Search flights from Calgary (YYC) to Chicago (CHI)
Book your plane tickets from Calgary to Chicago with ease
Cheapest flights to Chicago
The cheapest flights available in the next 60 days – prices are updated regularly
- Wed 15 OctUS$148.85One wayEconomy1 traveller
- Tue 14 OctUS$150.46One wayEconomy1 traveller
- Tue 21 OctUS$151.40One wayEconomy1 traveller
Flying from Calgary to Chicago: things to know
The most popular route is from Calgary International Airport in Calgary to Chicago O'Hare International Airport in Chicago. On average this flight takes 3 hours 56 minutes one way and costs US$645 for the round trip.
Most popular route | Calgary International Airport (YYC) to Chicago O'Hare International Airport (ORD) |
|---|---|
Average flight time | 3 hours 56 minutes |
Average round-trip price | US$645 |
Fly from Calgary to Chicago | 5 airlines |
Reasons to book flights with Booking.com
Great selection
Easily compare flights, airlines and prices – all in one place
No hidden fees
Always know exactly what you’re paying for
Flexibility
Use our flexible plane ticket option to change your dates if needed
Flexible plane ticket options are available for an additional cost on selected airfares
Airlines that fly from Calgary to Chicago
Airline options may vary according to recently booked flights and your search terms
Westjet
Air Canada
American Airlines
United Airlines
Alaska Airlines
Frequently asked questions
Fly to more destinations from Calgary
TorontoCanada
VancouverCanada
LondonUnited Kingdom
MontréalCanada
AbbotsfordCanada
Los AngelesUnited States
OttawaCanada
WinnipegCanada
VictoriaCanada
San FranciscoUnited States
Las VegasUnited States
HoustonUnited States
PhoenixUnited States
New YorkUnited States
KelownaCanada
Puerto VallartaMexico
ParisFrance
Frankfurt/MainGermany
CancúnMexico
SeattleUnited States
HalifaxCanada
ManilaPhilippines
AtlantaUnited States
EdinburghUnited Kingdom
New DelhiIndia
ChicagoUnited States
TokyoJapan
