Travel with Air Canada from Chicago to Toronto (ORD - YTO) from CAD 142*
*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 | May 10, 2026 | From 6,000 pts + CAD 79 Viewed: 1 day ago |
| Chicago (ORD) | Toronto (YYZ) | One-way / Economy | Jul 26, 2026 | From 6,000 pts + CAD 79 Viewed: 1 day ago |
| Chicago (ORD) | Toronto (YYZ) | One-way / Economy | May 11, 2026 | From 8,100 pts + CAD 40 Viewed: 1 day ago |
| Chicago (ORD) | Toronto (YYZ) | One-way / Economy | Sep 14, 2026 | From 12,000 pts + CAD 158 Viewed: 1 day ago |
| Chicago (ORD) | Toronto (YYZ) | One-way / Economy | May 01, 2026 | From 20,000 pts + CAD 166 Viewed: 1 day ago |
| Chicago (ORD) | Toronto (YYZ) | One-way / Economy | Oct 02, 2026 | From 6,000 pts + CAD 79 Viewed: 3 hours ago |
| Chicago (ORD) | Toronto (YYZ) | One-way / Economy | Sep 07, 2026 | From 6,000 pts + CAD 79 Viewed: 20 hours ago |
| Chicago (ORD) | Toronto (YYZ) | One-way / Economy | May 26, 2026 | From 6,000 pts + CAD 79 Viewed: 22 hours ago |
| Chicago (ORD) | Toronto (YYZ) | One-way / Economy | Jul 07, 2026 | From 6,000 pts + CAD 79 Viewed: 10 hours ago |
| Chicago (ORD) | Toronto (YYZ) | One-way / Economy | Jun 28, 2026 | From 6,000 pts + CAD 79 Viewed: 1 hour ago |
| Chicago (ORD) | Toronto (YYZ) | One-way / Economy | Apr 29, 2026 | From 10,000 pts + CAD 79 Viewed: 22 hours ago |
| Chicago (ORD) | Toronto (YYZ) | One-way / Economy | May 04, 2026 | From 12,000 pts + CAD 158 Viewed: 23 hours ago |
| Chicago (ORD) | Toronto (YYZ) | One-way / Economy | May 27, 2026 | From 12,000 pts + CAD 158 Viewed: 14 hours ago |
| Chicago (ORD) | Toronto (YTZ) | One-way / Economy | Jul 06, 2026 | From 17,400 pts + CAD 80 Viewed: 14 hours ago |
| Chicago (ORD) | Toronto (YTZ) | One-way / Economy | Jul 05, 2026 | From 26,100 pts + CAD 120 Viewed: 22 hours ago |
| Chicago (ORD) | Toronto (YTZ) | One-way / Economy | Jun 21, 2026 | From 27,600 pts + CAD 237 Viewed: 7 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.