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$129+ 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 11/23. Fares are subject to change and may not be available on all flights or dates of travel.
YHZ — MDW
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheap 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 September 11, 2025.

Round-trip from

$162
(Mytrip)

One-way from

$129
(Mytrip)

Popular in

July

Cheapest in

January

Average price

$405
From Halifax Intl to Chicago Midway
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One-way flight from Halifax Intl to Chicago Midway
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Highest demand for flights based on searches. 19% potential increase in price ($92 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find 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 September 11, 2025.

This Mytrip deal was found by Cheapflights users on 9/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/236:10 amYHZ - MDW
2 stops12h 14mPorter Airlines
Tue 10/2811:00 amMDW - YHZ
2 stops6h 51mPorter Airlines
Deal found 9/11$162
This Delta deal was found by Cheapflights users on 9/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/246:40 amYHZ - MDW
2 stops12h 55mDelta
Tue 9/309:20 amMDW - YHZ
2 stops11h 53mDelta
Deal found 9/10$226
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Wed 10/86:10 amYHZ - MDW
2 stops12h 14mMultiple Airlines
Wed 10/159:35 amMDW - YHZ
1 stop9h 09mMultiple Airlines
Deal found 9/9$278
This Gotogate deal was found by Cheapflights users on 9/11. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/58:25 amYHZ - MDW
2 stops8h 55mPorter Airlines
Mon 11/1011:00 amMDW - YHZ
2 stops10h 54mPorter Airlines
Deal found 9/11$279
This Booking.com deal was found by Cheapflights users on 9/10. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/258:30 amYHZ - MDW
1 stop8h 50mPorter Airlines
Thu 1/111:00 amMDW - YHZ
1 stop7h 05mPorter Airlines
Deal found 9/10$280
This FlightHub deal was found by Cheapflights users on 9/10. 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.
Sat 12/277:00 amYHZ - MDW
2 stops6h 50mPorter Airlines
Fri 1/211:00 amMDW - YHZ
2 stops10h 54mPorter Airlines
Deal found 9/10$312
This Booking.com deal was found by Cheapflights users on 9/10. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/268:25 amYHZ - MDW
2 stops8h 55mPorter Airlines
Sat 1/312:45 pmMDW - YHZ
1 stop5h 20mPorter Airlines
Deal found 9/10$313
This FlightHub deal was found by Cheapflights users on 9/11. 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 12/268:25 amYHZ - MDW
2 stops8h 55mPorter Airlines
Thu 1/111:00 amMDW - YHZ
1 stop7h 05mPorter Airlines
Deal found 9/11$316

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 September 11, 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

Thu 10/23

6:10 am-4:24 pm

2 stops12h 14m

Chicago Midway

Tue 10/28

11:00 am-7:51 pm

2 stops6h 51m

$162

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Wed 9/24

6:40 am-5:35 pm

2 stops12h 55m

Chicago Midway

Tue 9/30

9:20 am-11:13 pm

2 stops11h 53m

$226

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Wed 10/8

6:10 am-4:24 pm

2 stops12h 14m

Chicago Midway

Wed 10/15

9:35 am-8:44 pm

1 stop9h 09m

$278

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Wed 11/5

8:25 am-3:20 pm

2 stops8h 55m

Chicago Midway

Mon 11/10

11:00 am-11:54 pm

2 stops10h 54m

$279

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Thu 12/25

7:00 am-3:20 pm

2 stops10h 20m

Chicago Midway

Thu 1/1

11:00 am-8:05 pm

1 stop7h 05m

$286

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Sat 12/27

7:00 am-11:50 am

2 stops6h 50m

Chicago Midway

Fri 1/2

11:00 am-8:05 pm

1 stop7h 05m

$307

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Fri 12/26

8:25 am-3:20 pm

2 stops8h 55m

Chicago Midway

Thu 1/1

11:00 am-8:05 pm

1 stop7h 05m

$316

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Wed 10/8

11:35 am-4:24 pm

2 stops6h 49m

Chicago Midway

Wed 10/15

9:35 am-11:40 pm

2 stops12h 05m

$345

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Sun 11/23

6:40 am-3:20 pm

2 stops10h 40m

$129

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Mon 12/29

8:30 am-3:20 pm

1 stop8h 50m

$134

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Showing 1-10 of 19 results
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
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 $162, Porter Airlines can have you in Chicago Midway Airport from Halifax in 12h 14m. Halifax and Chicago Midway Airport are separated by a distance of 1231 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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.

  • What is the cheapest month to book a flight from Halifax to Chicago Midway Airport?

    Currently, April is the cheapest month in which you can book a flight from Halifax to Chicago Midway Airport (average of $160). Flying from Halifax to Chicago Midway Airport in November is currently the most expensive (average of $249). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Chesterton

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