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Cheap Flights from Chicago to Calgary, AB, Canada - CHI to YYC

Popular flights from Chicago to Calgary

We’ve got the inside scoop on finding the best time to fly for the best price. Not sure when to travel for your next vacation? Find details below on when-to-fly and when-to-buy.

Air Canada
Departure Date Return Date Lowest Price
Jun 1, 2016 Jun 6, 2016 $292
Jun 1, 2016 Jun 4, 2016 $292
Jun 2, 2016 Jun 6, 2016 $292
Jun 3, 2016 Jun 11, 2016 $292
Jun 3, 2016 Jun 7, 2016 $292
Alaska Airlines
Departure Date Return Date Lowest Price
May 11, 2016 May 18, 2016 $313
American Airlines
Departure Date Return Date Lowest Price
May 9, 2016 May 17, 2016 $305
May 11, 2016 May 18, 2016 $305
United Airlines
Departure Date Return Date Lowest Price
May 17, 2016 May 21, 2016 $407
WestJet
Departure Date Return Date Lowest Price
May 18, 2016 May 22, 2016 $296

How Much Does it Cost to Fly from Chicago to Calgary (CHI to YYC)?

We have collected flight cost data from across the web for travel from Chicago to Calgary, and have found the average flight price for this trip to be $294.

When Can I Buy the Cheapest Flight from Chicago to Calgary (CHI to YYC)?

Airlines can adjust prices for plane tickets from Chicago to Calgary based on the day and time that you decide to book your flight. We have collected data from all airlines, and have discovered that the best days to book flights are Tuesdays, Wednesdays, and Saturdays. Read our article to find more information about the best time to buy airline tickets.

How far in advance should you book flights from Chicago to Calgary

The chart below shows up-to-date information regarding how far in advance a flight from Chicago to Calgary should be booked.

Non Stop versus 1-Stop
Advanced PurchaseNon StopOne Stop
< 7 days $710 $305
7-14 days $318 $297
14-21 days $296 $310
21-30 days $292 $296
30-60 days $292 $296
60-90 days $424 $299
90+ days $292 $296

Cheapest Day To Fly from Chicago to Calgary

The chart below shows up-to-date information regarding the cheapest days to fly from Chicago to Calgary.

Monday Tuesday Wednesday Thursday Friday Saturday Sunday
$299 $296 $292 $292 $292 $296 $296

Lowest Fares Chart By Month from Chicago to Calgary

The chart below shows the lowest fare by month when flying from Chicago to Calgary.

Month Origin Destination Carrier Depart Date Return Date Stops Price
May Chicago Calgary WestJet 5/18/16 5/22/16 0 $296
June Chicago Calgary Air Canada 6/1/16 6/4/16 0 $292
July Chicago Calgary Air Canada 7/8/16 7/11/16 1 $299
August Chicago Calgary United 8/31/16 9/8/16 1 $428
September Chicago Calgary Air Canada 9/17/16 9/24/16 1 $296
October Chicago Calgary Air Canada 10/19/16 10/26/16 0 $292
November Chicago Calgary Alaska 11/17/16 11/21/16 2 $526
December Chicago Calgary American 12/24/16 1/1/17 1 $552

Cheapest Weekend Non-Stop Flights for the Next 30 Days from Chicago to Calgary

If you're ready to take a trip in the next 30 days and want to fly on the weekend, you might be wondering which weekend is the cheapest to fly. The chart below shows up-to-date data regarding weekend flight prices from Chicago to Calgary.

Next 30 Days

SunMonTueWedThuFriSat
1 2 3 4 5 6 7
$710
8 9 10 11 12 13 14
$710 $419
15 16 17 18 19 20 21
$419 $318
22 23 24 25 26 27 28
$318 $313
29 30 31 1 2 3 4
$313 $292
5 6 7 8 9 10 11
$292

Non-Stop vs Connecting Flights from Chicago to Calgary (CHI to YYC)

Your Chicago to Calgary flight can be significantly cheaper by choosing a multi-stop airline ticket. Although these connecting flights sacrifice some convenience, on average, travelers save 20%-60% when they choose to fly multi-stop versus a direct flight.

The average price for connecting flights from Chicago to Calgary is $353.

The average price for non-stop flights from Chicago to Calgary is $408.

The chart below shows up to date information regarding non-stop flights from Chicago to Calgary.

Nonstop Flight Details from Chicago to Calgary
CarrierMonTueWedThuFriSatSunEarliest FlightLatest Flight
United 4 3 3 3 3 3 3 08:35 19:29
WestJet 1 1 1 1 1 1 1 18:42 18:42

Round Trip vs One Way Flights from Chicago to Calgary (CHI to YYC)

We have found that there is often no price difference between buying a round trip flight versus a one way flight. Increased flexibility is the main benefit when it comes to buying a one way flight from Chicago to Calgary. However, booking a round trip flight can be a simpler process. You can compare round trip and one way flights by using our flight comparison.

The average price for one way flights from Chicago to Calgary is $180.

The average price for round trip flights from Chicago to Calgary is $352.

Chicago to Calgary Flight Questions

Below are some common questions that asked about this flight route:

Question: How long is a direct flight from Chicago to Calgary?
Answer: The average Chicago to Calgary flight time is 3 hours and 54 minutes.
Question: How many miles are there between Chicago and Calgary?
Answer: The distance from Chicago to Calgary is 1381 miles.
Question: How common are direct flights from Chicago to Calgary?
Answer: There are 28 direct flights from Chicago to Calgary.
Question: What is the most popular airline for non-stop flights from Chicago to Calgary?
Answer: United Airlines provides 75% of the non-stop flights between Chicago and Calgary.
Question: What are the most popular connecting cities when flying from Chicago to Calgary?
Answer: Minneapolis - St Paul, MN

Airlines Flying from Chicago to Calgary (CHI to YYC)

Below are the different airlines that fly from Chicago to Calgary with the average price of their plane tickets. Just remember that different airlines offer different levels of comfort and service, so consider convenience when choosing your airline.

Below is the full flight schedule summary of the next 30 days for flights from Chicago to Calgary.

Chicago to Calgary
Airline Connections Mon Tue Wed Thu Fri Sat Sun
American DFW X X X X X X X
Air Canada YYZ X X X X X X X
Alaska SEA X X X X X X X
Alaska PDX / SEA X X X X X X X
Delta MSP X X X X X X X
United - X X X X X X X
United DEN X X X X X X X
WestJet - X X X X X X X

Airports for Your Route

These pages contain information about the major airports in Chicago and Calgary, so you can feel comfortable knowing how to get around whether you are about to take off or you just landed.

Cheap Domestic Flights from Chicago - CHI

FlightsAirlineLowest Price
Chicago to New York American, Alaska, JetBlue, Spirit, United $94
Chicago to Las Vegas American, Alaska, Frontier, Spirit, United, Virgin America $97
Chicago to Los Angeles American, Alaska, Frontier, Spirit, United, Virgin America $147
Chicago to Seattle American, Alaska, Frontier, Spirit, United, Virgin America $195
Chicago to San Francisco American, Alaska, Frontier, United, Virgin America $186
Chicago to Denver American, Alaska, Frontier, Spirit, United $81
Chicago to Phoenix American, Alaska, Frontier, Spirit, United $152
Chicago to Dallas - Ft Worth American, Alaska, Frontier, Spirit, United $79
Chicago to Orlando American, JetBlue, Frontier, Spirit, United $126
Chicago to Minneapolis - St Paul American, Frontier, Spirit, United $64
Chicago to Portland American, Alaska, Frontier, Spirit, United, Virgin America $122
Chicago to Atlanta American, Spirit, United $71

Cheap International Flights from Chicago - CHI

FlightsAirlineLowest Price
Chicago to Edmonton American, Air Canada, Alaska, JetBlue, Frontier, Spirit, Porter, United, Virgin America, WestJet $454
Chicago to Vancouver American, Air Canada, Alaska, Frontier, Spirit, Public Charters, Porter, United, Virgin America, WestJet $418

Cheap International Flights to Calgary - YYC

FlightsAirlineLowest Price
Milwaukee to Calgary American, Air Canada, Alaska, Frontier, United, WestJet $386
Indianapolis to Calgary American, Air Canada, Alaska, Allegiant, United, WestJet $417
Madison to Calgary American, Air Canada, Alaska, United, WestJet $474
Grand Rapids to Calgary American, Air Canada, Alaska, United, WestJet $400
Green Bay to Calgary American, Air Canada, Alaska, United, WestJet $459
Lansing to Calgary American, Air Canada, Alaska, United $482
Moline to Calgary American, Air Canada, Alaska, United, WestJet $483
Peoria to Calgary American, United, WestJet $605
Kalamazoo to Calgary American, United, WestJet $480
Appleton to Calgary Air Canada, Alaska, Allegiant, United $480
Bloomington - Normal to Calgary American, United, WestJet Check Dates
South Bend to Calgary United $1,124
Champaign to Calgary American, United, WestJet Check Dates
Ft Wayne to Calgary American, Alaska, United, WestJet Check Dates
Toledo to Calgary American, United, WestJet Check Dates
Springfield to Calgary American, United, WestJet Check Dates
Cheap Flights from Chicago to Calgary, AB, Canada, from $292 Round trip from CHI to YYC