YEG - MDW

C$ 387 Find Cheap Flights from Edmonton to Chicago Midway Airport – Compare and Save

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Everything you should know

Cheapest round-trip
C$ 653
Typical prices: C$ 767-C$ 1,113
Multiple Airlines
Sat 8/12Sat 15/12
YEG - MDW • 3 stops
Cheapest one-way flights
C$ 387
Typical prices: C$ 333-C$ 869
Multiple Airlines
Tue 11/12
YEG - MDW • 2 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

Tue, 8 Dec - Tue, 15 Dec
Multiple Airlines Logo
3:30 p.m. - 9:45 a.m.YEG  Edmonton-MDW Chicago Midway
18h 15m3 stops Calgary Las Vegas Harry Reid Intl Dallas/Fort Worth
Multiple Airlines Logo
12:28 p.m. - 2:55 p.m.MDW  Chicago Midway-YEG Edmonton
26h 27m3 stops Atlanta Hartsfield-Jackson Dallas/Fort Worth Las Vegas Harry Reid Intl
C$ 653Multiple Airlines
3+ days ago
Thu, 7 Jan - Mon, 11 Jan
WestJet Logo
9:20 p.m. - 4:55 p.m.YEG  Edmonton-MDW Chicago Midway
19h 35m2 stops Calgary Atlanta Hartsfield-Jackson
WestJet Logo
9:56 a.m. - 4:00 p.m.MDW  Chicago Midway-YEG Edmonton
6h 04m1 stop Minneapolis St Paul
C$ 706WestJet
3+ days ago
Thu, 7 Jan - Mon, 11 Jan
WestJet Logo
9:20 p.m. - 4:55 p.m.YEG  Edmonton-MDW Chicago Midway
19h 35m2 stops Calgary Atlanta Hartsfield-Jackson
WestJet Logo
9:38 a.m. - 1:50 a.m.MDW  Chicago Midway-YEG Edmonton
16h 12m2 stops Detroit Metropolitan Wayne County Toronto Pearson Intl
C$ 721WestJet
3+ days ago
Mon, 25 Jan - Fri, 29 Jan
WestJet Logo
9:15 a.m. - 4:53 p.m.YEG  Edmonton-MDW Chicago Midway
7h 38m1 stop Minneapolis St Paul
WestJet Logo
12:44 p.m. - 12:50 a.m.MDW  Chicago Midway-YEG Edmonton
12h 06m2 stops Minneapolis St Paul Calgary
C$ 741WestJet
3 hours ago
Mon, 25 Jan - Fri, 29 Jan
WestJet Logo
9:15 a.m. - 4:53 p.m.YEG  Edmonton-MDW Chicago Midway
7h 38m1 stop Minneapolis St Paul
WestJet Logo
12:44 p.m. - 12:50 a.m.MDW  Chicago Midway-YEG Edmonton
12h 06m2 stops Minneapolis St Paul Calgary
C$ 745WestJet
3+ days ago
Fri, 29 Jan - Fri, 5 Feb
WestJet Logo
6:00 a.m. - 4:54 p.m.YEG  Edmonton-MDW Chicago Midway
10h 54m2 stops Calgary Atlanta Hartsfield-Jackson
WestJet Logo
1:41 p.m. - 1:50 a.m.MDW  Chicago Midway-YEG Edmonton
12h 09m2 stops Detroit Metropolitan Wayne County Toronto Pearson Intl
C$ 746WestJet
10 hours ago
Mon, 25 Jan - Fri, 29 Jan
WestJet Logo
9:15 a.m. - 12:04 p.m.YEG  Edmonton-MDW Chicago Midway
26h 49m1 stop Minneapolis St Paul
WestJet Logo
9:38 a.m. - 1:50 a.m.MDW  Chicago Midway-YEG Edmonton
16h 12m2 stops Detroit Metropolitan Wayne County Toronto Pearson Intl
C$ 752WestJet
2 days ago
Sun, 10 Jan - Wed, 13 Jan
WestJet Logo
9:15 a.m. - 4:53 p.m.YEG  Edmonton-MDW Chicago Midway
7h 38m1 stop Minneapolis St Paul
WestJet Logo
10:47 a.m. - 9:25 p.m.MDW  Chicago Midway-YEG Edmonton
10h 38m2 stops Atlanta Hartsfield-Jackson Calgary
C$ 755WestJet
3+ days ago
Sat, 9 Jan - Wed, 13 Jan
WestJet Logo
12:55 a.m. - 1:17 p.m.YEG  Edmonton-MDW Chicago Midway
12h 22m2 stops Toronto Pearson Intl Detroit Metropolitan Wayne County
WestJet Logo
10:47 a.m. - 11:10 p.m.MDW  Chicago Midway-YEG Edmonton
12h 23m2 stops Atlanta Hartsfield-Jackson Calgary
C$ 756WestJet
3+ days ago
Fri, 11 Dec - Mon, 14 Dec
Multiple Airlines Logo
5:10 p.m. - 9:45 a.m.YEG  Edmonton-MDW Chicago Midway
16h 35m2 stops Phoenix Sky Harbor Intl Dallas/Fort Worth
Multiple Airlines Logo
5:02 p.m. - 3:15 p.m.MDW  Chicago Midway-YEG Edmonton
22h 13m2 stops Atlanta Hartsfield-Jackson Calgary
C$ 758Multiple Airlines
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?

WestJet (C$ 706) offered the cheapest round-trip ticket from Edmonton to Chicago Midway Airport in the last 5 days.

Find deals

Key details for Edmonton to Chicago Midway Airport flights

Cheapest flight

C$ 387
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.

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

    One-way fares from Edmonton to Chicago Midway Airport are currently in line with typical prices for this route. Average one-way fares are about C$ 402.

  • 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$ 122 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$ 768 round-trip on average, while Tuesday is the most expensive at C$ 1,113, a difference of C$ 345.

    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

Car rentals in Chicago
Hotels in Chicago
Vacations in Chicago