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Cheap flights from Winnipeg to Grand Cayman from C$ 298

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/4. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — GCM
26 Feb — 5 Mar1
1 adult

Cheap flight deals from Winnipeg to Grand Cayman

Keep the following information in mind while searching for Winnipeg to Grand Cayman flight deals. Data was last updated 21 February 2025.

Round-trip from

C$ 740

One-way from

C$ 298
United Airlines
  • United Airlines
  • 2/5-31/5
  • 4 total stops
  • 66h 34m total
  • Winnipeg to Grand Cayman
Search Deals
5/4
  • 5/4
  • 1 total stop
  • 17h 53m total
  • Winnipeg to Grand Cayman
Search Deals

Find flight deals from Winnipeg to Grand Cayman

Cheapest flights from Winnipeg to Grand Cayman
Explore the most affordable flight options available from Winnipeg to Grand Cayman. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 21 February 2025.

Fri 2/52:20 p.m.YWG - GCM
2 stops46h 10mUnited Airlines
Sat 31/54:45 p.m.GCM - YWG
2 stops20h 24mUnited Airlines
Deal found 20/2C$ 740
Fri 2/52:35 p.m.YWG - GCM
1 stop22h 10mWestJet
Sat 31/51:45 p.m.GCM - YWG
1 stop10h 28mWestJet
Deal found 20/2C$ 761
Fri 14/33:00 p.m.YWG - GCM
3 stops23h 50mMultiple Airlines
Sat 22/38:50 a.m.GCM - YWG
2 stops23h 38mMultiple Airlines
Deal found 20/2C$ 3,484
Fri 14/36:50 a.m.YWG - GCM
1 stop6h 43mDelta
Sat 22/33:00 p.m.GCM - YWG
1 stop8h 29mDelta
Deal found 20/2C$ 7,706

Find flights from Winnipeg to Grand Cayman within your budget

Customize your flight search to find flights from Winnipeg to Grand Cayman that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 21 February 2025.

Fly from

Winnipeg

Fly to

Grand Cayman

Route

Depart

Return

Price

WinnipegGeorge Town

YWG - GCM

YWGGCM

Winnipeg

Fri 2/5

2:20 p.m.-12:30 p.m.

2 stops46h 10m

George Town Owen Roberts Intl

Sat 31/5

4:45 p.m.-1:09 p.m.

2 stops20h 24m

C$ 740

WinnipegGeorge Town

YWG - GCM

YWGGCM

Winnipeg

Fri 2/5

2:35 p.m.-12:45 p.m.

1 stop22h 10m

George Town Owen Roberts Intl

Sat 31/5

1:45 p.m.-12:13 a.m.

1 stop10h 28m

C$ 761

WinnipegGeorge Town

YWG - GCM

YWGGCM

Winnipeg

Fri 14/3

3:00 p.m.-2:50 p.m.

3 stops23h 50m

George Town Owen Roberts Intl

Sat 22/3

8:50 a.m.-8:28 a.m.

2 stops23h 38m

C$ 3,484

WinnipegGeorge Town

YWG - GCM

YWGGCM

Winnipeg

Fri 14/3

6:50 a.m.-1:33 p.m.

1 stop6h 43m

George Town Owen Roberts Intl

Sat 22/3

3:00 p.m.-11:29 p.m.

1 stop8h 29m

C$ 7,706

Flights are sorted by cheapest round-trip flights first.

Deals found on 20/2

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
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Winnipeg to Grand Cayman

Get recent, data-driven insights about flights from Winnipeg to Grand Cayman including ideal travel times, pricing trends, and more.
No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Grand Cayman

Get insights into the airlines that provide service to Grand Cayman. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Grand Cayman. Reviews last updated 21 February 2025.
Delta
8.0
Very good
8,220 reviews
Check prices

Crew

8.5

Overall

8.0

Boarding

8.2

Comfort

8.0

Entertainment

7.9

Food

7.3

Reviews

1 / 20

8.0
Excellent

Rona,Feb 2024

MSP - DEN

It was a good experience other than a short delay.

Delta
8.0
Very good
8,220 reviews
Delta
8.0
Very good
8,220 reviews
Check prices

Crew

8.5

Overall

8.0

Boarding

8.2

Comfort

8.0

Entertainment

7.9

Food

7.3

Reviews

1 / 20

8.0
Excellent

Rona,Feb 2024

MSP - DEN

It was a good experience other than a short delay.

United Airlines
7.4
Good
8,766 reviews
Delta
8.0
Very good
8,220 reviews
Check prices

Crew

8.5

Overall

8.0

Boarding

8.2

Comfort

8.0

Entertainment

7.9

Food

7.3

Reviews

1 / 20

8.0
Excellent

Rona,Feb 2024

MSP - DEN

It was a good experience other than a short delay.

WestJet
7.2
Good
2,801 reviews
Delta
8.0
Very good
8,220 reviews
Check prices

Crew

8.5

Overall

8.0

Boarding

8.2

Comfort

8.0

Entertainment

7.9

Food

7.3

Reviews

1 / 20

8.0
Excellent

Rona,Feb 2024

MSP - DEN

It was a good experience other than a short delay.

Air Canada
7.0
Good
8,748 reviews
Delta
8.0
Very good
8,220 reviews
Check prices

Crew

8.5

Overall

8.0

Boarding

8.2

Comfort

8.0

Entertainment

7.9

Food

7.3

Reviews

1 / 20

8.0
Excellent

Rona,Feb 2024

MSP - DEN

It was a good experience other than a short delay.

Related info for your journey

Find useful and relevant information for your journey from Winnipeg to Grand Cayman. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • 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.

  • 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.

  • What is the cheapest month to book a flight from Winnipeg to Grand Cayman?

    Currently, June is the cheapest month in which you can book a flight from Winnipeg to Grand Cayman (average of C$ 299). Flying from Winnipeg to Grand Cayman in March is currently the most expensive (average of C$ 445). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Winnipeg to Grand Cayman

See prices for flight routes from nearby airports that may be better suited for you.
Winnipeg to George Town flights

Top airline flying from Winnipeg to Grand Cayman

Discover the top airline that operate flights from Winnipeg to Grand Cayman. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 21 February 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 536AverageC$ 725FlexibilityNo cancel feeOn-time60%
Search WestJet flights

Fly with Cheapflights

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How does Cheapflights help users find flights from Winnipeg to Grand Cayman?

Cheapflights makes it easy to find Winnipeg to Grand Cayman flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

Why should you use Cheapflights to find cheap flight tickets from Winnipeg to Grand Cayman?

Millions of users choose and trust Cheapflights to book the best flight deals from Winnipeg to Grand Cayman for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

Can Cheapflights find flights from Winnipeg to Grand Cayman with no change fees?

Certainly. Search results for flights to Grand Cayman from Winnipeg shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

Can Cheapflights notify me if prices for flights from Winnipeg to Grand Cayman become cheaper?

Not ready to book yet? You can track prices for flights from Winnipeg to Grand Cayman on Cheapflights with our Price Alert feature and get notified when better prices are available.

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