Travel with Air Canada from Toronto to Chicago (YTO - ORD) from CAD 191*

Promotion code

*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 Toronto and Chicago - our lowest fares in cash

Aug 2026
FromCAD 224*
One way/Economy
Sep 2026
FromCAD 191*
One way/Economy
Oct 2026
FromCAD 270*
One way/Economy
cmp-daily-histogram-bars-legend-min-price-aria-label CAD 191
cmp-daily-histogram-bars-legend-max-price-aria-label CAD 752
Displaying fares for August-2026
  • YTZ–ORD, Aug 10, 2026: From CAD 752
    10

    Mo

    AUG

  • YTZ–ORD, Aug 11, 2026: From CAD 407
    11

    Tu

  • YTZ–ORD, Aug 12, 2026: From CAD 350
    12

    We

  • YTZ–ORD, Aug 13, 2026: From CAD 400
    13

    Th

  • YTZ–ORD, Aug 14, 2026: From CAD 458
    14

    Fr

  • YTZ–ORD, Aug 15, 2026: From CAD 350
    15

    Sa

  • YYZ–ORD, Aug 16, 2026: From CAD 465
    16

    Su

  • YTZ–ORD, Aug 17, 2026: From CAD 461
    17

    Mo

  • YTZ–ORD, Aug 18, 2026: From CAD 350
    18

    Tu

  • YTZ–ORD, Aug 19, 2026: From CAD 350
    19

    We

  • YTZ–ORD, Aug 20, 2026: From CAD 400
    20

    Th

  • YTZ–ORD, Aug 21, 2026: From CAD 400
    21

    Fr

  • YTZ–ORD, Aug 22, 2026: From CAD 350
    22

    Sa

  • YTZ–ORD, Aug 23, 2026: From CAD 424
    23

    Su

  • YTZ–ORD, Aug 24, 2026: From CAD 393
    24

    Mo

  • YTZ–ORD, Aug 25, 2026: From CAD 258
    25

    Tu

  • YTZ–ORD, Aug 26, 2026: From CAD 258
    26

    We

  • YTZ–ORD, Aug 27, 2026: From CAD 279
    27

    Th

  • YTZ–ORD, Aug 28, 2026: From CAD 279
    28

    Fr

  • YTZ–ORD, Aug 29, 2026: From CAD 258
    29

    Sa

  • YTZ–ORD, Aug 30, 2026: From CAD 281
    30

    Su

  • YTZ–ORD, Aug 31, 2026: From CAD 224
    31

    Mo

  • YTZ–ORD, Sep 01, 2026: From CAD 191
    01

    Tu

    SEP

  • YTZ–ORD, Sep 02, 2026: From CAD 191
    02

    We

  • YYZ–ORD, Sep 03, 2026: From CAD 204
    03

    Th

  • YYZ–ORD, Sep 04, 2026: From CAD 209
    04

    Fr

  • YTZ–ORD, Sep 05, 2026: From CAD 191
    05

    Sa

  • YTZ–ORD, Sep 06, 2026: From CAD 191
    06

    Su

  • YYZ–ORD, Sep 07, 2026: From CAD 204
    07

    Mo

  • YTZ–ORD, Sep 08, 2026: From CAD 191
    08

    Tu

  • YYZ–ORD, Sep 09, 2026: From CAD 204
    09

    We

    • RangeCAD 191-CAD 752

    *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 (YTO) to Chicago (ORD) | Air Canada

    Flights between Toronto and Chicago - our lowest fares in points

    pts
    keyboard_arrow_down
    Flights between Toronto and Chicago - our lowest fares in points
    From
    To
    Fare Type
    Departure
    Price
    Toronto (YYZ)Chicago (ORD)One-way
    /
    Economy    		 Aug 22, 2026

    From

    6,000 pts
    + CAD 172

    Viewed: 1 day ago

    Toronto (YYZ)Chicago (ORD)One-way
    /
    Economy    		 Sep 19, 2026

    From

    6,000 pts
    + CAD 172

    Viewed: 1 day ago

    Toronto (YYZ)Chicago (ORD)One-way
    /
    Economy    		 Jan 23, 2027

    From

    6,000 pts
    + CAD 172

    Viewed: 1 day ago

    Toronto (YYZ)Chicago (ORD)One-way
    /
    Economy    		 Oct 13, 2026

    From

    6,000 pts
    + CAD 172

    Viewed: 1 day ago

    Toronto (YYZ)Chicago (ORD)One-way
    /
    Economy    		 Aug 21, 2026

    From

    6,000 pts
    + CAD 172

    Viewed: 1 day ago

    Toronto (YYZ)Chicago (ORD)One-way
    /
    Economy    		 Aug 18, 2026

    From

    6,000 pts
    + CAD 172

    Viewed: 1 day ago

    Toronto (YYZ)Chicago (ORD)One-way
    /
    Economy    		 Jan 22, 2027

    From

    6,000 pts
    + CAD 172

    Viewed: 1 day ago

    Toronto (YYZ)Chicago (ORD)One-way
    /
    Economy    		 Sep 27, 2026

    From

    9,700 pts
    + CAD 125

    Viewed: 1 day ago

    Toronto (YYZ)Chicago (ORD)One-way
    /
    Economy    		 Aug 23, 2026

    From

    10,000 pts
    + CAD 172

    Viewed: 1 day ago

    Toronto (YYZ)Chicago (ORD)One-way
    /
    Economy    		 Aug 16, 2026

    From

    16,500 pts
    + CAD 172

    Viewed: 1 day ago

    Toronto (YYZ)Chicago (ORD)One-way
    /
    Economy    		 Aug 14, 2026

    From

    6,000 pts
    + CAD 172

    Viewed: 12 hours ago

    Toronto (YYZ)Chicago (ORD)One-way
    /
    Economy    		 Aug 30, 2026

    From

    6,000 pts
    + CAD 172

    Viewed: 10 hours ago

    Toronto (YYZ)Chicago (ORD)One-way
    /
    Economy    		 Aug 15, 2026

    From

    6,000 pts
    + CAD 172

    Viewed: 12 hours ago

    Toronto (YYZ)Chicago (ORD)One-way
    /
    Economy    		 Sep 18, 2026

    From

    6,000 pts
    + CAD 172

    Viewed: 17 hours ago

    Toronto (YYZ)Chicago (ORD)One-way
    /
    Economy    		 Aug 24, 2026

    From

    9,000 pts
    + CAD 172

    Viewed: 2 hours ago

    Toronto (YYZ)Chicago (ORD)One-way
    /
    Economy    		 Aug 11, 2026

    From

    12,000 pts
    + CAD 377

    Viewed: 18 hours ago

    Toronto (YYZ)Chicago (ORD)One-way
    /
    Economy    		 Aug 13, 2026

    From

    20,000 pts
    + CAD 354

    Viewed: 18 hours ago

    Toronto (YTZ)Chicago (ORD)One-way
    /
    Economy    		 Aug 10, 2026

    From

    10,000 pts
    + CAD 214

    Viewed: 18 hours ago

    Toronto (YTZ)Chicago (ORD)One-way
    /
    Economy    		 Aug 11, 2026

    From

    10,000 pts
    + CAD 160

    Viewed: 10 hours ago

    Toronto (YTZ)Chicago (ORD)One-way
    /
    Economy    		 Aug 14, 2026

    From

    15,300 pts
    + CAD 160

    Viewed: 18 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.

    Explore all routes from Toronto to Chicago