Travel with Air Canada from Chicago to Toronto (ORD - YTO) from CAD 140*
*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 | Apr 17, 2026 | From 6,000 pts + CAD 80 Viewed: 22 hours ago |
| Chicago (ORD) | Toronto (YYZ) | One-way / Economy | Apr 18, 2026 | From 6,000 pts + CAD 80 Viewed: 13 hours ago |
| Chicago (ORD) | Toronto (YYZ) | One-way / Economy | May 18, 2026 | From 6,000 pts + CAD 80 Viewed: 7 hours ago |
| Chicago (ORD) | Toronto (YYZ) | One-way / Economy | May 17, 2026 | From 6,000 pts + CAD 80 Viewed: 9 hours ago |
| Chicago (ORD) | Toronto (YYZ) | One-way / Economy | Jun 22, 2026 | From 8,300 pts + CAD 41 Viewed: 2 hours ago |
| Chicago (ORD) | Toronto (YYZ) | One-way / Economy | Apr 12, 2026 | From 10,000 pts + CAD 80 Viewed: 9 hours ago |
| Chicago (ORD) | Toronto (YYZ) | One-way / Economy | Feb 22, 2027 | From 6,000 pts + CAD 80 Viewed: 1 day ago |
| Chicago (ORD) | Toronto (YYZ) | One-way / Economy | Jun 11, 2026 | From 7,900 pts + CAD 41 Viewed: 1 day ago |
| Chicago (ORD) | Toronto (YYZ) | One-way / Economy | Jun 12, 2026 | From 9,200 pts + CAD 80 Viewed: 1 day ago |
| Chicago (ORD) | Toronto (YYZ) | One-way / Economy | Jun 18, 2026 | From 10,000 pts + CAD 80 Viewed: 1 day ago |
| Chicago (ORD) | Toronto (YYZ) | One-way / Economy | Oct 16, 2026 | From 12,000 pts + CAD 159 Viewed: 1 day ago |
| Chicago (ORD) | Toronto (YYZ) | One-way / Economy | Jul 30, 2026 | From 18,000 pts + CAD 239 Viewed: 1 day ago |
| Chicago (ORD) | Toronto (YTZ) | One-way / Economy | Jun 18, 2026 | From 7,600 pts + CAD 41 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.