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Cheap flights from Halifax to Chicago Midway Airport from C$ 377

YHZ — MDW
20 Nov — 27 Nov1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Halifax to Midway

Enter your travel dates to find the best prices.

Cheapest flights from Halifax to Midway

Wed 21/107:00 a.m. -
2 stops9h 35m
Thu 22/1011:45 a.m. -
2 stops10h 04m
Deal found 19/10C$ 921
Wed 21/101:30 p.m. -
2 stops11h 03m
Tue 27/109:29 a.m. -
2 stops12h 46m
Deal found 16/10C$ 947
Mon 21/1212:30 p.m. -
1 stop9h 00m
Mon 28/121:11 p.m. -
2 stops55h 09m
Deal found 20/10C$ 973
Wed 21/101:30 p.m. -
2 stops11h 03m
Wed 28/109:29 a.m. -
2 stops12h 46m
Deal found 20/10C$ 983
Thu 24/1212:30 p.m. -
1 stop9h 00m
Wed 6/15:21 p.m. -
2 stops25h 48m
Deal found 18/10C$ 1,055
Tue 29/1212:30 p.m. -
2 stops13h 31m
Thu 7/18:30 p.m. -
1 stop22h 39m
Deal found 20/10C$ 1,180
Wed 2/1211:00 a.m. -
2 stops9h 01m
Wed 9/126:41 p.m. -
2 stops13h 34m
Deal found 18/10C$ 1,264
Thu 24/126:30 a.m. -
2 stops28h 43m
Wed 6/110:35 a.m. -
2 stops17h 05m
Deal found 18/10C$ 1,322

Find flight deals from Halifax to Midway

Round-trip from

C$ 772

One-way from

C$ 377

Popular in

November

Cheapest in

August

Average price

C$ 585
Delta
  • Delta
  • 26/1-27/1
  • 4 total stops
  • 19h 28m total
  • Halifax to Chicago
Search Deals
2/12-31/12
  • 2/12-31/12
  • 3 total stops
  • 32h 07m total
  • Halifax to Chicago
Search Deals
Highest demand for flights based on searches. 15% potential increase in price (C$ 175 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease (C$ 66 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2026
Search Deals

Cheapflights Fare Finder

 
Use the filters below to find and compare flights from Halifax to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

HalifaxChicago

YHZ Halifax Intl - MDW Chicago Midway

YHZMDW

Halifax Intl

Tue 5/1

9:30 a.m.-4:26 p.m.

3 stops32h 56m

Chicago Midway

Wed 31/12

12:00 a.m.-2:00 a.m.

Nonstop0h 00m

C$ 399
Quickest round-trip

HalifaxChicago

YHZ Halifax Intl - MDW Chicago Midway

YHZMDW

Halifax Intl

Sat 20/3

6:00 a.m.-12:33 p.m.

2 stops8h 33m

Chicago Midway

Wed 31/12

12:00 a.m.-2:00 a.m.

Nonstop0h 00m

C$ 446

HalifaxChicago

YHZ Halifax Intl - MDW Chicago Midway

YHZMDW

Halifax Intl

Tue 27/10

6:00 a.m.-12:47 p.m.

2 stops8h 47m

Chicago Midway

Wed 31/12

12:00 a.m.-2:00 a.m.

Nonstop0h 00m

C$ 513

HalifaxChicago

YHZ Halifax Intl - MDW Chicago Midway

YHZMDW

Halifax Intl

Tue 5/1

6:00 a.m.-6:37 p.m.

2 stops14h 37m

Chicago Midway

Wed 31/12

12:00 a.m.-2:00 a.m.

Nonstop0h 00m

C$ 526

HalifaxChicago

YHZ Halifax Intl - MDW Chicago Midway

YHZMDW

Halifax Intl

Wed 2/12

11:00 a.m.-2:41 p.m.

2 stops29h 41m

Chicago Midway

Wed 31/12

12:00 a.m.-2:00 a.m.

Nonstop0h 00m

C$ 530

HalifaxChicago

YHZ Halifax Intl - MDW Chicago Midway

YHZMDW

Halifax Intl

Fri 1/1

12:35 p.m.-12:01 a.m.

2 stops13h 26m

Chicago Midway

Wed 31/12

12:00 a.m.-2:00 a.m.

Nonstop0h 00m

C$ 575

HalifaxChicago

YHZ Halifax Intl - MDW Chicago Midway

YHZMDW

Halifax Intl

Thu 29/10

10:00 a.m.-11:47 p.m.

3 stops39h 47m

Chicago Midway

Wed 31/12

12:00 a.m.-2:00 a.m.

Nonstop0h 00m

C$ 610

HalifaxChicago

YHZ Halifax Intl - MDW Chicago Midway

YHZMDW

Halifax Intl

Tue 27/10

11:00 a.m.-5:47 p.m.

3 stops32h 47m

Chicago Midway

Wed 31/12

12:00 a.m.-2:00 a.m.

Nonstop0h 00m

C$ 639

HalifaxChicago

YHZ Halifax Intl - MDW Chicago Midway

YHZMDW

Halifax Intl

Tue 26/1

6:00 a.m.-12:33 p.m.

2 stops8h 33m

Chicago Midway

Wed 27/1

1:00 p.m.-1:55 a.m.

2 stops10h 55m

C$ 772

HalifaxChicago

YHZ Halifax Intl - MDW Chicago Midway

YHZMDW

Halifax Intl

Thu 24/12

12:30 p.m.-7:30 p.m.

1 stop9h 00m

Chicago Midway

Wed 6/1

5:21 p.m.-9:09 p.m.

2 stops25h 48m

C$ 1,055

Flights are sorted by cheapest round-trip flights first.

Deals found on 18/10

Showing 1-10 of 13 resultsSorted by cheapest first
1
2

Best time to book a flight from Halifax to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Halifax with our price prediction graph.
Estimated round-trip price

Related info for your journey

  • What airport do you fly from for flights from Halifax to Chicago Midway?

    Most people fly from Halifax Intl (YHZ) if they book a flight from Halifax to Chicago Midway. On average, Halifax Intl has 0 outbound flights to Chicago Midway per day from 0 airlines. Halifax Intl is conveniently located just 26.9 km from Halifax’s city centre.

  • How long is the flight from Halifax to Chicago Midway Airport?

    Delta can get you from Halifax to Chicago Midway Airport in just under 8h 33m. Your travel time can differ by up to . Airlines will cover a distance of 1981 km.

  • Can I find deals for flights from Halifax to Midway that include hotel bookings?

    Yes. In addition to deals on Halifax to Midway flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Halifax to Midway?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Halifax to Midway.

  • Can I find deals for business class flights from Halifax to Midway?

    Yes. Cheapflights offers flight deals from Halifax to Midway by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Alternative routes for Halifax to Midway

Halifax to O'Hare Intl flights
Moncton to O'Hare Intl flights
St John to O'Hare Intl flights

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Certainly. Search results for flights to Midway from Halifax shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

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