$155 Find Cheap Flights from Chicago to Calgary - Compare and Save

These are the earliest and latest flight times available from Chicago to Calgary:

• Earliest: departs at 8:40 am and lands at 12:41 pm
• Latest: departs at 9:50 am and lands at 1:51 pm.

The flight takes about 4h 01m.

Three cabin classes are available on flights from Chicago to Calgary:

• Economy Class
• Business Class
• First Class

A nonstop flight from Chicago to Calgary takes 4h 01m, covering 1,397 miles.

Yes, a valid passport is required for this international route. Many destinations require at least six months of validity beyond your travel dates. Check your passport expiry well before booking.

Round-trip flights from Chicago to Calgary range from $309 to $537, with an average of $408 over the past 12 months. Anything below $309 counts as a good deal.

Last-minute fares on this route (booked within two weeks of departure) run 26% above the $408 route average. Book 24 weeks before departure for the lowest fares.

On this route, layover flights are cheaper than nonstop options on average. Layover fares average $194 round-trip via Montreal Pierre Elliott Trudeau Intl (YUL), compared to $409 for nonstop.

United Airlines is slightly above the route average for timely arrivals, while American Airlines has a lower on-time arrival rate. On-time arrival rates on Chicago to Calgary flights are:

• United Airlines: 77% on time
• American Airlines: 74% on time
• WestJet: 65% on time

Overall, flights on this route are punctual 74% of the time on average.

There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $30–$100 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

Morning is the busiest departure period on Chicago to Calgary flights, with 100% of flights leaving in that window. Afternoon departures account for 0%, evening flights for 0%, and night flights for 0%.

Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $325 to $2,084. That means the highest observed fare was about 6x higher than the lowest one.

Two airlines offer in-flight Wi-Fi on Chicago to Calgary flights:

• American Airlines
• Porter Airlines

Pricing varies by airline and fare class. Some plans are included with the ticket or loyalty program; others are paid add-ons priced by flight length.

One-way fares from Chicago to Calgary are currently lower than usual. Average one-way flight prices are about $174, which is 6% below the typical average for this route.

Calgary Airport (YYC) hosts 5 major car rental companies, with daily rates averaging $61 for economy cars. Top options include:

• Routes Car & Truck Rentals
• Avis
• Budget
• Thrifty
• Hertz

Flights from Chicago to Calgary may depart from several airports in Chicago area, including Chicago Midway (MDW), Chicago O'Hare Intl (ORD) and Chicago Greater Rockford (RFD). Flights usually arrive at Calgary (YYC).

Morning flights have the fewest delays on this route, while afternoon departures tend to have the most.

A flight is considered delayed when it departs 15 minutes or more after its scheduled time. This is the standard used by the US Department of Transportation and most airline industry reporting. On the Chicago to Calgary route, 26% of flights were delayed in the past 3 months, with delays averaging 2h 22m.

One-stop flights from Chicago to Calgary most commonly connect through:

• Toronto Pearson Intl (YYZ) - 41% of one-stop connections
• Salt Lake City (SLC) - 21% of one-stop connections
• Minneapolis St Paul (MSP) - 19% of one-stop connections
• Dallas/Fort Worth (DFW) - 5% of one-stop connections

Yes. Flexible dates can save you up to 14% on flights from Chicago to Calgary. Monday is the cheapest departure day at $383 round-trip on average, while Thursday is the most expensive at $441, a difference of $58.

KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

2 airlines operate flights between Chicago and Calgary. The airlines offering nonstop flights on this route include:

• United Airlines
• American Airlines

Flying via Edmonton (YEG) gives the shortest average 1-stop total travel time at 6h 40m, compared with 7h 17m via Detroit Metropolitan Wayne County (DTW) and 7h 52m via Minneapolis St Paul (MSP).

Some of the most popular sights in Calgary are Scotiabank Saddledome, Stampede Park and Central Memorial Park. These are among the most viewed places in Calgary on KAYAK.

Among airlines operating Chicago to Calgary flights:

• United Airlines: offers extra legroom; offers free seat selection
• American Airlines: offers extra legroom; offers free seat selection
• WestJet: offers free seat selection
• Air Canada: offers free seat selection
• Delta: offers free seat selection

Extra legroom and free seat selection availability depends on fare class and route.

Here are some options for this route, based on selected ticket types and cabin classes:

• United Airlines: a cabin bag and a checked bag in Economy Class
• American Airlines: a cabin bag and a checked bag in Economy Class
• WestJet: a cabin bag and a checked bag in Economy Class

Bag allowance can vary by ticket type, cabin class, route and airline, so always check the fare details before booking.

The amount and size of checked baggage a passenger may bring on Chicago to Calgary flights depends on the ticket class and airline. Economy passengers flying with American Airlines, WestJet, United Airlines, and Delta have the option to buy checked bags with dimensions up to 62 linear inches and a maximum weight of 50 lbs. It is typically more cost-effective to purchase checked bags when booking rather than at the airport. Extra charges are applicable for overweight bags.

Although carry-on baggage policies vary from airline to airline, there’s considerable overlap for flights to Calgary from Chicago. West Jet, American Airlines, and Delta permit economy ticket passengers to bring a small personal item and a larger carry-on item. The personal item must fit under the seat, while the larger carry-on should not exceed 22 lbs in weight and should have dimensions up to 45 linear inches.

After departing from Chicago O'Hare International Airport (ORD) or Chicago Midway International Airport (MDW) and arriving at Calgary International Airport (YYC), you may reach Downtown Calgary by bus, shuttle bus, or taxi. Bus routes 32, 57, 100, and 300 all run from YYC to downtown on a regular basis. Alternatively, you may purchase a ticket on the Airport Shuttle Bus or hail a taxi outside the terminal exit.

United Airlines, Delta, American Airlines, and Air Canada offer unaccompanied minor services on non-stop flights from Chicago to Calgary. This fee-based service involves supervision prior to departure and during the flight. Upon arrival at Calgary Airport (YYC), unaccompanied minors will be connected with their designated contact person. Generally, this service is open to minors aged 5 to 17, but it’s recommended to contact specific airlines for their exact policy.