YHZ - MDW

C$ 345 Find Cheap Flights from Halifax to Chicago Midway Airport – Compare and Save

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Everything you should know

Cheapest round-trip
C$ 748
Typical prices: C$ 493-C$ 690
Delta
Fri 19/1Tue 23/1
YHZ - MDW • 2 stops
Cheapest one-way flights
C$ 345
Typical prices: C$ 251-C$ 347
Multiple Airlines
Fri 7/12
YHZ - MDW • 3 stops
When to travel
August
Cheapest • 19% price drop
June
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Toronto Island (YTZ)
Cheapest • Avg C$ 720 (round-trip)
Detroit Metropolitan Wayne County (DTW)
Shortest trip • 5h 33m (one-way)
Insights
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Flight Deals
Booking Insights
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

Tue, 19 Jan - Sat, 23 Jan
Delta Logo
6:00 a.m. - 1:01 p.m.YHZ  Halifax Intl-MDW Chicago Midway
9h 01m2 stops Toronto Pearson Intl Detroit Metropolitan Wayne County
Delta Logo
1:41 p.m. - 1:55 a.m.MDW  Chicago Midway-YHZ Halifax Intl
10h 14m2 stops Detroit Metropolitan Wayne County Toronto Pearson Intl
C$ 748Delta
2 days ago
Tue, 26 Jan - Wed, 27 Jan
Delta Logo
6:00 a.m. - 1:01 p.m.YHZ  Halifax Intl-MDW Chicago Midway
9h 01m2 stops Toronto Pearson Intl Detroit Metropolitan Wayne County
Delta Logo
1:41 p.m. - 1:55 a.m.MDW  Chicago Midway-YHZ Halifax Intl
10h 14m2 stops Detroit Metropolitan Wayne County Toronto Pearson Intl
C$ 750Delta
3+ days ago
Tue, 26 Jan - Wed, 27 Jan
Delta Logo
6:00 a.m. - 1:01 p.m.YHZ  Halifax Intl-MDW Chicago Midway
9h 01m2 stops Toronto Pearson Intl Detroit Metropolitan Wayne County
Delta Logo
1:41 p.m. - 1:55 a.m.MDW  Chicago Midway-YHZ Halifax Intl
10h 14m2 stops Detroit Metropolitan Wayne County Toronto Pearson Intl
C$ 775Delta
1 hour ago
Tue, 26 Jan - Wed, 27 Jan
Delta Logo
6:00 a.m. - 1:01 p.m.YHZ  Halifax Intl-MDW Chicago Midway
9h 01m2 stops Toronto Pearson Intl Detroit Metropolitan Wayne County
Delta Logo
1:41 p.m. - 1:55 a.m.MDW  Chicago Midway-YHZ Halifax Intl
10h 14m2 stops Detroit Metropolitan Wayne County Toronto Pearson Intl
C$ 776Delta
1 day ago
Sun, 14 Feb - Sat, 20 Feb
Delta Logo
6:00 a.m. - 2:25 p.m.YHZ  Halifax Intl-MDW Chicago Midway
10h 25m2 stops Toronto Pearson Intl Detroit Metropolitan Wayne County
Delta Logo
9:33 a.m. - 1:55 a.m.MDW  Chicago Midway-YHZ Halifax Intl
14h 22m2 stops Detroit Metropolitan Wayne County Toronto Pearson Intl
C$ 868Delta
15 hours ago
Thu, 28 Jan - Mon, 1 Feb
Multiple Airlines Logo
12:25 p.m. - 7:42 p.m.YHZ  Halifax Intl-MDW Chicago Midway
9h 17m1 stop Orlando
Multiple Airlines Logo
8:47 p.m. - 1:55 a.m.MDW  Chicago Midway-YHZ Halifax Intl
27h 08m2 stops Orlando Toronto Pearson Intl
C$ 1,001Multiple Airlines
1 day ago
Sun, 20 Dec - Mon, 28 Dec
Multiple Airlines Logo
12:30 p.m. - 7:30 p.m.YHZ  Halifax Intl-MDW Chicago Midway
9h 00m1 stop Orlando
Multiple Airlines Logo
1:11 p.m. - 10:20 p.m.MDW  Chicago Midway-YHZ Halifax Intl
55h 09m2 stops Atlanta Hartsfield-Jackson Fort Lauderdale
C$ 1,115Multiple Airlines
14 hours ago
Tue, 26 Jan - Wed, 27 Jan
Delta Logo
6:00 a.m. - 1:01 p.m.YHZ  Halifax Intl-MDW Chicago Midway
9h 01m2 stops Toronto Pearson Intl Detroit Metropolitan Wayne County
Delta Logo
6:40 p.m. - 1:55 a.m.MDW  Chicago Midway-YHZ Halifax Intl
29h 15m2 stops Detroit Metropolitan Wayne County Toronto Pearson Intl
C$ 1,204Delta
2 days ago
Fri, 27 Nov - Fri, 4 Dec
Multiple Airlines Logo
10:05 p.m. - 9:46 a.m.YHZ  Halifax Intl-MDW Chicago Midway
13h 41m2 stops Toronto Pearson Intl Detroit Metropolitan Wayne County
Multiple Airlines Logo
5:30 p.m. - 10:15 a.m.MDW  Chicago Midway-YHZ Halifax Intl
14h 45m2 stops Minneapolis St Paul Toronto Pearson Intl
C$ 1,235Multiple Airlines
3+ days ago
Tue, 1 Dec - Tue, 8 Dec
Multiple Airlines Logo
11:00 a.m. - 6:01 p.m.YHZ  Halifax Intl-MDW Chicago Midway
9h 01m2 stops Toronto Pearson Intl Detroit Metropolitan Wayne County
Multiple Airlines Logo
6:41 p.m. - 10:15 a.m.MDW  Chicago Midway-YHZ Halifax Intl
13h 34m2 stops Detroit Metropolitan Wayne County Toronto Pearson Intl
C$ 1,243Multiple Airlines
1 day ago
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 with more confidence.

How much is a round-trip flight from Halifax to Chicago Midway Airport?

Round-trip flights from Halifax to Chicago Midway Airport typically range from C$ 493 to C$ 690. The lowest price found in the past 5 days was C$ 748, on Delta.

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

Based on deals KAYAK users found in the last 12 months, Sunday is the cheapest day of the week to fly from Halifax to Chicago Midway Airport. It's 18% cheaper than the average day, while Tuesday is the most expensive, with prices 15% higher.

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Key details for Halifax to Chicago Midway Airport flights

Low season

February

Cheapest flight

C$ 345
Beat the crowds with an average 92% drop in traveller numbers.
The most popular month to fly with an average 31% increase in traveller numbers.
One-way 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

Your Halifax to Chicago Midway Airport flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines, and booking tips.

  • 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 22m 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.

  • 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$ 493 to C$ 690, with an average of C$ 595 over the past 12 months. Anything below C$ 493 counts as a good deal.

  • 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$ 748 to C$ 2,451. 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$ 440, which is 55% above the typical average for this route.

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

    Chicago Midway Airport (MDW) hosts 5 major car rental companies, with daily rates averaging C$ 117 for economy cars. Top options include:

    • Hertz
    • Dollar
    • Budget
    • Alamo
    • Rent-A-Wreck

  • 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 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) – 55% of one-stop connections
    • Detroit Metropolitan Wayne County (DTW) – 45% of one-stop connections

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

    Yes. Flexible dates can save you up to 30% on flights from Halifax to Chicago Midway Airport. Sunday is the cheapest departure day at C$ 489 round-trip on average, while Tuesday is the most expensive at C$ 691, a difference of C$ 201.

    Cheaper weekend fares like these are typical of routes dominated by weekday business travel.

  • 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 22m 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.

  • 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.

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 Sunday departure and avoid flying on Tuesday. On this route, Sunday flights average C$ 489, about C$ 201 less than Tuesday fares (29% savings) based on the last 12 months.
  • If you can choose when to travel, plan your Halifax to Chicago Midway Airport trip for August. Fares historically average C$ 480 round-trip in that month – typically C$ 716 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 Chicago Midway Airport

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