YEG - MDW

C$ 309 Find Cheap Flights from Edmonton to Chicago Midway Airport – Compare and Save

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1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
C$ 715
Typical prices: C$ 752-C$ 1,091
Multiple Airlines
Wed 19/12Sun 23/12
YEG - MDW • 2 stops
Cheapest one-way flights
C$ 309
Typical prices: C$ 326-C$ 852
Multiple Airlines
Fri 30/11
YEG - MDW • 3 stops
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Flight Deals

Cheap Flights from Edmonton to Chicago (YEG-MDW)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Edmonton to Chicago

Sat, 19 Dec - Wed, 23 Dec
Multiple Airlines Logo
5:10 p.m. - 7:30 p.m.YEG  Edmonton-MDW Chicago Midway
26h 20m2 stops Phoenix Sky Harbor Intl Orlando
Multiple Airlines Logo
8:35 p.m. - 10:42 p.m.MDW  Chicago Midway-YEG Edmonton
26h 07m2 stops Orlando Phoenix Sky Harbor Intl
C$ 715Multiple Airlines
1 day ago
Mon, 7 Dec - Mon, 14 Dec
Delta Logo
9:15 a.m. - 4:50 p.m.YEG  Edmonton-MDW Chicago Midway
7h 35m1 stop Minneapolis St Paul
Delta Logo
10:24 a.m. - 4:00 p.m.MDW  Chicago Midway-YEG Edmonton
5h 36m1 stop Minneapolis St Paul
C$ 726Delta
2 days ago
Thu, 3 Dec - Sun, 6 Dec
Multiple Airlines Logo
9:20 p.m. - 4:07 p.m.YEG  Edmonton-MDW Chicago Midway
18h 47m2 stops Calgary Atlanta Hartsfield-Jackson
Multiple Airlines Logo
5:02 p.m. - 3:15 p.m.MDW  Chicago Midway-YEG Edmonton
22h 13m2 stops Atlanta Hartsfield-Jackson Calgary
C$ 727Multiple Airlines
2 days ago
Mon, 7 Dec - Mon, 14 Dec
Multiple Airlines Logo
5:00 p.m. - 11:33 a.m.YEG  Edmonton-MDW Chicago Midway
18h 33m2 stops Las Vegas Harry Reid Intl Atlanta Hartsfield-Jackson
Multiple Airlines Logo
5:02 p.m. - 3:15 p.m.MDW  Chicago Midway-YEG Edmonton
22h 13m2 stops Atlanta Hartsfield-Jackson Calgary
C$ 755Multiple Airlines
2 days ago
Mon, 23 Nov - Mon, 30 Nov
WestJet Logo
6:00 a.m. - 4:39 p.m.YEG  Edmonton-MDW Chicago Midway
10h 39m2 stops Calgary Minneapolis St Paul
WestJet Logo
5:29 p.m. - 2:30 p.m.MDW  Chicago Midway-YEG Edmonton
21h 01m2 stops Minneapolis St Paul Winnipeg
C$ 762WestJet
3+ days ago
Wed, 13 Jan - Wed, 20 Jan
Delta Logo
6:00 a.m. - 4:53 p.m.YEG  Edmonton-MDW Chicago Midway
10h 53m2 stops Calgary Minneapolis St Paul
Delta Logo
12:44 p.m. - 12:50 a.m.MDW  Chicago Midway-YEG Edmonton
12h 06m2 stops Minneapolis St Paul Calgary
C$ 762Delta
2 days ago
Sun, 3 Jan - Wed, 13 Jan
Delta Logo
9:15 a.m. - 5:24 p.m.YEG  Edmonton-MDW Chicago Midway
8h 09m1 stop Minneapolis St Paul
Delta Logo
12:44 p.m. - 12:50 a.m.MDW  Chicago Midway-YEG Edmonton
12h 06m2 stops Minneapolis St Paul Calgary
C$ 762Delta
3+ days ago
Mon, 7 Dec - Mon, 14 Dec
WestJet Logo
9:15 a.m. - 4:50 p.m.YEG  Edmonton-MDW Chicago Midway
7h 35m1 stop Minneapolis St Paul
WestJet Logo
5:30 p.m. - 2:30 p.m.MDW  Chicago Midway-YEG Edmonton
21h 00m2 stops Minneapolis St Paul Winnipeg
C$ 772WestJet
2 days ago
Thu, 3 Dec - Thu, 10 Dec
WestJet Logo
6:00 a.m. - 4:16 p.m.YEG  Edmonton-MDW Chicago Midway
10h 16m2 stops Calgary Atlanta Hartsfield-Jackson
WestJet Logo
12:39 p.m. - 4:00 p.m.MDW  Chicago Midway-YEG Edmonton
27h 21m1 stop Minneapolis St Paul
C$ 772WestJet
2 days ago
Mon, 23 Nov - Mon, 30 Nov
WestJet Logo
9:15 a.m. - 4:39 p.m.YEG  Edmonton-MDW Chicago Midway
7h 24m1 stop Minneapolis St Paul
WestJet Logo
5:29 p.m. - 2:30 p.m.MDW  Chicago Midway-YEG Edmonton
21h 01m2 stops Minneapolis St Paul Winnipeg
C$ 772WestJet
3+ days ago
Booking Insights

Price, demand, and travel trends for Edmonton to Chicago Midway Airport flights

Use KAYAK data on prices, travel dates, airlines, and seasonal trends to compare options and book flights with more confidence.

Which airline is the cheapest to fly from Edmonton to Chicago Midway Airport?

Delta (C$ 726) and WestJet (C$ 762) are the cheapest airlines to fly round-trip from Edmonton to Chicago Midway Airport according to KAYAK data over the last 5 days.

Key details for Edmonton to Chicago Midway Airport flights

Cheapest flight

C$ 309
One-way flight from Edmonton to Chicago Midway Airport

When to book flights from Edmonton to Chicago

Are your dates flexible? Find out the best times to travel from Edmonton to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your Edmonton to Chicago Midway Airport flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines, and booking tips.

  • Which cabin classes can I book on flights from Edmonton to Chicago Midway Airport?

    Only Economy Class is available on flights from Edmonton to Chicago Midway Airport.

  • Do I need a passport to fly from Edmonton to Chicago Midway Airport?

    Yes, a valid passport is required for this international route. Many destinations require at least six months of validity beyond your travel dates. Check your passport expiry well before booking.

  • Have flight prices from Edmonton to Chicago Midway Airport changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about C$ 715 to C$ 3,959. That means the highest observed fare was about 6x higher than the lowest one.

  • How are flight prices from Edmonton to Chicago Midway Airport looking right now?

    One-way fares from Edmonton to Chicago Midway Airport are currently lower than usual. Average one-way flight prices are about C$ 350, which is 15% below the typical average for this route.

  • What car rental options are available at Chicago Midway Airport (MDW)?

    Chicago Midway Airport (MDW) hosts 5 major car rental companies, with daily rates averaging C$ 117 for economy cars. Top options include:

    • Hertz
    • Dollar
    • Budget
    • Alamo
    • Rent-A-Wreck

  • Which airports can I use when flying from Edmonton to Chicago Midway Airport?

    Flights from Edmonton to Chicago Midway Airport usually depart from Edmonton (YEG) and arrive at Chicago Midway (MDW).

  • Which airports do connecting flights from Edmonton to Chicago Midway Airport pass through?

    Most connecting flights from Edmonton to Chicago Midway Airport pass through Minneapolis St Paul (MSP), which handles 100% of one-stop traffic on this route.

  • Can I save money by using flexible dates for flights from Edmonton to Chicago Midway Airport?

    Yes. Flexible dates can save you up to 32% on flights from Edmonton to Chicago Midway Airport. Monday is the cheapest departure day at C$ 752 round-trip on average, while Tuesday is the most expensive at C$ 1,091, a difference of C$ 338.

    KAYAK's flexible dates feature shows options up to three days before and after your selected dates, making it easier to compare nearby fares.

  • Which popular places can I visit in Chicago Midway Airport?

    Some of the most popular sights in Chicago Midway Airport are Magnificent Mile, River North, and Grant Park. These are among the most viewed places in Chicago Midway Airport on KAYAK.

Your guide to booking Edmonton to Chicago Midway Airport flights

Get tips on when to book, when to fly, and what to know before your trip.

More options for your flight from Edmonton to Chicago

Complete your trip to Chicago with a hotel stay or car rental