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$130+ 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 12/10. Fares are subject to change and may not be available on all flights or dates of travel.
YEG — CHI
Dec 5 — Dec 121
Fri 12/5
Fri 12/12
1 adult, Economy
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1. Tell us where you want to go

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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 Tuesday or Monday and return on a Monday

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 November 5, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/36:00 amYEG - ORD
2 stops11h 46mMultiple Airlines
Wed 12/104:01 pmORD - YEG
1 stop21h 10mMultiple Airlines
Deal found 11/5$219
This Kiwi.com deal was found by Cheapflights users on 11/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/112:45 amYEG - ORD
1 stop17h 01mMultiple Airlines
Tue 12/94:22 pmORD - YEG
2 stops31h 27mMultiple Airlines
Deal found 11/2$230
This Kiwi.com deal was found by Cheapflights users on 11/3. 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 12/49:15 amYEG - ORD
1 stop24h 01mMultiple Airlines
Wed 12/108:00 amORD - YEG
2 stops15h 49mMultiple Airlines
Deal found 11/3$231
This Air Canada deal was found by Cheapflights users on 11/2. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/112:55 amYEG - ORD
1 stop9h 23mAir Canada
Tue 12/98:00 amORD - YEG
1 stop7h 23mAir Canada
Deal found 11/2$254
This United Airlines deal was found by Cheapflights users on 11/2. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/23:17 pmYEG - ORD
1 stop7h 42mUnited Airlines
Tue 12/91:00 pmORD - YEG
1 stop10h 19mUnited Airlines
Deal found 11/2$263
This Kiwi.com deal was found by Cheapflights users on 11/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/1512:45 amYEG - ORD
1 stop13h 27mMultiple Airlines
Mon 1/57:38 pmORD - YEG
1 stop21h 21mMultiple Airlines
Deal found 11/2$264
This United Airlines deal was found by Cheapflights users on 11/2. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/166:00 amYEG - ORD
1 stop12h 44mUnited Airlines
Mon 1/59:40 pmORD - YEG
1 stop17h 34mUnited Airlines
Deal found 11/2$293
This Delta deal was found by Cheapflights users on 11/2. 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 12/112:45 amYEG - MDW
1 stop8h 09mDelta
Tue 12/91:50 pmMDW - YEG
2 stops11h 54mDelta
Deal found 11/2$301
This Delta deal was found by Cheapflights users on 11/2. 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.
Tue 12/211:45 amYEG - ORD
2 stops8h 55mDelta
Tue 12/96:00 amORD - YEG
2 stops10h 09mDelta
Deal found 11/2$301
This Kiwi.com deal was found by Cheapflights users on 11/3. 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 11/1412:45 amYEG - MDW
1 stop16h 54mMultiple Airlines
Mon 11/179:15 amMDW - YEG
2 stops27h 56mMultiple Airlines
Deal found 11/3$321
This Kiwi.com deal was found by Cheapflights users on 11/3. 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 11/1412:45 amYEG - MDW
1 stop16h 54mMultiple Airlines
Sat 11/296:02 pmMDW - YEG
1 stop28h 09mMultiple Airlines
Deal found 11/3$343
This Delta deal was found by Cheapflights users on 11/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/39:15 amYEG - MDW
1 stop8h 03mDelta
Wed 12/101:50 pmMDW - YEG
2 stops11h 54mDelta
Deal found 11/4$357

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 November 5, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$219
(Kiwi.com)

One-way from

$130
(Kiwi.com)

Popular in

January

Cheapest in

September

Average price

$349
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. 29% potential increase in price ($154 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease ($25 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
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 November 5, 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

Thu 12/4

9:15 am-10:16 am

1 stop24h 01m

Chicago O'Hare Intl

Wed 12/10

8:00 am-10:49 pm

2 stops15h 49m

$231

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Tue 12/2

3:17 pm-11:59 pm

1 stop7h 42m

Chicago O'Hare Intl

Tue 12/9

1:00 pm-10:19 pm

1 stop10h 19m

$263

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Tue 12/16

6:00 am-7:44 pm

1 stop12h 44m

Chicago O'Hare Intl

Mon 1/5

9:40 pm-2:14 pm

1 stop17h 34m

$293

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Mon 12/1

12:45 am-9:54 am

1 stop8h 09m

Chicago Midway

Tue 12/9

1:50 pm-12:44 am

2 stops11h 54m

$301

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Thu 12/4

10:30 am-9:21 pm

2 stops9h 51m

Chicago O'Hare Intl

Wed 12/10

6:45 am-3:59 pm

2 stops10h 14m

$301

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Wed 4/8

5:50 pm-10:05 am

1 stop15h 15m

Chicago Midway

Sun 4/12

4:15 pm-11:51 am

1 stop20h 36m

$303

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Fri 12/26

9:15 am-4:42 pm

1 stop6h 27m

Chicago O'Hare Intl

Tue 12/30

6:44 pm-3:59 pm

1 stop22h 15m

$307

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Wed 12/3

6:00 am-1:15 pm

1 stop6h 15m

Chicago O'Hare Intl

Wed 12/10

1:00 pm-10:19 pm

1 stop10h 19m

$308

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Tue 12/16

6:00 am-6:05 am

2 stops23h 05m

Chicago O'Hare Intl

Mon 1/5

7:38 pm-3:59 pm

1 stop21h 21m

$311

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Sun 11/23

8:35 pm-1:35 pm

1 stop16h 00m

Chicago O'Hare Intl

Mon 12/1

6:35 pm-12:11 pm

1 stop18h 36m

$327

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/3

Showing 1-10 of 36 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 November.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*1 star
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 eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Edmonton-Chicago flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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 October 31, 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 21 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 $89). Flying from Edmonton to Chicago in February is currently the most expensive (average of $258). 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.

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 7h 42m. Your travel time can differ by up to 27m. 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 $122, 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 66% below the average price you’ll pay for this route.

  • What are the cheapest airlines to fly from Edmonton to Chicago one-way?

    To fly one-way, consider booking your trip with Air Canada, which is currently one of the cheapest options available, starting at $154. Porter Airlines flights start at $161 while deals on Delta start at $177 one-way.

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

    Consider Delta (100%), WestJet (100%) or Air Canada (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 $171. While the most popular route (Edmonton - Chicago O'Hare Intl) can be booked for $223 on average, our data indicates $694 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 $89). Flying from Edmonton to Chicago in February is currently the most expensive (average of $258). 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
Hammond
Porter
Benton Harbor
Merrillville

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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 November 5, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$122Average$489FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$143Average$248FlexibilityNo cancel feeOn-time69%
WestJetCheapest$158Average$250FlexibilityNo cancel feeOn-time60%

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