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Cheap flights from Edmonton to Chicago from C$ 171

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 3/11. 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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Cheap round-trip flights

Delta Logo
7:00 a.m. - 6:25 p.m.YEG-MDW
10h 25m2 stops
Delta Logo
3:00 p.m. - 12:27 a.m.MDW-YEG
10h 27m2 stops
C$ 344Delta
Find Deal
Sun, 12 Oct - Sat, 18 Oct
Delta Logo
9:15 a.m. - 5:43 p.m.YEG-MDW
7h 28m1 stop
Delta Logo
9:20 a.m. - 5:20 p.m.MDW-YEG
9h 00m2 stops
C$ 347Delta
Find Deal
Wed, 29 Oct - Sat, 1 Nov
Delta Logo
9:15 a.m. - 5:43 p.m.YEG-MDW
7h 28m1 stop
Delta Logo
3:00 p.m. - 12:44 a.m.MDW-YEG
10h 44m2 stops
C$ 348Delta
Find Deal
Wed, 29 Oct - Sat, 1 Nov
Multiple Airlines Logo
6:45 p.m. - 8:39 a.m.YEG-MDW
12h 54m1 stop
Multiple Airlines Logo
8:05 a.m. - 8:37 a.m.MDW-YEG
25h 32m2 stops
C$ 448Multiple Airlines
Find Deal
Wed, 15 Oct - Wed, 22 Oct
Multiple Airlines Logo
1:10 a.m. - 4:24 p.m.YEG-MDW
14h 14m1 stop
Multiple Airlines Logo
8:05 a.m. - 8:37 a.m.MDW-YEG
25h 32m2 stops
C$ 454Multiple Airlines
Find Deal
Tue, 14 Oct - Wed, 22 Oct
Multiple Airlines Logo
6:45 p.m. - 8:39 a.m.YEG-MDW
12h 54m1 stop
Multiple Airlines Logo
8:05 a.m. - 8:37 a.m.MDW-YEG
25h 32m2 stops
C$ 458Multiple Airlines
Find Deal
Tue, 14 Oct - Tue, 21 Oct
Multiple Airlines Logo
6:45 p.m. - 8:39 a.m.YEG-MDW
12h 54m1 stop
Multiple Airlines Logo
9:35 a.m. - 12:40 a.m.MDW-YEG
16h 05m1 stop
C$ 464Multiple Airlines
Find Deal
Wed, 15 Oct - Wed, 22 Oct
WestJet Logo
6:45 p.m. - 10:30 a.m.YEG-MDW
14h 45m2 stops
WestJet Logo
10:35 a.m. - 9:00 p.m.MDW-YEG
11h 25m2 stops
C$ 659WestJet
Find Deal
Fri, 24 Oct - Sun, 26 Oct
WestJet Logo
10:00 a.m. - 10:14 p.m.YEG-MDW
11h 14m2 stops
WestJet Logo
9:20 a.m. - 4:57 p.m.MDW-YEG
8h 37m2 stops
C$ 671WestJet
Find Deal
Wed, 15 Oct - Wed, 22 Oct
Porter Airlines Logo
8:00 a.m. - 11:50 a.m.YEG-MDW
26h 50m2 stops
Porter Airlines Logo
11:00 a.m. - 9:59 p.m.MDW-YEG
11h 59m2 stops
C$ 938Porter Airlines
Find Deal
Fri, 31 Oct - Sun, 2 Nov

WestJet flights from Edmonton to Chicago Midway Airport

Our best WestJet deals on Edmonton to Chicago Midway Airport flight tickets
WestJet
24 Oct
YEG6:45 p.m.Edmonton
14h 45m
2 stops
MDW10:30 a.m.Chicago Midway
26 Oct
MDW10:35 a.m.Chicago Midway
11h 25m
2 stops
YEG9:00 p.m.Edmonton
C$ 659
Find similar
WestJet
15 Oct
YEG10:00 a.m.Edmonton
11h 14m
2 stops
MDW10:14 p.m.Chicago Midway
22 Oct
MDW9:20 a.m.Chicago Midway
8h 37m
2 stops
YEG4:57 p.m.Edmonton
C$ 671
Find similar
WestJet
15 Oct
YEG10:00 a.m.Edmonton
11h 14m
2 stops
MDW10:14 p.m.Chicago Midway
22 Oct
MDW9:20 a.m.Chicago Midway
7h 39m
1 stop
YEG3:59 p.m.Edmonton
C$ 677
Find similar

Delta flights from Edmonton to Chicago Midway Airport

Our best Delta deals on Edmonton to Chicago Midway Airport flight tickets
Delta
12 Oct
YEG7:00 a.m.Edmonton
10h 25m
2 stops
MDW6:25 p.m.Chicago Midway
18 Oct
MDW3:00 p.m.Chicago Midway
10h 27m
2 stops
YEG12:27 a.m.Edmonton
C$ 344
Find similar
Delta
29 Oct
YEG9:15 a.m.Edmonton
7h 28m
1 stop
MDW5:43 p.m.Chicago Midway
1 Nov
MDW9:20 a.m.Chicago Midway
9h 00m
2 stops
YEG5:20 p.m.Edmonton
C$ 347
Find similar
Delta
29 Oct
YEG9:15 a.m.Edmonton
7h 28m
1 stop
MDW5:43 p.m.Chicago Midway
1 Nov
MDW3:00 p.m.Chicago Midway
10h 44m
2 stops
YEG12:44 a.m.Edmonton
C$ 348
Find similar

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 17 September 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

Sun 12/10

7:00 a.m.-6:25 p.m.

2 stops10h 25m

Chicago Midway

Sat 18/10

3:00 p.m.-12:27 a.m.

2 stops10h 27m

C$ 344

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Wed 29/10

9:15 a.m.-5:43 p.m.

1 stop7h 28m

Chicago Midway

Sat 1/11

9:20 a.m.-5:20 p.m.

2 stops9h 00m

C$ 347

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Wed 29/10

9:15 a.m.-5:43 p.m.

1 stop7h 28m

Chicago Midway

Sat 1/11

3:00 p.m.-12:44 a.m.

2 stops10h 44m

C$ 348

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Wed 15/10

6:45 p.m.-8:39 a.m.

1 stop12h 54m

Chicago Midway

Wed 22/10

8:05 a.m.-8:37 a.m.

2 stops25h 32m

C$ 448

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Tue 14/10

1:10 a.m.-4:24 p.m.

1 stop14h 14m

Chicago Midway

Wed 22/10

8:05 a.m.-8:37 a.m.

2 stops25h 32m

C$ 454

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Tue 14/10

6:45 p.m.-8:39 a.m.

1 stop12h 54m

Chicago Midway

Tue 21/10

8:05 a.m.-8:37 a.m.

2 stops25h 32m

C$ 458

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Wed 15/10

6:45 p.m.-8:39 a.m.

1 stop12h 54m

Chicago Midway

Wed 22/10

9:35 a.m.-12:40 a.m.

1 stop16h 05m

C$ 464

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Fri 24/10

6:45 p.m.-10:30 a.m.

2 stops14h 45m

Chicago Midway

Sun 26/10

10:35 a.m.-9:00 p.m.

2 stops11h 25m

C$ 659

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Wed 15/10

10:00 a.m.-10:14 p.m.

2 stops11h 14m

Chicago Midway

Wed 22/10

9:20 a.m.-4:57 p.m.

2 stops8h 37m

C$ 671

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Fri 31/10

8:00 a.m.-11:50 a.m.

2 stops26h 50m

Chicago Midway

Sun 2/11

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

2 stops11h 59m

C$ 938

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.
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  • How far is Edmonton to Chicago Midway by plane?

    The distance between Edmonton and Chicago Midway is about 2306.8 km. 7h 10m 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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