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Cheap flights from Grand Cayman to Winnipeg from C$ 985

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 22/12. Fares are subject to change and may not be available on all flights or dates of travel.
GCM — YWG
6 Dec — 13 Dec1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Grand Cayman to Winnipeg

Keep the following information in mind while searching for Grand Cayman to Winnipeg flight deals. Data was last updated 6 November 2025.

Round-trip from

C$ 985
Porter Airlines
  • Porter Airlines
  • 22/12-3/1
  • 3 total stops
  • 34h 56m total
  • Grand Cayman to Winnipeg
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Cheapest flights from Grand Cayman to Winnipeg
Explore the most affordable flight options available from Grand Cayman to Winnipeg. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 6 November 2025.

Mon 22/122:50 p.m.GCM - YWG
2 stops25h 31mMultiple Airlines
Sat 3/16:00 a.m.YWG - GCM
1 stop9h 25mMultiple Airlines
Deal found 6/11C$ 985
Mon 22/122:50 p.m.GCM - YWG
2 stops25h 31mWestJet
Sat 3/19:00 p.m.YWG - GCM
2 stops39h 44mWestJet
Deal found 6/11C$ 1,079
Mon 22/127:30 a.m.GCM - YWG
3 stops17h 05mAmerican Airlines
Sat 3/112:10 p.m.YWG - GCM
3 stops25h 11mAmerican Airlines
Deal found 6/11C$ 3,789

Cheapflights Fare Finder

 
Customize your flight search to find flights from Grand Cayman to Winnipeg 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 6 November 2025.
Use the filters below to find and compare flights from Grand Cayman to Winnipeg that are best for you.

Fly from

Grand Cayman

Fly to

Winnipeg

Route

Depart

Return

Price

George TownWinnipeg

GCM - YWG

GCMYWG

George Town Owen Roberts Intl

Mon 22/12

2:50 p.m.-3:21 p.m.

2 stops25h 31m

Winnipeg

Sat 3/1

6:00 a.m.-4:25 p.m.

1 stop9h 25m

C$ 985

George TownWinnipeg

GCM - YWG

GCMYWG

George Town Owen Roberts Intl

Mon 22/12

7:30 a.m.-11:35 p.m.

3 stops17h 05m

Winnipeg

Sat 3/1

12:10 p.m.-2:21 p.m.

3 stops25h 11m

C$ 3,789

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/11

Best time to book a flight from Grand Cayman to Winnipeg

Have a flexible travel schedule? Discover the best time to fly to Winnipeg from Grand Cayman 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.

Cheapflights Insights

Everything you need to know about your flight from Grand Cayman to Winnipeg
No data available for this route at this time. Please check back soon.

Related info for your journey

Find useful and relevant information for your journey from Grand Cayman to Winnipeg. 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 into for flights to Winnipeg from Grand Cayman?

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

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

    American Airlines can get you from Grand Cayman to Winnipeg in just under 17h 05m. Your travel time can differ by up to . Grand Cayman and Winnipeg are separated by a distance of 3681 km.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Grand Cayman to Winnipeg 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

Travelling to a place near Winnipeg?

Book flights to Winnipeg if you plan to visit one of these locations
Selkirk
Portage la Prairie

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Alternative routes for Grand Cayman to Winnipeg

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

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