Travel with Air Canada from Montréal to Chicago (YUL - ORD) from CAD 179*
*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 Montréal and Chicago - 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 Montréal and Chicago - our lowest fares in points
From | To | Fare Type | Departure | Price |
|---|---|---|---|---|
| Montréal (YUL) | Chicago (ORD) | One-way / Economy | Apr 13, 2026 | From 32,000 pts + CAD 548 Viewed: 4 minutes ago |
| Montréal (YUL) | Chicago (ORD) | One-way / Economy | Mar 15, 2026 | From 11,600 pts + CAD 176 Viewed: 18 hours ago |
| Montréal (YUL) | Chicago (ORD) | One-way / Economy | Jan 19, 2026 | From 23,900 pts + CAD 188 Viewed: 14 hours ago |
| Montréal (YUL) | Chicago (ORD) | One-way / Economy | Feb 16, 2026 | From 46,800 pts + CAD 751 Viewed: 15 hours ago |
| Montréal (YUL) | Chicago (ORD) | One-way / Economy | Feb 27, 2026 | From 7,500 pts + CAD 227 Viewed: 1 day ago |
| Montréal (YUL) | Chicago (ORD) | One-way / Economy | Feb 28, 2026 | From 7,800 pts + CAD 188 Viewed: 1 day ago |
| Montréal (YUL) | Chicago (ORD) | One-way / Economy | Mar 10, 2026 | From 15,600 pts + CAD 274 Viewed: 1 day ago |
| Montréal (YUL) | Chicago (ORD) | One-way / Economy | Mar 09, 2026 | From 15,800 pts + CAD 352 Viewed: 1 day ago |
| Montréal (YUL) | Chicago (ORD) | One-way / Economy | May 25, 2026 | From 47,800 pts + CAD 252 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.