Find flights
When to book
Airlines
FAQs

Cheap flights from Edmonton to Chicago from C$ 252

YEG — CHI
26 Nov — 3 Dec1
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

Tue 8/121:50 a.m. -
1 stop9h 17m
Wed 16/127:05 a.m. -
1 stop9h 54m
Deal found 25/10C$ 507
Thu 19/115:00 p.m. -
1 stop12h 13m
Mon 23/1112:05 p.m. -
1 stop10h 37m
Deal found 23/10C$ 509
Fri 4/124:30 p.m. -
2 stops32h 24m
Sun 6/1211:38 a.m. -
1 stop12h 17m
Deal found 22/10C$ 517
Wed 25/116:00 a.m. -
1 stop9h 38m
Mon 30/118:45 a.m. -
1 stop9h 28m
Deal found 25/10C$ 523
Mon 23/116:50 a.m. -
1 stop8h 10m
Tue 1/127:05 a.m. -
1 stop9h 54m
Deal found 22/10C$ 527
Thu 3/121:50 a.m. -
1 stop9h 17m
Sun 6/127:05 a.m. -
1 stop9h 54m
Deal found 22/10C$ 528
Fri 20/115:00 p.m. -
1 stop12h 10m
Mon 23/1112:05 p.m. -
1 stop10h 37m
Deal found 23/10C$ 530
Thu 19/116:00 a.m. -
1 stop9h 38m
Thu 26/111:55 p.m. -
1 stop8h 54m
Deal found 22/10C$ 535
Wed 9/127:00 a.m. -
2 stops17h 54m
Wed 16/126:21 a.m. -
1 stop17h 59m
Deal found 25/10C$ 538
Mon 16/119:15 a.m. -
2 stops13h 39m
Mon 30/1110:34 a.m. -
1 stop5h 26m
Deal found 22/10C$ 683
Fri 4/129:15 a.m. -
2 stops13h 39m
Mon 7/1210:24 a.m. -
1 stop5h 36m
Deal found 22/10C$ 704
Mon 23/119:15 a.m. -
2 stops8h 49m
Tue 1/129:37 a.m. -
2 stops16h 13m
Deal found 24/10C$ 768

Find flight deals from Edmonton to Chicago

Round-trip from

C$ 507

One-way from

C$ 252

Popular in

March

Cheapest in

May

Average price

C$ 593
Air Canada
  • Air Canada
  • 8/12-16/12
  • 2 total stops
  • 19h 11m total
  • Edmonton to Chicago
Search Deals
9/12-31/12
  • 9/12-31/12
  • 1 total stop
  • 17h 22m total
  • Edmonton to Chicago
Search Deals
Highest demand for flights based on searches. 26% potential increase in price (C$ 339 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 13% potential price decrease (C$ 112 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2026
Search Deals

Cheapflights Fare Finder

 
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 Edmonton - ORD Chicago O'Hare Intl

YEGORD

Edmonton

Wed 9/12

5:10 p.m.-10:32 a.m.

1 stop17h 22m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 252

EdmontonChicago

YEG Edmonton - ORD Chicago O'Hare Intl

YEGORD

Edmonton

Wed 25/11

5:00 p.m.-5:10 a.m.

1 stop12h 10m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 279

EdmontonChicago

YEG Edmonton - ORD Chicago O'Hare Intl

YEGORD

Edmonton

Fri 15/1

7:00 a.m.-7:09 p.m.

2 stops12h 09m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 294

EdmontonChicago

YEG Edmonton - ORD Chicago O'Hare Intl

YEGORD

Edmonton

Sun 17/1

7:00 a.m.-12:26 a.m.

2 stops17h 26m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 299

EdmontonChicago

YEG Edmonton - ORD Chicago O'Hare Intl

YEGORD

Edmonton

Fri 4/12

5:00 p.m.-4:59 a.m.

1 stop11h 59m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 299

EdmontonChicago

YEG Edmonton - ORD Chicago O'Hare Intl

YEGORD

Edmonton

Tue 24/11

6:50 a.m.-3:02 p.m.

1 stop8h 12m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 300

EdmontonChicago

YEG Edmonton - ORD Chicago O'Hare Intl

YEGORD

Edmonton

Thu 3/12

1:50 a.m.-11:07 a.m.

1 stop9h 17m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 310

EdmontonChicago

YEG Edmonton - ORD Chicago O'Hare Intl

YEGORD

Edmonton

Sat 5/12

9:03 a.m.-5:01 a.m.

3 stops19h 58m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 320

EdmontonChicago

YEG Edmonton - MDW Chicago Midway

YEGMDW

Edmonton

Fri 4/12

5:00 p.m.-9:45 a.m.

2 stops16h 45m

Chicago Midway

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 334
Quickest round-trip

EdmontonChicago

YEG Edmonton - ORD Chicago O'Hare Intl

YEGORD

Edmonton

Thu 26/11

12:55 p.m.-7:58 p.m.

1 stop7h 03m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 339

Flights are sorted by cheapest round-trip flights first.

Deals found on 24/10

Showing 1-10 of 33 resultsSorted by cheapest first
1
2
3
4

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

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, February is the cheapest month in which you can book a flight from Edmonton to Chicago (average of C$ 343). Flying from Edmonton to Chicago in March is currently the most expensive (average of C$ 1,260). 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?

Airfare is typical for this route at the moment.
Edmonton to Chicago flights typically cost between C$ 474 and C$ 751 in December.
The cheapest round-trip price found within the last 5 days was C$ 507 on Air Canada (8 Dec-16 Dec).

What’s the top layover airport for flights from Edmonton to Chicago?

Calgary (YYC) – chosen by Cheapflights users on 65% of one-stop itineraries from Edmonton to Chicago on Cheapflights.

What’s the cheapest layover airport for flights from Edmonton to Chicago?

Calgary (YYC) is the most affordable 1-stop option, with an average round-trip price of C$ 398.

What’s the fastest layover option from Edmonton to Chicago?

Flights via Calgary (YYC) have the shortest average one-way travel time for 1-stop routes: 6h 38m.

Which airport typically offers the quickest layover for flights from Edmonton to Chicago?

Flights via Calgary (YYC) offer the fastest connection on this route, with an average layover time of 1h 47m.

Reviews of airlines servicing Chicago

Read through reviews of airlines operating flights from Edmonton to Chicago, such as United Airlines,WestJet, andAir Canada. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.3
Good
10,443 reviews
Check prices

Food

6.7

Boarding

7.7

Comfort

7.3

Crew

8.1

Overall

7.3

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Chris,Aug 2026

MIA - ORD

Had to go through TSA again, already purchased bottle drink. TSA would not let through, United changed gates last minute. This experience bad for everyone. Staff rude, not our fault. Staff from Chicago to Wichita excellent!
United Airlines
7.3
Good
10,443 reviews
United Airlines
7.3
Good
10,443 reviews
Check prices

Food

6.7

Boarding

7.7

Comfort

7.3

Crew

8.1

Overall

7.3

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Chris,Aug 2026

MIA - ORD

Had to go through TSA again, already purchased bottle drink. TSA would not let through, United changed gates last minute. This experience bad for everyone. Staff rude, not our fault. Staff from Chicago to Wichita excellent!
WestJet
7.2
Good
3,445 reviews
United Airlines
7.3
Good
10,443 reviews
Check prices

Food

6.7

Boarding

7.7

Comfort

7.3

Crew

8.1

Overall

7.3

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Chris,Aug 2026

MIA - ORD

Had to go through TSA again, already purchased bottle drink. TSA would not let through, United changed gates last minute. This experience bad for everyone. Staff rude, not our fault. Staff from Chicago to Wichita excellent!
Air Canada
7.1
Good
11,817 reviews
United Airlines
7.3
Good
10,443 reviews
Check prices

Food

6.7

Boarding

7.7

Comfort

7.3

Crew

8.1

Overall

7.3

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Chris,Aug 2026

MIA - ORD

Had to go through TSA again, already purchased bottle drink. TSA would not let through, United changed gates last minute. This experience bad for everyone. Staff rude, not our fault. Staff from Chicago to Wichita excellent!

Related info for your journey

  • 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 3 different airlines.

  • How long is the flight from Edmonton to Chicago?

    Delta can get you from Edmonton to Chicago in just under 13h 39m. Your travel time can differ by up to . Edmonton and Chicago are separated by a distance of 2303 km.

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

    Our cheapest airline available from Edmonton to Chicago is WestJet. Our recent data shows that you can find tickets from as low as C$ 271 on this airline. Additional options worth looking into are Air Canada and United Airlines, starting at C$ 276 and C$ 349 round-trip. WestJet is priced at 60% lower than the current average price of a flight leaving 3 months from now.

  • 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, February is the cheapest month in which you can book a flight from Edmonton to Chicago (average of C$ 343). Flying from Edmonton to Chicago in March is currently the most expensive (average of C$ 1,260). 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

Top 3 airlines flying from Edmonton to Chicago

AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 271AverageC$ 415FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 276AverageC$ 630FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapestC$ 349AverageC$ 564FlexibilityNo cancel feeOn-time69%
Search United Airlines flights

Fly with Cheapflights

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.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.