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Cheap flights from Edmonton to Chicago Midway Airport from C$ 266

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 15/5. Fares are subject to change and may not be available on all flights or dates of travel.
YEG — MDW
28 May — 4 Jun1
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 28 April 2026.

Mon 25/511:50 p.m.
YEG
-
MDW
1 stop13h 45m
Porter Airlines
Mon 1/610:15 a.m.
MDW
-
YEG
2 stops12h 20m
Porter Airlines
Deal found 26/4C$ 609
Fri 29/57:00 a.m.
YEG
-
MDW
2 stops10h 33m
Delta
Tue 2/69:22 a.m.
MDW
-
YEG
2 stops8h 33m
Delta
Deal found 23/4C$ 641
Tue 30/67:00 a.m.
YEG
-
MDW
1 stop25h 40m
Multiple Airlines
Tue 7/712:11 p.m.
MDW
-
YEG
2 stops13h 33m
Multiple Airlines
Deal found 23/4C$ 695
Thu 13/86:15 p.m.
YEG
-
MDW
1 stop14h 25m
Multiple Airlines
Mon 17/812:11 p.m.
MDW
-
YEG
2 stops13h 33m
Multiple Airlines
Deal found 27/4C$ 698
Mon 22/67:05 a.m.
YEG
-
MDW
3 stops25h 35m
Multiple Airlines
Thu 25/610:25 a.m.
MDW
-
YEG
2 stops12h 15m
Multiple Airlines
Deal found 27/4C$ 772
Thu 28/57:15 a.m.
YEG
-
MDW
2 stops25h 30m
Porter Airlines
Tue 2/610:15 a.m.
MDW
-
YEG
2 stops12h 20m
Porter Airlines
Deal found 27/4C$ 781
Thu 13/89:40 a.m.
YEG
-
MDW
1 stop7h 25m
Delta
Thu 20/89:20 a.m.
MDW
-
YEG
1 stop8h 35m
Delta
Deal found 24/4C$ 800
Wed 10/611:50 a.m.
YEG
-
MDW
2 stops20h 45m
Multiple Airlines
Wed 17/61:16 p.m.
MDW
-
YEG
2 stops27h 54m
Multiple Airlines
Deal found 26/4C$ 804
Wed 3/69:40 a.m.
YEG
-
MDW
1 stop7h 16m
Delta
Wed 10/69:17 a.m.
MDW
-
YEG
2 stops11h 23m
Delta
Deal found 24/4C$ 811

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 28 April 2026.

Round-trip from

C$ 609

One-way from

C$ 266

Popular in

March

Cheapest in

May

Average price

C$ 538
Porter Airlines
  • Porter Airlines
  • 25/5-1/6
  • 3 total stops
  • 26h 05m total
  • Edmonton to Chicago
Search Deals
15/5
  • 15/5
  • 2 total stops
  • 25h 22m total
  • Edmonton to Chicago
Search Deals
Highest demand for flights based on searches. 34% potential increase in price (C$ 362 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 20% potential price decrease (C$ 120 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 28 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

Fri 29/5

7:00 a.m.-6:33 p.m.

2 stops10h 33m

Chicago Midway

Tue 2/6

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

1 stop8h 32m

C$ 641

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Thu 13/8

9:40 a.m.-6:05 p.m.

1 stop7h 25m

Chicago Midway

Thu 20/8

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

2 stops10h 55m

C$ 800
Quickest round-trip

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Wed 3/6

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

1 stop7h 16m

Chicago Midway

Wed 24/6

9:17 a.m.-4:55 p.m.

2 stops8h 38m

C$ 800

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Wed 10/6

7:15 a.m.-9:35 a.m.

3 stops25h 20m

Chicago Midway

Wed 17/6

10:15 a.m.-9:35 p.m.

2 stops12h 20m

C$ 802
Cheapest one-way

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Fri 5/6

7:40 p.m.-10:02 p.m.

2 stops25h 22m

C$ 275

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Mon 8/6

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

2 stops12h 42m

C$ 279

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Wed 27/5

11:50 p.m.-2:35 p.m.

1 stop13h 45m

C$ 333
Quickest one-way

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Sun 7/6

9:30 p.m.-11:09 a.m.

2 stops12h 39m

C$ 339

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Sat 18/7

7:00 a.m.-11:07 a.m.

2 stops27h 07m

C$ 368

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Mon 13/7

12:10 p.m.-9:40 a.m.

3 stops20h 30m

C$ 376

Flights are sorted by cheapest round-trip flights first.

Deals found on 25/4

Showing 1-10 of 11 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 10h 33m. 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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