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$206+ 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 1/25. Fares are subject to change and may not be available on all flights or dates of travel.
YHZ — MDW
Jan 11 — Jan 181
Sun 1/11
Sun 1/18
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 December 12, 2025.

This FlightHub deal was found by Cheapflights users on 12/11. 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.
Fri 12/267:00 amYHZ - MDW
2 stops10h 20mPorter Airlines
Mon 12/2911:00 amMDW - YHZ
2 stops8h 20mPorter Airlines
Deal found 12/11$519
This FlightHub deal was found by Cheapflights users on 12/10. 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.
Fri 12/267:00 amYHZ - MDW
2 stops10h 20mPorter Airlines
Fri 1/211:00 amMDW - YHZ
2 stops10h 54mPorter Airlines
Deal found 12/10$543
This FlightHub deal was found by Cheapflights users on 12/10. 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.
Tue 12/308:25 amYHZ - MDW
1 stop8h 55mPorter Airlines
Wed 1/2111:00 amMDW - YHZ
1 stop7h 10mPorter Airlines
Deal found 12/10$553
This Kiwi.com deal was found by Cheapflights users on 12/11. 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 12/259:00 amYHZ - MDW
1 stop14h 58mMultiple Airlines
Mon 12/2911:00 amMDW - YHZ
1 stop7h 10mMultiple Airlines
Deal found 12/11$584
This Trip.com deal was found by Cheapflights users on 12/11. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/256:00 amYHZ - MDW
1 stop11h 20mMultiple Airlines
Tue 12/3011:00 amMDW - YHZ
2 stops8h 20mMultiple Airlines
Deal found 12/11$593
This Porter Airlines deal was found by Cheapflights users on 12/10. 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.
Sat 12/278:25 amYHZ - MDW
2 stops8h 55mPorter Airlines
Fri 1/211:00 amMDW - YHZ
2 stops10h 54mPorter Airlines
Deal found 12/10$632

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 December 12, 2025.

Most accurate provider

oojo
3 stars

Most trusted provider

oojo
3 stars

Round-trip from

$238
(Porter Airlines)

One-way from

$206
(Trip.com)

Popular in

July

Cheapest in

September

Average price

$309
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. 22% potential increase in price ($109 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($13 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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 December 12, 2025.
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

Tue 4/14

7:00 am-3:20 pm

2 stops10h 20m

Chicago Midway

Wed 4/15

11:00 am-11:54 pm

2 stops10h 54m

$238

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Thu 4/2

8:30 am-3:20 pm

1 stop8h 50m

Chicago Midway

Sun 4/5

11:00 am-8:05 pm

1 stop7h 05m

$333

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Fri 1/16

10:40 pm-11:50 am

1 stop15h 10m

Chicago Midway

Mon 1/19

11:00 am-8:10 pm

1 stop7h 10m

$375

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Thu 3/12

8:30 am-3:20 pm

1 stop8h 50m

Chicago Midway

Sun 3/15

11:00 am-8:05 pm

1 stop7h 05m

$378

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Wed 1/28

8:20 pm-10:10 am

1 stop15h 50m

Chicago Midway

Wed 2/4

10:46 am-10:50 am

2 stops22h 04m

$379

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Sat 1/10

6:40 am-11:50 am

2 stops7h 10m

Chicago Midway

Sat 1/17

12:45 pm-8:10 pm

1 stop5h 25m

$381

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Sun 1/25

8:30 am-3:20 pm

1 stop8h 50m

$206

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Sun 1/25

1:20 pm-11:45 am

3 stops24h 25m

$235

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Fri 12/19

8:25 am-3:20 pm

1 stop8h 55m

$324

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/11

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 December.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*1 star
oojoPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice 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 oojo to be most consistent on Cheapflights vs. oojo Users can find the same prices on Halifax-Chicago Midway Airport flight deals on Cheapflights vs. oojo >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 oojo the most. oojo 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 $238, Porter Airlines can have you in Chicago Midway Airport from Halifax in 10h 20m. 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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