Chicago

$135+ 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 3/6. Fares are subject to change and may not be available on all flights or dates of travel.
YEG — CHI
Mar 7 — Mar 141
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Find cheap flights from Edmonton to Chicago with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

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3. Compare prices and book

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Cheapflights Tip: The best prices from Edmonton to Chicago are usually found in September or May, booked 7 days in advance, depart on a Monday or Wednesday and return on a Monday

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 February 5, 2026.

This oojo deal was found by Cheapflights users on 2/2. 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 4/307:30 am
YEG
-
ORD
1 stop8h 10m
WestJet
Mon 5/45:30 pm
ORD
-
YEG
1 stop6h 25m
WestJet
Deal found 2/2$246
This FlightHub deal was found by Cheapflights users on 2/4. 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.
Wed 6/37:30 am
YEG
-
ORD
1 stop8h 10m
WestJet
Sat 6/65:30 pm
ORD
-
YEG
1 stop8h 10m
WestJet
Deal found 2/4$248
This WestJet deal was found by Cheapflights users on 2/4. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/277:30 am
YEG
-
ORD
1 stop8h 10m
WestJet
Fri 5/15:30 pm
ORD
-
YEG
1 stop6h 25m
WestJet
Deal found 2/4$258
This FlightHub deal was found by Cheapflights users on 2/5. 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.
Fri 4/106:00 am
YEG
-
ORD
1 stop6h 35m
WestJet
Mon 4/132:20 pm
ORD
-
YEG
1 stop18h 48m
WestJet
Deal found 2/5$260
This United Airlines deal was found by Cheapflights users on 2/1. 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 3/46:00 am
YEG
-
ORD
1 stop16h 59m
United Airlines
Sun 3/157:00 am
ORD
-
YEG
1 stop16h 20m
United Airlines
Deal found 2/1$282
This Air Canada deal was found by Cheapflights users on 2/1. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/85:55 am
YEG
-
ORD
1 stop8h 15m
Air Canada
Wed 3/183:55 pm
ORD
-
YEG
1 stop8h 23m
Air Canada
Deal found 2/1$293
This Mytrip deal was found by Cheapflights users on 2/4. 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 3/75:55 am
YEG
-
ORD
1 stop8h 15m
Air Canada
Mon 3/168:40 pm
ORD
-
YEG
1 stop14h 23m
Air Canada
Deal found 2/4$295
This Trip.com deal was found by Cheapflights users on 2/4. 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.
Wed 6/109:10 am
YEG
-
ORD
1 stop6h 30m
WestJet
Fri 6/125:30 pm
ORD
-
YEG
1 stop8h 10m
WestJet
Deal found 2/4$296
This Kiwi.com deal was found by Cheapflights users on 2/1. 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.
Fri 3/66:00 am
YEG
-
ORD
1 stop6h 35m
Multiple Airlines
Wed 3/187:18 pm
ORD
-
YEG
2 stops20h 51m
Multiple Airlines
Deal found 2/1$297
This Kiwi.com deal was found by Cheapflights users on 2/1. 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 3/78:45 pm
YEG
-
MDW
2 stops21h 02m
Multiple Airlines
Mon 3/1611:00 am
MDW
-
YEG
1 stop14h 20m
Multiple Airlines
Deal found 2/1$329
This Delta deal was found by Cheapflights users on 2/2. 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.
Mon 4/276:10 am
YEG
-
MDW
2 stops10h 48m
Delta
Fri 5/16:00 am
MDW
-
YEG
2 stops11h 55m
Delta
Deal found 2/2$330
This Delta deal was found by Cheapflights users on 2/1. 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 3/49:15 am
YEG
-
MDW
1 stop8h 25m
Delta
Tue 3/179:30 am
MDW
-
YEG
1 stop7h 25m
Delta
Deal found 2/1$331

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 February 5, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$246
(oojo)

One-way from

$135
(Flightnetwork)

Popular in

January

Cheapest in

September

Average price

$371
Provider with most accurate pricing for Edmonton-Chicago (CHI) flight deals.
Provider most trusted by Cheapflights users for Edmonton-Chicago (CHI) flights.
From Edmonton to Chicago (CHI)
One-way flight from Edmonton to Chicago (CHI)
Highest demand for flights based on searches. 21% potential increase in price ($94 potential increase over avg. RT price).
Cheapest flight prices on average. 7% potential price decrease ($22 potential savings vs. average RT price).
Average for round-trip flights in February 2026

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 February 5, 2026.
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

Mon 4/27

7:30 am-4:40 pm

1 stop8h 10m

Chicago O'Hare Intl

Fri 5/1

5:30 pm-10:55 pm

1 stop6h 25m

$258

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Wed 6/3

3:27 pm-8:01 pm

Nonstop3h 34m

Chicago O'Hare Intl

Sat 6/6

6:00 am-10:04 pm

1 stop17h 04m

$276

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Mon 4/13

3:17 pm-11:28 pm

1 stop7h 11m

Chicago O'Hare Intl

Wed 4/15

7:00 am-2:08 pm

1 stop8h 08m

$282

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Fri 4/10

3:17 pm-9:37 am

1 stop17h 20m

Chicago O'Hare Intl

Mon 4/13

9:49 pm-2:08 pm

1 stop17h 19m

$282

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Fri 3/6

3:17 pm-10:55 pm

1 stop6h 38m

Chicago O'Hare Intl

Mon 3/16

9:39 pm-2:15 pm

1 stop17h 36m

$282

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Tue 3/10

3:17 pm-11:52 pm

1 stop7h 35m

Chicago O'Hare Intl

Sun 3/15

7:00 am-10:20 pm

1 stop16h 20m

$282

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Wed 3/4

6:00 am-11:59 pm

1 stop16h 59m

Chicago O'Hare Intl

Sun 3/15

7:00 am-10:20 pm

1 stop16h 20m

$282

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Thu 4/16

3:17 pm-10:54 pm

1 stop6h 37m

Chicago O'Hare Intl

Sun 4/19

7:00 am-10:04 pm

1 stop16h 04m

$282

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Wed 6/10

9:10 am-4:40 pm

1 stop6h 30m

Chicago O'Hare Intl

Fri 6/12

5:30 pm-12:40 am

1 stop8h 10m

$296

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Thu 5/14

3:17 pm-12:58 am

1 stop8h 41m

Chicago O'Hare Intl

Wed 5/20

5:30 pm-10:55 pm

1 stop6h 25m

$322

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/4

Showing 1-10 of 39 results
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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 February.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust 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

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 January 30, 2026.

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 7 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, May is the cheapest month in which you can book a flight from Edmonton to Chicago (average of $93). Flying from Edmonton to Chicago in January is currently the most expensive (average of $267). 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.

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

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?

    WestJet, United Airlines, and Delta can get you from Edmonton to Chicago in just under 3h 34m. Your travel time can differ by up to 4h 36m. 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 $83, Air Canada will fly you from Edmonton to Chicago and back. In addition to Air Canada, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from United Airlines and WestJet - these airlines can fly you to your destination from $143 and $158, respectively. Air Canada is currently priced 75% 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 $171. While the most popular route (Edmonton - Chicago O'Hare Intl) can be booked for $282 on average, our data indicates $686 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, May is the cheapest month in which you can book a flight from Edmonton to Chicago (average of $93). Flying from Edmonton to Chicago in January is currently the most expensive (average of $267). 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
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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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 February 5, 2026.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$83Average$462FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$143Average$244FlexibilityNo cancel feeOn-time69%
WestJetCheapest$158Average$250FlexibilityNo cancel feeOn-time60%

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