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$185+ 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 9/21. Fares are subject to change and may not be available on all flights or dates of travel.
YEG — CHI
Jun 24 — Jul 11
Wed 6/24
Wed 7/1
1 adult, Economy
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Cheapflights Tip: The best prices from Edmonton to Chicago are usually found in September or May, booked 21 days in advance, depart on a Monday or Tuesday and return on a Tuesday

Cheap 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 May 25, 2026.

This oojo deal was found by Cheapflights users on 5/21. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/19:10 am
YEG
-
ORD
1 stop6h 30m
WestJet
Mon 10/55:30 pm
ORD
-
YEG
1 stop6h 25m
WestJet
Deal found 5/21$323
This Kissandfly.com deal was found by Cheapflights users on 5/21. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/134:50 pm
YEG
-
ORD
1 stop6h 54m
Lufthansa
Sat 6/207:05 am
ORD
-
YEG
1 stop15h 59m
Lufthansa
Deal found 5/21$324
This United Airlines deal was found by Cheapflights users on 5/24. 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.
Thu 6/113:17 pm
YEG
-
ORD
1 stop8h 27m
United Airlines
Tue 6/166:00 am
ORD
-
YEG
1 stop17h 04m
United Airlines
Deal found 5/24$329
This oojo deal was found by Cheapflights users on 5/25. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/237:40 pm
YEG
-
ORD
1 stop20h 00m
WestJet
Mon 9/285:30 pm
ORD
-
YEG
1 stop8h 14m
WestJet
Deal found 5/25$376
This Kiwi.com deal was found by Cheapflights users on 5/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/19:10 am
YEG
-
ORD
1 stop6h 30m
Multiple Airlines
Mon 10/511:41 am
ORD
-
YEG
2 stops10h 59m
Multiple Airlines
Deal found 5/21$377
This United Airlines deal was found by Cheapflights users on 5/24. 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.
Sat 6/133:42 pm
YEG
-
ORD
Nonstop3h 34m
United Airlines
Sat 6/2012:40 pm
ORD
-
YEG
Nonstop4h 07m
United Airlines
Deal found 5/24$381
This Kiwi.com deal was found by Cheapflights users on 5/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/1311:50 am
YEG
-
MDW
2 stops20h 45m
Porter Airlines
Sat 6/2010:25 am
MDW
-
YEG
1 stop25h 59m
Porter Airlines
Deal found 5/21$432
This Kiwi.com deal was found by Cheapflights users on 5/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/136:15 pm
YEG
-
MDW
1 stop14h 20m
Multiple Airlines
Sat 6/2010:25 am
MDW
-
YEG
1 stop25h 59m
Multiple Airlines
Deal found 5/21$437
This Mytrip deal was found by Cheapflights users on 5/21. 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.
Thu 6/47:15 am
YEG
-
MDW
3 stops25h 20m
Porter Airlines
Thu 6/1810:25 am
MDW
-
YEG
2 stops13h 44m
Porter Airlines
Deal found 5/21$509
This Delta deal was found by Cheapflights users on 5/21. 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.
Tue 10/279:15 am
YEG
-
MDW
1 stop22h 34m
Delta
Sat 10/3112:30 pm
MDW
-
YEG
2 stops13h 17m
Delta
Deal found 5/21$522
This Kiwi.com deal was found by Cheapflights users on 5/23. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/111:40 pm
YEG
-
MDW
1 stop18h 55m
Multiple Airlines
Tue 6/1610:15 am
MDW
-
YEG
1 stop15h 25m
Multiple Airlines
Deal found 5/23$542
This Trip.com deal was found by Cheapflights users on 5/23. 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.
Mon 7/67:05 am
YEG
-
MDW
2 stops25h 35m
Porter Airlines
Thu 7/910:20 am
MDW
-
YEG
2 stops12h 15m
Porter Airlines
Deal found 5/23$550

Find 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 May 25, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$323
(oojo)

One-way from

$185
(oojo)

Popular in

March

Cheapest in

September

Average price

$230
Provider with most accurate pricing for Edmonton-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Edmonton-Chicago (CHI) flights.
Search Deals
From Edmonton to Chicago (CHI)
Search Deals
One-way flight from Edmonton to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 36% potential increase in price ($229 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 18% potential price decrease ($62 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
Search Deals

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 May 25, 2026.
Use the filters below to find and compare flights from Edmonton to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Thu 6/11

3:17 pm-12:44 am

1 stop8h 27m

Chicago O'Hare Intl

Tue 6/16

6:00 am-10:04 pm

1 stop17h 04m

$329

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Sat 6/13

6:00 am-10:49 pm

1 stop15h 49m

Chicago O'Hare Intl

Sat 6/27

2:33 pm-10:04 pm

1 stop8h 31m

$427

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Sat 6/13

6:15 pm-9:35 am

1 stop14h 20m

Chicago Midway

Sat 6/20

10:25 am-7:13 pm

1 stop9h 48m

$465
Quickest round-trip

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Sat 6/13

3:42 pm-8:16 pm

Nonstop3h 34m

Chicago O'Hare Intl

Sat 6/20

12:40 pm-3:47 pm

Nonstop4h 07m

$499

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Wed 6/24

3:42 pm-8:16 pm

Nonstop3h 34m

Chicago O'Hare Intl

Mon 6/29

5:00 am-2:08 pm

1 stop10h 08m

$499

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Tue 10/27

6:00 am-9:13 pm

1 stop14h 13m

Chicago O'Hare Intl

Sat 10/31

5:00 am-2:15 pm

1 stop10h 15m

$504

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Wed 7/22

3:31 pm-8:05 pm

Nonstop3h 34m

Chicago O'Hare Intl

Sat 7/25

6:00 am-10:04 pm

1 stop17h 04m

$517

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Tue 10/27

9:15 am-8:49 am

1 stop22h 34m

Chicago Midway

Sat 10/31

12:30 pm-12:47 am

2 stops13h 17m

$522

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Wed 7/1

11:50 pm-2:35 pm

1 stop13h 45m

Chicago Midway

Sun 7/5

3:15 pm-9:35 pm

2 stops31h 20m

$593

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Tue 10/6

9:30 pm-11:56 am

2 stops13h 26m

Chicago Midway

Tue 10/13

9:55 am-4:55 pm

1 stop8h 00m

$633

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/21

Showing 1-10 of 28 resultsSorted by cheapest first
1
2
3

Compare providers for flights from Edmonton to Chicago

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Edmonton to Chicago in May.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*3 stars
ExpediaPrice Accuracy1 starTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Edmonton-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Edmonton-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Edmonton-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Edmonton-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Edmonton-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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

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

Currently, June is the cheapest month in which you can book a flight from Edmonton to Chicago (average of $98). Flying from Edmonton to Chicago in January is currently the most expensive (average of $261). 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 May 25, 2026.

When flying from Edmonton to Chicago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

How much does it cost to fly round-trip from Edmonton to Chicago?

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.

Calgary (YYC) – 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.

Denver (DEN) is the most affordable 1-stop option, with an average round-trip price of $161.

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 2h 13m.

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

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 67 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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 May 25, 2026.
Read reviews from past customers who have flown WestJet 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.
WestJet
7.2
Good
3,345 reviews

Entertainment

6.1

Comfort

7.0

Overall

7.2

Food

6.2

Crew

7.9

Boarding

7.4

Reviews

1 / 20
2.0
Mediocre

Blaine,Dec 2025

YYC - YVR

The worst I’ve ever had in 50 years of flying
WestJet
7.2
Good
3,345 reviews
WestJet
7.2
Good
3,345 reviews

Entertainment

6.1

Comfort

7.0

Overall

7.2

Food

6.2

Crew

7.9

Boarding

7.4

Reviews

1 / 20
2.0
Mediocre

Blaine,Dec 2025

YYC - YVR

The worst I’ve ever had in 50 years of flying

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 3 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 8h 27m. Your travel time can differ by up to 14h 07m. Edmonton and Chicago are separated by a distance of 1416 mi. This flight may include one or multiple stops.

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

    Currently priced at $161, 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. Search Cheapflights for deals from WestJet and Air Canada - these airlines can fly you to your destination from $183 and $261, respectively. United Airlines is currently priced 59% below the average price you’ll pay for this route.

  • What are the cheapest flights from Edmonton to Chicago?

    Looking at all options, your cheapest flight can be booked for $187. While the most popular route (Edmonton - Chicago O'Hare Intl) can be booked for $329 on average, our data indicates $710 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, June is the cheapest month in which you can book a flight from Edmonton to Chicago (average of $98). Flying from Edmonton to Chicago in January is currently the most expensive (average of $261). 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
Benton Harbor
Lansing
Merrillville
Hammond
Porter

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Alternative routes for Edmonton to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
Calgary to O'Hare Intl flights
Edmonton to O'Hare Intl flights
Calgary to St. Louis flights

Top 3 airlines flying from Edmonton to Chicago

Discover the top 3 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 May 25, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$161Average$287FlexibilityNo cancel feeOn-time69%
WestJetCheapest$183Average$379FlexibilityNo cancel feeOn-time60%
Air CanadaCheapest$261Average$553FlexibilityNo cancel feeOn-time67%

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