YEG - CHI

C$ 205 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 29/5. 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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Everything you should know

Cheapest round-trip
C$ 380
Typical prices: C$ 613-C$ 301
WestJet
Sat 30/5Fri 12/6
YEG - ORD • 1 stop
Cheapest direct flights
C$ 506
United Airlines
Sat 23/5Sat 30/5
YEG - ORD • Direct
Advice from real travellers
AI-powered summary based on content written by travel experts. AI can make mistakes.
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
Direct flights
2 days a week
Wed, Sat
You can fly direct with United Airlines. Average duration is 0
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top airlines
Cheapest • from C$ 380 (round-trip)
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
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Airline reviews
Airline reviews
+1
Top layover airports
Cheapest • Avg C$ 465 (round-trip)
Shortest trip • 7h 04m (one-way)
Insights
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Insights
Insights
Top routes
Cheapest
Most popular
Insights
Insights
Insights
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When to book
in advance
Our data shows that travellers who book at least 9 weeks in advance save around 30% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 44% price drop
Most popular
Good to know
Good to know
+1
+1
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Flight Deals
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Expert advice
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

Sat, 30 May - Fri, 12 Jun
WestJet Logo
9:10 a.m. - 4:40 p.m.
YEG
-
ORD
6h 30m
1 stop
WestJet Logo
5:30 p.m. - 12:44 a.m.
ORD
-
YEG
8h 14m
1 stop
C$ 380WestJet
Fri, 22 May - Fri, 29 May
WestJet Logo
7:40 a.m. - 4:40 p.m.
YEG
-
ORD
8h 00m
1 stop
WestJet Logo
5:30 p.m. - 10:55 p.m.
ORD
-
YEG
6h 25m
1 stop
C$ 390WestJet
Sat, 30 May - Sat, 13 Jun
WestJet Logo
7:40 a.m. - 4:40 p.m.
YEG
-
ORD
8h 00m
1 stop
WestJet Logo
5:30 p.m. - 10:55 p.m.
ORD
-
YEG
6h 25m
1 stop
C$ 413WestJet
Sat, 30 May - Fri, 12 Jun
WestJet Logo
9:10 a.m. - 4:40 p.m.
YEG
-
ORD
6h 30m
1 stop
WestJet Logo
5:30 p.m. - 12:44 a.m.
ORD
-
YEG
8h 14m
1 stop
C$ 415WestJet
Sat, 23 May - Wed, 27 May
United Airlines Logo
4:50 p.m. - 9:42 a.m.
YEG
-
ORD
15h 52m
1 stop
United Airlines Logo
12:40 p.m. - 3:47 p.m.
ORD
-
YEG
4h 07mdirect
C$ 420United Airlines
Sat, 23 May - Wed, 27 May
United Airlines Logo
3:27 p.m. - 8:01 p.m.
YEG
-
ORD
3h 34mdirect
United Airlines Logo
12:40 p.m. - 3:47 p.m.
ORD
-
YEG
4h 07mdirect
C$ 434United Airlines
Tue, 26 May - Tue, 2 Jun
Delta Logo
9:40 a.m. - 5:56 p.m.
YEG
-
MDW
7h 16m
1 stop
Delta Logo
9:22 a.m. - 4:55 p.m.
MDW
-
YEG
8h 33m
2 stops
C$ 487Delta
Tue, 5 May - Thu, 7 May
Delta Logo
7:00 a.m. - 5:58 p.m.
YEG
-
MDW
9h 58m
2 stops
Delta Logo
9:23 a.m. - 4:55 p.m.
MDW
-
YEG
8h 32m
1 stop
C$ 506Delta
Sat, 30 May - Sat, 6 Jun
Multiple Airlines Logo
1:40 p.m. - 9:45 a.m.
YEG
-
MDW
19h 05m
1 stop
Multiple Airlines Logo
11:59 a.m. - 3:50 p.m.
MDW
-
YEG
28h 51m
2 stops
C$ 590Multiple Airlines
Tue, 26 May - Tue, 2 Jun
Multiple Airlines Logo
7:00 a.m. - 9:45 a.m.
YEG
-
MDW
25h 45m
1 stop
Multiple Airlines Logo
3:20 p.m. - 8:30 a.m.
MDW
-
YEG
18h 10m
1 stop
C$ 628Multiple Airlines
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.

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

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Edmonton to Chicago departing in May.

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$ 477 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 Wednesday 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 May, where tickets cost C$ 290 (return) on average. On the other hand, the most expensive months are March and January, where the average cost of round-trip tickets is C$ 1,487 and C$ 553 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$ 429, 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 9 weeks before departure, which saves you about 30% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 22 weeks before departure.

Expert advice

Expert advice for your flight from Edmonton to Chicago

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
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.

Good to know

Low seasonJanuary
Cheapest flightC$ 205
Best time to beat the crowds but there is an average 6% increase in price.
Most popular time to fly and prices are also 13% lower on average.
Flight from Edmonton to Chicago O'Hare 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
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$ 205 for a one-way ticket and C$ 380 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 Boeing 737-800 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$ 415 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$ 410 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$ 559 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.

Prefer to fly direct from Edmonton to Chicago?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Edmonton to Chicago.
Find which airlines fly direct from Edmonton Airport to Chicago, which days they fly and book direct flights.

Direct departures

Edmonton to Chicago

Wednesday

United Airlines

United Airlines

Saturday

United Airlines

United Airlines

See more nonstop flights

Direct returns

Chicago to Edmonton

Wednesday

United Airlines

United Airlines

Saturday

United Airlines

United Airlines

See more nonstop flights

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 8405 reviews
7.8Entertainment
7.2Food
8.1Boarding
7.9Comfort
8.5Crew
Airline reviews

One of the flight attendants was a little cranky. I appreciated the free wifi and plug to charge my laptop

8.0 ExcellentBarbie, Apr 2026
BOS - SFO
Read more Delta reviews

One of the flight attendants was a little cranky. I appreciated the free wifi and plug to charge my laptop

No entertainment. Plane was so small had to pink tag a carry on ive used for 20 years easily on board. The fact the flight got in at midnight, had to wait for crew in fort wayne to allow the plane to approach the gate, THEN had to wait for bag on jet bridge made experience irritating at best.

Crew was great. Near on time departure and early arrival. Snacks are always meh. Not a fan of the "pay for everything including miles " proposal unless base flight rate going to be 100 bucks.

Would have been better if there was a nonstop flight from Tampa to Norfolk or Tampa to New Port News.

Overall Good! The weather delayed our takeoff from Atlanta and our arrival in Miami! If Mother Nature can mess up a flight she will do it every time!

The flight was smooth, the crew was great but the plane was quite old

Everything was great until I lost my water bottle and they can’t seem to locate it. I know I left it on the plane though.

WiFi didn’t work most of the time. The usb chargers would work only occasionally for 5 mins and wouldn’t charge after that. Had to keep trying repeatedly at each of the seats in the row.

The crew bent over backwards to thank us for flying and make us comfortable. The food service was quick and efficient. The Captain communicated and said goodbye and thank you as we departed. They really stood out!

Okay considering we had weather delays which the Pilot notified us of immediately!

Very comfortable flight, snacks and drinks were good, good communication from crew. Could have used a little more information on timing of boarding for group 5

Great flight. Got to watch a movie. Smooth flight and early arrival at ORD.

It was better than excellent. The staff in Mason City were great. The young woman that pushed my wheelchair did more than could be expected of her. She came from India 17 years ago. I don't remember her name.

After arriving in Chicago, we were taxiing for 1.5 hours with infrequent and untruthful updates about the amount of time it would take to arrive at the gate. Minimally, the team could have provided timing expectations that were more truthful, especially one their original expectations were not met.

The crew was generally professional. Though one of the crew members seemed to be easily annoyed, the others were fine and helpful. The green olives and almonds snack was really good. A great idea, and nice balance of tastes.

Every staff member was professional, friendly and courteous. The pizza twist was ok. It was warm but too much dough.

I had a terrible experience. My flight got delayed from Atlanta to Chicago on Monday April 6, 2026, and that led to me missing my next flight to Brussels. United Airlines didn’t provide me with any accommodation for shelter. I had to sleep at the airport in Chicago. The next flight I was put on didn’t leave until the evening hours of Tuesday 4/7/2026.

Food and drink service was very low quality. The flight attendants in business class must have been short some staff. Service was sluggish and not much English was spoken

The flight was officially delayed 3 times, and was actually later than that. Combined, it was a 3 hour delay, but there was no recognition (miles, voucher, etc). The crew seemed stressed. The captain sounded nervous in his announcements. The flight itself was smooth and uneventful.

Just a bad day to fly. Flight was delayed from scheduled 6:50 pm departure to 8:50 pm. Combination of factors mostly related to weather at the destination airport (which is where the incoming flight originated) which delayed the inbound flight over an hour. Once on board, we taxied but had to hold again on the taxiway for 10 minutes or so. We did not get wheels up until after 9 pm. The flight was smooth but about 18 minutes from our destination, we had to hold for several minutes more due to weather at ORD. We finally landed at ORD about 11:08 pm (accounting for the time difference, that was about a 3 hour delay from our scheduled departure time). It felt like we were never going to get to our destination. But the flight crew and attendants were very good. The movie selection onboard was also very nice. Got to watch half of a movie just during our taxi from the gate at ATL due to the delay!

Flight was early. That’s the only positive I can share. I paid for wifi on the flight and it didn’t allow me to use any streaming services so it was a waste of $20. West Jet also lost my ski equipment on my way to a ski vacation. They told me it would be delivered to the hotel as soon as it arrived at the airport. It was never delivered. I had to pick it up at the airport on my way home. I am completely disgusted with my experience on west jet

Plane was one hour late. Hardly any space for our carry-ons. Stressful to catch connections.

I like the wider seats, Plus lots of legroom, Lacking entertainment, no tv or screen to play with

8 hrs. Of waiting instead of couple of hours..the only good thing I'm still able to go to my destination...

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.

After 3 hours of delays, they ended up cancelling my flight. And although I could purchase one-way tickets to get to my destination, they would not offer me these flights as compensation for the cancelled flight, and I didn't end up making it home until 13 hours after I was originally supposed to arrive. It made for an extremely strenuous end to an otherwise good trip.

Boarded late then sat on the Tarmac for 90 minutes for no reason

The plane was almost an hour delayed and then once we were on board, they said that captain didn’t have enough hours left in his day to fly us so they had to find another captain. Surely that could’ve been figured out out in advance. Incredibly frustrating because I missed my connection in Toronto, and it has a result missed the first day of my conference in Charlotte, North Carolina.

Delayed on tarmac and missed next Air Canada flight by few minutes. Theh should have waited for me.

Terrible… Luggage’s missing for 5-days. Not expedited despite notifying them that insulin and ozempic were in bags and required refrigeration. I’m extremely disappointed. Meds were useless upon delivery as ice pack had dissolved and meds were warm and not useable because their efficacy and potency are now questionable . I’m so disappointed and expecting a full refund for the checked in bags.

It's kindof ridiculous that your system is even asking me about this since my flight was canceled and I wasn't rescheduled.

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.

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

Information on your arrival and departure airports