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Cheap flights from Winnipeg to Grand Cayman from C$ 221

YWG — GCM
9 Oct — 16 Oct1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Winnipeg to Grand Cayman

Enter your travel dates to find the best prices.

Cheapest flights from Winnipeg to Grand Cayman

Sat 24/104:25 p.m. -
1 stop21h 10m
Mon 26/102:35 p.m. -
1 stop20h 30m
Deal found 7/9C$ 519

Find flight deals from Winnipeg to Grand Cayman

Round-trip from

C$ 519

One-way from

C$ 221
WestJet
  • WestJet
  • 24/10-26/10
  • 2 total stops
  • 41h 40m total
  • Winnipeg to Grand Cayman
Search Deals
WestJet
  • WestJet
  • 26/11-31/12
  • 1 total stop
  • 8h 35m total
  • Winnipeg to Grand Cayman
Search Deals

Cheapflights Fare Finder

 
Use the filters below to find and compare flights from Winnipeg to Grand Cayman that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

WinnipegGeorge Town

YWG Winnipeg - GCM George Town Owen Roberts Intl

YWGGCM

Winnipeg

Thu 26/11

5:00 a.m.-2:35 p.m.

1 stop8h 35m

George Town Owen Roberts Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 221

WinnipegGeorge Town

YWG Winnipeg - GCM George Town Owen Roberts Intl

YWGGCM

Winnipeg

Thu 26/11

6:00 a.m.-12:10 p.m.

2 stops29h 10m

George Town Owen Roberts Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 233

WinnipegGeorge Town

YWG Winnipeg - GCM George Town Owen Roberts Intl

YWGGCM

Winnipeg

Sat 24/10

4:25 p.m.-1:35 p.m.

1 stop21h 10m

George Town Owen Roberts Intl

Mon 26/10

2:35 p.m.-11:05 a.m.

1 stop20h 30m

C$ 519

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/9

Sorted by cheapest first

Best time to book a flight from Winnipeg to Grand Cayman

Have a flexible travel schedule? Discover the best time to fly to Grand Cayman from Winnipeg with our price prediction graph.
Estimated round-trip price

Cheapflights Insights

Everything you need to know about your flight from Winnipeg to Grand Cayman

No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Grand Cayman

Get a feel of what it's like to fly with WestJet from Winnipeg to Grand Cayman by reading reviews from past customers. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
WestJet
7.2
Good
3,447 reviews
Check prices

Comfort

7.1

Overall

7.2

Crew

7.9

Entertainment

6.1

Boarding

7.4

Food

6.2

Reviews

1 / 20
10.0
Excellent

Anonymous,Aug 2026

YHZ - DTW

Better snacks I also flew Delta much better with movies and entertainment
WestJet
7.2
Good
3,447 reviews
WestJet
7.2
Good
3,447 reviews
Check prices

Comfort

7.1

Overall

7.2

Crew

7.9

Entertainment

6.1

Boarding

7.4

Food

6.2

Reviews

1 / 20
10.0
Excellent

Anonymous,Aug 2026

YHZ - DTW

Better snacks I also flew Delta much better with movies and entertainment

Related info for your journey

  • What airport do you fly from for flights from Winnipeg to Grand Cayman?

    Located just 7.3 km from the city centre, Winnipeg (YWG) is the airport most travellers will use when flying to Grand Cayman from Winnipeg.

  • How long is the flight from Winnipeg to Grand Cayman?

    For as low as C$ 519, WestJet can have you in Grand Cayman from Winnipeg in 21h 20m. The distance between Winnipeg and Grand Cayman is about 3681 km.

  • Can I find deals for flights from Winnipeg to Grand Cayman that include hotel bookings?

    Yes. In addition to deals on Winnipeg to Grand Cayman flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Winnipeg to Grand Cayman?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Winnipeg to Grand Cayman.

  • Can I find deals for business class flights from Winnipeg to Grand Cayman?

    Yes. Cheapflights offers flight deals from Winnipeg to Grand Cayman by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

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Alternative routes for Winnipeg to Grand Cayman

Winnipeg to George Town flights

Top airline flying from Winnipeg to Grand Cayman

AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 494AverageC$ 673FlexibilityNo cancel feeOn-time60%
Search WestJet flights

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