time can I save by choosing a different layover airport when travelling from Halifax to Chicago Midway Airport?

    Flying via Detroit Metropolitan Wayne County (DTW) gives the shortest average 1-stop total travel time at 5h 33m, compared with 8h 10m via Toronto Island (YTZ).

  • What is the time difference between Halifax and Chicago Midway Airport?

    Chicago Midway Airport is 2 hours behind Halifax (Central Time vs Atlantic Time). Plan for the time shift when scheduling connections or first-day activities.

  • What car rental options are available at Chicago Midway Airport (MDW)?

    Chicago Midway Airport (MDW) hosts 5 major car rental companies, with daily rates starting from around C$ 45 for economy cars. Top options include:
    • Hertz
    • Dollar
    • Budget
    • Alamo
    • Rent-A-Wreck

  • How much should I expect to pay for a Halifax to Chicago Midway Airport flight?

    Round-trip flights from Halifax to Chicago Midway Airport range from C$ 434 to C$ 654, with an average of C$ 519 over the past 12 months. Anything below C$ 434 counts as a good deal.

Your guide to booking Halifax to Chicago Midway Airport flights

Get tips on when to book, when to fly, and what to know before your trip.
  • If your dates are flexible, aim for a Friday departure instead of Tuesday. On this route, Friday flights average C$ 435 – about C$ 251 less than Tuesday (37% savings) based on the last 12 months.
  • If you can choose when to travel, plan your Halifax to Chicago Midway Airport trip for March. Fares historically average C$ 270 round-trip in that month – typically C$ 918 less than the most expensive month, which is October (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Chicago Midway Airport.
    - DoubleTree by Hilton Chicago Midway Airport
    - Holiday Inn Chicago - Midway Airport S by IHG
    - Skylark Motel

More options for your flight from Halifax to Chicago

Complete your trip to Chicago with a hotel stay or car rental

Car rentals in Chicago
Hotels in Chicago
Vacations in Chicago