Travel with Air Canada from Montréal to Chicago (YUL - ORD) from CAD 263*

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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 Montréal and Chicago - our lowest fares in cash

Aug 2026
FromCAD 360*
One way/Economy
Sep 2026
FromCAD 263*
One way/Economy
Oct 2026
FromCAD 263*
One way/Economy
cmp-daily-histogram-bars-legend-min-price-aria-label CAD 263
cmp-daily-histogram-bars-legend-max-price-aria-label CAD 413
Displaying fares for August-2026
  • YUL–ORD, Aug 27, 2026: From CAD 413
    27

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    AUG

  • YUL–ORD, Aug 28, 2026: From CAD 413
    28

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  • YUL–ORD, Aug 29, 2026: From CAD 360
    29

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  • YUL–ORD, Aug 30, 2026: From CAD 413
    30

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  • YUL–ORD, Aug 31, 2026: From CAD 413
    31

    Mo

  • YUL–ORD, Sep 01, 2026: From CAD 360
    01

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    SEP

  • YUL–ORD, Sep 02, 2026: From CAD 360
    02

    We

  • YUL–ORD, Sep 03, 2026: From CAD 413
    03

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  • YUL–ORD, Sep 04, 2026: From CAD 413
    04

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  • YUL–ORD, Sep 05, 2026: From CAD 360
    05

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  • YUL–ORD, Sep 06, 2026: From CAD 413
    06

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  • YUL–ORD, Sep 07, 2026: From CAD 413
    07

    Mo

  • YUL–ORD, Sep 08, 2026: From CAD 360
    08

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  • YUL–ORD, Sep 09, 2026: From CAD 360
    09

    We

  • YUL–ORD, Sep 10, 2026: From CAD 299
    10

    Th

  • YUL–ORD, Sep 11, 2026: From CAD 299
    11

    Fr

  • YUL–ORD, Sep 12, 2026: From CAD 270
    12

    Sa

  • YUL–ORD, Sep 13, 2026: From CAD 395
    13

    Su

  • YUL–ORD, Sep 14, 2026: From CAD 371
    14

    Mo

  • YUL–ORD, Sep 15, 2026: From CAD 270
    15

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  • YUL–ORD, Sep 16, 2026: From CAD 270
    16

    We

  • YUL–ORD, Sep 17, 2026: From CAD 263
    17

    Th

  • YUL–ORD, Sep 18, 2026: From CAD 263
    18

    Fr

  • YUL–ORD, Sep 19, 2026: From CAD 263
    19

    Sa

  • YUL–ORD, Sep 20, 2026: From CAD 263
    20

    Su

  • YUL–ORD, Sep 21, 2026: From CAD 263
    21

    Mo

  • YUL–ORD, Sep 22, 2026: From CAD 263
    22

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  • YUL–ORD, Sep 23, 2026: From CAD 263
    23

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  • YUL–ORD, Sep 24, 2026: From CAD 263
    24

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  • YUL–ORD, Sep 25, 2026: From CAD 263
    25

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  • YUL–ORD, Sep 26, 2026: From CAD 263
    26

    Sa

    • RangeCAD 263-CAD 413

    *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 Montréal (YUL) to Chicago (ORD) | Air Canada

    Flights between Montréal and Chicago - our lowest fares in points

    pts
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    Flights between Montréal and Chicago - our lowest fares in points
    From
    To
    Fare Type
    Departure
    Price
    Montréal (YUL)Chicago (ORD)One-way
    /
    Economy    		 Oct 18, 2026

    From

    10,000 pts
    + CAD 176

    Viewed: 5 hours ago

    Montréal (YUL)Chicago (ORD)One-way
    /
    Economy    		 Sep 27, 2026

    From

    11,500 pts
    + CAD 126

    Viewed: 6 hours ago

    Montréal (YUL)Chicago (ORD)One-way
    /
    Economy    		 Feb 15, 2027

    From

    12,600 pts
    + CAD 126

    Viewed: 21 hours ago

    Montréal (YUL)Chicago (ORD)One-way
    /
    Economy    		 Oct 11, 2026

    From

    9,900 pts
    + CAD 176

    Viewed: 1 day ago

    Montréal (YUL)Chicago (ORD)One-way
    /
    Economy    		 Oct 10, 2026

    From

    10,000 pts
    + CAD 164

    Viewed: 1 day ago

    Montréal (YUL)Chicago (ORD)One-way
    /
    Economy    		 Oct 09, 2026

    From

    10,000 pts
    + CAD 172

    Viewed: 1 day 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 Montréal to Chicago