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Cheap flights from Halifax to Chicago Midway Airport from C$ 405

YHZ — MDW
5 Nov — 12 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

Fri 30/106:00 a.m. -
2 stops12h 47m
Sun 8/119:29 a.m. -
2 stops14h 26m
Deal found 2/10C$ 899
Sat 3/103:25 p.m. -
2 stops9h 19m
Sat 10/106:04 a.m. -
2 stops11h 21m
Deal found 2/10C$ 969
Sat 17/107:00 a.m. -
2 stops9h 35m
Sat 7/116:42 p.m. -
3 stops22h 08m
Deal found 3/10C$ 1,061
Thu 15/107:00 a.m. -
2 stops9h 35m
Sat 17/1011:45 a.m. -
2 stops26h 54m
Deal found 3/10C$ 1,068
Fri 23/103:45 p.m. -
1 stop21h 15m
Sun 25/106:44 p.m. -
2 stops13h 31m
Deal found 2/10C$ 1,094
Fri 20/1110:05 p.m. -
2 stops13h 41m
Sat 21/116:44 p.m. -
2 stops13h 31m
Deal found 5/10C$ 1,122
Fri 23/101:30 p.m. -
2 stops27h 47m
Sun 25/106:44 p.m. -
2 stops27h 31m
Deal found 2/10C$ 1,154
Sat 31/106:00 a.m. -
2 stops14h 00m
Sat 7/116:44 p.m. -
2 stops13h 31m
Deal found 3/10C$ 1,209
Sat 24/103:45 p.m. -
2 stops22h 02m
Fri 30/106:44 p.m. -
2 stops27h 31m
Deal found 3/10C$ 1,211
Sun 22/116:00 a.m. -
2 stops8h 51m
Sun 29/1110:34 a.m. -
2 stops13h 21m
Deal found 2/10C$ 1,221
Sat 24/108:15 p.m. -
2 stops17h 32m
Sun 25/106:44 p.m. -
2 stops27h 31m
Deal found 3/10C$ 1,225
Sat 21/116:00 a.m. -
2 stops14h 04m
Mon 30/1110:34 a.m. -
2 stops41h 06m
Deal found 2/10C$ 1,245

Find flight deals from Halifax to Midway

Round-trip from

C$ 705

One-way from

C$ 405

Popular in

November

Cheapest in

August

Average price

C$ 678
Delta
  • Delta
  • 26/1-27/1
  • 4 total stops
  • 19h 28m total
  • Halifax to Chicago
Search Deals
16/11-31/12
  • 16/11-31/12
  • 3 total stops
  • 37h 17m total
  • Halifax to Chicago
Search Deals
Highest demand for flights based on searches. 14% potential increase in price (C$ 163 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease (C$ 68 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
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$ 449

HalifaxChicago

YHZ Halifax Intl - MDW Chicago Midway

YHZMDW

Halifax Intl

Thu 15/10

5:25 p.m.-2:35 p.m.

2 stops23h 10m

Chicago Midway

Wed 31/12

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

Nonstop0h 00m

C$ 487

HalifaxChicago

YHZ Halifax Intl - MDW Chicago Midway

YHZMDW

Halifax Intl

Sun 15/11

6:00 a.m.-6:04 p.m.

2 stops14h 04m

Chicago Midway

Wed 31/12

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

Nonstop0h 00m

C$ 499

HalifaxChicago

YHZ Halifax Intl - MDW Chicago Midway

YHZMDW

Halifax Intl

Thu 19/11

6:00 a.m.-6:04 p.m.

2 stops14h 04m

Chicago Midway

Wed 31/12

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

Nonstop0h 00m

C$ 499

HalifaxChicago

YHZ Halifax Intl - MDW Chicago Midway

YHZMDW

Halifax Intl

Mon 16/11

6:00 a.m.-4:18 p.m.

2 stops12h 18m

Chicago Midway

Wed 31/12

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

Nonstop0h 00m

C$ 528

HalifaxChicago

YHZ Halifax Intl - MDW Chicago Midway

YHZMDW

Halifax Intl

Sat 28/11

11:00 a.m.-6:04 p.m.

2 stops9h 04m

Chicago Midway

Wed 31/12

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

Nonstop0h 00m

C$ 644

HalifaxChicago

YHZ Halifax Intl - MDW Chicago Midway

YHZMDW

Halifax Intl

Sun 29/11

11:00 a.m.-7:47 p.m.

2 stops34h 47m

Chicago Midway

Wed 31/12

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

Nonstop0h 00m

C$ 648

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$ 739

HalifaxChicago

YHZ Halifax Intl - MDW Chicago Midway

YHZMDW

Halifax Intl

Fri 30/10

6:00 a.m.-4:47 p.m.

2 stops12h 47m

Chicago Midway

Sun 8/11

9:29 a.m.-1:55 a.m.

2 stops14h 26m

C$ 899

HalifaxChicago

YHZ Halifax Intl - MDW Chicago Midway

YHZMDW

Halifax Intl

Sat 17/10

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

2 stops9h 35m

Chicago Midway

Sat 7/11

6:42 p.m.-6:50 p.m.

3 stops22h 08m

C$ 1,061

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/10

Showing 1-10 of 16 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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It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Halifax to Midway.

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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