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Did you mean flights from Chicago to Calgary?

Cheap Flights from Calgary to Chicago, IL, United States - YYC to CHI Last modified: 1-Jul-2016 7:58 AM

Popular flights from Calgary to Chicago Last modified: 1-Jul-2016 7:58 AM

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.

United
YYCCHI
Tue 30/08
2 stops
CHIYYC
Thu 08/09
2 stops
$533
Select
WestJet
YYCCHI
Tue 23/08
nonstop
CHIYYC
Tue 06/09
nonstop
$533
Select
WestJet
YYCCHI
Tue 20/09
nonstop
CHIYYC
Sat 24/09
nonstop
$533
Select
WestJet
YYCCHI
Tue 18/10
nonstop
CHIYYC
Sat 22/10
nonstop
$533
Select
American
YYCCHI
Tue 23/08
nonstop
CHIYYC
Tue 06/09
nonstop
$546
Select
American
YYCCHI
Tue 18/10
nonstop
CHIYYC
Sat 22/10
nonstop
$546
Select
Alaska
YYCCHI
Wed 17/08
1 stop
CHIYYC
Tue 23/08
1 stop
$560
Select
Alaska
YYCCHI
Wed 05/10
1 stop
CHIYYC
Wed 12/10
1 stop
$560
Select
Alaska
YYCCHI
Sat 22/10
1 stop
CHIYYC
Wed 26/10
1 stop
$560
Select
Air Canada
YYCCHI
Wed 24/08
1 stop
CHIYYC
Wed 31/08
1 stop
$575
Select
Air Canada
YYCCHI
Thu 25/08
1 stop
CHIYYC
Tue 30/08
1 stop
$575
Select
Air Canada
YYCCHI
Tue 20/09
1 stop
CHIYYC
Sat 24/09
1 stop
$575
Select
Air Canada
YYCCHI
Tue 18/10
1 stop
CHIYYC
Sat 22/10
1 stop
$575
Select

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

We have collected flight cost data from across the web for travel from Calgary to Chicago, and have found the average flight price for this trip to be $554.

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

Airlines can adjust prices for plane tickets from Calgary to Chicago 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 Calgary to Chicago

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

Non Stop versus 1-Stop
Advanced PurchaseNon StopOne Stop
< 7 days $0 $0
7-14 days $823 $630
14-21 days $639 $589
21-30 days $648 $610
30-60 days $533 $550
60-90 days $533 $550
90+ days $533 $550

Cheapest Day To Fly from Calgary to Chicago

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

Monday Tuesday Wednesday Thursday Friday Saturday Sunday
$578 $533 $546 $565 $554 $534 $565

Lowest Fares Chart By Month from Calgary to Chicago

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

Month Origin Destination Carrier Depart Date Return Date Stops Price
July Calgary Chicago American 21/07/16 26/07/16 1 $589
August Calgary Chicago United 30/08/16 08/09/16 2 $533
September Calgary Chicago WestJet 20/09/16 24/09/16 0 $533
October Calgary Chicago WestJet 18/10/16 22/10/16 0 $533
November Calgary Chicago American 02/11/16 09/11/16 2 $564
December Calgary Chicago United 27/12/16 04/01/17 0 $595
January Calgary Chicago United 04/01/17 19/01/17 0 $584
March Calgary Chicago Air Canada 16/03/17 20/03/17 0 $586

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

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 Calgary to Chicago.

Next 30 Days

SunMonTueWedThuFriSat
17 18 19 20 21 22 23
$670
24 25 26 27 28 29 30
$670 $852
31 1 2 3 4 5 6
$852 $606
7 8 9 10 11 12 13
$606

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

Your Calgary to Chicago 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 Calgary to Chicago is $560.

The average price for non-stop flights from Calgary to Chicago is $562.

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

Nonstop Flight Details from Calgary to Chicago
CarrierMonTueWedThuFriSatSunEarliest FlightLatest Flight
United 3 3 3 3 3 3 3 07:20 15:35
WestJet 1 1 1 1 1 1 1 13:35 13:35

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

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 Calgary to Chicago. 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 Calgary to Chicago is $305.

The average price for round trip flights from Calgary to Chicago is $556.

Calgary to Chicago Flight Questions

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

Question: How long is a direct flight from Calgary to Chicago?
Answer: The average Calgary to Chicago flight time is 3 hours and 30 minutes.
Question: How many kilometers are there between Calgary and Chicago?
Answer: The distance from Calgary to Chicago is 2222 kilometers.
Question: How common are direct flights from Calgary to Chicago?
Answer: There are 28 direct flights from Calgary to Chicago.
Question: What is the most popular airline for non-stop flights from Calgary to Chicago?
Answer: United Airlines provides 75% of the non-stop flights between Calgary and Chicago.
Question: What are the most popular connecting cities when flying from Calgary to Chicago?
Answer: Minneapolis - St Paul, MN

Airports for Your Route

These pages contain information about the major airports in Calgary and Chicago, 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 Calgary - YYC

FlightsAirlineLowest Price
Calgary to Toronto Central Mountain, Air Canada, Air Transat, Sunwing, WestJet $442
Calgary to Windsor Air Canada, WestJet $523

Cheap International Flights from Calgary - YYC

FlightsAirlineLowest Price
Calgary to New York Central Mountain, American, Air Canada, Alaska, United, Virgin America, WestJet $401
Calgary to Milwaukee American, Air Canada, Alaska, United, WestJet $437
Calgary to Detroit American, Air Canada, Alaska, United, WestJet $458
Calgary to Dallas - Ft Worth Central Mountain, American, Air Canada, Alaska, United, WestJet $359
Calgary to Indianapolis American, Air Canada, Alaska, United, WestJet $454
Calgary to Minneapolis - St Paul Central Mountain, American, Air Canada, Alaska, United, Virgin America, WestJet $524
Calgary to South Bend Air Canada, Alaska, United, WestJet $692
Calgary to Madison American, Air Canada, Alaska, United, WestJet Check Dates
Calgary to Atlanta Central Mountain, American, Air Canada, Alaska, United, WestJet $354
Calgary to Grand Rapids American, Air Canada, Alaska, United, WestJet $769
Calgary to St Louis American, Air Canada, Alaska, United, WestJet $356
Calgary to London Canadian Nth, Aegean, Air Berlin, Air Canada, Air France, Finnair, Alitalia, British Airways, Condor, Pullmantur Air, Aer Lingus, Iberia, Meridiana, Adria, KLM, Lufthansa, LOT, Czech, Austrian, SATA, XL Airways, SAS, Brussels, Corsair, Jetairfly, Tap Portugal, Air Transat, Virgin Atlantic, WestJet $591
Calgary to Denver Central Mountain, American, Air Canada, Alaska, United, WestJet $426
Calgary to Los Angeles Central Mountain, American, Air Canada, Alaska, United, WestJet $343

Cheap Domestic Flights to Chicago - CHI

FlightsAirlineLowest Price
Kalispell to Chicago American, Alaska, United $512
Edmonton to Toronto Canadian Nth, First Air, Central Mountain, Air Canada, Sunwing, WestJet $435
Kalispell to Milwaukee American, Alaska, United $664

Cheap International Flights to Chicago - CHI

FlightsAirlineLowest Price
Edmonton to Chicago American, Air Canada, Alaska, United, WestJet $521
Lethbridge to Chicago American, Air Canada, Alaska, United Check Dates
Edmonton to New York American, Air Canada, Alaska, United, Virgin America, WestJet $451
Edmonton to Milwaukee American, Air Canada, Alaska, United, WestJet $441
Edmonton to Detroit American, Air Canada, Alaska, United, WestJet $374
Edmonton to South Bend Air Canada, Alaska, United, WestJet $1,160
Edmonton to Minneapolis - St Paul American, Air Canada, Alaska, United, Virgin America, WestJet $564
Edmonton to Madison American, Air Canada, Alaska, United, WestJet $541
Edmonton to Indianapolis American, Air Canada, Alaska, United, WestJet $428
Edmonton to Grand Rapids American, Air Canada, Alaska, United, WestJet $698
Edmonton to Atlanta American, Air Canada, Alaska, United, WestJet $431
Cheap Flights from Calgary to Chicago, IL, United States, from $533 Round trip from YYC to CHI