*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.
Best fares between Chicago and Canada
Chicago (ORD)to
Vancouver (YVR)Chicago (ORD)to
Montréal (YUL)Chicago (ORD)to
Toronto (YYZ)Chicago (ORD)to
Calgary (YYC)Chicago (ORD)to
Québec (YQB)Chicago (ORD)to
Halifax (YHZ)Chicago (ORD)to
Edmonton (YEG)Chicago (ORD)to
Ottawa, ON (YOW)Chicago (ORD)to
St. John’s, NL (YYT)Chicago (ORD)to
Winnipeg (YWG)Chicago (ORD)to
Charlottetown (YYG)Chicago (ORD)to
Kelowna (YLW)Chicago (ORD)to
Moncton (YQM)Chicago (ORD)to
Toronto (YTZ)Chicago (ORD)to
Deer Lake (YDF)*Fares displayed have been collected within the last 48hrs 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.
Find low fares between Chicago and Canada
From | To | Fare Type | Departure | Price |
|---|---|---|---|---|
| Chicago (ORD) | Vancouver (YVR) | One-way / Economy | Apr 18, 2026 | From USD 209 Viewed: 2 hours ago |
| Chicago (ORD) | Toronto (YYZ) | One-way / Economy | May 27, 2026 | From USD 157 Viewed: 6 hours ago |
| Chicago (ORD) | Montréal (YUL) | One-way / Economy | May 02, 2026 | From USD 133 Viewed: 6 hours ago |
| Chicago (ORD) | Calgary (YYC) | One-way / Economy | May 07, 2026 | From USD 86 Viewed: 1 day ago |
| Chicago (ORD) | Québec (YQB) | One-way / Economy | Apr 28, 2026 | From USD 207 Viewed: 2 hours ago |
| Chicago (ORD) | Halifax (YHZ) | One-way / Economy | May 17, 2026 | From USD 249 Viewed: 10 hours ago |
| Chicago (ORD) | Edmonton (YEG) | One-way / Economy | Apr 25, 2026 | From USD 142 Viewed: 1 day ago |
| Chicago (ORD) | Ottawa, ON (YOW) | One-way / Economy | Jun 13, 2026 | From USD 338 Viewed: 1 day ago |
| Chicago (ORD) | St. John’s, NL (YYT) | One-way / Economy | Dec 19, 2026 | From USD 297 Viewed: 19 hours ago |
| Chicago (ORD) | Winnipeg (YWG) | One-way / Economy | Sep 04, 2026 | From USD 315 Viewed: 1 day ago |
| Chicago (ORD) | Charlottetown (YYG) | One-way / Economy | Jun 05, 2026 | From USD 304 Viewed: 1 day ago |
| Chicago (ORD) | Toronto (YTZ) | One-way / Economy | Sep 30, 2026 | From USD 201 Viewed: 1 day ago |
| Chicago (ORD) | Deer Lake (YDF) | One-way / Economy | Jun 01, 2026 | From USD 302 Viewed: 1 day ago |
*Fares displayed have been collected within the last 48hrs 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.
Check out popular routes from Chicago to Canada
Testing Carousel Mobile Pagionation_Ania Liz
Toronto (YYZ)to
Vancouver (YVR)Feb 07, 2026FromUSD 91Viewed: 3 hours agoOne-wayEconomy
Vancouver (YVR)to
Toronto (YYZ)Mar 30, 2026FromUSD 99Viewed: 1 hour agoOne-wayEconomy
Toronto (YYZ)to
Delhi (DEL)May 06, 2026 - Jun 04, 2026FromUSD 1,183Viewed: 8 minutes agoRound-tripEconomy
Montréal (YUL)to
Fort Lauderdale (FLL)Mar 17, 2026FromUSD 114Viewed: 6 hours agoOne-wayEconomy
Toronto (YYZ)to
Calgary (YYC)May 29, 2026FromUSD 90Viewed: 7 hours agoOne-wayEconomy
Toronto (YYZ)to
London, UK (LHR)Feb 12, 2026 - Feb 21, 2026FromUSD 637Viewed: 11 hours agoRound-tripEconomyToronto (YYZ)to
Fort Lauderdale (FLL)Feb 17, 2026FromUSD 143Viewed: 10 hours agoOne-wayEconomyMontréal (YUL)to
Vancouver (YVR)Feb 18, 2026FromUSD 180Viewed: 1 hour agoOne-wayEconomy
Toronto (YYZ)to
Orlando (MCO)Mar 29, 2026FromUSD 117Viewed: 9 hours agoOne-wayEconomy
Toronto (YYZ)to
Los Angeles (LAX)Feb 10, 2026FromUSD 177Viewed: 5 minutes agoOne-wayEconomy
Toronto (YYZ)to
Cancún (CUN)Jan 27, 2026FromUSD 198Viewed: 9 hours agoOne-wayEconomyCalgary (YYC)to
Toronto (YYZ)Mar 05, 2026FromUSD 110Viewed: 9 hours agoOne-wayEconomy
Toronto (YYZ)to
Rome (FCO)Jun 04, 2026 - Jun 15, 2026FromUSD 781Viewed: 10 hours agoRound-tripEconomy
Vancouver (YVR)to
Montréal (YUL)Apr 11, 2026FromUSD 125Viewed: 6 hours agoOne-wayEconomy
Toronto (YYZ)to
Las Vegas (LAS)Mar 23, 2026FromUSD 130Viewed: 7 hours agoOne-wayEconomyToronto (YYZ)to
Montréal (YUL)Feb 07, 2026FromUSD 130Viewed: 2 hours agoOne-wayEconomyFort Lauderdale (FLL)to
Montréal (YUL)Apr 01, 2026FromUSD 75Viewed: 8 hours agoOne-wayEconomy
Toronto (YYZ)to
Tokyo (HND)Feb 22, 2026 - Mar 08, 2026FromUSD 1,214Viewed: 6 hours agoRound-tripEconomyToronto (YYZ)to
Tokyo (TYO)Mar 23, 2026 - Apr 09, 2026FromUSD 1,498Viewed: 6 hours agoRound-tripEconomy
Toronto (YYZ)to
Miami (MIA)Jan 18, 2026FromUSD 207Viewed: 4 hours agoOne-wayEconomy
Testing Grid Mobile Pagionation_Ania Liz
Toronto (YYZ)to
Vancouver (YVR)Vancouver (YVR)to
Toronto (YYZ)Toronto (YYZ)to
Delhi (DEL)Montréal (YUL)to
Fort Lauderdale (FLL)Toronto (YYZ)to
Calgary (YYC)Toronto (YYZ)to
London, UK (LHR)Toronto (YYZ)to
Fort Lauderdale (FLL)Montréal (YUL)to
Vancouver (YVR)Toronto (YYZ)to
Orlando (MCO)Toronto (YYZ)to
Los Angeles (LAX)Toronto (YYZ)to
Cancún (CUN)Calgary (YYC)to
Toronto (YYZ)Vancouver (YVR)to
Montréal (YUL)Toronto (YYZ)to
Las Vegas (LAS)Toronto (YYZ)to
Montréal (YUL)Fort Lauderdale (FLL)to
Montréal (YUL)Toronto (YYZ)to
Tokyo (HND)Toronto (YYZ)to
Tokyo (TYO)Toronto (YYZ)to
Miami (MIA)
Montréal (YUL)to
Paris (CDG)Testing VGA-1710 Ceci "showDates" setting
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