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$169+ 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 9/3. Fares are subject to change and may not be available on all flights or dates of travel.
YEG — CHI
Aug 8 — Aug 151
Sat 8/8
Sat 8/15
1 adult, Economy
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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 July 9, 2026.

This oojo deal was found by Cheapflights users on 7/8. 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 8/59:30 pm
YEG
-
ORD
1 stop18h 10m
WestJet
Wed 8/265:30 pm
ORD
-
YEG
1 stop6h 25m
WestJet
Deal found 7/8$307
This oojo deal was found by Cheapflights users on 7/8. 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.
Sat 8/297:30 am
YEG
-
ORD
1 stop8h 10m
WestJet
Sat 9/55:30 pm
ORD
-
YEG
1 stop6h 25m
WestJet
Deal found 7/8$310
This oojo deal was found by Cheapflights users on 7/5. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/287:00 am
YEG
-
ORD
1 stop8h 40m
WestJet
Mon 8/315:30 pm
ORD
-
YEG
1 stop8h 14m
WestJet
Deal found 7/5$313
This oojo deal was found by Cheapflights users on 7/6. 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 8/277:30 am
YEG
-
ORD
1 stop8h 10m
WestJet
Mon 8/315:30 pm
ORD
-
YEG
1 stop6h 25m
WestJet
Deal found 7/6$316
This Booking.com deal was found by Cheapflights users on 7/9. 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.
Fri 8/281:00 am
YEG
-
ORD
1 stop8h 16m
Air Canada
Sat 9/53:40 pm
ORD
-
YEG
1 stop9h 35m
Air Canada
Deal found 7/9$322
This United Airlines deal was found by Cheapflights users on 7/7. 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 7/293:31 pm
YEG
-
ORD
Nonstop3h 34m
United Airlines
Fri 8/76:00 am
ORD
-
YEG
1 stop17h 04m
United Airlines
Deal found 7/7$323
This oojo deal was found by Cheapflights users on 7/7. 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.
Fri 8/287:30 am
YEG
-
ORD
1 stop8h 10m
WestJet
Sat 9/55:30 pm
ORD
-
YEG
1 stop6h 25m
WestJet
Deal found 7/7$327
This United Airlines deal was found by Cheapflights users on 7/7. 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 7/294:50 pm
YEG
-
ORD
1 stop6h 54m
United Airlines
Sun 8/96:00 am
ORD
-
YEG
1 stop17h 04m
United Airlines
Deal found 7/7$329
This oojo deal was found by Cheapflights users on 7/8. 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 9/39:10 am
YEG
-
ORD
1 stop6h 30m
WestJet
Thu 9/105:30 pm
ORD
-
YEG
1 stop8h 14m
WestJet
Deal found 7/8$330
This Delta deal was found by Cheapflights users on 7/6. 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.
Thu 8/209:40 am
YEG
-
MDW
1 stop7h 21m
Delta
Thu 8/279:59 am
MDW
-
YEG
1 stop7h 56m
Delta
Deal found 7/6$406
This Delta deal was found by Cheapflights users on 7/7. 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 8/47:00 am
YEG
-
MDW
2 stops10h 33m
Delta
Tue 8/111:51 pm
MDW
-
YEG
2 stops10h 04m
Delta
Deal found 7/7$414
This Delta deal was found by Cheapflights users on 7/7. 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.
Fri 8/289:40 am
YEG
-
MDW
2 stops11h 56m
Delta
Sat 9/59:59 am
MDW
-
YEG
1 stop7h 56m
Delta
Deal found 7/7$421

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 July 9, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$307
(oojo)

One-way from

$169
(SmartFares)

Popular in

March

Cheapest in

May

Average price

$615
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. 25% potential increase in price ($166 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 12% potential price decrease ($56 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 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 July 9, 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

Wed 8/12

3:28 pm-8:01 pm

Nonstop3h 33m

Chicago O'Hare Intl

Thu 8/13

5:55 am-10:04 pm

1 stop17h 09m

$323

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Sat 8/1

4:50 pm-12:44 am

1 stop6h 54m

Chicago O'Hare Intl

Sat 8/8

6:00 am-2:08 pm

1 stop9h 08m

$329
Quickest round-trip

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Wed 9/2

3:28 pm-8:01 pm

Nonstop3h 33m

Chicago O'Hare Intl

Sat 9/5

3:40 pm-12:15 am

1 stop9h 35m

$340

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Fri 9/18

3:17 pm-9:43 am

1 stop17h 26m

Chicago O'Hare Intl

Mon 9/21

3:45 pm-10:56 pm

1 stop8h 11m

$363

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Thu 9/17

3:17 pm-11:59 pm

1 stop7h 42m

Chicago O'Hare Intl

Mon 9/21

3:45 pm-10:56 pm

1 stop8h 11m

$363

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Wed 10/28

6:00 am-10:44 pm

1 stop15h 44m

Chicago O'Hare Intl

Sat 10/31

4:20 pm-10:20 pm

1 stop7h 00m

$378

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Sat 9/5

3:28 pm-8:01 pm

Nonstop3h 33m

Chicago O'Hare Intl

Sun 9/13

5:55 am-10:04 pm

1 stop17h 09m

$392

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Sat 9/5

6:00 am-8:22 pm

1 stop13h 22m

Chicago O'Hare Intl

Wed 9/9

12:45 pm-10:04 pm

1 stop10h 19m

$397

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Wed 9/16

3:17 pm-10:46 pm

1 stop6h 29m

Chicago O'Hare Intl

Mon 9/21

8:40 pm-12:41 pm

1 stop17h 01m

$399

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Tue 10/6

3:17 pm-11:59 pm

1 stop7h 42m

Chicago O'Hare Intl

Tue 10/13

8:40 pm-12:41 pm

1 stop17h 01m

$400

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/6

Showing 1-10 of 34 resultsSorted by cheapest first
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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 July.
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, May is the cheapest month in which you can book a flight from Edmonton to Chicago (average of $113). 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 July 9, 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 83% 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 16m.

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 07m.

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 69 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 July 9, 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
3,404 reviews

Comfort

7.0

Boarding

7.4

Entertainment

6.1

Crew

7.9

Overall

7.2

Food

6.2

Reviews

1 / 20
4.0
Okay

Kim,May 2025

YEG - YYJ

Some of the crew weren't the most helpful or pleasant.
WestJet
7.2
Good
3,404 reviews
WestJet
7.2
Good
3,404 reviews

Comfort

7.0

Boarding

7.4

Entertainment

6.1

Crew

7.9

Overall

7.2

Food

6.2

Reviews

1 / 20
4.0
Okay

Kim,May 2025

YEG - YYJ

Some of the crew weren't the most helpful or pleasant.

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 and Delta can get you from Edmonton to Chicago in just under 10h 33m. Your travel time can differ by up to 7h 37m. 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 $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 $217 and $261, respectively. United Airlines is currently priced 67% 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 $214. While the most popular route (Edmonton - Chicago O'Hare Intl) can be booked for $323 on average, our data indicates $701 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 $113). 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
Hammond
Lansing
Merrillville
Valparaiso
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 July 9, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$161Average$406FlexibilityNo cancel feeOn-time69%
WestJetCheapest$217Average$408FlexibilityNo cancel feeOn-time60%
Air CanadaCheapest$261Average$553FlexibilityNo cancel feeOn-time67%

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