Cheap flights from Calgary to Chicago O'Hare Intl Airport from $98
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Calgary to Chicago O'Hare Intl Airport departing on 5/1. 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 Calgary to Chicago O'Hare Intl Airport
Our best WestJet deals on Calgary to Chicago O'Hare Intl Airport flight tickets
Air Canada flights from Calgary to Chicago O'Hare Intl Airport
Our best Air Canada deals on Calgary to Chicago O'Hare Intl Airport flight tickets
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How to get the cheapest flight ticket from Calgary to Chicago O'Hare Intl Airport
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 cheapest month to fly to Chicago O'Hare Intl Airport?
The month of September is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Calgary averaging around $241.
What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?
The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Sunday when prices can be found for as low as $299. This is often the case because there is less demand to fly during this day of the week. On the other hand, Monday is the most expensive day to depart from Calgary because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $399.
What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?
Flying to Chicago O'Hare Intl Airport from Calgary at noon is the least expensive time of day to depart. momondo users have found prices as low as $353 when looking at flights departing at noon. Try not to purchase tickets in the evening because they tend to be around $385. Of course, these prices can vary depending on the time of year and what airport you fly to.
What is the cheapest Calgary to Chicago O'Hare Intl flight route?
Fly from Calgary to Chicago O'Hare Intl for the best Calgary - Chicago O'Hare Intl flight prices
How far in advance should I book a flight to Chicago O'Hare Intl Airport?
You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from Calgary when booking 18 weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around $335 when searching 18 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago O'Hare Intl Airport from Calgary for as low as $224 on momondo.
What cabin class options are available on Calgary to Chicago O'Hare Intl flights?
There are 4 cabin classes available to choose from on Calgary to Chicago O'Hare Intl 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 Calgary to Chicago O'Hare Intl?
WestJet, Air Canada, and United Airlines are the most popular carriers operating from Calgary to Chicago O'Hare Intl
What airlines fly to Chicago O'Hare Intl Airport?
Air Canada, WestJet and United Airlines are the top three most popular airlines that fly to Chicago O'Hare Intl Airport from Calgary according to our data. Air Canada is the first choice among our users, with 33% of people opting to fly with this airline when traveling to Chicago O'Hare Intl Airport. Keep in mind that there are 5 different airlines that fly to Chicago O'Hare Intl Airport on a routine basis, so you have a few additional options to choose from.
How many flights depart from Calgary to Chicago O'Hare Intl Airport on average per day?
As of February 2025, there are 5 flights per day flying from Calgary to Chicago O'Hare Intl Airport. The most common time of day flights depart is 12:00PM, with 91% of flights taking off in the afternoon.
How many flights depart from Calgary to Chicago O'Hare Intl Airport on average per week?
As of February 2025, there are 39 flights per week flying from Calgary to Chicago O'Hare Intl Airport. The most common day of the week flights depart is Thu, with 21% of flights taking off on this day.
When to book flights from Calgary to Chicago O'Hare Intl Airport
Cheap Calgary to Chicago O'Hare Intl Airport (YYC to ORD) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Calgary to Chicago O'Hare Intl Airport
How far is Calgary to Chicago O'Hare Intl by plane?
The distance between Calgary and Chicago O'Hare Intl is about 1381.9 mi. Typically, this will take 3h 26m by plane in normal conditions.
When did momondo last update prices for flights from Calgary Airport to Chicago O'Hare Intl Airport?
Prices for flights from Calgary Airport to Chicago O'Hare Intl Airport are updated daily.
How many operators does momondo search for flights from Calgary Airport to Chicago O'Hare Intl Airport?
As of February 2025, there are 5 operators available to choose from for flights from Calgary Airport to Chicago O'Hare Intl Airport.
How old do you have to be to fly from Calgary Airport to Chicago O'Hare Intl Airport?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Calgary Airport to Chicago O'Hare Intl Airport.
What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?
The travel and health documents you'll need for your trip to Chicago O'Hare Intl Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago O'Hare Intl Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Calgary to Chicago O'Hare Intl Airport?
Based on momondo bookings for flights between Calgary and Chicago O'Hare Intl Airport, the leading plane model is Airbus A319, making up 24.45% of the total bookings. Other popular models include Boeing 737-700 with 24.22%, Boeing 737-700 Passenger/BBJ1 (winglets) with 14.27%, and Boeing 737-800 with 12.22%.
What is the most popular airline from Calgary to Chicago O'Hare Intl Airport?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Calgary to Chicago O'Hare Intl Airport is Air Canada (31% of total bookings). The next most popular airlines are WestJet (28%), United Airlines (24%), and American Airlines (12%).
Best airlines flying from Calgary to Chicago O'Hare Intl Airport
Compare and see reviews for airlines that fly from Calgary to Chicago O'Hare Intl Airport with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $143 | Free Cancellation | Rating 7.2 2,801 reviews | |||
| PriceFrom $154 | Free Cancellation | Rating 7.0 8,748 reviews | |||
| PriceFrom $219 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $239 | Free Cancellation | Rating 7.4 8,766 reviews | |||
| PriceFrom $268 | Free Cancellation | Rating 8.0 8,220 reviews |
Delta Flights From Calgary to Chicago O'Hare Intl Airport
Delta flight deals from Calgary to Chicago O'Hare Intl Airport start from $268 round-trip. Over the 1 Delta flight for this route in a normal week, average airfare is usually $327 round-trip - but some users have found much cheaper deals with momondo.
United Airlines Flights From Calgary to Chicago O'Hare Intl Airport
Across 8,765 United Airlines reviews on momondo, the average score is 7.4/10. United Airlines flies from Calgary to Chicago O'Hare Intl Airport about 4 times each week, with ticket deals ranging from $239 to $530. Price data is based on momondo searches in the last 72 hours.
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Why should I use momondo to find a flight deal from Calgary to Chicago?
We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Calgary to Chicago for you.
Can I find flights from Calgary to Chicago with flexible booking policies on momondo?
Yes. All flights to Chicago from Calgary on momondo can be compared and filtered by various policies on offer, including flexible booking.
How can momondo help me find flights from Calgary to Chicago?
Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Calgary.
I’m not ready to book a flight from Calgary to Chicago right now. Can momondo alert me if prices change?
Price alerts on flights to Chicago from Calgary are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.