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Cheap flights from Edmonton to Chicago from $147

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 11/16. 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

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Multiple Airlines Logo
6:00 am - 9:32 pmYEG-MDW
14h 32m2 stops
Multiple Airlines Logo
8:42 pm - 12:11 pmMDW-YEG
16h 29m1 stop
$258Multiple Airlines
Find Deal
mié., dic. 3 - lun., dic. 8
Delta Logo
9:15 am - 5:43 pmYEG-MDW
7h 28m1 stop
Delta Logo
9:20 am - 5:24 pmMDW-YEG
9h 04m2 stops
$270Delta
Find Deal
mié., oct. 29 - sáb., nov. 1
Multiple Airlines Logo
5:00 pm - 2:32 pmYEG-MDW
20h 32m1 stop
Multiple Airlines Logo
8:42 pm - 12:11 pmMDW-YEG
16h 29m1 stop
$271Multiple Airlines
Find Deal
mié., dic. 3 - lun., dic. 8
Multiple Airlines Logo
6:00 am - 10:15 pmYEG-MDW
15h 15m2 stops
Multiple Airlines Logo
2:12 pm - 12:11 pmMDW-YEG
22h 59m1 stop
$286Multiple Airlines
Find Deal
mié., ene. 7 - sáb., ene. 17
Multiple Airlines Logo
5:50 pm - 10:05 amYEG-MDW
15h 15m1 stop
Multiple Airlines Logo
2:12 pm - 5:19 pmMDW-YEG
28h 07m2 stops
$294Multiple Airlines
Find Deal
jue., ene. 8 - jue., ene. 15
Delta Logo
12:45 am - 12:35 pmYEG-MDW
10h 50m2 stops
Delta Logo
9:20 am - 3:59 pmMDW-YEG
7h 39m1 stop
$297Delta
Find Deal
mié., ene. 7 - jue., ene. 15
Multiple Airlines Logo
6:00 am - 7:42 pmYEG-MDW
12h 42m2 stops
Multiple Airlines Logo
6:00 am - 2:52 pmMDW-YEG
9h 52m1 stop
$332Multiple Airlines
Find Deal
vie., dic. 5 - dom., dic. 7
WestJet Logo
5:50 pm - 1:08 pmYEG-MDW
18h 18m2 stops
WestJet Logo
2:00 pm - 10:33 amMDW-YEG
21h 33m2 stops
$486WestJet
Find Deal
mié., ene. 7 - sáb., ene. 17
WestJet Logo
8:35 pm - 9:52 amYEG-MDW
12h 17m2 stops
WestJet Logo
10:47 am - 3:00 pmMDW-YEG
29h 13m2 stops
$495WestJet
Find Deal
mar., nov. 11 - mar., nov. 18
WestJet Logo
12:45 am - 9:56 amYEG-MDW
8h 11m1 stop
WestJet Logo
9:20 am - 8:55 pmMDW-YEG
12h 35m2 stops
$509WestJet
Find Deal
vie., ene. 9 - mié., feb. 4

WestJet flights from Edmonton to Chicago Midway Airport

Our best WestJet deals on Edmonton to Chicago Midway Airport flight tickets
WestJet
Jan 7
YEG5:50 pmEdmonton
18h 18m
2 stops
MDW1:08 pmChicago Midway
Jan 17
MDW2:00 pmChicago Midway
21h 33m
2 stops
YEG10:33 amEdmonton
$486
Find similar
WestJet
Nov 11
YEG8:35 pmEdmonton
12h 17m
2 stops
MDW9:52 amChicago Midway
Nov 18
MDW10:47 amChicago Midway
29h 13m
2 stops
YEG3:00 pmEdmonton
$495
Find similar
WestJet
Jan 9
YEG12:45 amEdmonton
8h 11m
1 stop
MDW9:56 amChicago Midway
Feb 4
MDW9:20 amChicago Midway
12h 35m
2 stops
YEG8:55 pmEdmonton
$509
Find similar

Delta flights from Edmonton to Chicago Midway Airport

Our best Delta deals on Edmonton to Chicago Midway Airport flight tickets
Delta
Oct 29
YEG9:15 amEdmonton
7h 28m
1 stop
MDW5:43 pmChicago Midway
Nov 1
MDW9:20 amChicago Midway
9h 04m
2 stops
YEG5:24 pmEdmonton
$270
Find similar
Delta
Jan 7
YEG12:45 amEdmonton
10h 50m
2 stops
MDW12:35 pmChicago Midway
Jan 15
MDW9:20 amChicago Midway
7h 39m
1 stop
YEG3:59 pmEdmonton
$297
Find similar
Delta
Jan 8
YEG9:15 amEdmonton
7h 53m
1 stop
MDW6:08 pmChicago Midway
Jan 15
MDW9:20 amChicago Midway
7h 39m
1 stop
YEG3:59 pmEdmonton
$334
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 octubre 14, 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

mié. 12/3

6:00 am-9:32 pm

2 stops14h 32m

Chicago Midway

lun. 12/8

8:42 pm-12:11 pm

1 stop16h 29m

$258

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

mié. 10/29

9:15 am-5:43 pm

1 stop7h 28m

Chicago Midway

sáb. 11/1

9:20 am-5:24 pm

2 stops9h 04m

$270

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

mié. 12/3

5:00 pm-2:32 pm

1 stop20h 32m

Chicago Midway

lun. 12/8

8:42 pm-12:11 pm

1 stop16h 29m

$271

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

mié. 1/7

6:00 am-10:15 pm

2 stops15h 15m

Chicago Midway

sáb. 1/17

2:12 pm-12:11 pm

1 stop22h 59m

$286

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

jue. 1/8

5:50 pm-10:05 am

1 stop15h 15m

Chicago Midway

jue. 1/15

2:12 pm-5:19 pm

2 stops28h 07m

$294

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

mié. 1/7

12:45 am-12:35 pm

2 stops10h 50m

Chicago Midway

jue. 1/15

9:20 am-3:59 pm

1 stop7h 39m

$297

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

vie. 12/5

6:00 am-7:42 pm

2 stops12h 42m

Chicago Midway

dom. 12/7

6:00 am-2:52 pm

1 stop9h 52m

$332

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

mié. 1/7

5:50 pm-1:08 pm

2 stops18h 18m

Chicago Midway

sáb. 1/17

2:00 pm-10:33 am

2 stops21h 33m

$486

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

mar. 11/11

8:35 pm-9:52 am

2 stops12h 17m

Chicago Midway

mar. 11/18

10:47 am-3:00 pm

2 stops29h 13m

$495

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

vie. 1/9

12:45 am-9:56 am

1 stop8h 11m

Chicago Midway

mié. 2/4

9:20 am-8:55 pm

2 stops12h 35m

$509

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?

WestJet, Porter Airlines, and Delta 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 straight-line distance from Edmonton to Chicago Midway is 1433.4 mi. Typically, this will take 7h 28m 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.

An easier way to manage your Chicago Midway Airport trip

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