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Cheap flights from Edmonton to Chicago from $148

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 10/4. 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
9:25 am - 5:35 pmYEG-MDW
7h 10m1 stop
Delta Logo
9:20 am - 3:59 pmMDW-YEG
7h 39m1 stop
$243Delta
Find Deal
Tue, Sep 30 - Sat, Oct 4
Delta Logo
7:00 am - 6:35 pmYEG-MDW
10h 35m2 stops
Delta Logo
9:20 am - 3:59 pmMDW-YEG
7h 39m1 stop
$250Delta
Find Deal
Wed, Oct 1 - Sat, Oct 4
Delta Logo
7:00 am - 6:35 pmYEG-MDW
10h 35m2 stops
Delta Logo
9:35 am - 9:20 pmMDW-YEG
12h 45m2 stops
$257Delta
Find Deal
Wed, Sep 17 - Wed, Sep 24
Logo
12:05 am - 4:24 pmYEG-MDW
15h 19m1 stop
Logo
9:00 am - 10:27 pmMDW-YEG
14h 27m2 stops
$349
Find Deal
Thu, Sep 25 - Wed, Oct 1
Delta Logo
9:25 am - 5:35 pmYEG-MDW
7h 10m1 stop
Delta Logo
9:20 am - 3:59 pmMDW-YEG
7h 39m1 stop
$357Delta
Find Deal
Tue, Sep 30 - Mon, Oct 6
Logo
12:05 am - 4:24 pmYEG-MDW
15h 19m1 stop
Logo
9:35 am - 9:20 pmMDW-YEG
12h 45m1 stop
$363
Find Deal
Thu, Sep 25 - Wed, Oct 1
Porter Airlines Logo
8:05 am - 8:39 amYEG-MDW
23h 34m2 stops
Porter Airlines Logo
9:35 am - 10:23 pmMDW-YEG
13h 48m3 stops
$471Porter Airlines
Find Deal
Thu, Sep 18 - Thu, Sep 25
Porter Airlines Logo
8:05 am - 8:39 amYEG-MDW
23h 34m2 stops
Porter Airlines Logo
9:35 am - 10:23 pmMDW-YEG
13h 48m2 stops
$497Porter Airlines
Find Deal
Thu, Sep 18 - Thu, Sep 25
WestJet Logo
9:15 am - 5:43 pmYEG-MDW
7h 28m1 stop
WestJet Logo
9:20 am - 9:00 pmMDW-YEG
12h 40m2 stops
$502WestJet
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Wed, Oct 29 - Sat, Nov 1
WestJet Logo
12:05 am - 9:12 pmYEG-MDW
20h 07m2 stops
WestJet Logo
1:43 pm - 3:59 pmMDW-YEG
27h 16m1 stop
$507WestJet
Find Deal
Fri, Sep 5 - Sat, Sep 13

Delta flights from Edmonton to Chicago Midway Airport

Our best Delta deals on Edmonton to Chicago Midway Airport flight tickets
Delta
Sep 30
YEG9:25 amEdmonton
7h 10m
1 stop
MDW5:35 pmChicago Midway
Oct 4
MDW9:20 amChicago Midway
7h 39m
1 stop
YEG3:59 pmEdmonton
$243
Find similar
Delta
Oct 1
YEG7:00 amEdmonton
10h 35m
2 stops
MDW6:35 pmChicago Midway
Oct 4
MDW9:20 amChicago Midway
7h 39m
1 stop
YEG3:59 pmEdmonton
$250
Find similar
Delta
Sep 17
YEG7:00 amEdmonton
10h 35m
2 stops
MDW6:35 pmChicago Midway
Sep 24
MDW9:35 amChicago Midway
12h 45m
2 stops
YEG9:20 pmEdmonton
$257
Find similar

Porter Airlines flights from Edmonton to Chicago Midway Airport

Our best Porter Airlines deals on Edmonton to Chicago Midway Airport flight tickets
Porter Airlines
Sep 18
YEG8:05 amEdmonton
23h 34m
2 stops
MDW8:39 amChicago Midway
Sep 25
MDW9:35 amChicago Midway
13h 48m
3 stops
YEG10:23 pmEdmonton
$471
Find similar
Porter Airlines
Sep 18
YEG8:05 amEdmonton
23h 34m
2 stops
MDW8:39 amChicago Midway
Sep 25
MDW9:35 amChicago Midway
13h 48m
2 stops
YEG10:23 pmEdmonton
$497
Find similar
Porter Airlines
Aug 27
YEG8:05 amEdmonton
23h 40m
2 stops
MDW8:45 amChicago Midway
Aug 31
MDW10:40 amChicago Midway
12h 43m
2 stops
YEG10:23 pmEdmonton
$534
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 832,500 searches. Data last updated August 4, 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

Tue 9/30

9:25 am-5:35 pm

1 stop7h 10m

Chicago Midway

Sat 10/4

9:20 am-3:59 pm

1 stop7h 39m

$243

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Wed 10/1

7:00 am-6:35 pm

2 stops10h 35m

Chicago Midway

Sat 10/4

9:20 am-3:59 pm

1 stop7h 39m

$250

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Wed 9/17

7:00 am-6:35 pm

2 stops10h 35m

Chicago Midway

Wed 9/24

9:35 am-9:20 pm

2 stops12h 45m

$257

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Thu 9/25

12:05 am-4:24 pm

1 stop15h 19m

Chicago Midway

Wed 10/1

9:00 am-10:27 pm

2 stops14h 27m

$349

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Tue 9/30

9:25 am-5:35 pm

1 stop7h 10m

Chicago Midway

Mon 10/6

9:20 am-3:59 pm

1 stop7h 39m

$357

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Thu 9/25

12:05 am-4:24 pm

1 stop15h 19m

Chicago Midway

Wed 10/1

9:35 am-9:20 pm

1 stop12h 45m

$363

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Thu 9/18

8:05 am-8:39 am

2 stops23h 34m

Chicago Midway

Thu 9/25

9:35 am-10:23 pm

3 stops13h 48m

$471

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Thu 9/18

8:05 am-8:39 am

2 stops23h 34m

Chicago Midway

Thu 9/25

9:35 am-10:23 pm

2 stops13h 48m

$497

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Wed 10/29

9:15 am-5:43 pm

1 stop7h 28m

Chicago Midway

Sat 11/1

9:20 am-9:00 pm

2 stops12h 40m

$502

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Fri 9/5

12:05 am-9:12 pm

2 stops20h 07m

Chicago Midway

Sat 9/13

1:43 pm-3:59 pm

1 stop27h 16m

$507

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 and WestJet 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

Best Price Found

$148

Fastest flight time

7h 07m

Direct flights

None
The best one-way flight to Chicago Midway Airport from Edmonton in the past 72 hours is $148. The best round-trip flight deal from Edmonton to Chicago Midway Airport found on momondo in the last 72 hours is $243.
The fastest flight from Edmonton to Chicago Midway Airport takes 7h 07m
There are no direct flights from Edmonton to Chicago Midway Airport. Popular non-direct route for this connection is Edmonton Airport - Chicago Midway Airport.
Search flight deals

  • How far is Edmonton to Chicago Midway by plane?

    The straight-line distance from Edmonton to Chicago Midway is 1433.4 mi. Typically, this will take 7h 10m by plane in normal conditions.

  • 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 refresh daily.

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

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check 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 required for your trip to Chicago Midway Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago Midway Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Portage
Lansing
Schererville
Valparaiso
Crown Point
Munster
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Edmonton to Chicago. momondo saves you time and could save you money on your trip.

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

Flights from Edmonton to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

momondo provides multiple filters to help you find the best flight to Chicago from Edmonton. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

Yes momondo offers price alerts on flights to Chicago from Edmonton. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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