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Cheap flights from Halifax to Chicago Midway Airport from C$ 386

YHZ — MDW
24 Oct — 31 Oct1
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

Sat 3/108:00 p.m. -
1 stop17h 00m
Sat 10/103:20 p.m. -
2 stops23h 19m
Deal found 20/9C$ 520
Fri 25/97:25 a.m. -
2 stops9h 10m
Mon 5/103:20 p.m. -
2 stops6h 29m
Deal found 19/9C$ 642
Thu 8/107:00 a.m. -
2 stops9h 35m
Sun 11/103:20 p.m. -
2 stops6h 29m
Deal found 19/9C$ 750
Sat 3/101:30 p.m. -
2 stops11h 14m
Sat 10/106:04 a.m. -
2 stops11h 21m
Deal found 20/9C$ 761
Mon 14/126:00 a.m. -
2 stops14h 01m
Fri 18/126:00 a.m. -
2 stops15h 15m
Deal found 23/9C$ 796
Sun 18/107:25 a.m. -
2 stops9h 10m
Sun 25/106:40 p.m. -
3 stops27h 35m
Deal found 20/9C$ 812
Fri 25/91:30 p.m. -
2 stops11h 14m
Tue 6/109:29 a.m. -
2 stops7h 56m
Deal found 23/9C$ 944

Find flight deals from Halifax to Midway

Round-trip from

C$ 685

One-way from

C$ 386

Popular in

January

Cheapest in

December

Average price

C$ 497
Delta
  • Delta
  • 26/1-27/1
  • 4 total stops
  • 19h 28m total
  • Halifax to Chicago
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Porter Airlines
  • Porter Airlines
  • 14/10-31/12
  • 2 total stops
  • 9h 35m total
  • Halifax to Chicago
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Highest demand for flights based on searches. 3% potential increase in price (C$ 28 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease (C$ 47 potential savings vs. average RT price).
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Average for round-trip flights in September 2026
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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

Fri 16/10

7:00 a.m.-2:35 p.m.

2 stops9h 35m

Chicago Midway

Wed 31/12

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

Nonstop0h 00m

C$ 386

HalifaxChicago

YHZ Halifax Intl - MDW Chicago Midway

YHZMDW

Halifax Intl

Wed 14/10

7:00 a.m.-2:35 p.m.

2 stops9h 35m

Chicago Midway

Wed 31/12

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

Nonstop0h 00m

C$ 386
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$ 403

HalifaxChicago

YHZ Halifax Intl - MDW Chicago Midway

YHZMDW

Halifax Intl

Fri 6/11

12:20 p.m.-5:47 p.m.

3 stops31h 27m

Chicago Midway

Wed 31/12

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

Nonstop0h 00m

C$ 472

HalifaxChicago

YHZ Halifax Intl - MDW Chicago Midway

YHZMDW

Halifax Intl

Fri 6/11

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

2 stops14h 00m

Chicago Midway

Wed 31/12

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

Nonstop0h 00m

C$ 572

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$ 685

HalifaxChicago

YHZ Halifax Intl - MDW Chicago Midway

YHZMDW

Halifax Intl

Wed 14/10

3:30 p.m.-9:32 a.m.

1 stop20h 02m

Chicago Midway

Wed 31/12

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

Nonstop0h 00m

C$ 740

HalifaxChicago

YHZ Halifax Intl - MDW Chicago Midway

YHZMDW

Halifax Intl

Thu 8/10

7:00 a.m.-2:35 p.m.

2 stops9h 35m

Chicago Midway

Sun 11/10

3:20 p.m.-11:49 p.m.

2 stops6h 29m

C$ 750

HalifaxChicago

YHZ Halifax Intl - MDW Chicago Midway

YHZMDW

Halifax Intl

Mon 14/12

6:00 a.m.-6:01 p.m.

2 stops14h 01m

Chicago Midway

Fri 18/12

6:00 a.m.-11:15 p.m.

2 stops15h 15m

C$ 796

HalifaxChicago

YHZ Halifax Intl - MDW Chicago Midway

YHZMDW

Halifax Intl

Tue 6/10

3:30 p.m.-9:32 a.m.

1 stop20h 02m

Chicago Midway

Thu 12/11

9:30 a.m.-1:55 a.m.

2 stops14h 25m

C$ 1,136

Flights are sorted by cheapest round-trip flights first.

Deals found on 23/9

Showing 1-10 of 13 resultsSorted by cheapest first
1
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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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Deals for Halifax to Midway flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose better, like price, airport, cabin class, and plenty of other options.

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Can Cheapflights find flights from Halifax to Midway with no change fees?

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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