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Cheap flights from Edmonton to Chicago from C$ 277

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 6/9. Fares are subject to change and may not be available on all flights or dates of travel.
YEG — CHI
14 Jul — 21 Jul1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Edmonton to Chicago

Enter your travel dates to find the best prices.

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 14 June 2026.

Mon 16/116:45 a.m.
YEG
-
ORD
1 stop4h 50m
WestJet
Mon 30/112:20 p.m.
ORD
-
YEG
1 stop9h 27m
WestJet
Deal found 13/6C$ 466
Sun 22/116:00 a.m.
YEG
-
ORD
1 stop14h 13m
United Airlines
Thu 26/113:00 p.m.
ORD
-
YEG
1 stop8h 09m
United Airlines
Deal found 13/6C$ 471
Fri 4/97:00 a.m.
YEG
-
ORD
1 stop8h 40m
WestJet
Sun 13/95:30 p.m.
ORD
-
YEG
1 stop6h 25m
WestJet
Deal found 12/6C$ 480
Mon 14/97:00 a.m.
YEG
-
ORD
1 stop8h 40m
WestJet
Tue 15/95:30 p.m.
ORD
-
YEG
1 stop8h 14m
WestJet
Deal found 13/6C$ 488
Thu 3/97:30 a.m.
YEG
-
ORD
1 stop8h 10m
WestJet
Mon 7/95:30 p.m.
ORD
-
YEG
1 stop6h 25m
WestJet
Deal found 10/6C$ 506
Sun 15/112:05 p.m.
YEG
-
ORD
1 stop21h 30m
WestJet
Mon 30/112:20 p.m.
ORD
-
YEG
1 stop8h 01m
WestJet
Deal found 13/6C$ 508
Wed 30/96:00 a.m.
YEG
-
ORD
1 stop7h 55m
Air Canada
Fri 2/103:45 p.m.
ORD
-
YEG
1 stop8h 11m
Air Canada
Deal found 12/6C$ 510
Thu 6/89:10 a.m.
YEG
-
ORD
1 stop6h 30m
WestJet
Wed 12/85:30 p.m.
ORD
-
YEG
1 stop8h 14m
WestJet
Deal found 14/6C$ 529
Fri 21/86:40 a.m.
YEG
-
ORD
2 stops9h 00m
WestJet
Mon 24/85:30 p.m.
ORD
-
YEG
2 stops15h 55m
WestJet
Deal found 12/6C$ 534
Mon 16/119:15 a.m.
YEG
-
MDW
2 stops11h 55m
Delta
Mon 30/119:55 a.m.
MDW
-
YEG
1 stop8h 00m
Delta
Deal found 14/6C$ 580
Fri 30/1012:05 a.m.
YEG
-
MDW
2 stops11h 28m
Delta
Wed 4/1112:30 p.m.
MDW
-
YEG
2 stops13h 17m
Delta
Deal found 12/6C$ 592
Thu 3/96:10 a.m.
YEG
-
MDW
2 stops11h 23m
Delta
Mon 7/99:24 a.m.
MDW
-
YEG
2 stops8h 31m
Delta
Deal found 10/6C$ 624

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 14 June 2026.

Round-trip from

C$ 466

One-way from

C$ 277

Popular in

March

Cheapest in

May

Average price

C$ 680
WestJet
  • WestJet
  • 16/11-30/11
  • 2 total stops
  • 14h 17m total
  • Edmonton to Chicago
Search Deals
United Airlines
  • United Airlines
  • 6/9
  • 1 total stop
  • 7h 44m total
  • Edmonton to Chicago
Search Deals
Highest demand for flights based on searches. 31% potential increase in price (C$ 384 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 16% potential price decrease (C$ 117 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 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 629,999 searches. Data last updated 14 June 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

Sun 22/11

6:00 a.m.-9:13 p.m.

1 stop14h 13m

Chicago O'Hare Intl

Thu 26/11

3:00 p.m.-10:09 p.m.

1 stop8h 09m

C$ 471

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Wed 22/7

3:31 p.m.-8:05 p.m.

Nonstop3h 34m

Chicago O'Hare Intl

Wed 29/7

6:00 a.m.-10:04 p.m.

1 stop17h 04m

C$ 572

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Sat 18/7

4:50 p.m.-12:44 a.m.

1 stop6h 54m

Chicago O'Hare Intl

Sat 25/7

6:00 a.m.-10:04 p.m.

1 stop17h 04m

C$ 579

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Fri 24/7

3:17 p.m.-12:44 a.m.

1 stop8h 27m

Chicago O'Hare Intl

Wed 29/7

6:00 a.m.-10:04 p.m.

1 stop17h 04m

C$ 579

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Fri 17/7

3:17 p.m.-12:44 a.m.

1 stop8h 27m

Chicago O'Hare Intl

Sat 25/7

6:00 a.m.-2:08 p.m.

1 stop9h 08m

C$ 580

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Fri 30/10

12:05 a.m.-12:33 p.m.

2 stops11h 28m

Chicago Midway

Wed 4/11

12:30 p.m.-12:47 a.m.

2 stops13h 17m

C$ 592

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Thu 13/8

9:40 a.m.-6:01 p.m.

1 stop7h 21m

Chicago Midway

Thu 20/8

9:59 a.m.-4:55 p.m.

1 stop7h 56m

C$ 635

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Tue 11/8

6:00 a.m.-2:55 p.m.

1 stop7h 55m

Chicago O'Hare Intl

Sun 16/8

8:45 a.m.-4:50 p.m.

1 stop9h 05m

C$ 643

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Thu 6/8

7:00 a.m.-6:33 p.m.

2 stops10h 33m

Chicago Midway

Wed 12/8

9:59 a.m.-4:55 p.m.

1 stop7h 56m

C$ 646

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Tue 28/7

7:00 a.m.-8:31 p.m.

2 stops12h 31m

Chicago O'Hare Intl

Tue 4/8

5:30 p.m.-10:55 p.m.

1 stop6h 25m

C$ 647

Flights are sorted by cheapest round-trip flights first.

Deals found on 14/6

Showing 1-10 of 31 resultsSorted by cheapest first
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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

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 C$ 158). Flying from Edmonton to Chicago in January is currently the most expensive (average of C$ 365). 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 14 June 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 one-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 68% of one-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 C$ 404.

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 40m.

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 Toronto (YYZ) offer the fastest connection on this route, with an average layover time of 2h 09m.

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

The best time to book flights from Edmonton to Chicago is 68 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

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 14 June 2026.
Read through reviews of airlines operating flights from Edmonton to Chicago, such as Delta,United Airlines, andWestJet. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,402 reviews
Check prices

Boarding

8.1

Entertainment

7.8

Crew

8.5

Food

7.2

Comfort

7.8

Overall

7.9

Reviews

1 / 20
8.0
Excellent

Rakshith,May 2026

TPE - SEA

I got middle seat, but it was cheap $340 for Taipei to PDX ,
Delta
7.9
Good
8,402 reviews
Delta
7.9
Good
8,402 reviews
Check prices

Boarding

8.1

Entertainment

7.8

Crew

8.5

Food

7.2

Comfort

7.8

Overall

7.9

Reviews

1 / 20
8.0
Excellent

Rakshith,May 2026

TPE - SEA

I got middle seat, but it was cheap $340 for Taipei to PDX ,
United Airlines
7.4
Good
9,824 reviews
Delta
7.9
Good
8,402 reviews
Check prices

Boarding

8.1

Entertainment

7.8

Crew

8.5

Food

7.2

Comfort

7.8

Overall

7.9

Reviews

1 / 20
8.0
Excellent

Rakshith,May 2026

TPE - SEA

I got middle seat, but it was cheap $340 for Taipei to PDX ,
WestJet
7.2
Good
3,361 reviews
Delta
7.9
Good
8,402 reviews
Check prices

Boarding

8.1

Entertainment

7.8

Crew

8.5

Food

7.2

Comfort

7.8

Overall

7.9

Reviews

1 / 20
8.0
Excellent

Rakshith,May 2026

TPE - SEA

I got middle seat, but it was cheap $340 for Taipei to PDX ,
Air Canada
7.1
Good
11,190 reviews
Delta
7.9
Good
8,402 reviews
Check prices

Boarding

8.1

Entertainment

7.8

Crew

8.5

Food

7.2

Comfort

7.8

Overall

7.9

Reviews

1 / 20
8.0
Excellent

Rakshith,May 2026

TPE - SEA

I got middle seat, but it was cheap $340 for Taipei to PDX ,

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?

    If you book a flight to Chicago from Edmonton, you will be flying from Edmonton, which is the city’s only airport. Edmonton (YEG) is located 26.9 km from the centre of Edmonton. There are 0 flights from Edmonton to Chicago per day from 4 different airlines.

  • How long is the flight from Edmonton to Chicago?

    WestJet, United Airlines, and Delta can get you from Edmonton to Chicago in just under 4h 50m. Your travel time can differ by up to 9h 23m. Edmonton and Chicago are separated by a distance of 2279 km. Both multi-stop and direct flights can be found to your destination and back.

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

    Our cheapest airline available from Edmonton to Chicago is United Airlines. Our recent data shows that you can find tickets from as low as C$ 186 on this airline. Additional options worth looking into are WestJet and Air Canada, starting at C$ 226 and C$ 244 round-trip. United Airlines is priced at 69% lower than the current average price of a flight leaving 3 months from now.

  • What are the cheapest flights from Edmonton to Chicago?

    While on average a flight from Edmonton to Chicago is generally C$ 540, our data shows the cheapest flight currently is C$ 259. When looking at the most popular route, (Edmonton - Chicago O'Hare Intl), you can expect to pay C$ 471 for that flight.

  • 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 C$ 158). Flying from Edmonton to Chicago in January is currently the most expensive (average of C$ 365). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Top 4 airlines flying from Edmonton to Chicago

Discover the top 4 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 629,999 searches. Data last updated 14 June 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 186AverageC$ 517FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Air CanadaCheapestC$ 244AverageC$ 496FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
WestJetCheapestC$ 245AverageC$ 425FlexibilityNo cancel feeOn-time60%
Search WestJet flights
DeltaCheapestC$ 271AverageC$ 397FlexibilityNo cancel feeOn-timeN/A
Search Delta flights

Fly with Cheapflights

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How does Cheapflights help users find flights from Edmonton to Chicago?

Cheapflights helps you search for flights from Edmonton to Chicago via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.

Why should you use Cheapflights to find cheap flight tickets from Edmonton to Chicago?

By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Chicago from Edmonton.

Can Cheapflights find flights from Edmonton to Chicago with no change fees?

Cheapflights does show flights with no change fees to all users. To see these options for flights from Edmonton to Chicago, users can toggle the no change fees filter when performing a flight search.

Can Cheapflights notify me if prices for flights from Edmonton to Chicago become cheaper?

Of course! You can now track prices for flights from Edmonton to Chicago and get an alert from Cheapflights when they change. Have a valid email address ready and click the bell icon next to the flight deals above to set up your price alerts.

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