$143 Find Cheap Flights from Chicago to Calgary - Compare and Save

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.

Among airlines operating Chicago to Calgary flights:

• United Airlines: offers extra legroom; offers free seat selection
• WestJet: offers free seat selection
• American Airlines: offers extra legroom; 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.

3 airlines operate flights between Chicago and Calgary. The airlines offering nonstop flights on this route include:
• United Airlines
• American Airlines
• WestJet

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).

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

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

Only Economy Class is available on flights from Chicago to Calgary.

On this route, layover flights are cheaper than nonstop options on average. Layover fares average $197 round-trip via Montreal Pierre Elliott Trudeau Intl (YUL), compared to $391 for nonstop.

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.

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

• Toronto Pearson Intl (YYZ) - 34% of one-stop connections
• Minneapolis St Paul (MSP) - 25% of one-stop connections
• Salt Lake City (SLC) - 22% of one-stop connections
• Edmonton (YEG) - 5% of one-stop connections

Toronto Pearson Intl (YYZ) handles the largest share of one-stop connections on this route.

Yes. Being flexible with your travel dates can save you up to 13% on the Chicago to Calgary route. Monday is the cheapest departure day at $366 round-trip on average, while Thursday is the most expensive at $418, a difference of $52. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

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, 28% of flights were delayed in the past 3 months, with delays averaging 2 hours 49 minutes.

Morning is the busiest departure period on Chicago to Calgary flights, with 50% of flights leaving in that window. Evening departures account for 25%, night flights for 25%, and afternoon flights for 0%.

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

A nonstop flight from Chicago to Calgary takes 3h 54m, covering 1,397 miles.

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

• Earliest: departs at 8:40 am and lands at 12:34 pm
• Latest: departs at 8:46 pm and lands at 12:40 am.

The flight takes about 3h 54m.

Last-minute fares on this route - booked within 2 weeks of departure - run 24% above the route average of $390. Book 24 weeks before departure for the lowest fares.

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.

Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $268 to $1,869. That means the highest observed fare was about 7x higher than the lowest one.

One-way fares from Chicago to Calgary are currently lower than usual. Average one-way flight prices are about $147, which is 16% below the typical average for this route.

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: 75% on time
• American Airlines: 74% on time
• WestJet: 62% on time

Overall, flights on this route are on time 72% of the time on average.

Morning flights have the fewest delays on this route. Delays tend to pile up throughout the day as one late flight pushes the next, so earlier departures are usually more reliable.

Flying via Edmonton (YEG) gives the shortest average 1-stop total travel time at 6h 41m, compared with 7h 17m via Detroit Metropolitan Wayne County (DTW) and 7h 35m via Minneapolis St Paul (MSP).

Calgary is 1 hour behind Chicago (Mountain Time vs Central Time). Plan for the time shift when scheduling connections or first-day activities.

Calgary Airport (YYC) hosts 5 major car rental companies, with daily rates starting from around $4 for economy cars. Top options include:
· Routes Car & Truck Rentals
· Avis
· Thrifty
· Budget
· Hertz

Round-trip flights from Chicago to Calgary range from $286 to $521, with an average of $390 over the past 12 months. Anything below $286 counts as a good deal.

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

• • American Airlines
• • Air Canada