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$109+ Cheap flights from Edmonton (YEG) to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/8. Fares are subject to change and may not be available on all flights or dates of travel.
YEG — CHI
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
1 adult, Economy
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Cheapflights Tip: The best prices from Edmonton to Chicago are usually found in May or August, booked 86 days in advance, depart on a Tuesday or Monday and return on a Monday

Cheap flight deals from Edmonton to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Edmonton (YEG) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 16, 2025.

Round-trip from

$160
(Trip.com)

One-way from

$109
(Kiwi.com)

Popular in

January

Cheapest in

May

Average price

$249
From Edmonton to Chicago (CHI)
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One-way flight from Edmonton to Chicago (CHI)
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Highest demand for flights based on searches. 28% potential increase in price ($148 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($24 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Edmonton to Chicago

Cheapest flights from Edmonton to Chicago
Explore the most affordable flight options available from Edmonton to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 16, 2025.

This Trip.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/178:00 amYEG - ORD
1 stop7h 43mWestJet
Sat 10/255:30 pmORD - YEG
1 stop7h 57mWestJet
Deal found 9/14$160
This Mytrip deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/111:00 amYEG - ORD
1 stop7h 51mAir Canada
Sat 10/189:55 amORD - YEG
2 stops11h 08mAir Canada
Deal found 9/15$162
This Trip.com deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/146:00 amYEG - ORD
1 stop16h 59mUnited Airlines
Tue 10/217:10 amORD - YEG
1 stop7h 58mUnited Airlines
Deal found 9/16$165
This Booking.com deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/129:30 amYEG - ORD
1 stop6h 13mWestJet
Sat 10/185:30 pmORD - YEG
1 stop7h 57mWestJet
Deal found 9/15$169
This Mytrip deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/129:30 amYEG - ORD
1 stop6h 13mMultiple Airlines
Sat 10/189:55 amORD - YEG
2 stops11h 08mMultiple Airlines
Deal found 9/15$172
This United Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/153:17 pmYEG - ORD
1 stop6h 22mUnited Airlines
Wed 10/221:27 pmORD - YEG
Nonstop3h 58mUnited Airlines
Deal found 9/15$179
This FlightHub deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/168:00 amYEG - ORD
1 stop7h 43mWestJet
Sun 10/195:30 pmORD - YEG
1 stop7h 57mWestJet
Deal found 9/15$186
This Mytrip deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/148:00 pmYEG - ORD
2 stops12h 51mAir Canada
Tue 10/219:55 amORD - YEG
2 stops11h 08mAir Canada
Deal found 9/16$198
This United Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/293:17 pmYEG - ORD
1 stop7h 42mUnited Airlines
Sat 11/18:47 amORD - YEG
1 stop6h 27mUnited Airlines
Deal found 9/15$204
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/127:00 amYEG - MDW
2 stops10h 25mDelta
Sat 10/183:00 pmMDW - YEG
2 stops10h 27mDelta
Deal found 9/15$250
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/299:15 amYEG - MDW
1 stop7h 28mDelta
Sat 11/19:20 amMDW - YEG
2 stops9h 00mDelta
Deal found 9/15$252
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/249:25 amYEG - MDW
1 stop7h 10mDelta
Tue 9/309:20 amMDW - YEG
1 stop7h 39mDelta
Deal found 9/15$270

Cheapflights Fare Finder

 
Customize your flight search to find flights from Edmonton to Chicago 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, Cheapflights users made 2,558,603 searches. Data last updated September 16, 2025.
Use the filters below to find and compare flights from Edmonton to Chicago that are best for you.

Fly from

Edmonton

Fly to

Chicago

Route

Depart

Return

Price

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Sun 10/12

9:30 am-4:43 pm

1 stop6h 13m

Chicago O'Hare Intl

Sat 10/18

9:55 am-8:03 pm

2 stops11h 08m

$172

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Thu 10/16

6:00 am-8:25 pm

1 stop13h 25m

Chicago O'Hare Intl

Sun 10/19

5:01 am-2:08 pm

1 stop10h 07m

$179

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Fri 10/17

3:17 pm-11:59 pm

1 stop7h 42m

Chicago O'Hare Intl

Sat 10/25

1:27 pm-4:25 pm

Nonstop3h 58m

$179

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Wed 10/15

3:17 pm-10:39 pm

1 stop6h 22m

Chicago O'Hare Intl

Wed 10/22

5:01 am-2:08 pm

1 stop10h 07m

$179

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Wed 10/1

3:17 pm-10:39 pm

1 stop6h 22m

Chicago O'Hare Intl

Sun 10/12

1:27 pm-4:25 pm

Nonstop3h 58m

$179

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Tue 10/14

6:00 am-10:39 pm

1 stop15h 39m

Chicago O'Hare Intl

Tue 10/21

7:10 am-2:08 pm

1 stop7h 58m

$180

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Tue 10/14

8:00 pm-9:51 am

2 stops12h 51m

Chicago O'Hare Intl

Tue 10/21

9:55 am-8:03 pm

2 stops11h 08m

$198

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Sat 10/11

1:00 am-9:51 am

1 stop7h 51m

Chicago O'Hare Intl

Sat 10/18

1:27 pm-4:25 pm

Nonstop3h 58m

$204

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Sat 9/27

3:17 pm-11:59 pm

1 stop7h 42m

Chicago O'Hare Intl

Sat 10/4

1:00 pm-10:04 pm

1 stop10h 04m

$238

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Sat 9/27

3:17 pm-11:59 pm

1 stop7h 42m

Chicago O'Hare Intl

Wed 10/8

2:53 pm-10:04 pm

1 stop8h 11m

$238

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 35 results
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Best time to book a flight from Edmonton to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Edmonton with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Edmonton to Chicago

How far ahead should I book a flight from Edmonton to Chicago?

Use this chart to determine the optimal time to book a round-trip flight from Edmonton to Chicago. Price data was last updated on September 12, 2025.

The price you pay for your flight from Edmonton to Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 48 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Edmonton to Chicago?

Currently, August is the cheapest month in which you can book a flight from Edmonton to Chicago (average of $245). Flying from Edmonton to Chicago in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from YEG to CHI?

Find hourly flight availability from Edmonton to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 16, 2025.

It’s typically best to fly out from Edmonton to Chicago in the morning. Doing so could potentially save you 45% on the flight price compared to flying at noon, which is usually more expensive.

What’s the top layover airport for flights from Edmonton to Chicago?

Share of 1-stop round-trip flights from Edmonton to Chicago chosen by Cheapflights users in the past 12 months, using the same layover each way.

Denver (DEN) – chosen by Cheapflights users on 80% of 1-stop itineraries from Edmonton to Chicago on Cheapflights.

What’s the cheapest layover airport for flights from Edmonton to Chicago?

Average round-trip fare for 1-stop flights from Edmonton to Chicago, chosen by Cheapflights users in the past 12 months, with the same layover each way.

Calgary (YYC) is the most affordable 1-stop option, with an average round-trip price of $200.

What’s the fastest layover option from Edmonton to Chicago?

Shortest average travel time for 1-stop one-way flights from Edmonton to Chicago, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.

Flights via Calgary (YYC) have the shortest average one-way travel time for 1-stop routes: 6h 13m.

Which airport typically offers the quickest layover for flights from Edmonton to Chicago?

Average layover duration for 1-stop one-way flights from Edmonton to Chicago, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Flights via Calgary (YYC) offer the fastest connection on this route, with an average layover time of 1h 33m.

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated September 16, 2025.
Read reviews from past customers who have flown United Airlines and Air Canada from Edmonton to Chicago. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
8,924 reviews

Boarding

7.7

Overall

7.4

Crew

8.1

Entertainment

7.1

Food

6.6

Comfort

7.3

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!
United Airlines
7.4
Good
8,924 reviews
United Airlines
7.4
Good
8,924 reviews

Boarding

7.7

Overall

7.4

Crew

8.1

Entertainment

7.1

Food

6.6

Comfort

7.3

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!
Air Canada
7.1
Good
10,000 reviews
United Airlines
7.4
Good
8,924 reviews

Boarding

7.7

Overall

7.4

Crew

8.1

Entertainment

7.1

Food

6.6

Comfort

7.3

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!

Related info for your journey

Find useful and relevant information for your journey from Edmonton to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Edmonton to Chicago?

    Edmonton (YEG) is the airport you will fly out of if you book a flight from Edmonton to Chicago. You should not have trouble finding flights to Chicago from Edmonton; the airport handles an average of 0 outbound flights to Chicago per day. You should also have plenty of airline options to choose from since 2 airlines have flights from the Edmonton airport to Chicago. It is only a 16.7 mi journey to Edmonton (YEG) from Edmonton’s city center.

  • How long is the flight from Edmonton to Chicago?

    United Airlines and Delta can get you from Edmonton to Chicago in just under 10h 25m. Your travel time can differ by up to 3h. Edmonton and Chicago are separated by a distance of 1431 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines flying from Edmonton to Chicago round-trip?

    Currently priced at $143, United Airlines will fly you from Edmonton to Chicago and back. In addition to United Airlines, many other airlines offer competitively priced options for your trip. Check Cheapflights for deals on WestJet for as low as $158. United Airlines is currently priced 61% below the average price you’ll pay for this route.

  • What are the most reliable airlines from Edmonton to Chicago?

    Consider Air Canada (81%), United Airlines (81%) or WestJet (78%) when booking your flight. These represent the most reliable airlines when flying from Edmonton to Chicago.

  • What are the cheapest flights from Edmonton to Chicago?

    Looking at all options, your cheapest flight can be booked for $106. While the most popular route (Edmonton - Chicago O'Hare Intl) can be booked for $172 on average, our data indicates $766 when flying from Edmonton to Chicago.

  • Can I find deals for flights from Edmonton to Chicago that include hotel bookings?

    Yes. In addition to deals on Edmonton to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Edmonton to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Edmonton to Chicago.

  • Can I find deals for business class flights from Edmonton to Chicago?

    Yes. Cheapflights offers flight deals from Edmonton to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Edmonton to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Edmonton to Chicago (average of $245). Flying from Edmonton to Chicago in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Chesterton

Browse thousands of different options on Cheapflights for your next trip

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Top 2 airlines flying from Edmonton to Chicago

Discover the top 2 airlines that operate flights from Edmonton to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$143Average$248FlexibilityNo cancel feeOn-time69%
WestJetCheapest$158Average$200FlexibilityNo cancel feeOn-time60%

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