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$99+ 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 10/3. Fares are subject to change and may not be available on all flights or dates of travel.
YEG — CHI
Aug 5 — Aug 121
Tue 8/5
Tue 8/12
1 adult, Economy
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Cheapflights Tip: The best prices from Edmonton to Chicago are usually found in May or June, booked 36 days in advance, depart on a Tuesday or Thursday 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 July 31, 2025.

Round-trip from

$150
(Flightnetwork)

One-way from

$99
(Kiwi.com)

Popular in

January

Cheapest in

May

Average price

$277
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. 22% potential increase in price ($118 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($22 potential savings vs. average RT price).
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Average for round-trip flights in July 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 July 31, 2025.

This Flightnetwork deal was found by Cheapflights users on 7/30. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/68:05 amYEG - ORD
Nonstop3h 34mWestJet
Sat 9/131:40 pmORD - YEG
Nonstop3h 48mWestJet
Deal found 7/30$150
This United Airlines deal was found by Cheapflights users on 7/31. 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 10/158:05 amYEG - ORD
Nonstop3h 27mUnited Airlines
Sun 10/195:01 amORD - YEG
1 stop10h 07mUnited Airlines
Deal found 7/31$174
This Delta deal was found by Cheapflights users on 7/31. 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 10/19:30 amYEG - ORD
1 stop6h 13mDelta
Sun 10/59:10 amORD - YEG
2 stops13h 02mDelta
Deal found 7/31$238
This Delta deal was found by Cheapflights users on 7/31. 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 9/109:25 amYEG - MDW
1 stop7h 12mDelta
Sat 9/139:20 amMDW - YEG
1 stop7h 39mDelta
Deal found 7/31$243
This Air Canada deal was found by Cheapflights users on 7/31. 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.
Tue 9/91:00 amYEG - ORD
1 stop7h 51mAir Canada
Sat 9/133:50 pmORD - YEG
1 stop8h 06mAir Canada
Deal found 7/31$250
This Mytrip deal was found by Cheapflights users on 7/30. 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.
Wed 9/39:30 amYEG - ORD
1 stop6h 13mMultiple Airlines
Wed 9/106:44 pmORD - YEG
3 stops30h 43mMultiple Airlines
Deal found 7/30$251
This Kiwi.com deal was found by Cheapflights users on 7/31. 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 9/1312:05 amYEG - MDW
1 stop15h 19mMultiple Airlines
Thu 9/189:35 amMDW - YEG
1 stop12h 45mMultiple Airlines
Deal found 7/31$346
This Mytrip deal was found by Cheapflights users on 7/30. 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 8/268:05 amYEG - MDW
2 stops23h 40mPorter Airlines
Tue 9/25:20 pmMDW - YEG
2 stops18h 45mPorter Airlines
Deal found 7/30$438
This FlightHub deal was found by Cheapflights users on 7/31. 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 10/299:15 amYEG - MDW
1 stop7h 28mWestJet
Sat 11/19:20 amMDW - YEG
2 stops12h 40mWestJet
Deal found 7/31$503

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 31, 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

Sat 9/6

8:05 am-12:39 pm

Nonstop3h 34m

Chicago O'Hare Intl

Sat 9/13

1:40 pm-4:28 pm

Nonstop3h 48m

$150

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Wed 10/15

8:05 am-12:32 pm

Nonstop3h 27m

Chicago O'Hare Intl

Sun 10/19

5:01 am-2:08 pm

1 stop10h 07m

$174

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Wed 10/1

9:30 am-4:43 pm

1 stop6h 13m

Chicago O'Hare Intl

Sun 10/5

9:10 am-9:12 pm

2 stops13h 02m

$238

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Wed 9/10

9:25 am-5:37 pm

1 stop7h 12m

Chicago Midway

Sat 9/13

9:20 am-3:59 pm

1 stop7h 39m

$243

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Tue 9/9

1:00 am-9:51 am

1 stop7h 51m

Chicago O'Hare Intl

Sat 9/13

3:50 pm-10:56 pm

1 stop8h 06m

$250

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Wed 9/3

9:30 am-4:43 pm

1 stop6h 13m

Chicago O'Hare Intl

Wed 9/10

6:44 pm-12:27 am

3 stops30h 43m

$251

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Sat 9/13

12:05 am-4:24 pm

1 stop15h 19m

Chicago Midway

Thu 9/18

9:35 am-9:20 pm

1 stop12h 45m

$346

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Mon 9/1

8:05 am-8:39 am

2 stops23h 34m

Chicago Midway

Tue 9/9

5:20 pm-11:25 am

2 stops19h 05m

$480

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Wed 10/29

9:15 am-5:43 pm

1 stop7h 28m

Chicago Midway

Sat 11/1

9:20 am-9:00 pm

2 stops12h 40m

$503

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Fri 10/3

9:30 am-4:43 pm

1 stop6h 13m

$99

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/31

Showing 1-10 of 19 results
1
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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 July 25, 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 36 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 July 31, 2025.

It’s typically best to fly out from Edmonton to Chicago in the morning. Doing so could potentially save you 44% on the flight price compared to flying at noon, which is usually more expensive.

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 31, 2025.
Read reviews from past customers who have flown Alaska Airlines, Porter Airlines, and Delta 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.
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Boarding

8.1

Food

7.1

Entertainment

7.1

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Anonymous,Jul 2025

YEG - SEA

Alaska airline excellent airline pilot smooth, landing, crew staff very nice friendly behave
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Boarding

8.1

Food

7.1

Entertainment

7.1

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Anonymous,Jul 2025

YEG - SEA

Alaska airline excellent airline pilot smooth, landing, crew staff very nice friendly behave
Porter Airlines
8.0
Very good
318 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Boarding

8.1

Food

7.1

Entertainment

7.1

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Anonymous,Jul 2025

YEG - SEA

Alaska airline excellent airline pilot smooth, landing, crew staff very nice friendly behave
Delta
8.0
Very good
7,981 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Boarding

8.1

Food

7.1

Entertainment

7.1

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Anonymous,Jul 2025

YEG - SEA

Alaska airline excellent airline pilot smooth, landing, crew staff very nice friendly behave
United Airlines
7.4
Good
8,900 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Boarding

8.1

Food

7.1

Entertainment

7.1

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Anonymous,Jul 2025

YEG - SEA

Alaska airline excellent airline pilot smooth, landing, crew staff very nice friendly behave
WestJet
7.2
Good
2,978 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Boarding

8.1

Food

7.1

Entertainment

7.1

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Anonymous,Jul 2025

YEG - SEA

Alaska airline excellent airline pilot smooth, landing, crew staff very nice friendly behave

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.

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

    Currently priced at $150, WestJet will fly you from Edmonton to Chicago and back. In addition to WestJet, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from United Airlines and Delta - these airlines can fly you to your destination from $174 and $238, respectively. WestJet is currently priced 62% 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 WestJet, which is currently one of the cheapest options available, starting at $99. United Airlines flights start at $116 while deals on Delta start at $142 one-way.

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

    Consider Delta (100%), WestJet (100%) or Air Canada (91%) 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 $145. While the most popular route (Edmonton - Chicago O'Hare Intl) can be booked for $180 on average our data indicates $657 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
Valparaiso
Chesterton

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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 July 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$143Average$248FlexibilityNo cancel feeOn-time69%
WestJetCheapest$158Average$234FlexibilityNo cancel feeOn-time60%

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