Cheap flights from Chicago to Calgary from $48
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 5/31. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
Discover deals from 900+ travel sites with momondo.
Save money when you book flights with momondo
Big names and deals
Big names and deals
Search 100s of travel sites to compare prices.Filter for what you want
Filter for what you want
Free Wi-Fi? Stopover? Instantly customize your results.Trusted and free
Trusted and free
We’re completely free to use - no hidden charges or fees.Price Alerts
Price Alerts
Not ready to book? to track prices.Find the cheapest flights from Chicago to Calgary
Cheap round-trip flights
Cheap one-way flights
Cheap last minute flights
Cheap direct flights
WestJet flights from Chicago to Calgary
Our best WestJet deals on Chicago to Calgary flight tickets
Air Canada flights from Chicago to Calgary
Our best Air Canada deals on Chicago to Calgary flight tickets
See travel insights to Calgary from
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 month of May is, on average, the cheapest month to fly to Calgary from Chicago, with most prices found around $241. 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 $246.
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 Thursday when prices can be found for as low as $324. This is often the case because there is less demand to fly during this day of the week. Flights from Chicago to Calgary on a Monday will generally be more expensive and average around $362. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.
What is the cheapest time of day to depart on your flight to Calgary?
The cheapest time of day to fly to Calgary is at noon when flights can be purchased for as low as $282. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are $508 on average. Flights to Calgary from Chicago in the morning are generally more expensive because this time of day is more convenient for travelers’ 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 $307 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 $231 on momondo.
What cabin class options are available on Chicago to Calgary flights?
There are 4 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
What airlines fly to Calgary?
WestJet, United Airlines and American Airlines 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 49% of people opting to fly with this airline when traveling to Calgary. Keep in mind that there are 5 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?
The number of flights available between Chicago and Calgary is 5 per day as of April 2025. The most frequent departure time is 9:00AM, with 89% of daily flights leaving at noon.
How many flights depart from Chicago to Calgary on average per week?
37 flights are operational weekly from Chicago to Calgary as of April 2025. The most popular departure day for this route is Thu, with 19% of flights per week 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?
Chicago and Calgary are 1397.6 mi apart from one another. Flights usually cover this in 3h 49m, depending on flying conditions and air traffic around both airports.
When did momondo last update prices for flights from Chicago to Calgary Airport?
Prices for flights from Chicago to Calgary Airport refresh daily.
How many operators does momondo search for flights from Chicago to Calgary Airport?
As of April 2025, there are 5 operators available to choose from for flights from Chicago to Calgary Airport.
How old do you have to be to fly from Chicago to Calgary Airport?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago to Calgary Airport.
What documentation or ID do you need to fly to Calgary Airport?
The travel and health documents required for your trip to Calgary Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Calgary Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from Chicago to Calgary?
momondo data reveals that the most frequently booked plane model on the route from Chicago to Calgary is Boeing 737-700, representing 34.89% of all bookings. The subsequent popular models are Boeing 737-800 at 18.94%, Boeing 737 MAX 8 at 11.13%, and Boeing 737-700 Passenger/BBJ1 (winglets) at 10.00%.
What is the most popular airline from Chicago to Calgary?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Chicago to Calgary is WestJet (48% of total bookings). The next most popular airlines are United Airlines (18%), American Airlines (14%), and Delta (11%).
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 $113 | Free Cancellation | Rating 7.0 9,142 reviews | |||
| PriceFrom $127 | Free Cancellation | Rating 8.0 7,917 reviews | |||
| PriceFrom $130 | Free Cancellation | Rating 7.2 2,809 reviews | |||
| PriceFrom $181 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $197 | Free Cancellation | Rating 7.4 8,667 reviews |
Delta Flights From Chicago to Calgary
Across 1 Delta flight from Chicago to Calgary this week, the average price was $320, with the best Delta deals starting from $127 round-trip. 7,916 users have rated Delta on momondo, with an average score of 8.0/10.
United Airlines Flights From Chicago to Calgary
United Airlines is also a popular choice for this route. United Airlines flight deals for Chicago to Calgary start from as low as $197 round-trip, depending on your selected dates, with average United Airlines deals seen on momondo around $464. United Airlines operates 7 flights to Calgary from Chicago in an average week. Users have rated it 7.4/10 across 8,667 reviews.
Traveling to a place near Calgary?
Book flights to Calgary if you plan to visit one of these locationsWhy use momondo?
Why should I use momondo to find a flight deal from Chicago to Calgary?
Finding the right flight to Calgary from Chicago is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Calgary quick and easy, saving you time and money.
Can I find flights from Chicago to Calgary with flexible booking policies on momondo?
Yes. All flights to Calgary from Chicago on momondo can be compared and filtered by various policies on offer, including flexible booking.
How can momondo help me find flights from Chicago to Calgary?
momondo helps you find the best flight between Chicago and Calgary by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.
I’m not ready to book a flight from Chicago to Calgary right now. Can momondo alert me if prices change?
Of course. momondo tracks the price of Chicago to Calgary flights. All you need is a valid email address and we will do the rest; it is that quick and easy.