$331 Cheap Flights from Edmonton (YEG) to Chicago (MDW)

View $331 flight on Thu, Jan 8, 2026Opens in a new window

Popular airlines from Edmonton Intl. Airport (YEG) to Chicago Midway Airport (MDW)

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Cheap Flights from Edmonton to Chicago (YEG-MDW)

Prices were available within the past 7 days and start at $331 for one-way flights and $424 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Sun, Mar 22 - Mon, Apr 6
YEG
Edmonton
MDW
Chicago
$424 Roundtrip, found 1 day ago
$424
Roundtrip
found 1 day ago
Select Delta flight, departing Sun, Mar 22 from Edmonton to Chicago, returning Mon, Apr 6, priced at $424 found 1 day ago
Delta
Wed, Mar 25 - Mon, Apr 6
YEG
Edmonton
MDW
Chicago
$425 Roundtrip, found 2 days ago
$425
Roundtrip
found 2 days ago
Select Delta flight, departing Wed, Mar 25 from Edmonton to Chicago, returning Mon, Apr 6, priced at $425 found 2 days ago
Delta
Wed, Nov 12 - Fri, Nov 14
YEG
Edmonton
MDW
Chicago
$447 Roundtrip, found 3 days ago
$447
Roundtrip
found 3 days ago
Select Delta flight, departing Wed, Nov 12 from Edmonton to Chicago, returning Fri, Nov 14, priced at $447 found 3 days ago
Delta
Thu, Dec 25 - Sun, Jan 4
YEG
Edmonton
MDW
Chicago
$510 Roundtrip, found 2 days ago
$510
Roundtrip
found 2 days ago
Select Delta flight, departing Thu, Dec 25 from Edmonton to Chicago, returning Sun, Jan 4, priced at $510 found 2 days ago
Delta
Thu, Dec 25 - Sun, Dec 28
YEG
Edmonton
MDW
Chicago
$511 Roundtrip, found 1 day ago
$511
Roundtrip
found 1 day ago
Select Delta flight, departing Thu, Dec 25 from Edmonton to Chicago, returning Sun, Dec 28, priced at $511 found 1 day ago
WestJet
Fri, Nov 28 - Sat, Dec 6
YEG
Edmonton
MDW
Chicago
$607 Roundtrip, found 5 days ago
$607
Roundtrip
found 5 days ago
Select WestJet flight, departing Fri, Nov 28 from Edmonton to Chicago, returning Sat, Dec 6, priced at $607 found 5 days ago
WestJet
Thu, Dec 4 - Wed, Dec 10
YEG
Edmonton
MDW
Chicago
$609 Roundtrip, found 4 hours ago
$609
Roundtrip
found 4 hours ago
Select WestJet flight, departing Thu, Dec 4 from Edmonton to Chicago, returning Wed, Dec 10, priced at $609 found 4 hours ago
WestJet
Wed, Dec 31 - Tue, Jan 6
YEG
Edmonton
MDW
Chicago
$610 Roundtrip, found 2 days ago
$610
Roundtrip
found 2 days ago
Select WestJet flight, departing Wed, Dec 31 from Edmonton to Chicago, returning Tue, Jan 6, priced at $610 found 2 days ago
WestJet
Fri, Nov 28 - Sat, Dec 6
YEG
Edmonton
MDW
Chicago
$614 Roundtrip, found 5 days ago
$614
Roundtrip
found 5 days ago
Select WestJet flight, departing Fri, Nov 28 from Edmonton to Chicago, returning Sat, Dec 6, priced at $614 found 5 days ago
WestJet
Tue, Dec 2 - Tue, Dec 9
YEG
Edmonton
MDW
Chicago
$615 Roundtrip, found 18 hours ago
$615
Roundtrip
found 18 hours ago
Select WestJet flight, departing Tue, Dec 2 from Edmonton to Chicago, returning Tue, Dec 9, priced at $615 found 18 hours ago

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to O'Hare Intl. ORD. Cheapest option available. Average driving time to city center is 23 minutes. Flights from $504
ORD
O'Hare Intl.
Cheapest
Average driving time to city center23 min
Flights from $504

Frequently asked questions

How much does a flight from Edmonton Intl. Airport (YEG) to Midway Intl. Airport (MDW) cost?
Snag a cheap one-way flight from $331 or cheap return flight from $424 from Edmonton Intl. Airport (YEG) to Midway Intl. Airport (MDW) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight offers on this route.
What is the cheapest month to fly from Edmonton Intl. Airport (YEG) to Midway Intl. Airport (MDW)?
The cheapest month to fly from YEG to MDW is March, when there's less demand. Off-peak months are usually when better flight deals are available between these airports.
What is the cheapest airline that flies from Edmonton Intl. Airport (YEG) to Midway Intl. Airport (MDW)?
To find the cheapest airline flying from YEG to MDW, use Expedia's filter tool. Customize your search based on your travel needs, such as preferred carriers and seat class. You can then sort your results by "Price (lowest to highest)" to list the most affordable options first.
How many flights per day from Edmonton Intl. Airport (YEG) to Midway Intl. Airport (MDW)?
Nonstop flights from Edmonton Intl. Airport (YEG) to Midway Intl. Airport (MDW) aren't available daily, so you'll have to take a flight with a layover. Explore your options with our filter tool. Enter your dates and select either "1 Stop" or "2+ Stops."
What day of the week has the most flights from YEG to MDW?
Usually you'll have the most choice when it comes to flights on a Friday. Tuesdays are often the quietest.* However, this can vary based on the time of year, airline and other factors.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Edmonton Intl. Airport (YEG) to Midway Intl. Airport (MDW)?
To avoid possible delays on the Edmonton Intl. Airport (YEG) to Midway Intl. Airport (MDW) route, aim to fly before 3 PM. Flights after this time have a 22% higher chance of being canceled.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Edmonton Intl. Airport (YEG) to Midway Intl. Airport (MDW) last-minute?
Booking your ticket from YEG to MDW just before your journey is typically more expensive. However, if you're flexible with your itinerary, you could snag a cheap last-minute fare.
Is it cheaper to book a YEG to MDW flight and hotel package?
Opting for a YEG to MDW flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels in one place. Pick from our wide range of accommodations and then add activities, flights and car rentals to your booking. Bundle it all together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Edmonton Intl. Airport (YEG) to Midway Intl. Airport (MDW)?
In most instances, you're able to reschedule or cancel your YEG to MDW flight. However, there may be additional charges, especially if you booked more than 24 hours ago. Double-check your itinerary for the airline's guidelines and fees on flight changes, or if you want more details, go to our Customer Service portal.

Travel information

Origin airport
Edmonton Intl.
Destination airport
Midway Intl.
Airlines serving
Delta, WestJet
Roundtrip price
$423
Distance
1431 mi

Book with confidence

Edmonton to Chicago Flights

The cheapest times to fly from Edmonton to Chicago

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Edmonton to Chicago are during the month of March. You can find some of the cheapest flights from Edmonton to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Edmonton to Chicago

Sunday is one of the best days to book for cheap flights from Edmonton to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Edmonton to Chicago

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Edmonton to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $331 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Edmonton to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Edmonton to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Edmonton to Chicago Flights

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*Available to One Key members.