Travel with Air Canada from Vancouver to Chicago (YVR - ORD) from CAD 300*

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*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 Vancouver and Chicago - our lowest fares in cash

Aug 2026
FromCAD 394*
One way/Economy
Sep 2026
FromCAD 300*
One way/Economy
Oct 2026
FromCAD 300*
One way/Economy
cmp-daily-histogram-bars-legend-min-price-aria-label CAD 300
cmp-daily-histogram-bars-legend-max-price-aria-label CAD 569
Displaying fares for August-2026
  • YVR–ORD, Aug 31, 2026: From CAD 394
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    AUG

  • YVR–ORD, Sep 01, 2026: From CAD 394
    01

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  • YVR–ORD, Sep 02, 2026: From CAD 486
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  • YVR–ORD, Sep 03, 2026: From CAD 486
    03

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  • YVR–ORD, Sep 04, 2026: From CAD 444
    04

    Fr

  • YVR–ORD, Sep 05, 2026: From CAD 444
    05

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  • YVR–ORD, Sep 06, 2026: From CAD 444
    06

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  • YVR–ORD, Sep 07, 2026: From CAD 436
    07

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  • YVR–ORD, Sep 08, 2026: From CAD 394
    08

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  • YVR–ORD, Sep 09, 2026: From CAD 444
    09

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  • YVR–ORD, Sep 10, 2026: From CAD 444
    10

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  • YVR–ORD, Sep 11, 2026: From CAD 444
    11

    Fr

  • YVR–ORD, Sep 12, 2026: From CAD 486
    12

    Sa

  • YVR–ORD, Sep 13, 2026: From CAD 494
    13

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  • YVR–ORD, Sep 14, 2026: From CAD 455
    14

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  • YVR–ORD, Sep 15, 2026: From CAD 392
    15

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  • YVR–ORD, Sep 16, 2026: From CAD 392
    16

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  • YVR–ORD, Sep 17, 2026: From CAD 413
    17

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  • YVR–ORD, Sep 18, 2026: From CAD 463
    18

    Fr

  • YVR–ORD, Sep 19, 2026: From CAD 442
    19

    Sa

  • YVR–ORD, Sep 20, 2026: From CAD 569
    20

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  • YVR–ORD, Sep 21, 2026: From CAD 463
    21

    Mo

  • YVR–ORD, Sep 22, 2026: From CAD 346
    22

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  • YVR–ORD, Sep 23, 2026: From CAD 354
    23

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  • YVR–ORD, Sep 24, 2026: From CAD 304
    24

    Th

  • YVR–ORD, Sep 25, 2026: From CAD 436
    25

    Fr

  • YVR–ORD, Sep 26, 2026: From CAD 436
    26

    Sa

  • YVR–ORD, Sep 27, 2026: From CAD 516
    27

    Su

  • YVR–ORD, Sep 28, 2026: From CAD 529
    28

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  • YVR–ORD, Sep 29, 2026: From CAD 304
    29

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  • YVR–ORD, Sep 30, 2026: From CAD 300
    30

    We

    • RangeCAD 300-CAD 569

    *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 Vancouver (YVR) to Chicago (ORD) | Air Canada

    Flights between Vancouver and Chicago - our lowest fares in points

    pts
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    Flights between Vancouver and Chicago - our lowest fares in points
    From
    To
    Fare Type
    Departure
    Price
    Vancouver (YVR)Chicago (ORD)One-way
    /
    Economy    		 Sep 01, 2026

    From

    12,200 pts
    + CAD 150

    Viewed: 1 day ago

    Vancouver (YVR)Chicago (ORD)One-way
    /
    Economy    		 Jan 08, 2027

    From

    22,600 pts
    + CAD 299

    Viewed: 1 day ago

    Vancouver (YVR)Chicago (ORD)One-way
    /
    Economy    		 Jan 09, 2027

    From

    22,600 pts
    + CAD 299

    Viewed: 1 day ago

    Vancouver (YVR)Chicago (ORD)One-way
    /
    Economy    		 Jan 06, 2027

    From

    22,600 pts
    + CAD 299

    Viewed: 1 day ago

    Vancouver (YVR)Chicago (ORD)One-way
    /
    Economy    		 Jan 05, 2027

    From

    22,600 pts
    + CAD 299

    Viewed: 1 day ago

    Vancouver (YVR)Chicago (ORD)One-way
    /
    Economy    		 Nov 11, 2026

    From

    33,900 pts
    + CAD 425

    Viewed: 1 day ago

    Vancouver (YVR)Chicago (ORD)One-way
    /
    Economy    		 Nov 09, 2026

    From

    11,300 pts
    + CAD 150

    Viewed: 17 hours ago

    Vancouver (YVR)Chicago (ORD)One-way
    /
    Economy    		 Sep 12, 2026

    From

    12,200 pts
    + CAD 150

    Viewed: 19 hours ago

    Vancouver (YVR)Chicago (ORD)One-way
    /
    Economy    		 Sep 13, 2026

    From

    12,500 pts
    + CAD 150

    Viewed: 20 hours ago

    Vancouver (YVR)Chicago (ORD)One-way
    /
    Economy    		 Jan 10, 2027

    From

    12,500 pts
    + CAD 150

    Viewed: 18 hours ago

    Vancouver (YVR)Chicago (ORD)One-way
    /
    Economy    		 Jul 31, 2027

    From

    21,500 pts
    + CAD 114

    Viewed: 14 hours ago

    Vancouver (YVR)Chicago (ORD)One-way
    /
    Economy    		 Jan 03, 2027

    From

    25,000 pts
    + CAD 299

    Viewed: 13 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 Vancouver to Chicago