Flights from Calgary to Chicago, United States

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Did you mean flights from Chicago to Calgary?

Calgary to Chicago Last modified: Sep 16, 2021 3:37 -04:00

Oops... We've scanned 28,527 round trip itineraries and didn't find any recent prices to Chicago that we think are great deals. Run an airfare search now to update and compare prices. Find Flights

How Much is a Flight from Calgary to Chicago?

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 $441.

Where To Buy Cheap Flights from Calgary to Chicago?

The best way to find a great deal on airfare is to search multiple sites. When you run a search on FareCompare, we search multiple sites and fare sources all at once so you don't have to - which is why we think FareCompare is the best place to find cheap tickets. Airlines can adjust prices for 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 found that Tuesdays, Wednesdays, and Saturdays are often the best days to book flights. If you'd like to learn more, read our article about the best time to buy airline tickets.

How far in advance should I book tickets from Calgary to Chicago?

The chart below shows up-to-date information regarding how far in advance to book your flight from Calgary to Chicago.

Non Stop versus Connecting
Advanced PurchaseNon StopConnecting
< 7 days $0 $583
7-14 days $0 $583
14-21 days $0 $542
21-30 days $0 $457
30-60 days $359 $459
60-90 days $452 $452
90+ days $437 $448

Cheapest Day To Fly from Calgary to Chicago

We've examined 57,054 itinerary searches that we've seen for departures in the next 90 days and found that the cheapest day to fly from Calgary to Chicago is Tuesday. See the chart below to compare prices for other days of the week.

Monday Tuesday Wednesday Thursday Friday Saturday Sunday
$452$359$452$452$459$459$452

Compare Flight Prices from Calgary to Chicago by Month

Low priced flights are most commonly available by purchasing between one and three months in advance. International or holiday flights may need to be purchased even further in advance. The chart below shows the cheapest flight prices by month for Calgary to Chicago flights.

Month Origin Destination Carrier Depart Date Return Date Stops Price
March Calgary Chicago American 21-03-23 21-03-31 2 $570
April Calgary Chicago Major Airlines 21-04-20 21-04-29 2 $459
August Calgary Chicago WestJet 21-08-10 21-08-16 0 $359
June Calgary Chicago American 21-06-16 21-07-02 0 $452
July Calgary Chicago United 21-07-27 21-08-16 0 $437
August Calgary Chicago American 21-08-17 21-08-24 0 $452
September Calgary Chicago United 21-09-01 21-09-08 0 $437
October Calgary Chicago United 21-10-30 21-11-06 0 $451

Cheap Last Minute Flights from Calgary to Chicago

Looking for cheap last minute flights or a weekend getaway? We've got you covered with weekend flight deals from Calgary to Chicago. The chart below shows the best last minute deals and cheap flights this weekend we could find.

Next 30 Days

SunMonTueWedThuFriSat
14 15 16 17 18 19 20
$609
21 22 23 24 25 26 27
$609 $581
28 29 30 31 1 2 3
$581 $515
4 5 6 7 8 9 10
$515 $1,291
11 12 13 14 15 16 17
$1,291 $461
18 19 20 21 22 23 24
$461

Connecting Flights vs Direct Flights from Calgary to Chicago

Flights between some cities may be significantly cheaper if you choose 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 $454.

The average price for direct flights from Calgary to Chicago is $359.

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

Weekly Direct Flights from Calgary to Chicago - By Carrier
CarrierMonTueWedThuFriSatSunEarliest FlightLatest Flight
American 1 1 1 1 1 1 1 08:25 08:25
United 3 3 3 3 3 2 3 03:30 10:15

One Way Flights vs Round Trip Flights from Calgary to Chicago

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 $330.

The average price for round trip flights from Calgary to Chicago is $359.

Calgary to Chicago Flight Questions

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

Question: How long is the flight from Calgary to Chicago?
Answer: The average Calgary to Chicago flight time is 3 hours and 24 minutes.
Question: How far is Chicago from Calgary?
Answer: The distance from Calgary to Chicago is 2,222 kilometers (1,381 miles).
Question: How common are direct flights from Calgary to Chicago?
Answer: There are 27 direct flights from Calgary to Chicago.
Question: What are the most popular Calgary airlines for direct flights from Calgary to Chicago?
Answer: United Airlines provides 74% of the non-stop flights between Calgary and Chicago.

Calgary to Chicago Airports

These are the major commercial airports we're currently monitoring in Calgary and Chicago. If your route includes a city with multiple airports, you may be able to find substantial savings by choosing an alternate airport.

Farecompare Research Tools

FareCompare's Flight Schedule Search Tool helps you find information about airline schedule filings, including flight numbers, depart times, and travel distance.

Cheap Domestic Flights from Calgary - YYC Last modified: Sep 16, 2021 3:37 -04:00

Cheap Domestic Flights to Chicago - CHI Last modified: Sep 16, 2021 3:37 -04:00

Cheap Flights from Calgary to Chicago