C$ 196 Find Cheap Flights from Chicago to Alberta – Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Alberta departing on 30/9. 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.
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Cheap Flights from Chicago to Alberta

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Alberta 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 Chicago to Alberta

Sun, 20 Sep - Sun, 27 Sep
WestJet Logo
5:30 p.m. - 8:25 p.m.
ORD
-
YYC
3h 55mdirect
WestJet Logo
12:00 p.m. - 4:40 p.m.
YYC
-
ORD
3h 40mdirect
C$ 363WestJet
Tue, 1 Sep - Sun, 6 Sep
WestJet Logo
5:30 p.m. - 8:25 p.m.
ORD
-
YYC
3h 55mdirect
WestJet Logo
12:00 p.m. - 4:40 p.m.
YYC
-
ORD
3h 40mdirect
C$ 363WestJet
Thu, 17 Sep - Sun, 20 Sep
WestJet Logo
5:30 p.m. - 8:25 p.m.
ORD
-
YYC
3h 55mdirect
WestJet Logo
12:00 p.m. - 4:40 p.m.
YYC
-
ORD
3h 40mdirect
C$ 365WestJet
Tue, 1 Sep - Sun, 6 Sep
WestJet Logo
5:30 p.m. - 8:25 p.m.
ORD
-
YYC
3h 55mdirect
WestJet Logo
12:00 p.m. - 4:40 p.m.
YYC
-
ORD
3h 40mdirect
C$ 365WestJet
Mon, 14 Sep - Mon, 21 Sep
Multiple Airlines Logo
2:15 p.m. - 9:05 p.m.
ORD
-
YYC
7h 50m
1 stop
Multiple Airlines Logo
12:00 p.m. - 4:40 p.m.
YYC
-
ORD
3h 40mdirect
C$ 367Multiple Airlines
Fri, 30 Oct - Fri, 30 Oct
Multiple Airlines Logo
2:30 p.m. - 9:53 p.m.
ORD
-
YYC
8h 23m
1 stop
Multiple Airlines Logo
12:45 a.m. - 11:07 a.m.
YYC
-
ORD
9h 22m
1 stop
C$ 376Multiple Airlines
Mon, 14 Sep - Mon, 21 Sep
Multiple Airlines Logo
5:30 p.m. - 8:25 p.m.
ORD
-
YYC
3h 55mdirect
Multiple Airlines Logo
6:30 a.m. - 2:55 p.m.
YYC
-
ORD
7h 25m
1 stop
C$ 376Multiple Airlines
Mon, 5 Oct - Thu, 15 Oct
United Airlines Logo
8:40 a.m. - 11:28 a.m.
ORD
-
YYC
3h 48mdirect
United Airlines Logo
12:30 p.m. - 5:05 p.m.
YYC
-
ORD
3h 35mdirect
C$ 391United Airlines
Thu, 12 Nov - Mon, 16 Nov
United Airlines Logo
8:40 a.m. - 1:35 p.m.
ORD
-
YYC
4h 55mdirect
United Airlines Logo
1:37 p.m. - 4:10 p.m.
YYC
-
ORD
2h 33mdirect
C$ 391United Airlines
Wed, 7 Oct - Thu, 15 Oct
United Airlines Logo
8:40 a.m. - 11:28 a.m.
ORD
-
YYC
3h 48mdirect
United Airlines Logo
12:30 p.m. - 5:05 p.m.
YYC
-
ORD
3h 35mdirect
C$ 391United Airlines
Booking Insights

KAYAK's insights & trends for Chicago to Alberta flights

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

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

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

Flight prices are below average for this route right now.

Flights to Alberta from Chicago usually cost between C$ 372 and C$ 677 in September.
The lowest price found in the past 5 days was C$ 363 on WestJet (1 Sep–6 Sep).

What is the cheapest Chicago to Alberta flight route?

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

The cheapest ticket to Alberta from Chicago found in the last 5 days was to Edmonton, at C$ 189 round-trip. The most popular route is from Chicago O'Hare Intl Airport (ORD) to Calgary (YYC), and the cheapest round-trip airline ticket found on this route in the last 5 days was C$ 217.

What is the cheapest time of day to fly to Alberta?

The average price for all round-trip flights from Chicago to Alberta depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Alberta is generally in the afternoon, when round-trip flights cost C$ 259 on average. Morning departures are around 16% cheaper than evening flights, on average. The most expensive time of day to fly to Alberta is generally in the evening, which is peak travel time and where the average cost of a ticket is C$ 472.

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

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.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 2 stops layover the cheapest option at C$ 294 on average.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to Alberta, 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 Chicago to Alberta is January, when tickets cost C$ 317 (return) on average. On the other hand, the most expensive months are July and December, when the average cost of round-trip tickets is C$ 634 and C$ 575 respectively.

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

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

When flying from Chicago to Alberta, you should consider leaving on a Thursday and avoid Sundays if you are looking for the best rates. For your return to Chicago, you’ll find the best rates on Fridays and the most expensive ones on Sundays.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago to Alberta, 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 a flight from Chicago to Alberta, you should book around 3 weeks before departure, which saves you about 13% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 21 weeks before departure.

Good to know

Low season

February
Best time to beat the crowds (25% less expensive on average)
Most popular time to fly (37% more expensive on average)

FAQs - booking Alberta flights

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

    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 Chicago to Alberta.

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

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

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

    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 from Chicago to Alberta with an airline and back with another airline.

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

    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 from Chicago to Alberta up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airlines flying from Chicago to Alberta

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Alberta. 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 Chicago to Alberta? 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.
7.4
United AirlinesOverall score based on 10063 reviews
7.3Comfort
7.1Entertainment
7.7Boarding
8.1Crew
6.7Food
Airline reviews

The kid in the middle seat kicked me almost the whole flight, almost kicked my hot tea off my tray. The flight was delayed due to the first plane not being able to be de-iced in July! We had to get a new plane. Now I drive 3 hours back to Edmonton because direct flights from PVR were way to expensive

2.0 MediocreAnonymous, Jul 2026
ORD - YYC
Read more United Airlines reviews

The kid in the middle seat kicked me almost the whole flight, almost kicked my hot tea off my tray. The flight was delayed due to the first plane not being able to be de-iced in July! We had to get a new plane. Now I drive 3 hours back to Edmonton because direct flights from PVR were way to expensive

Not United Airlines' fault. It's ORL airport's fault.

Very nice flight love the small aircraft. We had a wonderful flight attendant. Nice to see someone that really enjoys her job. Don't have her name but had a southern accent.

Seats in waiting area and on plane hard as rock. Fast internet on the flight was great! Crew was kind.

Not the fault of United—weather, reroute around weather, time sitting on tarmac, arrived couple hours late, too late for train into city necessitating a much pricier cab but weather…can’t be helped.

We had a layover from YVR to Denver. We bought 4 bottles of Absolut Vodka at the YVR Duty Free for $116.20, after going through security and American Customs Pre Clearance at YVR, Vancouver. When we landed in Denver, United put us behind the American Customs as well as TSA again for some reason. We were forced to go through American Customs and TSA again. TSA confiscated our rightfully owned Duty Free Absolut Vodka bottles. Because United incorrectly forced our flight behind American border and TSA again, we missed the connecting flight. After United put us on a later flight, we eventually arrived in Chicago very late, with hardly any sleep. I am looking for compensation from United for our incorrectly confiscated Absolut Vodka bottles worth $116.20, as well as compensation for incorrectly putting us behind American Customs and TSA again, causing us to miss our connecting flight, making us arrive extremely late in Chicago.

Delay and keep changing gates. I have to run around from B to C then to E.

Boarding was a little difficult. The gate area at O'Hare was very small and crowded due to multiple gates in the area. Could not hear the intercom, so had to rely on signage to see when my group was boarding and the signage was blocked by passengers standing in the gate. Flight was great and we arrived in Montreal on time.

I do prefer to fly United and have always had excellent service, except for bad weather. Flights are on time and staff is alway curtious and helpful

Flight was delayed due to weather and clogged toilet. Had to deplane. Flight was 3 hours delayed. Crew was awesome and offered water and snacks.

Due to delays at SFO, my WestJet light missed its connecting WestJet flight. If they had held the plane in Calgary for 15 minutes, 2 families with children would not have been stranded in Calgary for more than 24 hours. I understand the need to be on-time, but when it is the same company, you would think they could make a phone call. Or maybe they could go to a higher altitude to make up for lost time? Instead of attempting to put us on another flight, they rescheduled us for the same connecting flight 24 hours later. We then had to scramble to find a hotel, which they state that they were not responsible for since the delay was not their fault and therefore became an additional out of pocket expense for us. The customer service is severely lacking here at this company. They also mentioned that if we purchased our tickets through a 3rd party site (Kayak) versus WestJet directly, that they couldn't help us. Seriously?? Additionally, we lost 2 days of travel and missed out on tours and taxis that were pre-booked. I will not be using WestJet again,

This airline would not refund my money and I had a physician note that I could not fly. They are crooks

No pre boarding kiosk to check in, baggage claim detected luggage didn’t leave the airport, poorly managed recovery of lost luggage, and blame lost tag from conveyor to TSA/security, very poor from TSA/security check to delivery, crucial if compensation will go thru and will likely wait for months unlike United,

Plane seating was uncomfortable, very tight fitting for someone my height, did not recline and overall un enjoyable

No communication from Kayak or West Jet. Booked extra flights, flights cancelled, no one answers calls. Will be disputing charges.

Leg room is a problem the plane was dirty and there were no movies available on the app

The personal item sizer cannot take a standard backpack, and the cabin luggage sizer cannot take a standard carry-on. Designed for people from the island of Lilliput!!. and also compels people to pay additional fees to check their bags. Making money by ticking off the passengers is a very short-sighted business strategy, especially since they have a choice of carriers

Our flight was delayed almost 3.5 hours (some of the issue seemed to be weather-related, yes) but NOTHING was offered as an conciliatory gesture for this delay. No food offering or any additional drink offering. There is no entertainment is available on any screen behind the seats. The airlines are so quick to penalize customers for slightest requests for comfort- seat changes, complicated baggage allowances, seating zones which are utterly dehumanizing (ZONE 9? after Zone 4- why? This is so clearly meant to be a message to those that do not have 'loyalty' to this airline to make a distinguishing line in the sand. There is such a lack of humanity in the way people are corralled in and spoken to. So, I don't think airlines should be all that surprised when those some dehumanizing corporate treatment is returned to them when asked. The flight on the way into Calgary was scheduled to arrived at 9:25 and we arrived at 12:45 AM. It is not okay. I would think TWICE and possibly once more before booking with them again. Their overhead bins are small and limited so they bully you into either paying for a $90 checked bag or gate check a lot of people's bags. Often on their website there is no carry-on bag allowance. Beware!

They cancelled and moved my flight with no email or text or any other notice. I discovered this only when I attempted to check in for my flight. Actual flying experience was above average.

They were on time and everything went as expected. The only thing that could be better was they didn't wait for us to get through customs to pick up our luggage off the carousel. An employee picked it up and was shoving it together with others onto a cart. Later we found one of our luggage was slightly bent.

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

Cabin class types available on flights to Alberta

Cabin classes available on flights to Alberta. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.