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Cheap flight deals from Winnipeg to Grand Cayman Starting at AED 532

For as little as AED 532, you can take your next adventure to Grand Cayman without breaking the bank. Choose between one-way and return tickets from Winnipeg below.

  • One way
  • Round-trip
      • YWG05:00
        7h 43m
        1 stop
        GCM12:43
        Mon, Mar 31|Winnipeg - Grand Cayman|WestJet
        AED 532AED 1,464
        64% OFF
        64% OFF
        AED 1,464AED 532

        Choose WestJet flights from Winnipeg to Grand Cayman. The one-way connecting flight with WestJet departs from Winnipeg James Armstrong Richardson International Airport on Mon, Mar 31, arriving at Owen Roberts International Airport. One-way Prices start from AED 532 including taxes and charges.

      • YWG20:00
        16h 43m
        1 stop
        GCM13:43
        Wed, Feb 19|Winnipeg - Grand Cayman|WestJet
        AED 671AED 1,464
        54% OFF
        54% OFF
        AED 1,464AED 671

        Choose WestJet flights from Winnipeg to Grand Cayman. The one-way connecting flight with WestJet departs from Winnipeg James Armstrong Richardson International Airport on Wed, Feb 19, arriving at Owen Roberts International Airport. One-way Prices start from AED 671 including taxes and charges.

      • YWG12:20
        24h 23m
        1 stop
        GCM13:43
        Sat, Feb 22|Winnipeg - Grand Cayman|WestJet
        AED 758AED 1,464
        48% OFF
        48% OFF
        AED 1,464AED 758

        Choose WestJet flights from Winnipeg to Grand Cayman. The one-way connecting flight with WestJet departs from Winnipeg James Armstrong Richardson International Airport on Sat, Feb 22, arriving at Owen Roberts International Airport. One-way Prices start from AED 758 including taxes and charges.

      • YWG20:00
        16h 43m
        1 stop
        GCM13:43
        Sun, Feb 23|Winnipeg - Grand Cayman|WestJet
        AED 758
        AED 758

        Choose WestJet flights from Winnipeg to Grand Cayman. The one-way connecting flight with WestJet departs from Winnipeg James Armstrong Richardson International Airport on Sun, Feb 23, arriving at Owen Roberts International Airport. One-way Prices start from AED 758 including taxes and charges.

      • YWG20:15
        16h 28m
        1 stop
        GCM13:43
        Wed, Feb 19|Winnipeg - Grand Cayman|Flair Airlines
        AED 771
        AED 771

        Choose Flair Airlines flights from Winnipeg to Grand Cayman. The one-way connecting flight with Flair Airlines departs from Winnipeg James Armstrong Richardson International Airport on Wed, Feb 19, arriving at Owen Roberts International Airport. One-way Prices start from AED 771 including taxes and charges.

      • YWG05:00
        7h 43m
        1 stop
        GCM13:43
        Thu, Feb 27|Winnipeg - Grand Cayman|WestJet
        AED 784
        AED 784

        Choose WestJet flights from Winnipeg to Grand Cayman. The one-way connecting flight with WestJet departs from Winnipeg James Armstrong Richardson International Airport on Thu, Feb 27, arriving at Owen Roberts International Airport. One-way Prices start from AED 784 including taxes and charges.

      • YWG18:50
        17h 53m
        1 stop
        GCM13:43
        Sun, Feb 23|Winnipeg - Grand Cayman|Porter Airlines
        AED 822
        AED 822

        Choose Porter Airlines flights from Winnipeg to Grand Cayman. The one-way connecting flight with Porter Airlines departs from Winnipeg James Armstrong Richardson International Airport on Sun, Feb 23, arriving at Owen Roberts International Airport. One-way Prices start from AED 822 including taxes and charges.

      • YWG20:15
        16h 28m
        1 stop
        GCM13:43
        Sun, Feb 23|Winnipeg - Grand Cayman|Flair Airlines
        AED 834
        AED 834

        Choose Flair Airlines flights from Winnipeg to Grand Cayman. The one-way connecting flight with Flair Airlines departs from Winnipeg James Armstrong Richardson International Airport on Sun, Feb 23, arriving at Owen Roberts International Airport. One-way Prices start from AED 834 including taxes and charges.

      • YWG18:50
        17h 53m
        1 stop
        GCM13:43
        Wed, Feb 19|Winnipeg - Grand Cayman|Porter Airlines
        AED 923
        AED 923

        Choose Porter Airlines flights from Winnipeg to Grand Cayman. The one-way connecting flight with Porter Airlines departs from Winnipeg James Armstrong Richardson International Airport on Wed, Feb 19, arriving at Owen Roberts International Airport. One-way Prices start from AED 923 including taxes and charges.

      • YWG14:15
        22h 30m
        1 stop
        GCM13:45
        Wed, Mar 5|Winnipeg - Grand Cayman|United Airlines
        AED 1,005
        AED 1,005

        Choose United Airlines flights from Winnipeg to Grand Cayman. The one-way connecting flight with United Airlines departs from Winnipeg James Armstrong Richardson International Airport on Wed, Mar 5, arriving at Owen Roberts International Airport. One-way Prices start from AED 1,005 including taxes and charges.

      • YWG01:00 pm
        3h 5m
        Nonstop
        GCM02:00 pm
        Fri, Feb 21|Winnipeg - Grand Cayman|WestJet
        Find More Flights
        Find More Flights

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

Winnipeg to Grand Cayman flight time & flight schedules

Flight info.
Departure
Arrival
Weekly Schedule

  1. WS520

    WestJet

    06:30

    YWG

    2.5h

    09:57

    YYZ

    SMTWTFS
    Search

  2. WS2032

    WestJet

    09:25

    YYZ

    4.3h

    13:43

    GCM

    S--W--S

  3. PD292

    Porter Airlines

    12:10

    YWG

    2.4h

    15:32

    YOW

    SMTWTFS
    Search

  4. UA3691

    United Airlines

    17:50

    YOW

    1.7h

    19:32

    EWR

    SMTWTFS

  5. UA2119

    United Airlines

    09:34

    EWR

    4.0h

    12:35

    GCM

    SMTWTFS

  6. UA5639

    United Airlines

    14:20

    YWG

    2.5h

    16:51

    ORD

    SMTWTFS
    Search

  7. UA322

    United Airlines

    09:28

    ORD

    4.0h

    13:30

    GCM

    -----F-

  8. WS306

    WestJet

    14:35

    YWG

    2.5h

    18:04

    YYZ

    SMTWTFS
    Search

  9. WS2032

    WestJet

    09:25

    YYZ

    4.3h

    13:43

    GCM

    S--W--S

  10. UA5623

    United Airlines

    16:15

    YWG

    2.5h

    17:46

    DEN

    SMTWTFS
    Search

  11. UA1291

    United Airlines

    23:45

    DEN

    3.6h

    05:19

    EWR

    SMTWTFS

  12. UA2119

    United Airlines

    09:34

    EWR

    4.0h

    12:35

    GCM

    SMTWTFS

  13. F8640

    Flair Airlines

    17:10

    YWG

    2.5h

    20:40

    YYZ

    SMTWTFS
    Search

  14. WS2032

    WestJet

    09:25

    YYZ

    4.3h

    13:43

    GCM

    S--W--S

  15. F8640

    Flair Airlines

    17:10

    YWG

    2.5h

    20:40

    YYZ

    SMTWTFS
    Search

  16. AA5046

    American Airlines

    06:00

    YYZ

    2.4h

    08:25

    CLT

    SMTWTFS

  17. AA301

    American Airlines

    09:20

    CLT

    3.0h

    11:20

    GCM

    SMTWTFS

  18. PD438

    Porter Airlines

    18:30

    YWG

    2.6h

    22:05

    YYZ

    SMTWTFS
    Search

  19. WS2032

    WestJet

    09:25

    YYZ

    4.3h

    13:43

    GCM

    S--W--S

  20. WS536

    WestJet

    20:00

    YWG

    2.5h

    23:30

    YYZ

    SMTWT-S
    Search

  21. WS2032

    WestJet

    09:25

    YYZ

    4.3h

    13:43

    GCM

    S--W--S

  22. WS536

    WestJet

    20:00

    YWG

    2.5h

    23:30

    YYZ

    SMTWT-S
    Search

  23. AA5046

    American Airlines

    06:00

    YYZ

    2.4h

    08:25

    CLT

    SMTWTFS

  24. AA301

    American Airlines

    09:20

    CLT

    3.0h

    11:20

    GCM

    SMTWTFS
Find more flights and airlines

When is the cheapest time to fly from Winnipeg to Grand Cayman?

Explore the best time to buy affordable tickets to Grand Cayman with our price trend chart, which predicts how flight prices will change in the coming weeks from previous data.

Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Frequently Asked Questions

  • When are flight tickets from Winnipeg (YWG) to Grand Cayman (GCM) the cheapest?

    Airlines adjust prices for flights from Winnipeg to Grand Cayman based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.

  • How much do flights from Winnipeg (YWG) to Grand Cayman (GCM) cost?

    According to Trip.com's data, the lowest price is around AED 1,815.

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

    • The distance from Owen Roberts International Airport to downtown is about 11 km, by taxi about 30 minutes.

  • How many airports are there in Grand Cayman (GCM)?

    There are 1 airport(s) near Grand Cayman (GCM): Owen Roberts International Airport.

How to find a cheap flight from Winnipeg to Grand Cayman

If you leave it until the last minute and forget to check some of the key information when booking tickets, prices can often end up skyrocketing. Below, you can find our top tips for getting the best value flights – from changing dates to chasing deals, there are plenty ways to keep your next trip affordable.
1
Book Early
Once prices are gone, they're gone. Lock in deals while you can!
2
Compare Flight Prices
Compare prices on travel agency and airline websites.
3
Look Out for Deals
Check airline and travel agency websites for latest flight deals
4
Check One-way Fares
Buying two cheap one-way flights can sometimes be a better deal than a round-trip.
5
Try Different Dates
Flying during the week, early in the morning, or late at night can help save money.
6
Use the Trip.com App
Save up to £10 per person when booking your flights on Trip.com

Flight Info | Winnipeg to Grand Cayman

Cheapest direct flight priceAED 532
Off-season for travelFebruary
Peak season for travelDecember
Flight distance3,679.95 km
Popular airlineFlair Airlines

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