Fly with Air Canada from Chicago (ORD)
† Aeroplan flight bookings are currently only available on the Canadian point of sale. Learn more.
Flights from Chicago - our lowest fares in cash
Chicago (ORD)to
Tokyo (HND)Chicago (ORD)to
Toronto (YYZ)Chicago (ORD)to
Montréal (YUL)Chicago (ORD)to
Vancouver (YVR)Chicago (ORD)to
Lisbon (LIS)Chicago (ORD)to
Tokyo (NRT)Chicago (ORD)to
Calgary (YYC)Chicago (ORD)to
Halifax (YHZ)Chicago (ORD)to
Brussels (BRU)Chicago (ORD)to
Edmonton (YEG)Chicago (ORD)to
Québec (YQB)Chicago (ORD)to
Ottawa, ON (YOW)*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 - our lowest fares in points
FromChicago (ORD) | ToTokyo (TYO) | Round-trip / Economy | Oct 07, 2024 - Oct 14, 2024 | 94,000 pts + CAD 128 Viewed: 12 hours ago |
FromChicago (ORD) | ToTokyo (HND) | Round-trip / Economy | Aug 29, 2024 - Sep 15, 2024 | 100,000 pts + CAD 166 Viewed: 1 day ago |
FromChicago (ORD) | ToToronto (YYZ) | One-way / Economy | Sep 04, 2024 | 6,000 pts + CAD 77 Viewed: 6 hours ago |
FromChicago (ORD) | ToVancouver (YVR) | One-way / Economy | Feb 22, 2025 | 12,500 pts + CAD 77 Viewed: 1 day ago |
FromChicago (ORD) | ToCalgary (YYC) | One-way / Economy | Nov 18, 2024 | 10,000 pts + CAD 77 Viewed: 1 hour ago |
FromChicago (ORD) | ToTokyo (NRT) | Round-trip / Economy | Feb 19, 2025 - Mar 12, 2025 | 100,000 pts + CAD 174 Viewed: 10 hours ago |
FromChicago (ORD) | ToRome (FCO) | Round-trip / Economy | May 02, 2025 - May 10, 2025 | 80,000 pts + CAD 215 Viewed: 1 day ago |
FromChicago (ORD) | ToDublin (DUB) | Round-trip / Economy | Oct 15, 2024 - Oct 21, 2024 | 65,400 pts + CAD 226 Viewed: 5 hours ago |
FromChicago (ORD) | ToCairo (CAI) | Round-trip / Economy | Nov 21, 2024 - Dec 02, 2024 | 107,200 pts + CAD 288 Viewed: 9 minutes ago |
FromChicago (ORD) | ToCopenhagen (CPH) | Round-trip / Economy | Dec 23, 2024 - Jan 01, 2025 | 79,100 pts + CAD 212 Viewed: 10 hours ago |
FromChicago (ORD) | ToPunta Cana (PUJ) | One-way / Economy | Mar 12, 2025 | 12,500 pts + CAD 145 Viewed: 1 day ago |
FromChicago (ORD) | ToKelowna (YLW) | One-way / Economy | Oct 20, 2024 | 12,500 pts + CAD 92 Viewed: 13 hours ago |
FromChicago (ORD) | ToSan José, Costa Rica (SJO) | One-way / Economy | Mar 22, 2025 | 45,000 pts + CAD 216 Viewed: 1 day ago |
FromChicago (ORD) | ToLiberia, Costa Rica (LIR) | One-way / Economy | Dec 07, 2024 | 12,500 pts + CAD 102 Viewed: 14 hours 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.