YEG - CHI

C$ 181 Find Cheap Flights from Edmonton to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Edmonton to Chicago departing on 5/12. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Edmonton to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Edmonton to Chicago, as well as popular online travel agencies
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Flight Deals

Cheap Flights from Edmonton to Chicago (YEG-CHI)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Edmonton to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Edmonton to Chicago

Thu, 4 Dec - Wed, 10 Dec
Multiple Airlines Logo
9:15 a.m. - 10:16 a.m.YEG-ORD
24h 01m1 stop
Multiple Airlines Logo
4:01 p.m. - 12:11 p.m.ORD-YEG
21h 10m1 stop
C$ 312Multiple Airlines
Find Deal
Wed, 3 Dec - Wed, 10 Dec
Air Canada Logo
12:55 a.m. - 11:18 a.m.YEG-ORD
9h 23m1 stop
Air Canada Logo
3:55 p.m. - 12:43 a.m.ORD-YEG
9h 48m1 stop
C$ 318Air Canada
Find Deal
Thu, 4 Dec - Wed, 10 Dec
Multiple Airlines Logo
9:15 a.m. - 10:16 a.m.YEG-ORD
24h 01m1 stop
Multiple Airlines Logo
4:01 p.m. - 12:11 p.m.ORD-YEG
21h 10m1 stop
C$ 325Multiple Airlines
Find Deal
Thu, 4 Dec - Wed, 10 Dec
Delta Logo
10:30 a.m. - 9:21 p.m.YEG-ORD
9h 51m2 stops
Delta Logo
6:45 a.m. - 3:59 p.m.ORD-YEG
10h 14m2 stops
C$ 422Delta
Find Deal
Wed, 3 Dec - Wed, 10 Dec
Delta Logo
12:05 a.m. - 12:34 p.m.YEG-MDW
11h 29m2 stops
Delta Logo
6:00 a.m. - 3:59 p.m.MDW-YEG
10h 59m2 stops
C$ 431Delta
Find Deal
Wed, 17 Dec - Wed, 24 Dec
United Airlines Logo
6:00 a.m. - 11:59 p.m.YEG-ORD
16h 59m1 stop
United Airlines Logo
1:55 p.m. - 10:15 p.m.ORD-YEG
9h 20m1 stop
C$ 433United Airlines
Find Deal
Tue, 2 Dec - Thu, 4 Dec
United Airlines Logo
3:17 p.m. - 11:59 p.m.YEG-ORD
7h 42m1 stop
United Airlines Logo
7:10 a.m. - 10:19 p.m.ORD-YEG
16h 09m1 stop
C$ 486United Airlines
Find Deal
Wed, 17 Dec - Wed, 31 Dec
WestJet Logo
9:15 a.m. - 6:18 p.m.YEG-MDW
8h 03m1 stop
WestJet Logo
9:50 a.m. - 12:11 p.m.MDW-YEG
27h 21m1 stop
C$ 771WestJet
Find Deal
Fri, 27 Feb - Wed, 4 Mar
WestJet Logo
5:50 p.m. - 9:56 a.m.YEG-MDW
39h 06m2 stops
WestJet Logo
9:20 a.m. - 3:55 p.m.MDW-YEG
7h 35m1 stop
C$ 783WestJet
Find Deal
Tue, 16 Dec - Tue, 23 Dec
Porter Airlines Logo
8:00 a.m. - 10:05 a.m.YEG-MDW
25h 05m3 stops
Porter Airlines Logo
11:00 a.m. - 9:59 p.m.MDW-YEG
11h 59m2 stops
C$ 946Porter Airlines
Find Deal

Everything you should know

Our travellers' advice
AI-generated summary based on content written by travel experts
Security lines at YEG are generally stress-free.
Take the CTA Blue Line from ORD to downtown Chicago.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
Air Canada
Cheapest • from C$ 318 (round-trip)
Delta
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Top routes
YEG-ORD
Cheapest
YEG-ORD
Most popular
Insights
Insights
Insights
Insights
When to book
7 weeks
in advance
Our data shows that travellers who book at least 7 weeks in advance save around 59% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
September
Cheapest • 39% price drop
August
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Cheapest round-trip
C$ 312
Typical prices: C$ 509-C$ 647
Multiple Airlines
Thu 4/12Wed 10/12
YEG - ORD • 1 stop
Cheapest one-way flights
C$ 181
Typical prices: C$ 328-C$ 403
Multiple Airlines
Fri 5/12
YEG - ORD • 1 stop
Start a new search
KAYAK searches hundreds of sites at once to find you the best travel deals.
We hope you love your trip to Chicago!
Booking Insights

KAYAK's insights & trends for Edmonton to Chicago flights

Get data-powered insights and trends into flights from Edmonton to Chicago to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Edmonton to Chicago flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest return flight from Edmonton to Chicago costs C$ 328 on the route between Edmonton (YEG) and Chicago O'Hare Intl Airport (ORD). It is also the most popular route.

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

The average price of all round-trip flights from Edmonton to Chicago clicked on KAYAK for each day over the last 12 months.

For Edmonton to Chicago, Friday is the cheapest day to fly on average and Tuesday is the most expensive. Flying from Chicago back to Edmonton, the best deals are generally found on Saturday, with Monday being the most expensive.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Edmonton to Chicago, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Edmonton to Chicago is September, where tickets cost C$ 314 (return) on average. On the other hand, the most expensive months are January and December, where the average cost of round-trip tickets is C$ 885 and C$ 724 respectively.

Can I save money by flying with a layover from Edmonton to Chicago?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of C$ 435, prices are generally cheapest when you fly direct.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Edmonton to Chicago, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Edmonton to Chicago, you should book around 7 weeks before departure, which saves you about 59% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 21 weeks before departure.

Expert advice

Expert advice for your flight from Edmonton to Chicago

 
Snippets provided in this section are AI-generated based on a summarisation of KAYAK-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Airports
YEG

Security lines at YEG are generally stress-free. Arrive early, but expect shorter waits, even for US-bound flights.

Read more about YEGby Kaitlyn McInnis
ORD

Take the CTA Blue Line from ORD to downtown Chicago. It's a 45-minute ride and runs 24 hours a day.

Read more about ORDby Stefanie Waldek
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on ORD

Stefanie Waldek

Stefanie Waldek

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.

Read more
Kaitlyn McInnis

Kaitlyn McInnis

Expert on YEG

Kaitlyn McInnis

Kaitlyn McInnis

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.

Read more

Good to know

Low seasonJanuary
Cheapest flightC$ 181
Best time to beat the crowds but there is an average 73% increase in price.
Most popular time to fly and prices are also 33% lower on average.
Flight from Edmonton to Chicago

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
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Edmonton to Chicago

  • 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.

  • What is the cheapest flight from Edmonton to Chicago?

    In the last 3 days, the lowest price for a flight from Edmonton to Chicago was C$ 181 for a one-way ticket and C$ 312 for a round-trip.

  • Which airports will I be using when flying from Edmonton to Chicago?

    When flying out of Edmonton you will be using Edmonton. You will be landing at one of these airports: Chicago Midway or Chicago O'Hare Intl.

  • Which aircraft models fly most regularly from Edmonton to Chicago?

    The Airbus A319 is the aircraft model that flies most regularly on the Edmonton to Chicago flight route.

  • Which airline alliances offer flights from Edmonton to Chicago?

    SkyTeam, and Star Alliance are the airline alliances operating flights between Edmonton and Chicago, with SkyTeam being the most commonly used for this route.

  • Which is the best airline for flights from Edmonton to Chicago, Delta or United Airlines?

    The two airlines most popular with KAYAK users for flights from Edmonton to Chicago are Delta and United Airlines. With an average price for the route of C$ 420 and an overall rating of 7.9, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of C$ 433 and an overall rating of 7.4.

  • How does KAYAK find such low prices on flights from Edmonton to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Edmonton to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Edmonton to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Edmonton is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Edmonton to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Edmonton with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Edmonton to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Edmonton up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Edmonton to Chicago

  • Looking for a cheap flight? 25% of our users found flights on this route for C$ 672 or less round-trip.
  • 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.

Reviews of the top 4 airlines flying from Edmonton to Chicago

 
See real verified KAYAK customer reviews for airlines flying from Edmonton to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Edmonton to Chicago? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
DeltaOverall score based on 8001 reviews
8.2Boarding
7.9Entertainment
7.9Comfort
8.5Crew
7.3Food
Airline reviews

I truly love flying with Delta. They have always treated me with the upmost respect

10.0 ExcellentMAYRA, Nov 2025JFK - MIA
Read more Delta reviews

I truly love flying with Delta. They have always treated me with the upmost respect

Our flight attendant in FIRST CLASS was one of the worst I’ve ever had. She was not at all pleasant, nor particularly good at her service.

Everything went well and was good. Nothing exceptional, but no complaints either. Cheap seats are pretty comfortable.

DELTA does a terrific job making sure you are well taken care of during the flight, gives you assurance before the flight through numerous email notifications about your upcoming flight & lastly good follow up after the flight making sure your needs were mat. It has been, is & will continue to be my carrier of choice in all my future travels. Good Job DELTA

Staff were friendly and happy. Delta could make sure passengers that don't have the app know of changes. Without Kayak I would not have known about the change of gate or the delay. Kayak was faster to notify me.

They ended up paying for the bag twice, but the counter wouldn't take my baggage receipt. Left it to me to resolve. Not sure how to resolve the issue.

The customer service before board was very rude and when I expressed my concerns about making the connecting flight she laughed and told me I bought the wrong ticket. I explained once it showed the flight was delayed it no longer let me change seats or anything. I was trying to upgrade to make sure I would get to the next gate on time.

Non stop on long haul is the way to go. Great experience

Seats comfortable, service and food very mediocre, staff not very attentive, worse than many other our flights with Delta.

Overall good experience; however, there was one flight attendant who was rather rough compared to everyone else. Everything else was good: entertainment, food. Delta keeps on delivering! Thank you!

Flight was delayed only slightly before takeoff due to traffic control. However, the flight arrived early to ORD. Good flight. United has been very reliable for me.

Another delayed flight. When the delays exceed the duration of the flight, it’s a problem.

After boarding the plane in Chicago, the passengers were told that there was a technical problem with the plane. Passengers remained on the plane as they tried to fix the problem. After what was probably an hour passengers were told that there was a need to change planes as the problem was not solved. Passengers disembarked and boarded another plane. After taxing to the runway and waiting for takeoff, passengers were told that owing to the thunderstorm the flight was unable to take off but would try and reroute. After some time passengers were told there wasn't enough fuel for the new route and the plane had to return to the gate for additional fuel. after another log delay the flight got underway. On the plane there was food, drinks, ice or entertainment. We were a glass of water, which appeared rationed. Flight arrived about 5 hours late. The pilot was fantastic and communicated with the passengers throughout the ordeal.

Excellent all round, first time flying United. App is very helpful.

Efficient all round, very good crew. Short flight so the food, of course, was just snacks

Better WiFi. I cannot understand that in 2025, United is so behind on a technology that is now a necessity and still painfully unreliable, slow and keeps disconnecting.

Trip was great. A wild landing in Ottawa with the wind and rain, but the pilot did a great job. Always love flying United.👍

Excellent experience. Starting with the agent at the Premier bag drop who noticed I was very early for my scheduled flight and offered to rebook me on an earlier flight with my seat preference. She would not let me leave the counter until she knew that all of the changes and new boarding pass showed up on my United app. At the gate, the flight boarded quickly such that we departed early and the flight was smooth. We arrived 20 minutes early at ORD and I was able to be home in time for dinner. One of the best flights I've had.

Salina to travers city was great! But the sept 24 Tranverse city was not! Traverse city to chichago was cancelled, i went to Denver & got to Salina 6 hours later!

See previous note about the passenger in Denver who threw my husband's bag out of the overhead bin in order to maker room for his own. And the flight attendant back up the new passenger.

When flying premium on a two our flight a light lunch would have been nice considering the price you pay. A Kit Kat bar and bag of chips is rather cheap service.

I was seated near a "stinky" person. That's not the fault of Westjet🙁😶‍🌫️

The keg from Edmonton to Toronto My wife found it very cold. Other than that great flight.

my carry-on bag was delayed and I did not receive it until the day of my return at the airport. This delay caused me significant inconvenience, as I did not have access to my personal belongings for the duration of my trip. I had expected to rely on my carry-on items, and being without them negatively impacted my travel experience.

Technology issues at the bag-check counter caused a delay, and we were unable to check out our bags, ultimately missing our flight. They offered no assistance other than telling us to book another flight out of Calgary. We arrived with plenty of time; if there hadn't been an issue with the kiosk and the length of the lines due to the technical issues, we could have made it home.

Worst check in and bag drop off experience. Staff were incredibly rude given that it’s the WestJet system that is faulty.

The staff at the airport and on the plane were wonderful I especially wanna acknowledge the staff who boarded us at the Calgary airport. The women who helped us board at the airport were incredible… they were so kind and sweet…I very happy with WestJet and I am hoping I can fly more often to Canada.

We were happy with our experience. The price for tickets was much less than Delta and we actually took off and landed a little ahead of scheduled times.

Friendly helpful crew but that did not make up for cramped, uncomfortable seating. Anyone over 5.5 feet and 150lbs is going to feel crammed into the tiny space they have allotted for seating unless you are a special rewards customer, then you get the properly human size seats. With the outrageous price of flying these days, even in economy, the very least they can do is provide you with a comfortable seating experience. Especially since if there is any kind of delay on the ground you're likely to be stuck there even longer than your scheduled flight time.

Staff was nice, helpful, and did all they could. I understand economy seats are bottom of the barrel, but we're crammed in there with others in our row.

Flight issues, landing in Van rough. Attendant on flight to Vancouver was excellent. Delays in Edmonton not your fault but was frustrating

Bad experience flying with air Canada . Seats not comfortable . Checked bag was delayed and was bought home next day by airport employee. Had to buy toiletries since bag was delayed . No compensation was even suggested . Will not fly air canada again

Bad service as well. Another 3hr delayed flight from chicago to Charlotte.

No issues other than paying twice for my seat selection.

The plane in use lacked an entertainment system (perhaps because it was still being updated?). It was an overnight flight so it wasn't terrible but still. The actual seat was adequate but not great. As an economy flyer, food review is largely irrelevant. I am unhappy with this race to the bottom for services provided especially as it applies to baggage restrictions.

As usual, terrible. Delayed flight, missed connection and wasted hours at the airport. The only reason I use this airline is because of limited options.

Terrible. 3 missed flights and 24 hours delayed with lost bag and promised $100 compensation from United and absolutely nothing from them…

The flight was delayed to 1:50 am from 12:05am which caused confusion for us on the connecting flight.

In both directions, one of the two flights was delayed in departing. due to mechanical issues (not weather). That tells me that inspection and maintenance is not being done often enough to prevent such from occurring. In the outbound direction, the second leg was delayed and we had to change our plans for after landing, thus missing an expected event. In the return direction, the first leg that was delayed; we had a long enough layover that we were not hurried to make our connection, but others were not so lucky. Comment about this survey process: in the multiple choice answers, there is no option for "Not Applicable"; as we had no food on board, we can't properly answer that question.

flight was delayed 6 hours for weather, then cancelled because of the crash in toronto, but none of the links to cancel or rebook my flights are working

Everything you need to know for your flight from Edmonton to Chicago

Information on your arrival and departure airports

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