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Did you mean flights from Chicago to Calgary?

Flights from Calgary to Chicago, United States

TIPSave $93 by flying into Indianapolis instead of Chicago from Calgary

Calgary to Chicago Last modified: Mar 26, 2017 2:56 -04:00Prices shown were found by travelers like you over the past 30 days

We've scanned 29,540,705,985 round trip itineraries and found the cheapest flights to Chicago. American & WestJet frequently offer the best deals to Chicago flights, or select your preferred carrier below to see the cheapest days to fly.

American
YYCCHI
Sat 04-15
1 stop
CHIYYC
Wed 04-19
1 stop
$455
WestJet
YYCCHI
Wed 05-31
nonstop
CHIYYC
Thu 06-08
nonstop
$480
United
YYCCHI
Wed 05-10
1 stop
CHIYYC
Sat 05-13
1 stop
$535
Alaska
YYCCHI
Sat 05-13
1 stop
CHIYYC
Thu 05-18
1 stop
$536
Air Canada
YYCCHI
Thu 05-11
2 stops
CHIYYC
Mon 05-15
2 stops
$570
AeroMexico
YYCCHI
Sat 05-27
1 stop
CHIYYC
Fri 06-09
1 stop
$880

How Much is a Flight from Calgary to Chicago? Prices shown were found by travelers like you over the past 30 days

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 $487.

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? Prices shown were found by travelers like you over the past 30 days

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 $1,186 $766
7-14 days $761 $555
14-21 days $618 $455
21-30 days $609 $487
30-60 days $491 $460
60-90 days $480 $514
90+ days $559 $460

Cheapest Day To Fly from Calgary to Chicago Prices shown were found by travelers like you over the past 30 days

We've examined 29,553,848,047 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 Saturday. See the chart below to compare prices for other days of the week.

Monday Tuesday Wednesday Thursday Friday Saturday Sunday
$510$511$460$487$492$455$491

Compare Flight Prices from Calgary to Chicago by Month Prices shown were found by travelers like you over the past 30 days

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 WestJet 17-03-29 17-04-08 2 $766
April Calgary Chicago American 17-04-15 17-04-19 1 $455
May Calgary Chicago American 17-05-03 17-05-09 1 $460
June Calgary Chicago American 17-06-15 17-06-20 1 $514
July Calgary Chicago American 17-07-27 17-08-11 1 $460
August Calgary Chicago American 17-08-04 17-08-07 1 $478
September Calgary Chicago WestJet 17-09-16 17-09-30 0 $559
October Calgary Chicago WestJet 17-10-18 17-10-25 0 $559

Cheap Last Minute Flights from Calgary to Chicago Prices shown were found by travelers like you over the past 30 days

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
26 27 28 29 30 31 1
$1,739
2 3 4 5 6 7 8
$1,739 $718
9 10 11 12 13 14 15
$718 $562
16 17 18 19 20 21 22
$562 $567
23 24 25 26 27 28 29
$567 $487
30 1 2 3 4 5 6
$487

Connecting Flights vs Direct Flights from Calgary to Chicago Prices shown were found by travelers like you over the past 30 days

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 $587.

The average price for direct flights from Calgary to Chicago is $745.

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
United 2 2 2 2 2 2 2 07:35 12:36

One Way Flights vs Round Trip Flights from Calgary to Chicago Prices shown were found by travelers like you over the past 30 days

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 not available.

The average price for round trip flights from Calgary to Chicago is $547.

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 30 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 14 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 100% of the non-stop flights between Calgary and Chicago.
Question: What are the most popular connecting cities when flying from Calgary to Chicago?
Answer: Seattle, WA

Airlines in Calgary flying to Chicago Last modified: Mar 26, 2017 2:56 -04:00Number of routes searched: 282Number of itineraries searched: 137,156

Wondering which airlines fly out of Calgary to Chicago? We've gathered the average price of Calgary airlines with flights to Chicago. Different airlines offer different levels of comfort and service, so consider convenience when choosing your airline.

Below is the full flight schedule summary showing which days of the week individual carriers offer flights for the next 30 days.

Calgary to Chicago
Airline Connections Mon Tue Wed Thu Fri Sat Sun
American -
Air Canada -
Major Airlines -
United -
WestJet -
American DFW
American IAH
American JFK
American LAS
Air Canada YOW
Air Canada YUL
Air Canada YVR
Air Canada YWG
AeroMexico MEX
Alaska SEA
Major Airlines MSP
Major Airlines JFK
Major Airlines SEA
Major Airlines SLC
United DEN
United DFW
United EWR
United IAH
WestJet YUL
WestJet YYZ

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: Mar 26, 2017 2:56 -04:00Prices shown were found by travelers like you over the past 30 days

Cheap Domestic Flights to Chicago - CHI Last modified: Mar 26, 2017 2:56 -04:00Prices shown were found by travelers like you over the past 30 days

Cheap Flights from Calgary to Chicago