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$136+ 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 1/22. Fares are subject to change and may not be available on all flights or dates of travel.
YEG — MDW
Jan 8 — Jan 151
Thu 1/8
Thu 1/15
1 adult, Economy
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Cheap 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 December 9, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/8. 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.
Mon 12/812:45 amYEG - MDW
1 stop31h 01mMultiple Airlines
Sun 12/147:44 amMDW - YEG
2 stops53h 27mMultiple Airlines
Deal found 12/8$455
This Kiwi.com deal was found by Cheapflights users on 12/8. 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 12/105:50 pmYEG - MDW
1 stop20h 30mMultiple Airlines
Sun 12/146:15 amMDW - YEG
2 stops26h 55mMultiple Airlines
Deal found 12/8$878
This FlightHub deal was found by Cheapflights users on 12/8. 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.
Wed 12/105:50 pmYEG - MDW
2 stops14h 04mWestJet
Sun 12/149:34 amMDW - YEG
2 stops12h 26mWestJet
Deal found 12/8$1,022
This FlightHub deal was found by Cheapflights users on 12/8. 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 12/96:30 amYEG - MDW
2 stops10h 30mWestJet
Sun 12/1410:49 amMDW - YEG
2 stops13h 00mWestJet
Deal found 12/8$1,069
This FlightHub deal was found by Cheapflights users on 12/8. 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 12/1212:45 amYEG - MDW
1 stop8h 09mWestJet
Sat 12/209:50 amMDW - YEG
1 stop27h 21mWestJet
Deal found 12/8$1,101
This FlightHub deal was found by Cheapflights users on 12/8. 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 12/295:50 pmYEG - MDW
2 stops13h 59mWestJet
Thu 1/15:59 pmMDW - YEG
1 stop23h 00mWestJet
Deal found 12/8$1,123
This WestJet deal was found by Cheapflights users on 12/7. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/128:50 pmYEG - MDW
2 stops39h 20mWestJet
Fri 12/1910:49 amMDW - YEG
2 stops11h 11mWestJet
Deal found 12/7$1,768

Find 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 December 9, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
1 star

Round-trip from

$266
(Kiwi.com)

One-way from

$136
(Kiwi.com)

Popular in

March

Cheapest in

September

Average price

$351
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. 19% potential increase in price ($77 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($14 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 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 December 9, 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 1/7

12:45 am-11:31 am

1 stop9h 46m

Chicago Midway

Wed 1/14

11:39 am-12:11 pm

1 stop25h 32m

$266

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Mon 2/23

12:45 am-11:59 am

1 stop10h 14m

Chicago Midway

Mon 4/20

9:20 am-3:55 pm

1 stop7h 35m

$289

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Wed 4/8

9:15 am-6:40 pm

1 stop8h 25m

Chicago Midway

Wed 4/15

9:20 am-3:55 pm

1 stop7h 35m

$305

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Thu 4/2

9:15 am-6:40 pm

1 stop8h 25m

Chicago Midway

Tue 4/7

9:30 am-3:55 pm

1 stop7h 25m

$305

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Fri 4/3

9:15 am-6:40 pm

1 stop8h 25m

Chicago Midway

Tue 4/7

9:30 am-3:55 pm

1 stop7h 25m

$305

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Wed 4/1

12:45 am-11:33 am

1 stop9h 48m

Chicago Midway

Tue 4/7

6:00 am-5:17 pm

2 stops36h 17m

$395

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Thu 1/8

9:15 am-6:32 pm

1 stop8h 17m

Chicago Midway

Wed 1/14

9:50 am-3:59 pm

1 stop7h 09m

$414

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Wed 1/21

9:15 am-6:36 pm

1 stop8h 21m

Chicago Midway

Mon 1/26

9:50 am-3:59 pm

1 stop7h 09m

$419

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Thu 1/8

12:05 am-12:48 pm

2 stops11h 43m

Chicago Midway

Thu 1/15

9:50 am-3:59 pm

1 stop7h 09m

$426

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Thu 1/22

8:35 pm-8:43 am

2 stops35h 08m

$136

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/8

Showing 1-10 of 17 results
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  • 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 10h 14m. 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
Merrillville
Hammond
Porter
Benton Harbor

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