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Cheap flights from Halifax to Chicago Midway Airport from C$ 285

YHZ — MDW
29 Sep — 6 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

Fri 25/97:00 a.m. -
2 stops9h 35m
Mon 5/103:20 p.m. -
2 stops6h 29m
Deal found 28/8C$ 527
Sun 4/107:00 a.m. -
2 stops9h 35m
Thu 8/103:20 p.m. -
2 stops6h 29m
Deal found 29/8C$ 542
Sat 10/108:15 p.m. -
1 stop16h 45m
Sat 17/1011:45 a.m. -
1 stop21h 00m
Deal found 26/8C$ 544
Fri 25/93:30 p.m. -
1 stop5h 03m
Mon 5/109:29 a.m. -
1 stop9h 41m
Deal found 29/8C$ 641
Sat 3/103:30 p.m. -
1 stop4h 52m
Sat 10/106:04 a.m. -
2 stops13h 06m
Deal found 29/8C$ 669
Fri 18/97:00 a.m. -
2 stops9h 35m
Mon 21/93:20 p.m. -
2 stops23h 09m
Deal found 28/8C$ 687
Tue 6/103:30 p.m. -
2 stops9h 03m
Mon 12/109:29 a.m. -
1 stop9h 41m
Deal found 25/8C$ 690

Find flight deals from Halifax to Midway

Round-trip from

C$ 527

One-way from

C$ 285

Popular in

January

Cheapest in

December

Average price

C$ 477
Porter Airlines
  • Porter Airlines
  • 25/9-5/10
  • 4 total stops
  • 16h 04m total
  • Halifax to Chicago
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15/10
  • 15/10
  • 1 total stop
  • 14h 00m total
  • Halifax to Chicago
Search Deals
Highest demand for flights based on searches. 3% potential increase in price (C$ 27 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease (C$ 47 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in August 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 25/9

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

2 stops9h 35m

Chicago Midway

Mon 5/10

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

2 stops6h 29m

C$ 527

HalifaxChicago

YHZ Halifax Intl - MDW Chicago Midway

YHZMDW

Halifax Intl

Fri 25/9

3:30 p.m.-6:33 p.m.

1 stop5h 03m

Chicago Midway

Mon 5/10

9:29 a.m.-9:10 p.m.

1 stop9h 41m

C$ 641
Quickest round-trip

HalifaxChicago

YHZ Halifax Intl - MDW Chicago Midway

YHZMDW

Halifax Intl

Sat 3/10

3:30 p.m.-6:22 p.m.

1 stop4h 52m

Chicago Midway

Sat 10/10

9:29 a.m.-9:10 p.m.

1 stop9h 41m

C$ 669

HalifaxChicago

YHZ Halifax Intl - MDW Chicago Midway

YHZMDW

Halifax Intl

Wed 7/10

3:30 p.m.-10:33 p.m.

2 stops9h 03m

Chicago Midway

Mon 12/10

9:29 a.m.-9:10 p.m.

1 stop9h 41m

C$ 690
Cheapest one-way

HalifaxChicago

YHZ Halifax Intl - MDW Chicago Midway

YHZMDW

Halifax Intl

Thu 15/10

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

1 stop14h 00m

C$ 285

HalifaxChicago

YHZ Halifax Intl - MDW Chicago Midway

YHZMDW

Halifax Intl

Thu 15/10

7:00 a.m.-11:00 a.m.

2 stops30h 00m

C$ 295

HalifaxChicago

YHZ Halifax Intl - MDW Chicago Midway

YHZMDW

Halifax Intl

Fri 16/10

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

2 stops9h 35m

C$ 307

HalifaxChicago

YHZ Halifax Intl - MDW Chicago Midway

YHZMDW

Halifax Intl

Mon 12/10

7:25 a.m.-2:35 p.m.

2 stops9h 10m

C$ 318

HalifaxChicago

YHZ Halifax Intl - MDW Chicago Midway

YHZMDW

Halifax Intl

Fri 9/10

6:55 a.m.-2:35 p.m.

2 stops33h 40m

C$ 378

HalifaxChicago

YHZ Halifax Intl - MDW Chicago Midway

YHZMDW

Halifax Intl

Fri 9/10

3:30 p.m.-12:17 p.m.

3 stops22h 47m

C$ 484

Flights are sorted by cheapest round-trip flights first.

Deals found on 27/8

Showing 1-10 of 14 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?

    Porter Airlines and Delta can get you from Halifax to Chicago Midway Airport in just under 5h 03m. Your travel time can differ by up to 4h 32m. Airlines will cover a distance of 1981 km. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.

  • 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.

Why should you use Cheapflights to find cheap flight tickets from Halifax to Midway?

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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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