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Cheap flights from Edmonton to Chicago from $196

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 5/28. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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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.
Multiple Airlines Logo
9:30 pm - 11:09 am
YEG
-
MDW
12h 39m
2 stops
Multiple Airlines Logo
3:20 pm - 2:20 pm
MDW
-
YEG
24h 00m
1 stop
$427Multiple Airlines
Thu, May 28 - Thu, Jun 4
Multiple Airlines Logo
6:15 pm - 9:35 am
YEG
-
MDW
14h 20m
1 stop
Multiple Airlines Logo
10:15 am - 11:24 am
MDW
-
YEG
26h 09m
1 stop
$437Multiple Airlines
Thu, Jun 11 - Tue, Jun 16
Multiple Airlines Logo
11:50 pm - 2:35 pm
YEG
-
MDW
13h 45m
1 stop
Multiple Airlines Logo
3:20 pm - 2:20 pm
MDW
-
YEG
24h 00m
1 stop
$446Multiple Airlines
Thu, May 28 - Thu, Jun 4
Porter Airlines Logo
11:50 am - 9:35 am
YEG
-
MDW
20h 45m
2 stops
Porter Airlines Logo
10:15 am - 11:09 pm
MDW
-
YEG
13h 54m
2 stops
$459Porter Airlines
Thu, Jun 11 - Tue, Jun 16
Porter Airlines Logo
7:15 am - 9:45 am
YEG
-
MDW
25h 30m
3 stops
Porter Airlines Logo
10:15 am - 9:35 pm
MDW
-
YEG
12h 20m
2 stops
$460Porter Airlines
Fri, May 29 - Mon, Jun 1
Porter Airlines Logo
11:50 am - 9:35 am
YEG
-
MDW
20h 45m
2 stops
Porter Airlines Logo
10:25 am - 11:09 pm
MDW
-
YEG
13h 44m
2 stops
$475Porter Airlines
Fri, Jun 12 - Sat, Jun 20
Porter Airlines Logo
11:50 am - 9:35 am
YEG
-
MDW
20h 45m
2 stops
Porter Airlines Logo
10:15 am - 9:35 pm
MDW
-
YEG
12h 20m
2 stops
$478Porter Airlines
Fri, Jun 5 - Mon, Jun 8
Multiple Airlines Logo
7:15 am - 9:45 am
YEG
-
MDW
25h 30m
3 stops
Multiple Airlines Logo
10:15 am - 9:35 pm
MDW
-
YEG
12h 20m
2 stops
$487Multiple Airlines
Thu, May 28 - Tue, Jun 2
Multiple Airlines Logo
6:15 pm - 9:45 am
YEG
-
MDW
14h 30m
1 stop
Multiple Airlines Logo
10:30 am - 11:03 pm
MDW
-
YEG
13h 33m
2 stops
$489Multiple Airlines
Sat, May 23 - Sat, May 30
Porter Airlines Logo
11:50 am - 9:35 am
YEG
-
MDW
20h 45m
2 stops
Porter Airlines Logo
10:15 am - 9:35 pm
MDW
-
YEG
12h 20m
2 stops
$494Porter Airlines
Wed, Jun 3 - Wed, Jun 10

Delta flights from Edmonton to Chicago Midway Airport

Our best Delta deals on Edmonton to Chicago Midway Airport flight tickets
Delta
May 23
YEG7:40 amEdmonton
9h 53m
2 stops
MDW6:33 pmChicago Midway
May 30
MDW1:22 pmChicago Midway
12h 22m
2 stops
YEG12:44 amEdmonton
$568
Delta
Aug 13
YEG6:10 amEdmonton
11h 21m
2 stops
MDW6:31 pmChicago Midway
Aug 20
MDW9:20 amChicago Midway
8h 35m
1 stop
YEG4:55 pmEdmonton
$589
Delta
Aug 13
YEG9:40 amEdmonton
11h 06m
2 stops
MDW9:46 pmChicago Midway
Aug 20
MDW9:30 amChicago Midway
8h 25m
2 stops
YEG4:55 pmEdmonton
$594

Porter Airlines flights from Edmonton to Chicago Midway Airport

Our best Porter Airlines deals on Edmonton to Chicago Midway Airport flight tickets
Porter Airlines
Jun 11
YEG11:50 amEdmonton
20h 45m
2 stops
MDW9:35 amChicago Midway
Jun 16
MDW10:15 amChicago Midway
13h 54m
2 stops
YEG11:09 pmEdmonton
$459
Porter Airlines
May 29
YEG7:15 amEdmonton
25h 30m
3 stops
MDW9:45 amChicago Midway
Jun 1
MDW10:15 amChicago Midway
12h 20m
2 stops
YEG9:35 pmEdmonton
$460
Porter Airlines
Jun 12
YEG11:50 amEdmonton
20h 45m
2 stops
MDW9:35 amChicago Midway
Jun 20
MDW10:25 amChicago Midway
13h 44m
2 stops
YEG11:09 pmEdmonton
$475

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 May 2, 2026.
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

Cheapest round-trip

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Thu 5/28

9:30 pm-11:09 am

2 stops12h 39m

Chicago Midway

Thu 6/4

3:20 pm-2:20 pm

1 stop24h 00m

$427

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Thu 6/11

6:15 pm-9:35 am

1 stop14h 20m

Chicago Midway

Tue 6/16

10:15 am-11:24 am

1 stop26h 09m

$437

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Thu 5/28

11:50 pm-2:35 pm

1 stop13h 45m

Chicago Midway

Thu 6/4

3:20 pm-2:20 pm

1 stop24h 00m

$446

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Thu 6/11

11:50 am-9:35 am

2 stops20h 45m

Chicago Midway

Tue 6/16

10:15 am-11:09 pm

2 stops13h 54m

$459

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Fri 5/29

7:15 am-9:45 am

3 stops25h 30m

Chicago Midway

Mon 6/1

10:15 am-9:35 pm

2 stops12h 20m

$460

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Fri 6/12

11:50 am-9:35 am

2 stops20h 45m

Chicago Midway

Sat 6/20

10:25 am-11:09 pm

2 stops13h 44m

$475

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Fri 6/5

11:50 am-9:35 am

2 stops20h 45m

Chicago Midway

Mon 6/8

10:15 am-9:35 pm

2 stops12h 20m

$478

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Thu 5/28

7:15 am-9:45 am

3 stops25h 30m

Chicago Midway

Tue 6/2

10:15 am-9:35 pm

2 stops12h 20m

$487
Quickest round-trip

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Sat 5/23

6:15 pm-9:45 am

1 stop14h 30m

Chicago Midway

Sat 5/30

10:30 am-11:03 pm

2 stops13h 33m

$489

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Wed 6/3

11:50 am-9:35 am

2 stops20h 45m

Chicago Midway

Wed 6/10

10:15 am-9:35 pm

2 stops12h 20m

$494

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?

Porter Airlines is the most popular carrier 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

Fastest flight time

11h 06m

Direct flights

None
The fastest flight from Edmonton to Chicago Midway Airport takes 11h 06m
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

Frequently asked questions about flying from Edmonton to Chicago Midway Airport

  • 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 11h 06m 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
Saint Joseph
Benton Harbor
Portage
Lansing
Valparaiso
Munster
Schererville
Crown Point
Monticello
Chesterton
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.

An easier way to manage your Chicago Midway Airport trip

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