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$133+ 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 1/9. Fares are subject to change and may not be available on all flights or dates of travel.
YEG — MDW
Dec 25 — Jan 11
Thu 12/25
Thu 1/1
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 November 25, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/25. 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.
Thu 12/116:00 amYEG - MDW
2 stops11h 08mMultiple Airlines
Mon 12/158:42 pmMDW - YEG
1 stop16h 29mMultiple Airlines
Deal found 11/25$273
This Delta deal was found by Cheapflights users on 11/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/109:15 amYEG - MDW
2 stops13h 32mDelta
Tue 12/166:00 amMDW - YEG
2 stops10h 59mDelta
Deal found 11/25$300
This Delta deal was found by Cheapflights users on 11/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/116:30 amYEG - MDW
2 stops10h 30mDelta
Tue 12/166:00 amMDW - YEG
2 stops10h 59mDelta
Deal found 11/25$306
This Kiwi.com deal was found by Cheapflights users on 11/24. 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 12/116:00 amYEG - MDW
2 stops11h 08mMultiple Airlines
Wed 12/3111:00 amMDW - YEG
1 stop11h 00mMultiple Airlines
Deal found 11/24$334
This Delta deal was found by Cheapflights users on 11/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/109:15 amYEG - MDW
2 stops13h 32mDelta
Sat 12/131:14 pmMDW - YEG
2 stops12h 30mDelta
Deal found 11/25$342
This Delta deal was found by Cheapflights users on 11/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/116:30 amYEG - MDW
2 stops10h 30mDelta
Sat 12/139:29 amMDW - YEG
2 stops16h 15mDelta
Deal found 11/25$348
This Kiwi.com deal was found by Cheapflights users on 11/24. 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 12/101:20 amYEG - MDW
1 stop13h 00mMultiple Airlines
Tue 12/3011:00 amMDW - YEG
1 stop11h 00mMultiple Airlines
Deal found 11/24$364
This Kiwi.com deal was found by Cheapflights users on 11/24. 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.
Sun 12/147:00 amYEG - MDW
1 stop10h 23mMultiple Airlines
Wed 12/3111:00 amMDW - YEG
1 stop11h 00mMultiple Airlines
Deal found 11/24$375
This Kiwi.com deal was found by Cheapflights users on 11/24. 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 12/164:30 pmYEG - MDW
2 stops15h 16mMultiple Airlines
Wed 12/3111:00 amMDW - YEG
1 stop11h 00mMultiple Airlines
Deal found 11/24$384
This Delta deal was found by Cheapflights users on 11/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/1312:45 amYEG - MDW
1 stop10h 10mDelta
Tue 12/169:59 amMDW - YEG
1 stop7h 00mDelta
Deal found 11/25$393

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 November 25, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
1 star

Round-trip from

$253
(Kiwi.com)

One-way from

$133
(Trip.com)

Popular in

January

Cheapest in

September

Average price

$344
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 ($152 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease ($26 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 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 November 25, 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

Wed 12/10

12:45 am-9:54 am

1 stop8h 09m

Chicago Midway

Tue 12/16

9:59 am-3:59 pm

1 stop7h 00m

$300

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Mon 4/13

12:45 am-12:30 pm

2 stops10h 45m

Chicago Midway

Mon 4/20

9:20 am-3:55 pm

1 stop7h 35m

$300

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Wed 4/15

12:45 am-9:51 am

1 stop8h 06m

Chicago Midway

Wed 4/22

9:20 am-3:55 pm

1 stop7h 35m

$300

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Mon 12/8

12:45 am-9:54 am

1 stop8h 09m

Chicago Midway

Wed 12/10

9:59 am-3:59 pm

1 stop7h 00m

$300

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Wed 4/15

12:45 am-9:51 am

1 stop8h 06m

Chicago Midway

Mon 4/20

9:20 am-3:55 pm

1 stop7h 35m

$300

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Mon 4/13

12:05 am-12:30 pm

2 stops11h 25m

Chicago Midway

Wed 4/22

9:20 am-3:55 pm

1 stop7h 35m

$306

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Wed 4/15

6:30 am-6:31 pm

2 stops11h 01m

Chicago Midway

Mon 4/20

9:20 am-3:55 pm

1 stop7h 35m

$306

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Wed 4/15

6:30 am-6:31 pm

2 stops11h 01m

Chicago Midway

Wed 4/22

9:20 am-3:55 pm

1 stop7h 35m

$306

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Wed 12/10

12:45 am-6:08 pm

1 stop16h 23m

Chicago Midway

Sun 12/14

6:15 am-8:10 am

2 stops26h 55m

$334

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Wed 12/10

9:15 am-6:18 pm

1 stop8h 03m

Chicago Midway

Sat 12/13

1:14 pm-12:44 am

2 stops12h 30m

$342

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/24

Showing 1-10 of 17 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 8h 09m. 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
Lansing
Hammond
Porter
Benton Harbor
Merrillville

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