Travel with Air Canada from Montréal to Chicago (YUL - ORD) from CAD 297*

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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

Oct 2026
FromCAD 297*
One way/Economy
Nov 2026
FromCAD 297*
One way/Economy
Dec 2026
FromCAD 297*
One way/Economy
cmp-daily-histogram-bars-legend-min-price-aria-label CAD 297
cmp-daily-histogram-bars-legend-max-price-aria-label CAD 583
Displaying fares for October-2026
  • YUL–ORD, Oct 06, 2026: From CAD 436
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    OCT

  • YUL–ORD, Oct 07, 2026: From CAD 436
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  • YUL–ORD, Oct 08, 2026: From CAD 489
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  • YUL–ORD, Oct 09, 2026: From CAD 583
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  • YUL–ORD, Oct 10, 2026: From CAD 436
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  • YUL–ORD, Oct 11, 2026: From CAD 489
    11

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  • YUL–ORD, Oct 12, 2026: From CAD 489
    12

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  • YUL–ORD, Oct 13, 2026: From CAD 436
    13

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  • YUL–ORD, Oct 14, 2026: From CAD 436
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  • YUL–ORD, Oct 15, 2026: From CAD 473
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  • YUL–ORD, Oct 16, 2026: From CAD 473
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  • YUL–ORD, Oct 17, 2026: From CAD 447
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  • YUL–ORD, Oct 18, 2026: From CAD 498
    18

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  • YUL–ORD, Oct 19, 2026: From CAD 473
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  • YUL–ORD, Oct 20, 2026: From CAD 349
    20

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  • YUL–ORD, Oct 21, 2026: From CAD 349
    21

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  • YUL–ORD, Oct 22, 2026: From CAD 381
    22

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  • YUL–ORD, Oct 23, 2026: From CAD 381
    23

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  • YUL–ORD, Oct 24, 2026: From CAD 360
    24

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  • YUL–ORD, Oct 25, 2026: From CAD 463
    25

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  • YUL–ORD, Oct 26, 2026: From CAD 322
    26

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  • YUL–ORD, Oct 27, 2026: From CAD 322
    27

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  • YUL–ORD, Oct 28, 2026: From CAD 308
    28

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  • YUL–ORD, Oct 29, 2026: From CAD 308
    29

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  • YUL–ORD, Oct 30, 2026: From CAD 308
    30

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  • YUL–ORD, Oct 31, 2026: From CAD 297
    31

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  • YUL–ORD, Nov 01, 2026: From CAD 322
    01

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    NOV

  • YUL–ORD, Nov 02, 2026: From CAD 308
    02

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  • YUL–ORD, Nov 03, 2026: From CAD 297
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  • YUL–ORD, Nov 04, 2026: From CAD 297
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  • YUL–ORD, Nov 05, 2026: From CAD 308
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    • RangeCAD 297-CAD 583

    *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 24, 2026

    From

    11,531 pts
    + CAD 175

    Viewed: 1 day ago

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

    From

    11,531 pts
    + CAD 167

    Viewed: 1 day ago

    Montréal (YUL)Chicago (ORD)One-way
    /
    Economy    		 Oct 12, 2026

    From

    11,531 pts
    + CAD 178

    Viewed: 1 day ago

    Montréal (YUL)Chicago (ORD)One-way
    /
    Economy    		 Oct 19, 2026

    From

    11,531 pts
    + CAD 175

    Viewed: 1 day ago

    Montréal (YUL)Chicago (ORD)One-way
    /
    Economy    		 Oct 18, 2026

    From

    13,438 pts
    + CAD 154

    Viewed: 1 day ago

    Montréal (YUL)Chicago (ORD)One-way
    /
    Economy    		 Nov 15, 2026

    From

    18,886 pts
    + CAD 154

    Viewed: 1 day ago

    Montréal (YUL)Chicago (ORD)One-way
    /
    Economy    		 Sep 28, 2027

    From

    22,024 pts
    + CAD 305

    Viewed: 1 day ago

    Montréal (YUL)Chicago (ORD)One-way
    /
    Economy    		 Jan 01, 2027

    From

    51,824 pts
    + CAD 759

    Viewed: 1 day ago

    Montréal (YUL)Chicago (ORD)One-way
    /
    Economy    		 Oct 06, 2026

    From

    11,531 pts
    + CAD 167

    Viewed: 22 hours ago

    Montréal (YUL)Chicago (ORD)One-way
    /
    Economy    		 Dec 21, 2026

    From

    11,756 pts
    + CAD 190

    Viewed: 13 hours ago

    Montréal (YUL)Chicago (ORD)One-way
    /
    Economy    		 Sep 25, 2027

    From

    22,842 pts
    + CAD 305

    Viewed: 14 hours ago

    Montréal (YUL)Chicago (ORD)One-way
    /
    Economy    		 Dec 31, 2026

    From

    23,062 pts
    + CAD 350

    Viewed: 17 hours ago

    Montréal (YUL)Chicago (ORD)One-way
    /
    Economy    		 Dec 30, 2026

    From

    23,062 pts
    + CAD 458

    Viewed: 17 hours ago

    Montréal (YUL)Chicago (ORD)One-way
    /
    Economy    		 Nov 29, 2026

    From

    26,610 pts
    + CAD 154

    Viewed: 22 hours ago

    Montréal (YUL)Chicago (ORD)One-way
    /
    Economy    		 Sep 27, 2027

    From

    33,234 pts
    + CAD 432

    Viewed: 14 hours ago

    Montréal (YUL)Chicago (ORD)One-way
    /
    Economy    		 Dec 06, 2026

    From

    11,756 pts
    + CAD 190

    Viewed: 3 hours ago

    Montréal (YUL)Chicago (ORD)One-way
    /
    Economy    		 Nov 08, 2026

    From

    23,062 pts
    + CAD 357

    Viewed: 2 hours ago

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

    From

    23,062 pts
    + CAD 350

    Viewed: 2 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 Montréal to Chicago