Travel with Air Canada from Chicago to Toronto (ORD - YTO) from CAD 115*
*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 | Jul 03, 2026 | From 6,000 pts + CAD 79 Viewed: 1 day ago |
| Chicago (ORD) | Toronto (YYZ) | One-way / Economy | Feb 28, 2026 | From 12,000 pts + CAD 157 Viewed: 1 day ago |
| Chicago (ORD) | Toronto (YYZ) | One-way / Economy | Dec 24, 2025 | From 10,000 pts + CAD 79 Viewed: 13 hours ago |
| Chicago (ORD) | Toronto (YYZ) | One-way / Economy | Dec 25, 2025 | From 10,000 pts + CAD 79 Viewed: 5 hours ago |
| Chicago (ORD) | Toronto (YYZ) | One-way / Economy | May 24, 2026 | From 12,000 pts + CAD 157 Viewed: 8 hours ago |
| Chicago (ORD) | Toronto (YYZ) | One-way / Economy | May 23, 2026 | From 12,000 pts + CAD 157 Viewed: 8 hours ago |
| Chicago (ORD) | Toronto (YYZ) | One-way / Economy | Sep 06, 2026 | From 12,000 pts + CAD 157 Viewed: 4 hours ago |
| Chicago (ORD) | Toronto (YYZ) | One-way / Economy | Dec 27, 2025 | From 19,100 pts + CAD 86 Viewed: 13 hours ago |
| Chicago (ORD) | Toronto (YYZ) | One-way / Economy | May 22, 2026 | From 21,400 pts + CAD 157 Viewed: 8 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.