Travel with Air Canada from Kelowna to Chicago (YLW - ORD) from CAD 288*

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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 Kelowna and Chicago - our lowest fares in cash

Oct 2026
FromCAD 363*
One way/Economy
Nov 2026
FromCAD 310*
One way/Economy
Dec 2026
FromCAD 310*
One way/Economy
cmp-daily-histogram-bars-legend-min-price-aria-label CAD 363
cmp-daily-histogram-bars-legend-max-price-aria-label CAD 1.1K
Displaying fares for October-2026
  • YLW–ORD: cmp-view-offers-disclaimer. Find offers
    05

    Mo

    OCT

  • YLW–ORD, Oct 06, 2026: From CAD 812
    06

    Tu

  • YLW–ORD, Oct 07, 2026: From CAD 969
    07

    We

  • YLW–ORD, Oct 08, 2026: From CAD 1,120
    08

    Th

  • YLW–ORD, Oct 09, 2026: From CAD 755
    09

    Fr

  • YLW–ORD, Oct 10, 2026: From CAD 723
    10

    Sa

  • YLW–ORD, Oct 11, 2026: From CAD 711
    11

    Su

  • YLW–ORD, Oct 12, 2026: From CAD 647
    12

    Mo

  • YLW–ORD, Oct 13, 2026: From CAD 647
    13

    Tu

  • YLW–ORD, Oct 14, 2026: From CAD 647
    14

    We

  • YLW–ORD, Oct 15, 2026: From CAD 527
    15

    Th

  • YLW–ORD, Oct 16, 2026: From CAD 527
    16

    Fr

  • YLW–ORD, Oct 17, 2026: From CAD 527
    17

    Sa

  • YLW–ORD, Oct 18, 2026: From CAD 516
    18

    Su

  • YLW–ORD, Oct 19, 2026: From CAD 435
    19

    Mo

  • YLW–ORD, Oct 20, 2026: From CAD 435
    20

    Tu

  • YLW–ORD, Oct 21, 2026: From CAD 435
    21

    We

  • YLW–ORD, Oct 22, 2026: From CAD 363
    22

    Th

  • YLW–ORD, Oct 23, 2026: From CAD 363
    23

    Fr

  • YLW–ORD, Oct 24, 2026: From CAD 363
    24

    Sa

  • YLW–ORD, Oct 25, 2026: From CAD 445
    25

    Su

  • YLW–ORD, Oct 26, 2026: From CAD 374
    26

    Mo

  • YLW–ORD, Oct 27, 2026: From CAD 374
    27

    Tu

  • YLW–ORD, Oct 28, 2026: From CAD 445
    28

    We

  • YLW–ORD, Oct 29, 2026: From CAD 374
    29

    Th

  • YLW–ORD, Oct 30, 2026: From CAD 374
    30

    Fr

  • YLW–ORD, Oct 31, 2026: From CAD 369
    31

    Sa

  • YLW–ORD, Nov 01, 2026: From CAD 530
    01

    Su

    NOV

  • YLW–ORD, Nov 02, 2026: From CAD 374
    02

    Mo

  • YLW–ORD, Nov 03, 2026: From CAD 397
    03

    Tu

  • YLW–ORD, Nov 04, 2026: From CAD 412
    04

    We

    • RangeCAD 363-CAD 1,120

    *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 Kelowna (YLW) to Chicago (ORD) | Air Canada

    Flights between Kelowna and Chicago - our lowest fares in points

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    Flights between Kelowna and Chicago - our lowest fares in points
    From
    To
    Fare Type
    Departure
    Price
    Kelowna (YLW)Chicago (ORD)One-way
    /
    Economy    		 Nov 21, 2026

    From

    28,826 pts
    + CAD 300

    Viewed: 3 hours ago

    Kelowna (YLW)Chicago (ORD)One-way
    /
    Economy    		 Nov 22, 2026

    From

    28,826 pts
    + CAD 316

    Viewed: 3 hours ago

    Kelowna (YLW)Chicago (ORD)One-way
    /
    Economy    		 Nov 20, 2026

    From

    29,440 pts
    + CAD 300

    Viewed: 3 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 Kelowna to Chicago