Travel with Air Canada from Toronto to Chicago (YYZ - ORD) fromĀ
ā Aeroplan flight bookings are currently only available on the Canadian point of sale. Learn more.
Flights between Toronto and Chicago - our lowest fares in cash
*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 Toronto and Chicago - our lowest fares in points
| FromToronto (YYZ) | ToChicago (ORD) | One-way / Economy | Jul 06, 2024 | 6,000 pts + CAD 154 Viewed: 4 hours ago |
| FromToronto (YYZ) | ToChicago (ORD) | One-way / Economy | Jul 16, 2024 | 6,000 pts + CAD 154 Viewed: 19 hours ago |
| FromToronto (YYZ) | ToChicago (ORD) | One-way / Economy | Aug 27, 2024 | 6,000 pts + CAD 154 Viewed: 14 hours ago |
| FromToronto (YYZ) | ToChicago (ORD) | One-way / Economy | May 24, 2024 | 6,000 pts + CAD 154 Viewed: 15 hours ago |
| FromToronto (YYZ) | ToChicago (ORD) | One-way / Economy | Aug 31, 2024 | 6,000 pts + CAD 154 Viewed: 6 hours ago |
| FromToronto (YYZ) | ToChicago (ORD) | One-way / Economy | Sep 02, 2024 | 6,000 pts + CAD 154 Viewed: 6 hours ago |
| FromToronto (YYZ) | ToChicago (ORD) | One-way / Economy | Jun 27, 2024 | 6,000 pts + CAD 154 Viewed: 1 day ago |
| FromToronto (YYZ) | ToChicago (ORD) | One-way / Economy | Sep 01, 2024 | 6,000 pts + CAD 154 Viewed: 6 hours ago |
| FromToronto (YYZ) | ToChicago (ORD) | One-way / Economy | Sep 08, 2024 | 8,800 pts + CAD 115 Viewed: 20 hours ago |
| FromToronto (YYZ) | ToChicago (ORD) | One-way / Economy | Jul 14, 2024 | 9,100 pts + CAD 178 Viewed: 5 hours ago |
| FromToronto (YYZ) | ToChicago (ORD) | One-way / Economy | Jun 07, 2024 | 12,000 pts + CAD 308 Viewed: 18 hours ago |
| FromToronto (YYZ) | ToChicago (ORD) | One-way / Economy | Feb 05, 2025 | 12,000 pts + CAD 308 Viewed: 1 day ago |
| FromToronto (YYZ) | ToChicago (ORD) | One-way / Economy | Aug 18, 2024 | 12,100 pts + CAD 115 Viewed: 12 hours ago |
| FromToronto (YYZ) | ToChicago (ORD) | One-way / Economy | Jun 03, 2024 | 18,000 pts + CAD 462 Viewed: 1 day ago |
| FromToronto (YYZ) | ToChicago (ORD) | One-way / Economy | Jul 04, 2024 | 6,000 pts + CAD 154 Viewed: 1 day ago |
| FromToronto (YYZ) | ToChicago (ORD) | One-way / Economy | Jul 11, 2024 | 6,000 pts + CAD 154 Viewed: 1 day ago |
| FromToronto (YYZ) | ToChicago (ORD) | One-way / Economy | Jun 20, 2024 | 6,000 pts + CAD 154 Viewed: 1 day ago |
| FromToronto (YYZ) | ToChicago (ORD) | One-way / Economy | May 28, 2024 | 6,000 pts + CAD 154 Viewed: 1 day ago |
| FromToronto (YYZ) | ToChicago (ORD) | One-way / Economy | May 30, 2024 | 6,000 pts + CAD 154 Viewed: 1 day ago |
| FromToronto (YYZ) | ToChicago (ORD) | One-way / Economy | Sep 13, 2024 | 6,000 pts + CAD 154 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.