Cheap flights from Chicago to Calgary from C$ 67
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Calgary departing on 31/5. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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WestJet flights from Chicago to Calgary
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How to get the cheapest flight ticket from Chicago to Calgary
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the typical price of a round-trip flight between Chicago and Calgary?
What is the cheapest month to fly to Calgary?
The cheapest month to fly to Calgary from Chicago is in May. Flight prices, which tend to average around C$ 335, are often lower during this time because this is during the off-season. If you aren’t able to travel during the month of May, then book flights to Calgary from Chicago during September instead. Flights to Calgary in September, while not as cheap as those in May, still average around C$ 342.
What is the cheapest day to depart on your flight to Calgary?
The cheapest day to depart on your flight to Calgary is on a Wednesday when prices can be found for as low as C$ 240. This is often the case because there is less demand to fly during this day of the week. On the other hand, Sunday is the most expensive day to depart from Chicago because it is more convenient for both business and leisure travellers. As a result, prices tend to be around C$ 438.
What is the cheapest time of day to depart on your flight to Calgary?
Our data shows that the cheapest Chicago to Calgary flights are usually those with departure times in the afternoon. Our users have found flights to Calgary in the afternoon for as low as C$ 285. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are C$ 472 on average. Flights to Calgary from Chicago in the morning are generally more expensive because this time of day is more convenient for travellers’ schedules.
What is the cheapest Chicago to Calgary flight route?
Fly from Chicago O'Hare Intl to Calgary for the best Chicago - Calgary flight prices
How far in advance should I book a flight to Calgary?
You are more likely to see cheaper flights to Calgary from Chicago when booking 25 weeks ahead of your departure date. In general, you can expect to find flights to Calgary for around C$ 427 when searching 25 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Calgary from Chicago for as low as C$ 321 on momondo.
What cabin class options are available on Chicago to Calgary flights?
There are 3 cabin classes available to choose from on Chicago to Calgary flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
What is the cheapest airline that flies from Chicago to Calgary?
WestJet, Air Canada, and American Airlines are the most popular carriers operating from Chicago to Calgary
Which airlines fly to Calgary?
WestJet, United Airlines and Air Canada are the top three most popular airlines that fly to Calgary from Chicago according to our data. WestJet is the first choice among our users, with 48% of people opting to fly with this airline when travelling to Calgary. Keep in mind that there are 3 different airlines that fly to Calgary on a routine basis, so you have a few additional options to choose from.
How many flights depart from Chicago to Calgary on average per day?
As of April 2025, there are 5 flights per day flying from Chicago to Calgary. The most common time of day flights depart is 9:00a.m., with 89% of flights taking off at noon.
How many flights depart from Chicago to Calgary on average per week?
As of April 2025, 37 flights take off from Chicago and land in Calgary each week. The most common flight departure day for this route is Thu, with 19% of weekly flights taking off on this day.
When to book flights from Chicago to Calgary
Cheap Chicago to Calgary (CHI to YYC) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Chicago to Calgary
How far is Chicago to Calgary by plane?
The distance between Chicago and Calgary is about 2249.2 km. By plane, this route typically takes 3h 45m.
When did momondo last update prices for flights from Chicago to Calgary Airport?
Prices for flights from Chicago to Calgary Airport are updated daily.
How many operators does momondo search for flights from Chicago to Calgary Airport?
There are 3 operators available for flights from Chicago to Calgary Airport as of April 2025.
How old do you have to be to fly from Chicago to Calgary Airport?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago to Calgary Airport.
What documentation or ID do you need to fly to Calgary Airport?
The necessary travel and health documents for your Calgary Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Chicago to Calgary?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Chicago to Calgary is Boeing 737-700 (34.89% of total bookings). The next most popular plane models are Boeing 737-800 (18.94%), Boeing 737 MAX 8 (11.13%), and Boeing 737-700 Passenger/BBJ1 (winglets) (10.00%).
What is the most popular airline from Chicago to Calgary?
momondo data reveals that the most frequently booked airline on the route from Chicago to Calgary is WestJet, representing 100% of all bookings.
Best airlines flying from Chicago to Calgary
Compare and see reviews for airlines that fly from Chicago to Calgary with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom C$ 128 | Free Cancellation | Rating 7.0 9,142 reviews | |||
| PriceFrom C$ 145 | Free Cancellation | Rating 7.2 2,809 reviews | |||
| PriceFrom C$ 196 | Free Cancellation | Rating 7.4 8,667 reviews |
United Airlines Flights From Chicago to Calgary
Across 7 United Airlines flights from Chicago to Calgary this week, the average price was C$ 433, with the best United Airlines deals starting from C$ 141 round-trip. 8,667 users have rated United Airlines on momondo, with an average score of 7.4/10.
WestJet Flights From Chicago to Calgary
WestJet is also a popular choice for this route. WestJet flight deals for Chicago to Calgary start from as low as C$ 104 round-trip, depending on your selected dates, with average WestJet deals seen on momondo around C$ 213. WestJet operates 1 flight to Calgary from Chicago in an average week. Users have rated it 7.2/10 across 2,809 reviews.
Travelling to a place near Calgary?
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Why should I use momondo to find a flight deal from Chicago to Calgary?
To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Calgary from Chicago.
Can I find flights from Chicago to Calgary with flexible booking policies on momondo?
Yes. momondo allows you to filter the results for Chicago to Calgary flights to just show those with flexible booking policies.
How can momondo help me find flights from Chicago to Calgary?
momondo provides multiple filters to help you find the best flight to Calgary from Chicago. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.
I’m not ready to book a flight from Chicago to Calgary right now. Can momondo alert me if prices change?
Yes. momondo can track prices for Chicago to Calgary flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.