C$ 86 Find Cheap Flights from Chicago to Alberta

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 26/4. 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 Alberta

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

Mon, 25 May - Sat, 30 May
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$ 223WestJet
Mon, 25 May - Tue, 2 Jun
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$ 226WestJet
Tue, 26 May - Sat, 30 May
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$ 227WestJet
Fri, 15 May - Sun, 24 May
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$ 229WestJet
Tue, 3 Mar - Sat, 7 Mar
Delta Logo
1:49 p.m. - 8:54 p.m.
MDW
-
YYC
8h 05m
1 stop
Delta Logo
6:30 a.m. - 4:14 p.m.
YYC
-
MDW
8h 44m
1 stop
C$ 350Delta
Tue, 3 Mar - Sat, 7 Mar
Delta Logo
9:34 a.m. - 8:54 p.m.
MDW
-
YYC
12h 20m
2 stops
Delta Logo
6:30 a.m. - 4:14 p.m.
YYC
-
MDW
8h 44m
1 stop
C$ 362Delta
Sun, 1 Mar - Sun, 8 Mar
Air Canada Logo
3:55 p.m. - 11:18 p.m.
ORD
-
YEG
8h 23m
1 stop
Air Canada Logo
5:55 a.m. - 3:10 p.m.
YEG
-
ORD
8h 15m
1 stop
C$ 365Air Canada
Wed, 8 Apr - Tue, 14 Apr
Air Canada Logo
4:15 p.m. - 12:43 a.m.
ORD
-
YEG
9h 28m
1 stop
Air Canada Logo
1:00 a.m. - 10:53 a.m.
YEG
-
ORD
8h 53m
1 stop
C$ 372Air Canada
Sat, 23 May - Thu, 28 May
Multiple Airlines Logo
7:41 a.m. - 10:55 p.m.
ORD
-
YEG
16h 14m
2 stops
Multiple Airlines Logo
7:30 a.m. - 4:40 p.m.
YEG
-
ORD
8h 10m
1 stop
C$ 398Multiple Airlines
Wed, 25 Mar - Sun, 29 Mar
Multiple Airlines Logo
6:05 a.m. - 5:26 p.m.
MDW
-
YYC
12h 21m
2 stops
Multiple Airlines Logo
7:35 p.m. - 9:36 p.m.
YYC
-
MDW
25h 01m
1 stop
C$ 451Multiple 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.

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 72 hours was to Calgary, at C$ 106 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 72 hours was C$ 106.

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.

No, with an average price for the route of C$ 374, prices are generally cheapest when you fly direct.

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 May, when tickets cost C$ 283 (return) on average. On the other hand, the most expensive months are December and August, when the average cost of round-trip tickets is C$ 528 and C$ 463 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 Wednesday and avoid Mondays 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 4 weeks before departure, which saves you about 42% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 6 weeks before departure.

Good to know

Low seasonFebruary
Cheapest flightC$ 86
Best time to beat the crowds (11% less expensive on average)
Most popular time to fly (19% more expensive on average)
Flight from Chicago to Calgary

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.

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

    The cheapest time of day to fly to Alberta is generally at night, when round-trip flights cost C$ 214 on average. Morning departures are around 10% more expensive than evening flights, on average. The most expensive time of day to fly to Alberta is generally in the morning, which is peak travel time and where the average cost of a ticket is C$ 349.

Reviews of the top 3 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 9225 reviews
7.3Comfort
8.1Crew
6.6Food
7.7Boarding
7.1Entertainment
Airline reviews

I was fully checked in the prior night and i was unchecked and then didn’t have a seat when I boarded. Instead of an aisle seat, I was out in the middle seat of the very last row of the plane.

2.0 MediocreJames, Jan 2026
ORD - MSP
Read more United Airlines reviews

I was fully checked in the prior night and i was unchecked and then didn’t have a seat when I boarded. Instead of an aisle seat, I was out in the middle seat of the very last row of the plane.

In overall it was a good experience, the only down point was that the entertainment screen was working properly.

They lost my luggage, so, not happy. The crew was nice but my suitcases never made it, still trying to find out what happened!

I understand weather is an issue, but making us chase our plane down at five scheduled gates across three terminals in an airport the size of O'Hare was unfair. They'd have probably been better off to leave gates as TBD until the inbound plane is in final approach instead of running us all over the place. Also, props to the consistently-unprepared ground crew in Richmond for once again leaving my lane parked short of the gate because they couldn't have a crew in place on time with 2 hours notice...

cabin crew was OK, food was OK, the trip from the US to Munich was actually pretty bad comfort wise. Noisy aircraft, lights never dimmed even in Business class (night flight) barely sufficient amenities for the price. I have millions of miles with United but TBH American is gaining ground and Delta has always been marginally better then United although on paper United has more longes and cheaper upgrades.

Essy to get on. The hostess gave very little pop, the plane was late getting in, and we are still waiting for our bags. This sucks. :/

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

Great flight. On time boarding. Smooth flight and on time arrival at EWR. The flight crew was marvelous and there was a great selection of movies on the entertainment system. Our bags were at the carousel before we got there. Another excellent flight from United.

I liked the snacks and the flight attendants were friendly.

The movies offered were great. Staff were very pleasant and very efficient.

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

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

No food, water, snacks.”beverages”. This was on Christmas Day. Upgrading cost $100, for what exactly?

Overall service is good. Just thought foods need to upgrade for economy class

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 gate personnel and flight attendants were all friendly and diligent. The poor attendants from London to Calgary were 2 colleagues short, as one of their team broke her leg on the way to work, and the other stayed with the invited colleague. I felt bad for the crew, but they did a great job regardless.

Flight delayed missed connecting flight crew not very helpful very frustrating customer service

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!

Terrible, luggage’s with b/p and diabetes meds including insulin and ozempic. I’ve in them had dissolved and rendered useless

We were happy with the service and cost of checking a bag

Very nice staff members are very nice and friendly helpful

Short flight. Everything was fine except the flight was delayed twice for a total of an hour.

The internet connection was perfect, and the updated entertainment systems that allow me to connect my Bluetooth earbuds was excellent

Just the stress of possible cancellations on flights from Air Canada, but all went as planned and everything was perfect! Thank you

There labor disputes cancelled my flight less than 24 hours before my boarding time but there customer service/website was easy enough to navigate and they rebooked me for no upcharge.

It was good to receive a card for my birthday

Very bad, flight was cancelled due to strike and staff was unable to rebook us

It got cancelled and they haven't given me a flight back yet!!

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.