Travel with Air Canada from Chicago to Toronto (ORD - YTO) from CAD 153*
*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 20, 2026 | From 6,000 pts + CAD 80 Viewed: 17 hours ago |
| Chicago (ORD) | Toronto (YYZ) | One-way / Economy | Aug 21, 2026 | From 6,000 pts + CAD 80 Viewed: 17 hours ago |
| Chicago (ORD) | Toronto (YYZ) | One-way / Economy | Jul 02, 2026 | From 9,200 pts + CAD 80 Viewed: 3 hours ago |
| Chicago (ORD) | Toronto (YYZ) | One-way / Economy | Jul 06, 2026 | From 10,000 pts + CAD 80 Viewed: 1 day ago |
| Chicago (ORD) | Toronto (YYZ) | One-way / Economy | Jun 17, 2026 | From 10,000 pts + CAD 80 Viewed: 2 hours ago |
| Chicago (ORD) | Toronto (YYZ) | One-way / Economy | Jun 13, 2026 | From 10,000 pts + CAD 88 Viewed: 1 day ago |
| Chicago (ORD) | Toronto (YYZ) | One-way / Economy | Jun 20, 2026 | From 10,000 pts + CAD 80 Viewed: 13 hours ago |
| Chicago (ORD) | Toronto (YYZ) | One-way / Economy | Jun 24, 2026 | From 10,000 pts + CAD 80 Viewed: 8 hours ago |
| Chicago (ORD) | Toronto (YYZ) | One-way / Economy | Jun 19, 2026 | From 20,000 pts + CAD 159 Viewed: 1 day ago |
| Chicago (ORD) | Toronto (YYZ) | One-way / Economy | Nov 21, 2026 | From 24,000 pts + CAD 318 Viewed: 12 hours ago |
| Chicago (ORD) | Toronto (YYZ) | One-way / Economy | Nov 20, 2026 | From 40,000 pts + CAD 318 Viewed: 5 hours ago |
| Chicago (ORD) | Toronto (YYZ) | One-way / Economy | Mar 19, 2027 | From 47,600 pts + CAD 318 Viewed: 1 day ago |
| Chicago (ORD) | Toronto (YTZ) | One-way / Economy | Jun 13, 2026 | From 10,000 pts + CAD 88 Viewed: 12 hours ago |
| Chicago (ORD) | Toronto (YTZ) | One-way / Economy | Jun 14, 2026 | From 10,000 pts + CAD 143 Viewed: 12 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.