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Winnipeg James Armstrong Richardson International Airport to Chicago flight
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Air tickets from Winnipeg James Armstrong Richardson International Airport to Chicago

Search for flights from Winnipeg James Armstrong Richardson International Airport to Chicago and check out affordable one-way and round-trip options.

  • One way
  • Round-trip
sortSort: Price (Lowest)
  • Sort: Price (Lowest)
  • Sort: Departure (Earliest)
      • YWG07:30
        13h 19m
        1 stop
        MDW20:49
        Winnipeg - Chicago|Wed, Nov 6|WestJet
        INR 8,954INR 12,221
        27% OFF
        27% OFF
        INR 12,221INR 8,954
      • YWG08:00
        15h 52m
        1 stop
        MDW23:52
        Winnipeg - Chicago|Thu, Oct 10|WestJet
        INR 9,381INR 12,221
        23% OFF
        23% OFF
        INR 12,221INR 9,381
      • YWG08:00
        15h 48m
        1 stop
        MDW23:48
        Winnipeg - Chicago|Mon, Sep 23|WestJet
        INR 9,535INR 12,221
        22% OFF
        22% OFF
        INR 12,221INR 9,535
      • YWG07:30
        12h 11m
        1 stop
        ORD19:41
        Winnipeg - Chicago|Tue, Oct 29|WestJet
        INR 9,808
        INR 9,808
      • YWG08:00
        15h 48m
        1 stop
        MDW23:48
        Winnipeg - Chicago|Mon, Sep 30|WestJet
        INR 10,009
        INR 10,009
      • YWG08:00
        15h 52m
        1 stop
        MDW23:52
        Winnipeg - Chicago|Thu, Oct 24|WestJet
        INR 10,009
        INR 10,009
      • YWG08:00
        14h 19m
        1 stop
        ORD22:19
        Winnipeg - Chicago|Sun, Oct 6|WestJet
        INR 10,330
        INR 10,330
      • YWG08:00
        12h 49m
        1 stop
        MDW20:49
        Winnipeg - Chicago|Fri, Oct 18|WestJet
        INR 10,662
        INR 10,662
      • YWG08:00
        9h 32m
        1 stop
        ORD17:32
        Winnipeg - Chicago|Wed, Sep 25|WestJet
        INR 10,685
        INR 10,685
      • YWG08:00
        15h 33m
        1 stop
        MDW23:33
        Winnipeg - Chicago|Fri, Oct 11|WestJet
        INR 11,018
        INR 11,018
      • YWG13:00
        3h 5m
        Direct
        CHI14:00
        Winnipeg - Chicago|Mon, Sep 30|WestJet
        Find More Flights
        Find More Flights

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Selected Airlines from Winnipeg James Armstrong Richardson International Airport to Chicago

See which airlines fly from Winnipeg James Armstrong Richardson International Airport to Chicago. Find the airline that best meets your travel needs by comparing prices and treat yourself to an enjoyable journey.

WestJet
From INR 8,954
Delta Air Lines
From INR 15,939
Porter Airlines
From INR 15,999
Flair Airlines
From INR 17,362
United Airlines
From INR 18,062
Air Transat
From INR 18,098
Air Canada
From INR 18,489

Find more flights and airlines

Airports in Chicago

Learn about different airports in Chicago, find the best flight and transfer options, and plan your journey.

  • 24.74 km from central Chicago
    O'Hare International Airport
    Tickets From
    INR 9,298
  • 12.76 km from central ChicagoCheapestClosest
    Midway International Airport
    Tickets From
    INR 8,954
Flight Schedule from Winnipeg James Armstrong Richardson International Airport to Chicago

Check the schedule for flights from Winnipeg James Armstrong Richardson International Airport to Chicago and find the flight that best matches your travel plans.

Flight info.
Departure
Arrival
Weekly Schedule

  1. WS520

    WestJet

    05:00

    YWG

    2.6h

    08:39

    YYZ

    SMTWTFS
    Search

  2. PD2397

    Porter Airlines

    20:50

    YTZ

    1.8h

    21:37

    MDW

    --TWT-S

  3. PD424

    Porter Airlines

    05:00

    YWG

    2.5h

    08:33

    YYZ

    SMTWT-S
    Search

  4. PD2393

    Porter Airlines

    15:50

    YTZ

    1.8h

    16:40

    MDW

    SMTWT-S

  5. WS1360

    WestJet

    07:30

    YWG

    3.3h

    11:49

    ATL

    S-TWT-S
    Search

  6. F92781

    Frontier Airlines

    16:48

    ATL

    1.9h

    17:45

    MDW

    ------S

  7. WS1360

    WestJet

    07:30

    YWG

    3.3h

    11:49

    ATL

    S-TWT-S
    Search

  8. F91595

    Frontier Airlines

    12:03

    ATL

    2.1h

    13:11

    ORD

    SMT-TF-

  9. WS261

    WestJet

    08:15

    YWG

    2.5h

    09:42

    YYC

    SMTWTFS
    Search

  10. WS1588

    WestJet

    12:30

    YYC

    3.6h

    17:09

    ORD

    ---WTFS

  11. F8642

    Flair Airlines

    09:30

    YWG

    2.5h

    13:00

    YYZ

    S-TWTFS
    Search

  12. PD2397

    Porter Airlines

    20:50

    YTZ

    1.8h

    21:37

    MDW

    --TWT-S

  13. WS534

    WestJet

    09:30

    YWG

    2.4h

    12:54

    YYZ

    SMTWTFS
    Search

  14. PD2397

    Porter Airlines

    20:50

    YTZ

    1.8h

    21:37

    MDW

    --TWT-S

  15. WS534

    WestJet

    09:30

    YWG

    2.4h

    12:54

    YYZ

    SMTWTFS
    Search

  16. PD2399

    Porter Airlines

    18:15

    YTZ

    1.8h

    19:02

    MDW

    -----F-

  17. PD420

    Porter Airlines

    10:00

    YWG

    2.5h

    13:31

    YYZ

    S--WTFS
    Search

  18. PD2397

    Porter Airlines

    20:50

    YTZ

    1.8h

    21:37

    MDW

    --TWT-S

  19. WS1352

    WestJet

    17:00

    YWG

    3.5h

    18:30

    LAS

    ---W--S
    Search

  20. F92146

    Frontier Airlines

    22:59

    LAS

    3.8h

    04:47

    ORD

    ---W---
Find more flights and airlines

Flight Info of Flights from Winnipeg James Armstrong Richardson International Airport to Chicago

Cheapest round-trip ticket price

INR 25,035

Cheapest nonstop flight price

INR 8,953

Off-season for travel

September

Peak season for travel

June

FAQs for Winnipeg James Armstrong Richardson International Airport to Chicago Flights

  • What is the transportation method from the main airport to downtown in Chicago?

    • The distance from O'Hare International Airport to downtown is about 25km. It takes about 40 minutes by taxi.
    • The distance from Midway International Airport to downtown is about 14km. It takes about 30 minutes by taxi.

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