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Cheap flights from Winnipeg to Grand Cayman from C$ 513

YWG — GCM
26 Sep — 3 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

Wed 18/116:55 p.m. -
1 stop16h 15m
Wed 25/111:10 p.m. -
1 stop22h 14m
Deal found 24/8C$ 513
Sat 24/104:15 p.m. -
2 stops21h 20m
Mon 26/102:35 p.m. -
2 stops34h 25m
Deal found 26/8C$ 541
Wed 23/95:00 a.m. -
1 stop30h 25m
Wed 30/97:00 a.m. -
2 stops35h 12m
Deal found 26/8C$ 569
Sat 19/126:00 a.m. -
2 stops53h 10m
Sat 26/121:10 p.m. -
2 stops30h 15m
Deal found 25/8C$ 1,148
Sat 19/1211:40 a.m. -
1 stop29h 58m
Sat 26/126:50 p.m. -
1 stop17h 15m
Deal found 25/8C$ 1,222

Find flight deals from Winnipeg to Grand Cayman

Round-trip from

C$ 513
Air Canada
  • Air Canada
  • 18/11-25/11
  • 2 total stops
  • 38h 29m 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

WinnipegGeorge Town

YWG Winnipeg - GCM George Town Owen Roberts Intl

YWGGCM

Winnipeg

Wed 18/11

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

2 stops29h 10m

George Town Owen Roberts Intl

Wed 25/11

1:10 p.m.-10:24 a.m.

1 stop22h 14m

C$ 513
Quickest round-trip

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.-7:50 p.m.

1 stop29h 15m

C$ 541

Flights are sorted by cheapest round-trip flights first.

Deals found on 24/8

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
3,439 reviews
Check prices

Entertainment

6.1

Comfort

7.0

Crew

7.9

Overall

7.2

Food

6.2

Boarding

7.4

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
3,439 reviews
WestJet
7.2
Good
3,439 reviews
Check prices

Entertainment

6.1

Comfort

7.0

Crew

7.9

Overall

7.2

Food

6.2

Boarding

7.4

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$ 541, Air Canada can have you in Grand Cayman from Winnipeg in 21h 10m. The distance between Winnipeg and Grand Cayman is about 3681 km. This flight may include one or multiple stops.

  • 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

Browse thousands of different options on Cheapflights for your next trip

Alternative routes for Winnipeg to Grand Cayman

Winnipeg to George Town flights

Top airline flying from Winnipeg to Grand Cayman

AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 496AverageC$ 677FlexibilityNo cancel feeOn-time60%
Search WestJet flights

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