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Cheap flights from Edmonton to Chicago from C$ 225

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Edmonton to Chicago departing on 17/11. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Edmonton to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
12:45 a.m. - 9:54 a.m.YEG-MDW
8h 09m1 stop
Delta Logo
1:50 p.m. - 12:44 a.m.MDW-YEG
11h 54m2 stops
C$ 423Delta
Find Deal
Mon, 1 Dec - Tue, 9 Dec
Delta Logo
12:05 a.m. - 12:34 p.m.YEG-MDW
11h 29m2 stops
Delta Logo
9:59 a.m. - 3:59 p.m.MDW-YEG
7h 00m1 stop
C$ 432Delta
Find Deal
Wed, 3 Dec - Wed, 10 Dec
Delta Logo
12:05 a.m. - 12:34 p.m.YEG-MDW
11h 29m2 stops
Delta Logo
9:34 a.m. - 9:00 p.m.MDW-YEG
12h 26m2 stops
C$ 441Delta
Find Deal
Wed, 3 Dec - Wed, 10 Dec
Delta Logo
12:05 a.m. - 12:34 p.m.YEG-MDW
11h 29m2 stops
Delta Logo
9:59 a.m. - 3:59 p.m.MDW-YEG
7h 00m1 stop
C$ 446Delta
Find Deal
Wed, 3 Dec - Wed, 10 Dec
Multiple Airlines Logo
12:45 a.m. - 6:39 p.m.YEG-MDW
16h 54m1 stop
Multiple Airlines Logo
9:15 a.m. - 12:11 p.m.MDW-YEG
27h 56m2 stops
C$ 451Multiple Airlines
Find Deal
Fri, 14 Nov - Mon, 17 Nov
Multiple Airlines Logo
12:45 a.m. - 6:39 p.m.YEG-MDW
16h 54m1 stop
Multiple Airlines Logo
1:37 p.m. - 12:11 p.m.MDW-YEG
23h 34m1 stop
C$ 452Multiple Airlines
Find Deal
Fri, 14 Nov - Mon, 17 Nov
Multiple Airlines Logo
12:45 a.m. - 6:39 p.m.YEG-MDW
16h 54m1 stop
Multiple Airlines Logo
6:02 p.m. - 9:11 p.m.MDW-YEG
28h 09m1 stop
C$ 481Multiple Airlines
Find Deal
Fri, 14 Nov - Sat, 29 Nov
Porter Airlines Logo
8:00 a.m. - 10:05 a.m.YEG-MDW
25h 05m3 stops
Porter Airlines Logo
11:00 a.m. - 9:59 p.m.MDW-YEG
11h 59m2 stops
C$ 729Porter Airlines
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Tue, 2 Dec - Tue, 9 Dec
WestJet Logo
8:35 p.m. - 9:56 a.m.YEG-MDW
12h 21m2 stops
WestJet Logo
10:35 a.m. - 8:55 p.m.MDW-YEG
11h 20m2 stops
C$ 752WestJet
Find Deal
Thu, 2 Apr - Fri, 10 Apr
WestJet Logo
5:50 p.m. - 9:58 a.m.YEG-MDW
39h 08m2 stops
WestJet Logo
9:50 a.m. - 3:55 p.m.MDW-YEG
7h 05m1 stop
C$ 766WestJet
Find Deal
Fri, 27 Feb - Wed, 4 Mar

Delta flights from Edmonton to Chicago Midway Airport

Our best Delta deals on Edmonton to Chicago Midway Airport flight tickets
Delta
1 Dec
YEG12:45 a.m.Edmonton
8h 09m
1 stop
MDW9:54 a.m.Chicago Midway
9 Dec
MDW1:50 p.m.Chicago Midway
11h 54m
2 stops
YEG12:44 a.m.Edmonton
C$ 423
Find similar
Delta
3 Dec
YEG12:05 a.m.Edmonton
11h 29m
2 stops
MDW12:34 p.m.Chicago Midway
10 Dec
MDW9:59 a.m.Chicago Midway
7h 00m
1 stop
YEG3:59 p.m.Edmonton
C$ 432
Find similar
Delta
3 Dec
YEG12:05 a.m.Edmonton
11h 29m
2 stops
MDW12:34 p.m.Chicago Midway
10 Dec
MDW9:34 a.m.Chicago Midway
12h 26m
2 stops
YEG9:00 p.m.Edmonton
C$ 441
Find similar

WestJet flights from Edmonton to Chicago Midway Airport

Our best WestJet deals on Edmonton to Chicago Midway Airport flight tickets
WestJet
2 Apr
YEG8:35 p.m.Edmonton
12h 21m
2 stops
MDW9:56 a.m.Chicago Midway
10 Apr
MDW10:35 a.m.Chicago Midway
11h 20m
2 stops
YEG8:55 p.m.Edmonton
C$ 752
Find similar
WestJet
27 Feb
YEG5:50 p.m.Edmonton
39h 08m
2 stops
MDW9:58 a.m.Chicago Midway
4 Mar
MDW9:50 a.m.Chicago Midway
7h 05m
1 stop
YEG3:55 p.m.Edmonton
C$ 766
Find similar
WestJet
24 Nov
YEG8:35 p.m.Edmonton
12h 17m
2 stops
MDW9:52 a.m.Chicago Midway
29 Nov
MDW1:47 p.m.Chicago Midway
11h 57m
2 stops
YEG12:44 a.m.Edmonton
C$ 772
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momondo Fare Finder

 
Customize your flight search to find flights from Edmonton to Chicago Midway Airport 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, momondo users made 96,600 searches. Data last updated 4 November 2025.
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

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Mon 1/12

12:45 a.m.-9:54 a.m.

1 stop8h 09m

Chicago Midway

Tue 9/12

1:50 p.m.-12:44 a.m.

2 stops11h 54m

C$ 423

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Wed 3/12

12:05 a.m.-12:34 p.m.

2 stops11h 29m

Chicago Midway

Wed 10/12

9:59 a.m.-3:59 p.m.

1 stop7h 00m

C$ 432

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Wed 3/12

12:05 a.m.-12:34 p.m.

2 stops11h 29m

Chicago Midway

Wed 10/12

9:34 a.m.-9:00 p.m.

2 stops12h 26m

C$ 441

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Wed 3/12

12:05 a.m.-12:34 p.m.

2 stops11h 29m

Chicago Midway

Wed 10/12

9:59 a.m.-3:59 p.m.

1 stop7h 00m

C$ 446

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Fri 14/11

12:45 a.m.-6:39 p.m.

1 stop16h 54m

Chicago Midway

Mon 17/11

9:15 a.m.-12:11 p.m.

2 stops27h 56m

C$ 451

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Fri 14/11

12:45 a.m.-6:39 p.m.

1 stop16h 54m

Chicago Midway

Mon 17/11

1:37 p.m.-12:11 p.m.

1 stop23h 34m

C$ 452

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Fri 14/11

12:45 a.m.-6:39 p.m.

1 stop16h 54m

Chicago Midway

Sat 29/11

6:02 p.m.-9:11 p.m.

1 stop28h 09m

C$ 481

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Tue 2/12

8:00 a.m.-10:05 a.m.

3 stops25h 05m

Chicago Midway

Tue 9/12

11:00 a.m.-9:59 p.m.

2 stops11h 59m

C$ 729

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Thu 2/4

8:35 p.m.-9:56 a.m.

2 stops12h 21m

Chicago Midway

Fri 10/4

10:35 a.m.-8:55 p.m.

2 stops11h 20m

C$ 752

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Fri 27/2

5:50 p.m.-9:58 a.m.

2 stops39h 08m

Chicago Midway

Wed 4/3

9:50 a.m.-3:55 p.m.

1 stop7h 05m

C$ 766

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Edmonton to Chicago Midway Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest airline that flies from Edmonton to Chicago Midway?

Delta, WestJet, and Porter Airlines are the most popular carriers operating from Edmonton to Chicago Midway

When to book flights from Edmonton to Chicago Midway Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Edmonton to Chicago Midway Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Edmonton to Chicago Midway Airport (YEG to MDW) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Edmonton to Chicago Midway Airport

Direct flights

None
There are no direct flights from Edmonton to Chicago Midway Airport. There are no popular flight routes from Edmonton to Chicago Midway Airport.
Search flight deals

  • How far is Edmonton to Chicago Midway by plane?

    The distance between Edmonton and Chicago Midway is about 2306.8 km. 7h 53m is a normal flight duration for this route.

  • When did momondo last update prices for flights from Edmonton Airport to Chicago Midway Airport?

    Prices for flights from Edmonton Airport to Chicago Midway Airport are updated daily.

  • How old do you have to be to fly from Edmonton Airport to Chicago Midway Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Edmonton Airport to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The travel and health documents you'll need for your trip to Chicago Midway Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago Midway Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Travelling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Munster
Hammond
Merrillville

Why use momondo?

Why should I use momondo to find a flight deal from Edmonton to Chicago?

Finding the right flight to Chicago from Edmonton is quick and easy when you have a range of options in front of you, from reputable agents and recognizable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.

Can I find flights from Edmonton to Chicago with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Edmonton to Chicago flights to just show those with flexible booking policies.

How can momondo help me find flights from Edmonton to Chicago?

momondo helps you find the best flight between Edmonton and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Edmonton to Chicago right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Edmonton to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.

An easier way to manage your Chicago Midway Airport trip

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