Travel with Air Canada from Chicago to Toronto (ORD - YTO) from CAD 150*
*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 Chicago and Toronto - 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 Chicago and Toronto - our lowest fares in points
From | To | Fare Type | Departure | Price |
|---|---|---|---|---|
| Chicago (ORD) | Toronto (YYZ) | One-way / Economy | Jan 09, 2026 | From 6,000 pts + CAD 79 Viewed: 1 day ago |
| Chicago (ORD) | Toronto (YYZ) | One-way / Economy | Dec 15, 2025 | From 6,000 pts + CAD 79 Viewed: 1 day ago |
| Chicago (ORD) | Toronto (YYZ) | One-way / Economy | Dec 14, 2025 | From 6,000 pts + CAD 79 Viewed: 13 hours ago |
| Chicago (ORD) | Toronto (YYZ) | One-way / Economy | Dec 16, 2025 | From 10,000 pts + CAD 79 Viewed: 1 day ago |
| Chicago (ORD) | Toronto (YYZ) | One-way / Economy | Jan 04, 2026 | From 11,700 pts + CAD 79 Viewed: 1 day ago |
| Chicago (ORD) | Toronto (YYZ) | One-way / Economy | Dec 22, 2025 | From 17,400 pts + CAD 79 Viewed: 1 day ago |
| Chicago (ORD) | Toronto (YYZ) | One-way / Economy | Dec 18, 2025 | From 20,000 pts + CAD 126 Viewed: 1 day ago |
| Chicago (ORD) | Toronto (YYZ) | One-way / Economy | Dec 21, 2025 | From 34,800 pts + CAD 126 Viewed: 1 day ago |
| Chicago (ORD) | Toronto (YYZ) | One-way / Economy | Dec 29, 2025 | From 50,700 pts + CAD 236 Viewed: 20 hours ago |
| Chicago (ORD) | Toronto (YYZ) | One-way / Economy | Dec 19, 2025 | From 56,400 pts + CAD 204 Viewed: 1 day ago |
| Chicago (ORD) | Toronto (YYZ) | One-way / Economy | Dec 28, 2025 | From 83,400 pts + CAD 119 Viewed: 20 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.