Travel with Air Canada from Toronto to Chicago (YYZ - ORD) fromĀ 

ā€  Aeroplan flight bookings are currently only available on the Canadian point of sale. Learn more.

Flights between Toronto and Chicago - our lowest fares in cash

CAD 201
CAD 412
28

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MAR

29

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30

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31

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01

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APR

02

Tu

03

We

04

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06

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07

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08

Mo

09

Tu

10

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11

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12

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18

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19

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20

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25

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26

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27

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RangeCAD 201-CAD 412

*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.

Book flights from Toronto (YYZ) to Chicago (ORD) | Air Canada

Flights between Toronto and Chicago - our lowest fares in points

pts
Select...
FromToronto (YYZ)ToChicago (ORD)One-way
/
Economy
May 08, 2024
5,700 pts
+ CAD 111

Viewed: 12 hours ago

FromToronto (YYZ)ToChicago (ORD)One-way
/
Economy
May 07, 2024
5,700 pts
+ CAD 111

Viewed: 6 hours ago

FromToronto (YYZ)ToChicago (ORD)One-way
/
Economy
May 06, 2024
5,700 pts
+ CAD 170

Viewed: 6 hours ago

FromToronto (YYZ)ToChicago (ORD)One-way
/
Economy
Jun 02, 2024
6,000 pts
+ CAD 150

Viewed: 15 hours ago

FromToronto (YYZ)ToChicago (ORD)One-way
/
Economy
Apr 04, 2024
6,000 pts
+ CAD 150

Viewed: 16 hours ago

FromToronto (YYZ)ToChicago (ORD)One-way
/
Economy
Jul 20, 2024
6,000 pts
+ CAD 150

Viewed: 19 hours ago

FromToronto (YYZ)ToChicago (ORD)One-way
/
Economy
Mar 30, 2024
6,000 pts
+ CAD 150

Viewed: 40 minutes ago

FromToronto (YYZ)ToChicago (ORD)One-way
/
Economy
Jul 19, 2024
6,000 pts
+ CAD 150

Viewed: 11 hours ago

FromToronto (YYZ)ToChicago (ORD)One-way
/
Economy
Apr 28, 2024
6,000 pts
+ CAD 150

Viewed: 5 hours ago

FromToronto (YYZ)ToChicago (ORD)One-way
/
Economy
Jul 26, 2024
12,000 pts
+ CAD 300

Viewed: 11 hours ago

FromToronto (YYZ)ToChicago (ORD)One-way
/
Economy
Apr 01, 2024
12,000 pts
+ CAD 300

Viewed: 2 hours ago

FromToronto (YYZ)ToChicago (ORD)One-way
/
Economy
May 11, 2024
5,700 pts
+ CAD 111

Viewed: 1 day ago

FromToronto (YYZ)ToChicago (ORD)One-way
/
Economy
Dec 29, 2024
6,000 pts
+ CAD 150

Viewed: 1 day ago

FromToronto (YYZ)ToChicago (ORD)One-way
/
Economy
Dec 31, 2024
6,000 pts
+ CAD 150

Viewed: 1 day ago

FromToronto (YYZ)ToChicago (ORD)One-way
/
Economy
Jul 29, 2024
9,200 pts
+ CAD 170

Viewed: 1 day ago

FromToronto (YYZ)ToChicago (ORD)One-way
/
Economy
Aug 03, 2024
9,600 pts
+ CAD 111

Viewed: 1 day ago

FromToronto (YYZ)ToChicago (ORD)One-way
/
Economy
Apr 17, 2024
11,400 pts
+ CAD 222

Viewed: 1 day ago

FromToronto (YYZ)ToChicago (ORD)One-way
/
Economy
May 05, 2024
12,000 pts
+ CAD 300

Viewed: 1 day ago

FromToronto (YYZ)ToChicago (ORD)One-way
/
Economy
Apr 08, 2024
16,800 pts
+ CAD 111

Viewed: 1 day ago

FromToronto (YTZ)ToChicago (ORD)One-way
/
Economy
Aug 03, 2024
18,800 pts
+ CAD 104

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.