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$155+ Cheap flights from Halifax (YHZ) to Midway (MDW)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 6/2. Fares are subject to change and may not be available on all flights or dates of travel.
YHZ — MDW
Feb 26 — Mar 51
Thu 2/26
Thu 3/5
1 adult, Economy
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Cheap flight deals from Halifax to Midway

Cheapest flights from Halifax to Midway
Explore the most affordable flight options available from Halifax to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 27, 2026.

This Porter Airlines deal was found by Cheapflights users on 1/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/208:25 am
YHZ
-
MDW
2 stops8h 55m
Porter Airlines
Tue 4/2111:00 am
MDW
-
YHZ
1 stop7h 05m
Porter Airlines
Deal found 1/25$285
This Mytrip deal was found by Cheapflights users on 1/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/2811:30 am
YHZ
-
MDW
2 stops7h 20m
Porter Airlines
Fri 6/510:25 am
MDW
-
YHZ
2 stops11h 09m
Porter Airlines
Deal found 1/26$303
This Mytrip deal was found by Cheapflights users on 1/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/2310:40 pm
YHZ
-
MDW
1 stop13h 30m
Multiple Airlines
Mon 3/211:00 am
MDW
-
YHZ
1 stop7h 05m
Multiple Airlines
Deal found 1/26$374
This Kiwi.com deal was found by Cheapflights users on 1/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/288:00 am
YHZ
-
MDW
1 stop10h 50m
Multiple Airlines
Fri 6/55:35 pm
MDW
-
YHZ
2 stops20h 49m
Multiple Airlines
Deal found 1/26$387
This Kiwi.com deal was found by Cheapflights users on 1/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/248:45 am
YHZ
-
MDW
1 stop8h 48m
Multiple Airlines
Sat 3/281:10 pm
MDW
-
YHZ
2 stops10h 31m
Multiple Airlines
Deal found 1/25$434
This Bravofly deal was found by Cheapflights users on 1/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Bravofly is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/116:00 am
YHZ
-
MDW
2 stops8h 29m
Multiple Airlines
Wed 3/1811:00 am
MDW
-
YHZ
2 stops8h 27m
Multiple Airlines
Deal found 1/25$435
This FlightHub deal was found by Cheapflights users on 1/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/236:00 am
YHZ
-
MDW
2 stops28h 54m
WestJet
Mon 3/29:34 am
MDW
-
YHZ
2 stops14h 07m
WestJet
Deal found 1/26$439

Find flight deals from Halifax to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Halifax (YHZ) to Midway (MDW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$285
(Porter Airlines)

One-way from

$155
(Kiwi.com)

Popular in

January

Cheapest in

September

Average price

$656
Provider with most accurate pricing for Halifax Intl-Chicago Midway flight deals.
Search Deals
Provider most trusted by Cheapflights users for Halifax Intl-Chicago Midway flights.
Search Deals
From Halifax Intl to Chicago Midway
Search Deals
One-way flight from Halifax Intl to Chicago Midway
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($19 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($23 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Halifax to Midway that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 27, 2026.
Use the filters below to find and compare flights from Halifax to Chicago Midway Airport that are best for you.

Fly from

Halifax

Fly to

Midway

Route

Depart

Return

Price

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Mon 4/20

8:25 am-3:20 pm

2 stops8h 55m

Chicago Midway

Tue 4/21

11:00 am-8:05 pm

1 stop7h 05m

$285

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Mon 2/23

10:40 pm-10:10 am

1 stop13h 30m

Chicago Midway

Mon 3/2

11:00 am-8:05 pm

1 stop7h 05m

$374

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Thu 5/28

8:00 am-4:50 pm

1 stop10h 50m

Chicago Midway

Fri 6/5

5:35 pm-4:24 pm

2 stops20h 49m

$387

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Tue 3/24

8:45 am-3:33 pm

1 stop8h 48m

Chicago Midway

Sat 3/28

1:10 pm-1:41 am

2 stops10h 31m

$434

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Wed 3/11

6:40 am-10:05 am

2 stops29h 25m

Chicago Midway

Wed 3/18

11:00 am-11:54 pm

2 stops10h 54m

$439

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Wed 6/3

11:00 pm-4:50 pm

1 stop19h 50m

$182

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Sat 6/6

8:15 pm-4:50 pm

1 stop22h 35m

$184

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Wed 6/3

1:40 pm-4:50 pm

2 stops29h 10m

$197

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Mon 6/1

5:20 pm-9:40 am

2 stops18h 20m

$198

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Sun 6/7

6:20 am-4:50 pm

1 stop12h 30m

$205

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/26

Showing 1-10 of 15 results
1
2

Compare providers for flights from Halifax to Midway

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Halifax to Midway in January.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*3 stars
oojoPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Halifax-Chicago Midway Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Halifax-Chicago Midway Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Halifax-Chicago Midway Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Halifax-Chicago Midway Airport flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Halifax-Chicago Midway Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Related info for your journey

Find useful and relevant information for your journey from Halifax to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

    For a flight from Halifax to Chicago Midway, you will be flying from Halifax Intl. Halifax Intl (YHZ) is just 16.7 mi from the center of the city. Halifax Intl is the only Halifax airport and it handles 0 outbound flights to Chicago Midway per day. 0 airlines have flights to Chicago Midway from Halifax Intl on a regular basis.

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

    For as low as $285, Porter Airlines can have you in Chicago Midway Airport from Halifax in 8h 55m. Halifax and Chicago Midway Airport are separated by a distance of 1231 mi.

  • 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

Traveling to a place near Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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