Travel with Air Canada from Winnipeg to Chicago (YWG-ORD) from

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Fly now between Winnipeg and Chicago

  1. Winnipeg (YWG) to Chicago (ORD)

    Aug 28, 2019

    CAD 275*

    One-way / Economy

  2. Winnipeg (YWG) to Chicago (ORD)

    Aug 29, 2019

    CAD 275*

    One-way / Economy

  3. Winnipeg (YWG) to Chicago (ORD)

    Aug 31, 2019

    CAD 275*

    One-way / Economy

  4. Winnipeg (YWG) to Chicago (ORD)

    Sep 01, 2019

    CAD 275*

    One-way / Economy

  5. Winnipeg (YWG) to Chicago (ORD)

    Sep 03, 2019

    CAD 275*

    One-way / Economy

  6. Winnipeg (YWG) to Chicago (ORD)

    Sep 06, 2019

    CAD 275*

    One-way / Economy

*Fares displayed have been collected within the last 48hrs 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.

Weather in Chicago

Wednesday moderate rain
13°C Jun 19, 2019
Thursday moderate rain
18°C Jun 20, 2019
Friday light rain
24°C Jun 21, 2019
Saturday overcast clouds
28°C Jun 22, 2019
Sunday moderate rain
30°C Jun 23, 2019
Monday moderate rain
20°C Jun 24, 2019
Tuesday moderate rain
26°C Jun 25, 2019
Powered by: OpenWeatherMap.org

Book early from Winnipeg to Chicago and save

FromToDepartureFare TypePrice

Winnipeg (YWG)

Chicago (ORD)

Sep 21, 2019

One-way / Economy
CAD 275*
Viewed:1hourago

Winnipeg (YWG)

Chicago (ORD)

Sep 23, 2019

One-way / Economy
CAD 275*
Viewed:1hourago

Winnipeg (YWG)

Chicago (ORD)

Oct 01, 2019

One-way / Economy
CAD 275*
Viewed:1hourago

Winnipeg (YWG)

Chicago (ORD)

Oct 02, 2019

One-way / Economy
CAD 275*
Viewed:1hourago

Winnipeg (YWG)

Chicago (ORD)

Oct 05, 2019

One-way / Economy
CAD 275*
Viewed:1hourago

Winnipeg (YWG)

Chicago (ORD)

Oct 07, 2019

One-way / Economy
CAD 275*
Viewed:1hourago

Winnipeg (YWG)

Chicago (ORD)

Oct 08, 2019

One-way / Economy
CAD 275*
Viewed:1hourago

Winnipeg (YWG)

Chicago (ORD)

Oct 09, 2019

One-way / Economy
CAD 275*
Viewed:1hourago

Winnipeg (YWG)

Chicago (ORD)

Oct 24, 2019

One-way / Economy
CAD 275*
Viewed:1hourago

Winnipeg (YWG)

Chicago (ORD)

Oct 30, 2019

One-way / Economy
CAD 275*
Viewed:1hourago

*Fares displayed have been collected within the last 48hrs 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 Winnipeg to Chicago