Explore Air Canada flights from Chicago to Canada from CAD 127*

*Fares displayed have been collected within the last 48 hours and may no longer be available at the time of booking. Learn more about this offer. Additional baggage fees and charges for optional products and services may apply.

Flights between Chicago and Canada - our lowest fares in cash

CAD

Chicago (ORD)to

Toronto (YYZ)
Apr 03, 2025
CAD 147*
One-way
/
Economy

Chicago (ORD)to

Vancouver (YVR)
Feb 25, 2025
CAD 234*
One-way
/
Economy

Chicago (ORD)to

Montréal (YUL)
Mar 25, 2025
CAD 187*
One-way
/
Economy

Chicago (ORD)to

Calgary (YYC)
Apr 15, 2025
CAD 127*
One-way
/
Economy

Chicago (ORD)to

Québec (YQB)
Feb 28, 2025
CAD 320*
One-way
/
Economy

Chicago (ORD)to

Halifax (YHZ)
Apr 16, 2025
CAD 216*
One-way
/
Economy

Chicago (ORD)to

Ottawa, ON (YOW)
Mar 24, 2025
CAD 337*
One-way
/
Economy

Chicago (ORD)to

Winnipeg (YWG)
Apr 08, 2025
CAD 321*
One-way
/
Economy

Chicago (ORD)to

Toronto (YTZ)
Mar 12, 2025
CAD 147*
One-way
/
Economy

Chicago (ORD)to

St. John’s, NL (YYT)
Jun 10, 2025
CAD 313*
One-way
/
Economy

Chicago (ORD)to

Edmonton (YEG)
May 24, 2025
CAD 178*
One-way
/
Economy

Chicago (ORD)to

Saskatoon (YXE)
May 10, 2025
CAD 219*
One-way
/
Economy

Chicago (ORD)to

Victoria (YYJ)
May 18, 2025
CAD 224*
One-way
/
Economy

Chicago (ORD)to

Moncton (YQM)
Mar 27, 2025
CAD 313*
One-way
/
Economy

Chicago (ORD)to

Charlottetown (YYG)
Mar 05, 2025
CAD 366*
One-way
/
Economy

Chicago (ORD)to

Kelowna (YLW)
Mar 18, 2025
CAD 349*
One-way
/
Economy

Chicago (ORD)to

Sudbury (YSB)
Jul 27, 2025
CAD 389*
One-way
/
Economy

Chicago (ORD)to

London, ON (YXU)
Aug 06, 2025
CAD 603*
One-way
/
Economy

*Fares displayed have been collected within the last 48hrs and may no longer be available at time of booking. Learn more about this offer. Additional baggage fees and charges for optional products and services may apply.

Flights from Chicago to Canada | Air Canada

Flights between Chicago and Canada - our lowest fares in points

pts
Flights between Chicago and Canada - our lowest fares in points
From
To
Fare Type
Departure
Price
FromChicago (ORD)ToToronto (YYZ)One-way
/
Economy
Sep 03, 2025
6,000 pts
+ CAD 80

Viewed: 9 hours ago

FromChicago (ORD)ToVancouver (YVR)One-way
/
Economy
Jun 15, 2025
13,200 pts
+ CAD 80

Viewed: 1 day ago

FromChicago (ORD)ToMontréal (YUL)One-way
/
Economy
Dec 03, 2025
20,000 pts
+ CAD 160

Viewed: 1 day ago

FromChicago (ORD)ToCalgary (YYC)One-way
/
Economy
Nov 21, 2025
23,100 pts
+ CAD 93

Viewed: 15 hours ago

FromChicago (ORD)ToSt. John’s, NL (YYT)One-way
/
Economy
May 18, 2025
19,900 pts
+ CAD 84

Viewed: 2 hours ago

FromChicago (ORD)ToEdmonton (YEG)One-way
/
Economy
May 21, 2025
34,900 pts
+ CAD 50

Viewed: 1 day ago

*Points displayed do not reflect preferred pricing for Aeroplan Elite Status Members and/or Aeroplan Credit Cardholders. Prices have been collected within the past 48 hrs and may no longer be available at time of booking. Learn more about this offer. Additional baggage fees and charges for optional products and services may apply.