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 | Jun 15, 2024 | 6,000 pts + CAD 154 Viewed: 1 day ago |
| FromToronto (YYZ) | ToChicago (ORD) | One-way / Economy | Jul 01, 2024 | 6,000 pts + CAD 154 Viewed: 21 hours ago |
| FromToronto (YYZ) | ToChicago (ORD) | One-way / Economy | Jul 13, 2024 | 6,000 pts + CAD 154 Viewed: 14 hours ago |
| FromToronto (YYZ) | ToChicago (ORD) | One-way / Economy | Jun 07, 2024 | 12,000 pts + CAD 308 Viewed: 20 hours ago |
| FromToronto (YYZ) | ToChicago (ORD) | One-way / Economy | Aug 01, 2024 | 14,300 pts + CAD 115 Viewed: 21 hours ago |
| FromToronto (YYZ) | ToChicago (ORD) | One-way / Economy | Apr 28, 2025 | 16,700 pts + CAD 178 Viewed: 15 hours ago |
| FromToronto (YYZ) | ToChicago (ORD) | One-way / Economy | Jun 28, 2024 | 47,600 pts + CAD 162 Viewed: 11 hours ago |
| FromToronto (YYZ) | ToChicago (ORD) | One-way / Economy | Jul 26, 2024 | 6,000 pts + CAD 155 Viewed: 4 hours ago |
| FromToronto (YYZ) | ToChicago (ORD) | One-way / Economy | Mar 14, 2025 | 6,000 pts + CAD 155 Viewed: 19 minutes ago |
| FromToronto (YYZ) | ToChicago (ORD) | One-way / Economy | Jul 11, 2024 | 12,000 pts + CAD 309 Viewed: 1 hour ago |
| FromToronto (YYZ) | ToChicago (ORD) | One-way / Economy | Jun 11, 2024 | 12,000 pts + CAD 309 Viewed: 1 hour ago |
| FromToronto (YYZ) | ToChicago (ORD) | One-way / Economy | Jul 06, 2024 | 12,500 pts + CAD 211 Viewed: 5 hours ago |
| FromToronto (YYZ) | ToChicago (ORD) | One-way / Economy | Jun 26, 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: 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.