Find flights
When to book
FAQs

Cheap flights from Halifax to Chicago Midway Airport from C$ 277

YHZ — MDW
13 Oct — 20 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 26/98:00 p.m. -
1 stop17h 00m
Sat 3/1011:45 a.m. -
1 stop10h 07m
Deal found 11/9C$ 508
Fri 16/107:00 a.m. -
2 stops9h 35m
Mon 19/103:20 p.m. -
2 stops6h 29m
Deal found 8/9C$ 512
Sun 11/107:25 a.m. -
2 stops9h 10m
Sun 18/103:20 p.m. -
2 stops6h 29m
Deal found 11/9C$ 527
Fri 16/103:45 p.m. -
1 stop21h 15m
Mon 19/103:20 p.m. -
2 stops6h 29m
Deal found 8/9C$ 531
Fri 16/107:00 a.m. -
2 stops9h 35m
Sun 18/103:20 p.m. -
2 stops6h 29m
Deal found 9/9C$ 537
Fri 25/97:25 a.m. -
2 stops9h 10m
Mon 5/103:20 p.m. -
2 stops6h 29m
Deal found 8/9C$ 551
Fri 25/93:30 p.m. -
1 stop5h 03m
Mon 5/109:29 a.m. -
1 stop9h 41m
Deal found 11/9C$ 598

Find flight deals from Halifax to Midway

Round-trip from

C$ 508

One-way from

C$ 277

Popular in

January

Cheapest in

December

Average price

C$ 490
Porter Airlines
  • Porter Airlines
  • 26/9-3/10
  • 2 total stops
  • 27h 07m total
  • Halifax to Chicago
Search Deals
26/9-31/12
  • 26/9-31/12
  • 1 total stop
  • 17h 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$ 46 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 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

Sat 26/9

8:00 p.m.-11:00 a.m.

1 stop17h 00m

Chicago Midway

Wed 31/12

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

Nonstop0h 00m

C$ 277

HalifaxChicago

YHZ Halifax Intl - MDW Chicago Midway

YHZMDW

Halifax Intl

Wed 14/10

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

2 stops30h 00m

Chicago Midway

Wed 31/12

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

Nonstop0h 00m

C$ 283

HalifaxChicago

YHZ Halifax Intl - MDW Chicago Midway

YHZMDW

Halifax Intl

Wed 7/10

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$ 297

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

Wed 31/12

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

Nonstop0h 00m

C$ 338

HalifaxChicago

YHZ Halifax Intl - MDW Chicago Midway

YHZMDW

Halifax Intl

Fri 18/9

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$ 381

HalifaxChicago

YHZ Halifax Intl - MDW Chicago Midway

YHZMDW

Halifax Intl

Fri 25/9

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

2 stops9h 10m

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

8:15 p.m.-5:45 p.m.

3 stops23h 30m

Chicago Midway

Wed 31/12

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

Nonstop0h 00m

C$ 413

HalifaxChicago

YHZ Halifax Intl - MDW Chicago Midway

YHZMDW

Halifax Intl

Fri 18/9

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

1 stop5h 03m

Chicago Midway

Wed 31/12

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

Nonstop0h 00m

C$ 423

HalifaxChicago

YHZ Halifax Intl - MDW Chicago Midway

YHZMDW

Halifax Intl

Sat 24/10

3:45 p.m.-12:17 p.m.

3 stops46h 32m

Chicago Midway

Wed 31/12

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

Nonstop0h 00m

C$ 481

HalifaxChicago

YHZ Halifax Intl - MDW Chicago Midway

YHZMDW

Halifax Intl

Fri 16/10

3:45 p.m.-11:00 a.m.

1 stop21h 15m

Chicago Midway

Mon 19/10

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

2 stops6h 29m

C$ 531

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/9

Showing 1-10 of 20 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
St John to O'Hare Intl flights
Moncton to O'Hare Intl flights

Fly with Cheapflights

How does Cheapflights help users find flights from Halifax to Midway?

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?

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.

Can Cheapflights notify me if prices for flights from Halifax to Midway become cheaper?

Of course! You can now track prices for flights from Halifax to Midway and get an alert from Cheapflights when they change. Have a valid email address ready and click the bell icon next to the flight deals above to set up your price alerts.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.