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CA $425 Cheap Flights from Edmonton (YEG) to Chicago (MDW)

View CA $425 flight on Fri, Sep 4, 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 (YEG) to Chicago (MDW)

Prices were available within the past 7 days and start at CA $425 for one-way flights and CA $609 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Fri, Oct 23 - Fri, Oct 30
YEG
Edmonton
MDW
Chicago
CA $609 Roundtrip, found 4 days ago
CA $609
Roundtrip
found 4 days ago
Select Delta flight, departing Fri, Oct 23 from Edmonton to Chicago, returning Fri, Oct 30, priced at CA $609 found 4 days ago
Delta
Fri, Nov 6 - Mon, Nov 23
YEG
Edmonton
MDW
Chicago
CA $613 Roundtrip, found 2 days ago
CA $613
Roundtrip
found 2 days ago
Select Delta flight, departing Fri, Nov 6 from Edmonton to Chicago, returning Mon, Nov 23, priced at CA $613 found 2 days ago
Delta
Fri, Dec 11 - Mon, Dec 14
YEG
Edmonton
MDW
Chicago
CA $613 Roundtrip, found 6 days ago
CA $613
Roundtrip
found 6 days ago
Select Delta flight, departing Fri, Dec 11 from Edmonton to Chicago, returning Mon, Dec 14, priced at CA $613 found 6 days ago
Delta
Tue, Sep 29 - Mon, Oct 5
YEG
Edmonton
MDW
Chicago
CA $618 Roundtrip, found 2 days ago
CA $618
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Sep 29 from Edmonton to Chicago, returning Mon, Oct 5, priced at CA $618 found 2 days ago
Delta
Fri, Nov 6 - Sat, Nov 7
YEG
Edmonton
MDW
Chicago
CA $651 Roundtrip, found 2 days ago
CA $651
Roundtrip
found 2 days ago
Select Delta flight, departing Fri, Nov 6 from Edmonton to Chicago, returning Sat, Nov 7, priced at CA $651 found 2 days ago
Delta
Thu, Oct 22 - Fri, Oct 30
YEG
Edmonton
MDW
Chicago
CA $745 Roundtrip, found 4 days ago
CA $745
Roundtrip
found 4 days ago
Select Delta flight, departing Thu, Oct 22 from Edmonton to Chicago, returning Fri, Oct 30, priced at CA $745 found 4 days ago
Delta
Fri, Dec 11 - Sat, Dec 12
YEG
Edmonton
MDW
Chicago
CA $761 Roundtrip, found 6 days ago
CA $761
Roundtrip
found 6 days ago
Select Delta flight, departing Fri, Dec 11 from Edmonton to Chicago, returning Sat, Dec 12, priced at CA $761 found 6 days ago
Delta
Thu, Oct 22 - Sat, Oct 31
YEG
Edmonton
MDW
Chicago
CA $783 Roundtrip, found 4 days ago
CA $783
Roundtrip
found 4 days ago
Select Delta flight, departing Thu, Oct 22 from Edmonton to Chicago, returning Sat, Oct 31, priced at CA $783 found 4 days ago
Porter Airlines
Fri, Dec 4 - Tue, Dec 8
YEG
Edmonton
MDW
Chicago
CA $948 Roundtrip, found 1 day ago
CA $948
Roundtrip
found 1 day ago
Select Porter Airlines flight, departing Fri, Dec 4 from Edmonton to Chicago, returning Tue, Dec 8, priced at CA $948 found 1 day ago
WestJet
Fri, Dec 4 - Tue, Dec 8
YEG
Edmonton
MDW
Chicago
CA $971 Roundtrip, found 1 day ago
CA $971
Roundtrip
found 1 day ago
Select WestJet flight, departing Fri, Dec 4 from Edmonton to Chicago, returning Tue, Dec 8, priced at CA $971 found 1 day 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 centre is 23 minutes. Flights from CA $915
ORD
O'Hare Intl.
Cheapest
Average driving time to city centre23 min
Flights from CA $915

Frequently asked questions

How much does a flight from Edmonton, AB (YEG-Edmonton Intl.) to Chicago, IL (MDW-Midway Intl.) cost?
You can find cheap one-way flights from CA $425 and cheap return flights from CA $609 YEG to MDW with Expedia. Return flights often range between CA$1065 and CA$3813. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see the cheapest fares first, and use the Price Tracking tool to receive alerts when YEG to MDW ticket fares go up or down.
What is the cheapest month to fly from Edmonton, AB (YEG-Edmonton Intl.) to Chicago, IL (MDW-Midway Intl.)?
The cheapest months to fly from YEG to MDW are typically during off-peak season when demand is low. Traveling in off-peak or shoulder months is usually a good way to secure cheap tickets, just remember to avoid flying during holidays if you are able to. Use the calendar view in your search to see which months have low fares on this route.
Which airlines fly direct from Edmonton, AB (YEG-Edmonton Intl.) to Chicago, IL (MDW-Midway Intl.)?
Enter YEG to MDW and your travel dates, then apply the 'Nonstop' filter to see only direct flights.
What is the cheapest airline that flies from Edmonton, AB (YEG-Edmonton Intl.) to Chicago, IL (MDW-Midway Intl.)?
Porter Airlines is one of the cheapest airlines offering connecting return flights from Edmonton, AB (YEG-Edmonton Intl.) to Chicago, IL (MDW-Midway Intl.), with tickets starting from around CA$779 for flights that can be booked for departure within the next year. These flights typically include a layover in Toronto (YYZ-Pearson Intl.). Prices are per adult for economy/coach class. Use Expedia's search tool to compare the prices and schedules of airlines that fly this route to find the best option for your plans and budget.
How do I find cheap flights from Edmonton, AB (YEG-Edmonton Intl.) to Chicago, IL (MDW-Midway Intl.)?
To find a cheap flight from Edmonton, AB (YEG-Edmonton Intl.) to Chicago, IL (MDW-Midway Intl.), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.
What is the best time to fly from Edmonton, AB (YEG-Edmonton Intl.) to Chicago, IL (MDW-Midway Intl.)?
The best time to fly is usually mid-week (Tuesday or Wednesday) and during early morning hours as flights tend to be cheaper, less crowded, and generally more on-time. Avoid major holidays and peak vacation seasons for smoother travel. Combining off-peak days and hours often gives the best combination of cost, comfort, and convenience.
How many flights per day from Edmonton, AB (YEG-Edmonton Intl.) to Chicago, IL (MDW-Midway Intl.)?
There are approximately 10 connecting flights per day from Edmonton International (YEG) to Chicago Midway International (MDW). Some common connection points include Pearson International (YYZ), Calgary International (YYC), and Denver International (DEN).
What is the earliest flight from Edmonton, AB (YEG-Edmonton Intl.) to Chicago, IL (MDW-Midway Intl.)?
The earliest flight from Edmonton International Airport (YEG) to Chicago Midway International Airport (MDW) typically departs around 6:00 AM. This service is offered by United and Delta. This is a seasonal service, active in June and November. An early departure like this can help you make the most of your time at your destination. To compare early flights on Expedia, select the "Early Morning" and "Morning" filters in your search.
What day of the week has the most flights from Edmonton, AB (YEG-Edmonton Intl.) to Chicago, IL (MDW-Midway Intl.)?
You'll typically find the most flights from Edmonton International Airport (YEG) to Midway International Airport (MDW) on a Friday, with around 11 flights available. This gives you a good selection of options for your travel plans. Major airlines on this route include United, WestJet, and Porter Airlines. Fridays offer notably more flight options compared to other days of the week.
What are the most popular departure times for flights from Edmonton, AB (YEG-Edmonton Intl.) to Chicago, IL (MDW-Midway Intl.)?
The most popular departure times for flights from Edmonton International Airport (YEG) to Midway International Airport (MDW) are in the early morning, from 6am to 9am. Many major carriers, including United and Porter Airlines, offer flights during this window. Many travelers prefer this because it allows for an early arrival in Chicago, giving you more time to enjoy your day.
How long does it take to fly from Edmonton, AB (YEG-Edmonton Intl.) to Chicago, IL (MDW-Midway Intl.)?
There are no nonstop flights from Edmonton International Airport (YEG) to Chicago Midway International Airport (MDW). For flights with one stop, you can expect the journey to take around 8 hours 18 minutes. If your flight has two or more stops, the travel time typically increases to about 10 hours 30 minutes. Keep in mind that these are average times, and your actual travel duration can vary depending on the specific routing, layover times, and even weather conditions.
Can you fly business or first class from Edmonton, AB (YEG-Edmonton Intl.) to Chicago, IL (MDW-Midway Intl.)?
You can fly business class or first class between YEG and MDW. First class cabins are available on United.
How do I earn miles on a Edmonton, AB (YEG-Edmonton Intl.) to Chicago, IL (MDW-Midway Intl.) flight with Expedia?
It's easy to earn miles on a Edmonton, AB (YEG-Edmonton Intl.) to Chicago, IL (MDW-Midway Intl.) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
What airports do you fly into for Chicago, IL (MDW) from Edmonton, AB (YEG)?
If you're planning to travel to Chicago from Edmonton Intl. (YEG), you can fly directly into Midway Intl. (MDW). Some flights may connect through major hubs like Denver Intl. (DEN), Pearson Intl. (YYZ), or George Bush Intercontinental (IAH) before reaching Chicago. Compare routes and airports on Expedia to find the best flight options for your travel plans.
Is it cheaper to buy a plane ticket from Edmonton, AB (YEG-Edmonton Intl.) to Chicago, IL (MDW-Midway Intl.) at the last minute?
Typically, booking a last minute flight from Edmonton, AB (YEG-Edmonton Intl.) to Chicago, IL (MDW-Midway Intl.) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.
Is it cheaper to book a Edmonton, AB (YEG-Edmonton Intl.) to Chicago, IL (MDW-Midway Intl.) flight and hotel package?
Securing a Edmonton, AB (YEG-Edmonton Intl.) to Chicago, IL (MDW-Midway Intl.) flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Edmonton, AB (YEG-Edmonton Intl.) to Chicago, IL (MDW-Midway Intl.)?
If you booked your Edmonton, AB (YEG-Edmonton Intl.) to Chicago, IL (MDW-Midway Intl.) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.

Travel information

Origin airport
Edmonton Intl.
Destination airport
Midway Intl.
Airlines serving
WestJet
Roundtrip price
CA $608
Distance
2290 km

Book with confidence

Edmonton to Chicago Flights

The easy way to book your flights from Edmonton to Chicago 

With Expedia, it’s simple to find and book flights to Chicago from Edmonton whether you’re traveling for business or pleasure. Enter your travel dates, hit search, and choose your flight from 20 airlines that cover this route. There are nonstop flights to Midway Intl., too.  

Choose your preferred carrier and cabin class with the advanced search tool and select your ideal departure time. Then, if you want, you can see just nonstop or refundable flights. And if you’re traveling last minute, just enter the date to check out flights from Edmonton to Chicago today, tomorrow, or this week.  

 

Save dollars with cheap flights from Edmonton Intl., YEG to Midway Intl., MDW 

Sort your search results by price to find great deals on your flight from Edmonton to Chicago—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Chicago from Edmonton currently is just CA $609 rising to CA $971.  

Here are more money-saving tips: 

  • Fly in October when flight prices are normally at their lowest 
  • Book about a month to 6 weeks before you travel for the best prices to Chicago  
  • Avoid peak season and weekends when flights can cost more
  • Early morning and late-night flights are sometimes cheaper, so try varying your travel times 
  • One surefire way to save money on your flight is to book your flight and hotel together with Expedia. Sometimes, the savings are so large that the flight is basically free! 

 

Reasons to choose Expedia for your flight to Chicago from Edmonton 

Whatever your destination, budget, or reason to travel, in just one quick search, you can choose from loads of flights, airlines, and cabin classes. The filters make it quick and easy to find your ideal flights, and if you choose one of the flexible options, you won’t be charged to change your flight. So book your flight to Chicago with Expedia today.

Edmonton to Chicago Flights

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