YEG - CHI

C$ 221 Find Cheap Flights from Edmonton to Chicago – Compare and Save

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Everything you should know

Cheapest round-trip
C$ 381
Typical prices: C$ 358-C$ 668
Air Canada
Wed 10/10Wed 17/10
YEG - ORD • 1 stop
Cheapest one-way flights
C$ 221
Typical prices: C$ 240-C$ 417
Air Canada
Sun 7/10
YEG - ORD • 1 stop
Direct flights
There are currently no direct flights between Edmonton and Chicago. You'll need to take a connecting flight to reach the destination.
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Top routes
Cheapest • 33% average savings
Most popular
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When to book
in advance
Our data shows that travellers who book at least 26 weeks in advance save around 50% compared to booking last minute.
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Insights
When to travel
Cheapest • 33% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg C$ 481 (round-trip)
Shortest trip • 7h 52m (one-way)
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We hope you enjoy your trip to Chicago!
Flight Deals
Booking Insights
Expert advice
Flight Deals

Cheap Flights from Edmonton to Chicago (YEG-CHI)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Edmonton to Chicago

Sat, 10 Oct - Sat, 17 Oct
Air Canada Logo
1:05 a.m. - 10:12 a.m.YEG  Edmonton-ORD Chicago O'Hare Intl
8h 07m1 stop Montreal Pierre Elliott Trudeau Intl
Air Canada Logo
8:45 a.m. - 4:54 p.m.ORD  Chicago O'Hare Intl-YEG Edmonton
9h 09m1 stop Montreal Pierre Elliott Trudeau Intl
C$ 381Air Canada
Sat, 10 Oct - Sat, 17 Oct
Air Canada Logo
1:05 a.m. - 10:12 a.m.YEG  Edmonton-ORD Chicago O'Hare Intl
8h 07m1 stop Montreal Pierre Elliott Trudeau Intl
Air Canada Logo
9:55 a.m. - 9:24 p.m.ORD  Chicago O'Hare Intl-YEG Edmonton
12h 29m2 stops Toronto Pearson Intl Calgary
C$ 382Air Canada
Fri, 23 Oct - Sat, 24 Oct
United Airlines Logo
3:17 p.m. - 9:43 a.m.YEG  Edmonton-ORD Chicago O'Hare Intl
17h 26m1 stop Denver Intl
United Airlines Logo
1:30 p.m. - 10:04 p.m.ORD  Chicago O'Hare Intl-YEG Edmonton
9h 34m1 stop Denver Intl
C$ 393United Airlines
Mon, 26 Oct - Thu, 29 Oct
United Airlines Logo
6:00 a.m. - 10:46 p.m.YEG  Edmonton-ORD Chicago O'Hare Intl
15h 46m1 stop Denver Intl
United Airlines Logo
8:40 a.m. - 10:20 p.m.ORD  Chicago O'Hare Intl-YEG Edmonton
14h 40m1 stop Denver Intl
C$ 399United Airlines
Thu, 15 Oct - Sat, 24 Oct
Air Canada Logo
1:05 a.m. - 10:22 a.m.YEG  Edmonton-ORD Chicago O'Hare Intl
8h 17m1 stop Montreal Pierre Elliott Trudeau Intl
Air Canada Logo
8:45 a.m. - 4:54 p.m.ORD  Chicago O'Hare Intl-YEG Edmonton
9h 09m1 stop Montreal Pierre Elliott Trudeau Intl
C$ 399Air Canada
Fri, 16 Oct - Mon, 19 Oct
United Airlines Logo
3:17 p.m. - 9:43 a.m.YEG  Edmonton-ORD Chicago O'Hare Intl
17h 26m1 stop Denver Intl
United Airlines Logo
10:00 p.m. - 2:08 p.m.ORD  Chicago O'Hare Intl-YEG Edmonton
17h 08m1 stop Denver Intl
C$ 399United Airlines
Sat, 14 Nov - Wed, 18 Nov
Multiple Airlines Logo
4:17 p.m. - 8:40 a.m.YEG  Edmonton-ORD Chicago O'Hare Intl
16h 23m1 stop Denver Intl
Multiple Airlines Logo
4:30 p.m. - 1:28 a.m.ORD  Chicago O'Hare Intl-YEG Edmonton
8h 58m1 stop Toronto Pearson Intl
C$ 410Multiple Airlines
Thu, 22 Oct - Fri, 23 Oct
WestJet Logo
7:30 a.m. - 4:40 p.m.YEG  Edmonton-ORD Chicago O'Hare Intl
8h 10m1 stop Calgary
WestJet Logo
5:30 p.m. - 10:50 a.m.ORD  Chicago O'Hare Intl-YEG Edmonton
18h 20m2 stops Calgary Vancouver Intl
C$ 482WestJet
Thu, 15 Oct - Tue, 20 Oct
Multiple Airlines Logo
7:00 a.m. - 4:40 p.m.YEG  Edmonton-ORD Chicago O'Hare Intl
8h 40m1 stop Calgary
Multiple Airlines Logo
7:00 a.m. - 10:10 p.m.ORD  Chicago O'Hare Intl-YEG Edmonton
16h 10m2 stops Seattle/Tacoma Intl Kelowna
C$ 529Multiple Airlines
Tue, 13 Oct - Fri, 16 Oct
WestJet Logo
6:40 p.m. - 4:40 p.m.YEG  Edmonton-ORD Chicago O'Hare Intl
45h 00m2 stops Kelowna Calgary
WestJet Logo
5:30 p.m. - 12:44 a.m.ORD  Chicago O'Hare Intl-YEG Edmonton
8h 14m1 stop Calgary
C$ 538WestJet
Booking Insights

Price, demand, and travel trends for Edmonton to Chicago flights

Use KAYAK data on prices, travel dates, airlines, and seasonal trends to compare options and book flights from Edmonton to Chicago with more confidence.

How much is a round-trip flight from Edmonton to Chicago?

Round-trip flights from Edmonton to Chicago start at C$ 381. Prices are typical for this route right now, with typical round-trip fares ranging from C$ 358 to C$ 668. The lowest price found in the past 5 days was C$ 381 on Air Canada.

What is the cheapest Edmonton to Chicago flight route?

Edmonton (YEG) to Chicago O'Hare Intl Airport (ORD) is the cheapest Edmonton to Chicago route, averaging C$ 505 round-trip. Other Edmonton to Chicago routes average C$ 1,000, based on KAYAK data over the past 12 months.

What's the cheapest day of the week to fly from Edmonton to Chicago?

Sunday is the cheapest day of the week to fly from Edmonton to Chicago and is 26% cheaper than the average day. Tuesday is the most expensive day with flight prices 21% higher than average. Based on deals found by KAYAK users in the last 12 months.

What is the cheapest month to fly from Edmonton to Chicago?

  • February is the cheapest month to fly from Edmonton to Chicago at C$ 339 round-trip.
  • March (C$ 817) and July (C$ 707) are the most expensive months.
  • The price difference between flying in the cheapest and most expensive months is 140% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are prices from Edmonton to Chicago the cheapest?

Flights from Edmonton to Chicago are cheapest 26 weeks before departure. Booking in this window typically costs about 50% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

Expert advice

Expert advice for your flight from Edmonton to Chicago

 
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on ORD

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Kaitlyn McInnis

Kaitlyn McInnis

Expert on YEG

Kaitlyn is a guidebook author and travel writer splitting her time between Atlantic Canada and Istanbul, Türkiye. She has visited over fifty countries and all seven continents, so she is very familiar with many hotels, airports and airlines around the globe. But her favorite type of vacation is sunbathing by the sea with a good book in hand.

Key details for Edmonton to Chicago flights

Low season

December

Cheapest flight

C$ 221
Best time to beat the crowds but there is an average 12% increase in price.
Most popular time to fly and prices are also 7% lower on average.
Flights from Edmonton to Chicago O'Hare Intl Airport

When to book flights from Edmonton to Chicago

Are your dates flexible? Find out the best times to travel from Edmonton to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your Edmonton to Chicago flight questions, answered

Find helpful route details based on KAYAK data, including flight times, airports, airlines, and booking questions.

  • Can I change my fare class after my flight booking?

    Yes, with Delta Air Lines, you can change your flight for a change fee if you have a non-refundable ticket. WestJet allows changes up till two hours before the flight. If you modify your fare class within 24 hours of making the booking, the only thing you’ll owe is any difference in the fare.

  • Can I bring my own food or drinks on the flight?

    Some airlines allow you to bring your food and drinks onto the airplane. For example, Air Canada allows alcohol content not exceeding 70% in checked baggage. Many airlines permit passengers to transport solid food items in their carry-on or checked bags. However, if you have gel or liquid food items larger than 3.4 oz, it’s recommended that you place these items in your checked bags if feasible.

  • Are there any airline lounges available at the airport?

    Yes. United Airlines has multiple United Club locations in terminals 1 and 2 of Chicago’s O'Hare International Airport. In Terminal 3, American Airlines has the Admirals Club lounge. In Terminal 5, there are two British Airways Lounges and a Delta Sky Club. Booking these airlines will give you the chance to enjoy amenities such as food and beverage services, Wi-Fi, business facilities, and comfortable seating.

  • Can I travel with my pet from Edmonton to Chicago?

    It’s possible. Many airlines, including Air Canada, allow passengers to bring their 2-4 pets on board or transport them in the cargo hold on flights from Edmonton to Chicago. Air Canada allows only animals 10 kg (22 lbs) or lighter, which includes the weight of the carrier.

  • Which airlines offer extra legroom and free seat selection on Edmonton to Chicago flights?

    Among airlines operating Edmonton to Chicago flights:

    • United Airlines: offers free seat selection
    • Air Canada: offers free seat selection

    Extra legroom and free seat selection availability depends on fare class and route.

  • Which airports can I use when flying from Edmonton to Chicago?

    Flights from Edmonton to Chicago usually depart from Edmonton (YEG) and may arrive at several airports in Chicago area, including Chicago Midway (MDW), Chicago O'Hare Intl (ORD) and Chicago Greater Rockford (RFD).

  • Which airlines include bags at no extra cost on Edmonton to Chicago flights?

    Here are some options for this route, based on selected ticket types and cabin classes:

    • Air Canada: a carry-on bag and a checked bag in Economy Class
    • United Airlines: a cabin bag in Economy Class class

    Bag allowance can vary by ticket type, cabin class, route, and airline, so travellers should check the fare details before booking.

  • Which cabin classes can I book on flights from Edmonton to Chicago?

    Three cabin classes are available on flights from Edmonton to Chicago:

    • Economy Class
    • Business Class
    • First Class

  • How much can I save by taking a layover when flying from Edmonton to Chicago?

    On this route, layover flights are cheaper than direct options on average. Layover fares average C$ 481 round-trip via Calgary (YYC), compared to C$ 559 for direct.

  • What is the standard checked bag allowance on flights from Edmonton to Chicago?

    There is no standard. Checked bag policies vary by airline on this route. Most carriers charge C$ 35–C$ 133 for the first checked bag in economy. Premium fares and elite status bookings typically include a free checked bag.

  • Which airports do connecting flights from Edmonton to Chicago pass through?

    One-stop flights from Edmonton to Chicago most commonly connect through:

    • Calgary (YYC) – 56% of one-stop connections
    • Denver Intl (DEN) – 24% of one-stop connections
    • Toronto Pearson Intl (YYZ) – 18% of one-stop connections
    • Minneapolis St Paul (MSP) – 2% of one-stop connections

    Calgary (YYC) handles the largest share of one-stop connections on this route.

  • Can I save money by using flexible dates for flights from Edmonton to Chicago?

    On the Edmonton to Chicago route, being flexible with your departure day can save you up to 39%. Sunday is the cheapest day at C$ 375 round-trip on average, while Tuesday is the most expensive at C$ 611 – a C$ 236 difference. Cheaper weekend fares like these are typical of routes dominated by weekday business travel.

  • Which popular places can I visit in Chicago?

    Some of the most popular sights in Chicago are Magnificent Mile, River North, and Grant Park. These are among the most viewed places in Chicago on KAYAK.

  • How expensive are last-minute Edmonton to Chicago flights?

    Last-minute fares on this route – booked within 2 weeks of departure – run 36% above the route average of C$ 505. Book 26 weeks before departure for the lowest fares.

  • How long does a flight from Edmonton to Chicago take?

    A direct flight from Edmonton to Chicago takes 0h 00m, covering 3,706 km.

  • Do I need a passport to fly from Edmonton to Chicago?

    Yes, a valid passport is required for this international route. Many destinations require at least six months of validity beyond your travel dates. Check your passport expiry well before booking.

  • Have flight prices from Edmonton to Chicago changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about C$ 381 to C$ 3,367. That means the highest observed fare was about 9x higher than the lowest one.

  • How are flight prices from Edmonton to Chicago looking right now?

    One-way fares from Edmonton to Chicago are currently lower than usual. Average one-way flight prices are about C$ 253, which is 16% below the typical average for this route.

  • How much time can I save by choosing a different layover airport when travelling from Edmonton to Chicago?

    Flying via Calgary (YYC) gives the shortest average 1-stop total travel time at 7h 06m, compared with 7h 52m via Minneapolis St Paul (MSP) and 8h 02m via Toronto Pearson Intl (YYZ).

  • What is the time difference between Edmonton and Chicago?

    Chicago is 1 hour ahead of Edmonton (Central Time vs Mountain Time). Plan for the time shift when scheduling connections or first-day activities.

  • What car rental options are available in Chicago?

    Since Chicago is served by multiple airports, car rental options and rates can vary depending on which one you fly into.
    Near Chicago O'Hare Intl Airport (ORD) – daily rates from around C$ 24:

    • Routes Car & Truck Rentals
    • Europcar
    • Hertz
    • Dollar
    • Ace

    Near Chicago Midway Airport (MDW) – daily rates from around C$ 45:

    • Hertz
    • Dollar
    • Budget
    • Alamo
    • Rent-A-Wreck

    Near Chicago Greater Rockford Airport (RFD) – daily rates from around C$ 42:

    • Alamo
    • Enterprise Rent-A-Car
    • Budget
    • Avis
    • National

  • How much should I expect to pay for a Edmonton to Chicago flight?

    Round-trip flights from Edmonton to Chicago range from C$ 358 to C$ 668, with an average of C$ 505 over the past 12 months. Anything below C$ 358 counts as a good deal.

Your guide to booking Edmonton to Chicago flights

Get tips on when to book, when to fly, and what to know before your trip.
  • If your dates are flexible, aim for a Sunday departure instead of Tuesday. On this route, Sunday flights average C$ 375 – about C$ 236 less than Tuesday (39% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 26 weeks before you fly. On this route, that window historically saves about 50% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Edmonton to Chicago trip for February. Fares historically average C$ 339 round-trip in that month – typically C$ 478 less than the most expensive month, which is March (based on the last 12 months).
  • If you have the time, taking a 1-stop flight through Calgary Airport (YYC) can be cheaper than flying direct. The cheapest layover option averages C$ 481 round-trip on this route – about C$ 79 less than direct flights (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Chicago Midway Airport.
    - DoubleTree by Hilton Chicago Midway Airport
    - Holiday Inn Chicago - Midway Airport S by IHG
    - Skylark Motel
  • From Edmonton, you’ll have two options for flying into Chicago: O'Hare International Airport (ORD) and Midway International Airport (MDW). ORD, located northwest of downtown Chicago, is a major global hub with multiple airlines. MDW, on the southwest side, is known for its convenient location near downtown Chicago.
  • When flying to Chicago, most airlines include one or more stops. For layovers in Calgary (YYC) or Ottawa (YOW), consider flying Air Canada. Westjet offers layovers in Atlanta (ATL), Calgary (YYC), Detroit (DTW), Minneapolis (MSP), and Vancouver (YVR). If you’d prefer a layover in Seattle (SEA), book your Edmonton to Chicago flight with Alaska Airlines.
  • This flight route emits over 2,000 kg (4,400 lbs) of CO2 per traveler. You can help protect the environment by choosing to book on airlines that are working to reduce their environmental impact. We recommend booking Delta Air Lines, Air Canada, and WestJet, which have all invested in more fuel-efficient aircrafts and bio fuels.
  • If you have specific medical requirements that need attention while traveling, Air Canada has the option to request additional seating and arrangements for some medical needs. Also, Delta Air Lines allows you to make special requests, for example, bringing a service animal.
  • As a citizen of Canada, traveling from Edmonton to Chicago for tourism doesn't require a visa if your stay is for 180 days or less. However, you’ll need to have a valid passport, a return or onward ticket, and sufficient funds to cover your expenses during your stay in Chicago.

More options for your flight from Edmonton to Chicago

Complete your trip to Chicago with a hotel stay or car rental