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
- Sun, Sep 7$123.18One-wayEconomy1 traveler
- Sun, Sep 14$123.41One-wayEconomy1 traveler
- Sat, Sep 6$124.59One-wayEconomy1 traveler
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 54 minutes one-way and costs $669 round-trip.
Most popular route | Calgary International Airport (YYC) to Chicago O'Hare International Airport (ORD) |
|---|---|
Average flight time | 3 hours 54 minutes |
Average round-trip price | $669 |
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 select 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
MontrealCanada
AbbotsfordCanada
Los AngelesUnited States
OttawaCanada
WinnipegCanada
VictoriaCanada
San FranciscoUnited States
Las VegasUnited States
HoustonUnited States
PhoenixUnited States
New YorkUnited States
Puerto VallartaMexico
KelownaCanada
ParisFrance
FrankfurtGermany
CancúnMexico
SeattleUnited States
HalifaxCanada
AtlantaUnited States
EdinburghUnited Kingdom
ManilaPhilippines
ChicagoUnited States
New DelhiIndia
TokyoJapan
