Book Air Canada flights to Chicago (ORD) from CAD 230*
*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 to Chicago - our lowest fares in cash
Toronto (YYZ)to
Chicago (ORD)Toronto (YYZ)to
Chicago (ORD)Montréal (YUL)to
Chicago (ORD)Montréal (YUL)to
Chicago (ORD)Vancouver (YVR)to
Chicago (ORD)Vancouver (YVR)to
Chicago (ORD)Edmonton (YEG)to
Chicago (ORD)Edmonton (YEG)to
Chicago (ORD)Calgary (YYC)to
Chicago (ORD)Calgary (YYC)to
Chicago (ORD)Seoul (ICN)to
Chicago (ORD)Québec (YQB)to
Chicago (ORD)Québec (YQB)to
Chicago (ORD)Ottawa, ON (YOW)to
Chicago (ORD)Ottawa, ON (YOW)to
Chicago (ORD)London, UK (LON)to
Chicago (ORD)Halifax (YHZ)to
Chicago (ORD)Halifax (YHZ)to
Chicago (ORD)Toronto (YTZ)to
Chicago (ORD)Toronto (YTZ)to
Chicago (ORD)
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Flights to Chicago - our lowest fares in points
From | To | Fare Type | Departure | Price |
|---|---|---|---|---|
| Toronto (YYZ) | Chicago (ORD) | One-way / Economy | Apr 15, 2027 | From 20,000 pts + CAD 329 Viewed: 1 day ago |
| Montréal (YUL) | Chicago (ORD) | One-way / Economy | Jul 05, 2027 | From 11,531 pts + CAD 174 Viewed: 4 hours ago |
| Vancouver (YVR) | Chicago (ORD) | One-way / Economy | Feb 23, 2027 | From 14,413 pts + CAD 151 Viewed: 49 minutes ago |
| Liberia, Costa Rica (LIR) | Chicago (ORD) | One-way / Economy | May 10, 2027 | From 70,000 pts + CAD 634 Viewed: 1 day ago |
| Deer Lake (YDF) | Chicago (ORD) | One-way / Economy | Aug 24, 2027 | From 14,413 pts + CAD 166 Viewed: 20 hours ago |