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Cheap flights from Edmonton to Chicago Midway Airport from C$ 260

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 29/5. Fares are subject to change and may not be available on all flights or dates of travel.
YEG — MDW
12 May — 19 May1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Edmonton to Midway

Enter your travel dates to find the best prices.

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 12 April 2026.

Sat 30/57:00 a.m.
YEG
-
MDW
2 stops10h 33m
Delta
Sat 6/69:23 a.m.
MDW
-
YEG
1 stop8h 32m
Delta
Deal found 7/4C$ 487
Tue 5/59:40 a.m.
YEG
-
MDW
2 stops11h 48m
Delta
Thu 7/51:22 p.m.
MDW
-
YEG
2 stops10h 33m
Delta
Deal found 8/4C$ 507
Wed 6/59:40 a.m.
YEG
-
MDW
1 stop7h 56m
Delta
Sat 9/59:22 a.m.
MDW
-
YEG
2 stops11h 18m
Delta
Deal found 7/4C$ 509
Sat 23/59:40 a.m.
YEG
-
MDW
1 stop7h 16m
Delta
Sat 30/56:23 a.m.
MDW
-
YEG
2 stops11h 32m
Delta
Deal found 11/4C$ 511
Tue 26/59:30 p.m.
YEG
-
MDW
2 stops12h 39m
Multiple Airlines
Tue 2/610:25 a.m.
MDW
-
YEG
1 stop15h 15m
Multiple Airlines
Deal found 7/4C$ 578
Sat 23/51:40 p.m.
YEG
-
MDW
1 stop19h 05m
Multiple Airlines
Sat 30/56:00 a.m.
MDW
-
YEG
2 stops16h 40m
Multiple Airlines
Deal found 11/4C$ 641
Sun 10/54:55 p.m.
YEG
-
MDW
1 stop20h 40m
Multiple Airlines
Sun 17/510:30 a.m.
MDW
-
YEG
1 stop14h 25m
Multiple Airlines
Deal found 11/4C$ 644
Tue 2/69:30 p.m.
YEG
-
MDW
2 stops12h 39m
Multiple Airlines
Tue 9/63:20 p.m.
MDW
-
YEG
1 stop22h 35m
Multiple Airlines
Deal found 11/4C$ 657

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 12 April 2026.

Round-trip from

C$ 487

One-way from

C$ 260

Popular in

March

Cheapest in

May

Average price

C$ 547
Delta
  • Delta
  • 30/5-6/6
  • 3 total stops
  • 19h 05m total
  • Edmonton to Chicago
Search Deals
29/5
  • 29/5
  • 2 total stops
  • 25h 22m total
  • Edmonton to Chicago
Search Deals
Highest demand for flights based on searches. 34% potential increase in price (C$ 375 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 20% potential price decrease (C$ 123 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2026
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 629,999 searches. Data last updated 12 April 2026.
Use the filters below to find and compare flights from Edmonton to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Wed 6/5

9:40 a.m.-6:36 p.m.

1 stop7h 56m

Chicago Midway

Sat 9/5

9:22 a.m.-7:40 p.m.

2 stops11h 18m

C$ 509
Quickest round-trip

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Fri 22/5

9:40 a.m.-5:56 p.m.

1 stop7h 16m

Chicago Midway

Tue 26/5

9:23 a.m.-4:55 p.m.

1 stop8h 32m

C$ 685

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Mon 25/5

9:40 a.m.-5:56 p.m.

1 stop7h 16m

Chicago Midway

Mon 1/6

9:23 a.m.-4:55 p.m.

1 stop8h 32m

C$ 710

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Wed 27/5

7:00 a.m.-9:45 a.m.

3 stops25h 45m

Chicago Midway

Sun 31/5

10:30 a.m.-9:35 p.m.

2 stops12h 05m

C$ 732

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Thu 13/8

7:00 a.m.-6:31 p.m.

2 stops10h 31m

Chicago Midway

Thu 20/8

1:00 p.m.-10:55 p.m.

2 stops10h 55m

C$ 736
Cheapest one-way
Quickest one-way

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Mon 25/5

9:40 a.m.-5:56 p.m.

1 stop7h 16m

C$ 291

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Mon 25/5

9:30 p.m.-11:12 a.m.

2 stops12h 42m

C$ 306

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Sat 23/5

6:50 a.m.-10:02 p.m.

2 stops14h 12m

C$ 329

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Sun 19/7

9:10 a.m.-9:40 a.m.

3 stops23h 30m

C$ 356

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Fri 29/5

11:50 p.m.-10:02 p.m.

3 stops21h 12m

C$ 392

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/4

Showing 1-10 of 14 resultsSorted by cheapest first
1
2

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 26.9 km from Edmonton’s city centre.

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

    Delta can get you from Edmonton to Chicago Midway Airport in just under 7h 56m. Your travel time can differ by up to . The distance from Edmonton to Chicago Midway Airport is about 2303 km.

  • 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

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It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Edmonton to Midway.

Can Cheapflights find flights from Edmonton to Midway with no change fees?

Users can book flights with no change fees policies with our dedicated filters. Book flights from Edmonton to Midway flexibly with Cheapflights today.

Can Cheapflights notify me if prices for flights from Edmonton to Midway become cheaper?

Yes! Start tracking prices for Edmonton to Midway flights today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive your alerts.

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