Travel with Air Canada from Chicago to Toronto (ORD - YTO) from CAD 169*
*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 | Aug 19, 2026 | From 6,000 pts + CAD 79 Viewed: 1 day ago |
| Chicago (ORD) | Toronto (YYZ) | One-way / Economy | Jul 20, 2026 | From 16,300 pts + CAD 40 Viewed: 1 day ago |
| Chicago (ORD) | Toronto (YYZ) | One-way / Economy | Jul 07, 2026 | From 6,000 pts + CAD 79 Viewed: 15 hours ago |
| Chicago (ORD) | Toronto (YYZ) | One-way / Economy | Jul 05, 2026 | From 10,000 pts + CAD 79 Viewed: 15 hours ago |
| Chicago (ORD) | Toronto (YYZ) | One-way / Economy | Jun 27, 2026 | From 20,000 pts + CAD 158 Viewed: 17 hours ago |
| Chicago (ORD) | Toronto (YYZ) | One-way / Economy | Jun 07, 2026 | From 32,200 pts + CAD 158 Viewed: 14 hours ago |
| Chicago (ORD) | Toronto (YYZ) | One-way / Economy | May 23, 2026 | From 6,000 pts + CAD 79 Viewed: 2 hours ago |
| Chicago (ORD) | Toronto (YYZ) | One-way / Economy | Aug 14, 2026 | From 12,000 pts + CAD 158 Viewed: 10 minutes ago |
| Chicago (ORD) | Toronto (YYZ) | One-way / Economy | May 22, 2026 | From 23,600 pts + CAD 79 Viewed: 2 hours ago |
| Chicago (ORD) | Toronto (YTZ) | One-way / Economy | May 30, 2026 | From 20,000 pts + CAD 166 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.