Travel with Air Canada from Toronto to Chicago (YYZ - ORD) fromĀ CAD 222*
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
From | To | Fare Type | Departure | Price |
|---|---|---|---|---|
| FromToronto (YYZ) | ToChicago (ORD) | One-way / Economy | Jun 21, 2025 | 6,000 pts + CAD 156 Viewed: 7 hours ago |
| FromToronto (YYZ) | ToChicago (ORD) | One-way / Economy | Nov 30, 2024 | 10,000 pts + CAD 213 Viewed: 16 hours ago |
| FromToronto (YYZ) | ToChicago (ORD) | One-way / Economy | Jun 25, 2025 | 10,000 pts + CAD 164 Viewed: 7 hours ago |
| FromToronto (YYZ) | ToChicago (ORD) | One-way / Economy | Jun 24, 2025 | 10,000 pts + CAD 156 Viewed: 7 hours ago |
| FromToronto (YYZ) | ToChicago (ORD) | One-way / Economy | Oct 08, 2025 | 12,000 pts + CAD 312 Viewed: 23 hours ago |
| FromToronto (YYZ) | ToChicago (ORD) | One-way / Economy | Jun 22, 2025 | 12,500 pts + CAD 164 Viewed: 8 hours ago |
| FromToronto (YYZ) | ToChicago (ORD) | One-way / Economy | Jun 23, 2025 | 12,900 pts + CAD 164 Viewed: 7 hours ago |
| FromToronto (YYZ) | ToChicago (ORD) | One-way / Economy | Dec 25, 2024 | 15,000 pts + CAD 328 Viewed: 22 hours ago |
| FromToronto (YYZ) | ToChicago (ORD) | One-way / Economy | Oct 10, 2025 | 18,800 pts + CAD 312 Viewed: 23 hours ago |
| FromToronto (YYZ) | ToChicago (ORD) | One-way / Economy | Oct 15, 2025 | 20,000 pts + CAD 312 Viewed: 23 hours ago |
| FromToronto (YYZ) | ToChicago (ORD) | One-way / Economy | Oct 17, 2025 | 20,000 pts + CAD 312 Viewed: 23 hours ago |
| FromToronto (YYZ) | ToChicago (ORD) | One-way / Economy | Oct 22, 2025 | 26,200 pts + CAD 234 Viewed: 23 hours ago |
| FromToronto (YYZ) | ToChicago (ORD) | One-way / Economy | Oct 24, 2025 | 32,200 pts + CAD 234 Viewed: 23 hours ago |
| FromToronto (YYZ) | ToChicago (ORD) | One-way / Economy | Nov 29, 2024 | 12,000 pts + CAD 338 Viewed: 1 day ago |
| FromToronto (YYZ) | ToChicago (ORD) | One-way / Economy | Nov 27, 2024 | 12,000 pts + CAD 338 Viewed: 1 day ago |
| FromToronto (YYZ) | ToChicago (ORD) | One-way / Economy | Nov 28, 2024 | 12,000 pts + CAD 338 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.