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1 Adult, Economy class
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Popular flights to Chicago
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CAD
Vancouver (YVR)to
Chicago (ORD)06/09/2026 - 06/16/2026from530CADFare subject to changesUpdated: 2 hours agoRound tripEconomyToronto (YYZ)to
Chicago (ORD)06/06/2026 - 06/13/2026from354CADFare subject to changesUpdated: 23 hours agoRound tripEconomyMontreal (YUL)to
Chicago (ORD)05/30/2026 - 06/06/2026from429CADFare subject to changesUpdated: 12 hours agoRound tripEconomyCalgary (YYC)to
Chicago (ORD)05/20/2026 - 05/27/2026from370CADFare subject to changesUpdated: 14 hours agoRound tripEconomyQuébec (YQB)to
Chicago (ORD)06/02/2026 - 06/09/2026from636CADFare subject to changesUpdated: 4 hours agoRound tripEconomyEdmonton (YEG)to
Chicago (ORD)05/28/2026 - 06/04/2026from999CADFare subject to changesUpdated: 16 hours agoRound tripEconomy
*Fares displayed have been collected within the last 24hrs and may no longer be available at time of booking. Modifying this information may result in a different fare. Additional bag and optional fees for products and services may apply.
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From | To | Fare type | Travel dates | Price |
|---|---|---|---|---|
| New York (NYC) | Miami (MIA) | Round trip I Economy | 05/18/2026 - 05/24/2026 | from 514CADFare subject to changes Updated: 1 hour ago |
| Tampa (TPA) | Miami (MIA) | Round trip I Economy | 05/13/2026 - 05/14/2026 | from 1,081CADFare subject to changes Updated: 2 hours ago |
| Phoenix (PHX) | Cancun (CUN) | Round trip I Economy | 07/18/2026 - 07/25/2026 | from 737CADFare subject to changes Updated: 2 hours ago |
| New York (LGA) | Atlanta (ATL) | Round trip I Economy | 05/20/2026 - 05/22/2026 | from 582CADFare subject to changes Updated: 1 hour ago |
| Toronto (YYZ) | New York (LGA) | Round trip I Economy | 07/04/2026 - 07/08/2026 | from 430CADFare subject to changes Updated: 2 hours ago |
| Vancouver (YVR) | Chicago (ORD) | Round trip I Economy | 06/23/2026 - 06/30/2026 | from 515CADFare subject to changes Updated: 2 hours ago |
| Toronto (YYZ) | Chicago (ORD) | Round trip I Economy | 06/06/2026 - 06/13/2026 | from 354CADFare subject to changes Updated: 23 hours ago |
| Montreal (YUL) | Chicago (ORD) | Round trip I Economy | 06/12/2026 - 06/19/2026 | from 422CADFare subject to changes Updated: 12 hours ago |
| Calgary (YYC) | Chicago (ORD) | Round trip I Economy | 05/23/2026 - 05/30/2026 | from 370CADFare subject to changes Updated: 14 hours ago |
| Québec (YQB) | Chicago (ORD) | Round trip I Economy | 06/02/2026 - 06/09/2026 | from 636CADFare subject to changes Updated: 4 hours ago |
| Montreal (YUL) | Rio de Janeiro (GIG) | Round trip I Economy | 06/14/2026 - 06/21/2026 | from 1,337CADFare subject to changes Updated: 6 hours ago |
| Toronto (YYZ) | Rio de Janeiro (GIG) | Round trip I Economy | 09/25/2026 - 09/29/2026 | from 910CADFare subject to changes Updated: 20 hours ago |
| Edmonton (YEG) | Sao Paulo (GRU) | Round trip I Economy | 09/08/2026 - 09/15/2026 | from 2,189CADFare subject to changes Updated: 7 hours ago |
| Québec (YQB) | Sao Paulo (GRU) | Round trip I Economy | 09/07/2026 - 09/14/2026 | from 1,330CADFare subject to changes Updated: 8 hours ago |
| Montreal (YUL) | Sao Paulo (SAO) | Round trip I Economy | 09/09/2026 - 09/16/2026 | from 1,351CADFare subject to changes Updated: 3 hours ago |
Find deals on flights to Chicago
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CAD
Please use the search function at the top of the page to find our best flight deals
Please use the search function at the top of the page to find our best flight deals*Fares displayed have been collected within the last 24hrs and may no longer be available at time of booking. Some fares listed may include one or more connections that are Basic Economy, which class is subject to additional terms and conditions. Modifying this information may result in a different fare. To find the most updated fare, please visit aa.com. Additional baggage fees and charges for optional products and services may apply.