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$126+ Cheap flights from Edmonton (YEG) 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 12/6. Fares are subject to change and may not be available on all flights or dates of travel.
YEG — MDW
Nov 22 — Nov 291
Sat 11/22
Sat 11/29
1 adult, Economy
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Find flight deals from Edmonton to Midway

Cheapest flights from Edmonton to Midway
Explore the most affordable flight options available from Edmonton to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 23, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/22. 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.
Fri 12/56:00 amYEG - MDW
2 stops15h 12mMultiple Airlines
Fri 12/128:42 pmMDW - YEG
1 stop16h 29mMultiple Airlines
Deal found 10/22$236
This Kiwi.com deal was found by Cheapflights users on 10/20. 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.
Fri 12/56:00 amYEG - MDW
2 stops15h 12mMultiple Airlines
Mon 12/88:42 pmMDW - YEG
1 stop16h 29mMultiple Airlines
Deal found 10/20$239
This Kiwi.com deal was found by Cheapflights users on 10/22. 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.
Sat 11/227:45 amYEG - MDW
2 stops13h 27mMultiple Airlines
Wed 11/263:47 pmMDW - YEG
1 stop21h 24mMultiple Airlines
Deal found 10/22$301
This Kiwi.com deal was found by Cheapflights users on 10/22. 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 11/195:50 pmYEG - MDW
1 stop15h 15mMultiple Airlines
Wed 11/263:47 pmMDW - YEG
1 stop21h 24mMultiple Airlines
Deal found 10/22$342
This Kiwi.com deal was found by Cheapflights users on 10/22. 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.
Fri 11/215:50 pmYEG - MDW
2 stops22h 17mMultiple Airlines
Fri 11/286:05 amMDW - YEG
1 stop31h 06mMultiple Airlines
Deal found 10/22$360
This Kiwi.com deal was found by Cheapflights users on 10/22. 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 10/294:05 pmYEG - MDW
2 stops25h 34mMultiple Airlines
Sat 11/11:37 pmMDW - YEG
1 stop24h 34mMultiple Airlines
Deal found 10/22$366
This Delta deal was found by Cheapflights users on 10/20. 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.
Mon 11/39:15 amYEG - MDW
2 stops11h 59mDelta
Thu 11/69:35 amMDW - YEG
2 stops12h 25mDelta
Deal found 10/20$420
This Delta deal was found by Cheapflights users on 10/20. 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 10/299:15 amYEG - MDW
1 stop7h 28mDelta
Mon 11/39:20 amMDW - YEG
1 stop7h 39mDelta
Deal found 10/20$436
This Delta deal was found by Cheapflights users on 10/20. 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.
Fri 12/59:15 amYEG - MDW
2 stops13h 32mDelta
Mon 12/81:50 pmMDW - YEG
2 stops11h 54mDelta
Deal found 10/20$476
This Delta deal was found by Cheapflights users on 10/22. 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.
Fri 12/59:15 amYEG - MDW
2 stops13h 32mDelta
Fri 12/129:34 amMDW - YEG
2 stops12h 26mDelta
Deal found 10/22$482

Cheap flight deals from Edmonton to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Edmonton (YEG) 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 October 23, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$236
(Kiwi.com)

One-way from

$126
(Trip.com)

Popular in

January

Cheapest in

September

Average price

$328
Provider with most accurate pricing for Edmonton-Chicago Midway flight deals.
Search Deals
Provider most trusted by Cheapflights users for Edmonton-Chicago Midway flights.
Search Deals
From Edmonton to Chicago Midway
Search Deals
One-way flight from Edmonton to Chicago Midway
Search Deals
Highest demand for flights based on searches. 29% potential increase in price ($155 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease ($24 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Edmonton 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 October 23, 2025.
Use the filters below to find and compare flights from Edmonton to Chicago Midway Airport that are best for you.

Fly from

Edmonton

Fly to

Midway

Route

Depart

Return

Price

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Fri 12/5

6:00 am-10:12 pm

2 stops15h 12m

Chicago Midway

Fri 12/12

8:42 pm-12:11 pm

1 stop16h 29m

$236

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Fri 12/5

6:00 am-10:12 pm

2 stops15h 12m

Chicago Midway

Mon 12/8

8:42 pm-12:11 pm

1 stop16h 29m

$239

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Wed 12/3

9:15 am-11:47 pm

2 stops13h 32m

Chicago Midway

Sat 12/6

1:50 pm-12:44 am

2 stops11h 54m

$301

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Fri 11/21

12:45 am-2:40 pm

1 stop12h 55m

Chicago Midway

Wed 11/26

6:05 am-10:49 pm

2 stops17h 44m

$306

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Wed 11/19

5:50 pm-10:05 am

1 stop15h 15m

Chicago Midway

Wed 11/26

6:05 am-10:49 pm

2 stops17h 44m

$342

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Wed 1/7

9:15 am-9:46 pm

2 stops11h 31m

Chicago Midway

Sat 1/10

9:30 am-9:00 pm

2 stops12h 30m

$404

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Mon 11/3

9:15 am-10:14 pm

2 stops11h 59m

Chicago Midway

Thu 11/6

9:35 am-9:00 pm

2 stops12h 25m

$420

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Fri 12/5

9:15 am-11:47 pm

2 stops13h 32m

Chicago Midway

Mon 12/8

1:50 pm-12:44 am

2 stops11h 54m

$476

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Fri 12/5

9:15 am-11:47 pm

2 stops13h 32m

Chicago Midway

Fri 12/12

9:34 am-9:00 pm

2 stops12h 26m

$482

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Fri 11/21

5:50 pm-1:07 pm

2 stops18h 17m

Chicago Midway

Fri 11/28

9:41 am-12:20 am

2 stops15h 39m

$495

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/22

Showing 1-10 of 15 results
1
2
  • Most accurate provider: When it comes to deals on Edmonton-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 Edmonton-Chicago Midway Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Edmonton-Chicago Midway Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Edmonton-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 Edmonton-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 Edmonton to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Edmonton 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 Edmonton 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 Edmonton to Chicago Midway?

    Most people fly from Edmonton (YEG) if they book a flight from Edmonton to Chicago Midway. On average, Edmonton has 0 outbound flights to Chicago Midway per day from 0 airlines. Edmonton is conveniently located just 16.7 mi from Edmonton’s city center.

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

    There are many flights that can get you from Edmonton to Chicago Midway Airport in 13h 32m. Fly via Delta to get the fastest option. Edmonton and Chicago Midway Airport are separated by a distance of 1431 mi.

  • Can I find deals for flights from Edmonton to Midway that include hotel bookings?

    Yes. In addition to deals on Edmonton to Midway flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Edmonton to Midway?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Edmonton to Midway.

  • Can I find deals for business class flights from Edmonton to Midway?

    Yes. Cheapflights offers flight deals from Edmonton 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
Merrillville
Lansing
Hammond
Porter
Benton Harbor

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