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Cheap flights from Edmonton to Chicago from C$ 134

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 8/9. Fares are subject to change and may not be available on all flights or dates of travel.
YEG — CHI
3 Aug — 10 Aug1
1 adult

Cheapflights Tip: The best prices from Edmonton to Chicago are usually found in May or June, booked 36 days in advance, depart on a Friday or Saturday and return on a Friday

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 29 July 2025.

Round-trip from

C$ 222

One-way from

C$ 134

Popular in

January

Cheapest in

May

Average price

C$ 380
WestJet
  • WestJet
  • 10/9-15/9
  • 2 total stops
  • 14h 10m total
  • Edmonton to Chicago
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WestJet
  • WestJet
  • 8/9
  • 1 total stop
  • 7h 43m total
  • Edmonton to Chicago
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Highest demand for flights based on searches. 22% potential increase in price (C$ 222 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease (C$ 42 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 29 July 2025.

Wed 10/99:30 a.m.YEG - ORD
1 stop6h 13mWestJet
Mon 15/95:30 p.m.ORD - YEG
1 stop7h 57mWestJet
Deal found 29/7C$ 222
Wed 29/105:45 a.m.YEG - ORD
1 stop8h 10mAir Canada
Sat 1/1112:50 p.m.ORD - YEG
1 stop9h 50mAir Canada
Deal found 29/7C$ 289
Wed 10/98:05 a.m.YEG - ORD
Nonstop3h 27mUnited Airlines
Mon 15/92:53 p.m.ORD - YEG
1 stop8h 11mUnited Airlines
Deal found 29/7C$ 302
Fri 19/99:30 a.m.YEG - ORD
1 stop6h 13mMultiple Airlines
Sun 21/912:53 p.m.ORD - YEG
2 stops10h 34mMultiple Airlines
Deal found 29/7C$ 339
Fri 12/99:45 a.m.YEG - ORD
1 stop11h 12mDelta
Fri 19/99:10 a.m.ORD - YEG
2 stops13h 10mDelta
Deal found 29/7C$ 344
Wed 8/107:00 a.m.YEG - MDW
2 stops10h 25mDelta
Fri 10/101:08 p.m.MDW - YEG
2 stops9h 04mDelta
Deal found 28/7C$ 409
Wed 17/912:05 a.m.YEG - MDW
1 stop15h 19mMultiple Airlines
Mon 22/99:35 a.m.MDW - YEG
1 stop12h 45mMultiple Airlines
Deal found 29/7C$ 455
Thu 18/94:40 p.m.YEG - MDW
1 stop14h 59mPorter Airlines
Mon 22/99:35 a.m.MDW - YEG
1 stop12h 47mPorter Airlines
Deal found 29/7C$ 510
Wed 15/1010:00 a.m.YEG - MDW
2 stops11h 14mWestJet
Wed 22/109:20 a.m.MDW - YEG
1 stop7h 39mWestJet
Deal found 27/7C$ 698

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 29 July 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

Wed 10/9

9:30 a.m.-4:43 p.m.

1 stop6h 13m

Chicago O'Hare Intl

Mon 15/9

5:30 p.m.-12:27 a.m.

1 stop7h 57m

C$ 222

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Wed 29/10

5:45 a.m.-2:55 p.m.

1 stop8h 10m

Chicago O'Hare Intl

Sat 1/11

12:50 p.m.-9:40 p.m.

1 stop9h 50m

C$ 289

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Wed 10/9

8:05 a.m.-12:32 p.m.

Nonstop3h 27m

Chicago O'Hare Intl

Mon 15/9

2:53 p.m.-10:04 p.m.

1 stop8h 11m

C$ 302

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Fri 19/9

9:30 a.m.-4:43 p.m.

1 stop6h 13m

Chicago O'Hare Intl

Sun 21/9

12:53 p.m.-10:27 p.m.

2 stops10h 34m

C$ 339

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Fri 12/9

9:45 a.m.-9:57 p.m.

1 stop11h 12m

Chicago O'Hare Intl

Fri 19/9

9:10 a.m.-9:20 p.m.

2 stops13h 10m

C$ 344

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Wed 8/10

7:00 a.m.-6:25 p.m.

2 stops10h 25m

Chicago Midway

Fri 10/10

1:08 p.m.-9:12 p.m.

2 stops9h 04m

C$ 409

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Thu 18/9

12:05 a.m.-4:24 p.m.

1 stop15h 19m

Chicago Midway

Sun 21/9

9:35 a.m.-9:20 p.m.

1 stop12h 45m

C$ 501

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Wed 15/10

10:00 a.m.-10:14 p.m.

2 stops11h 14m

Chicago Midway

Wed 22/10

9:20 a.m.-3:59 p.m.

1 stop7h 39m

C$ 698

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Wed 24/9

7:10 a.m.-8:39 a.m.

2 stops24h 29m

Chicago Midway

Wed 1/10

9:35 a.m.-8:55 p.m.

2 stops12h 20m

C$ 704

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Mon 8/9

8:00 a.m.-4:43 p.m.

1 stop7h 43m

C$ 134

Flights are sorted by cheapest round-trip flights first.

Deals found on 29/7

Showing 1-10 of 17 results
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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 25 July 2025.

The best time to book flights from Edmonton to Chicago is 36 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.

What is the cheapest month to book a flight from Edmonton to Chicago?

Currently, January is the cheapest month in which you can book a flight from Edmonton to Chicago (average of C$ 261). Flying from Edmonton to Chicago in March is currently the most expensive (average of C$ 352). 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 29 July 2025.

When flying from Edmonton to Chicago, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 22% versus a flight at noon.

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 50% 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.

Calgary (YYC) is the most affordable 1-stop option, with an average round-trip price of C$ 384.

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 Denver (DEN) have the shortest average one-way travel time for 1-stop routes: 3h 52m.

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

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 29 July 2025.
Read through reviews of airlines operating flights from Edmonton to Chicago, such as Porter Airlines,Delta, andUnited Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Porter Airlines
8.0
Very good
317 reviews
Check prices

Comfort

8.0

Entertainment

7.0

Boarding

8.2

Food

7.6

Crew

8.7

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
Porter Airlines
8.0
Very good
317 reviews
Porter Airlines
8.0
Very good
317 reviews
Check prices

Comfort

8.0

Entertainment

7.0

Boarding

8.2

Food

7.6

Crew

8.7

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
Delta
8.0
Very good
7,977 reviews
Porter Airlines
8.0
Very good
317 reviews
Check prices

Comfort

8.0

Entertainment

7.0

Boarding

8.2

Food

7.6

Crew

8.7

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
United Airlines
7.4
Good
8,899 reviews
Porter Airlines
8.0
Very good
317 reviews
Check prices

Comfort

8.0

Entertainment

7.0

Boarding

8.2

Food

7.6

Crew

8.7

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
WestJet
7.2
Good
2,973 reviews
Porter Airlines
8.0
Very good
317 reviews
Check prices

Comfort

8.0

Entertainment

7.0

Boarding

8.2

Food

7.6

Crew

8.7

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
Air Canada
7.1
Good
9,822 reviews
Porter Airlines
8.0
Very good
317 reviews
Check prices

Comfort

8.0

Entertainment

7.0

Boarding

8.2

Food

7.6

Crew

8.7

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience

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.

  • 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$ 222 on this airline. Additional options worth looking into are Air Canada and United Airlines, starting at C$ 289 and C$ 302 round-trip. WestJet is priced at 59% lower than the current average price of a flight leaving 3 months from now.

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

    For one-way options, check prices for WestJet. According to our data, you can fly for as low as C$ 134. Users have also found prices from C$ 163 and C$ 191 on Air Canada and United Airlines, respectively.

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

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Edmonton to Chicago on time: Delta (100%), WestJet (100%), Air Canada (91%).

  • What are the cheapest flights from Edmonton to Chicago?

    While on average a flight from Edmonton to Chicago is generally C$ 601, our data shows the cheapest flight currently is C$ 183. When looking at the most popular route, (Edmonton - Chicago O'Hare Intl), you can expect to pay C$ 283 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, January is the cheapest month in which you can book a flight from Edmonton to Chicago (average of C$ 261). Flying from Edmonton to Chicago in March is currently the most expensive (average of C$ 352). 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

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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 29 July 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 216AverageC$ 300FlexibilityNo cancel feeOn-time60%
Search WestJet flights
United AirlinesCheapestC$ 240AverageC$ 521FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Air CanadaCheapestC$ 261AverageC$ 469FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
DeltaCheapestC$ 345AverageC$ 392FlexibilityNo 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?

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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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