To save up to 55% on this flight, we recommend booking at least 48 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Winnipeg to Caribbean Islands from C$ 723 1-2 weeks out and tickets from C$ 1,007 for flights departing within the next 72 hours.
The best pricing can be found in the month of May. Prices to Caribbean Islands from Winnipeg average C$ 819. You can even find prices in May for less than C$ 819, as users have found deals to Caribbean Islands from as low as C$ 567. The month of December appears to be one of the more expensive times to travel to Caribbean Islands from Winnipeg. Flying in the targeted month can save you up to 29%.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Winnipeg to Caribbean Islands as you normally would.
Fly from
Fly to
Budget
C$ 569 - C$ 1,102
Route
Depart
Return
Price
WinnipegNassau Intl
YWG - NAS
YWGNAS
Winnipeg
Sun 16/6
1 stop24h 40m
Nassau Intl
Thu 20/6
1 stop21h 22m
WinnipegNassau Intl
YWG - NAS
YWGNAS
Winnipeg
Sun 16/6
2 stops19h 37m
Nassau Intl
Thu 20/6
1 stop11h 02m
WinnipegNassau Intl
YWG - NAS
YWGNAS
Winnipeg
Sun 16/6
1 stop28h 22m
Nassau Intl
Thu 20/6
2 stops28h 17m
WinnipegSanto Domingo Las Americas
YWG - SDQ
YWGSDQ
Winnipeg
Sun 27/10
2 stops28h 32m
Santo Domingo Las Americas
Thu 31/10
2 stops33h 25m
WinnipegSanto Domingo Las Americas
YWG - SDQ
YWGSDQ
Winnipeg
Fri 4/10
2 stops42h 45m
Santo Domingo Las Americas
Tue 15/10
2 stops29h 41m
WinnipegMontego Bay Sangster Intl
YWG - MBJ
YWGMBJ
Winnipeg
Mon 3/6
1 stop21h 06m
Montego Bay Sangster Intl
Mon 24/6
1 stop24h 54m
WinnipegPunta Cana
YWG - PUJ
YWGPUJ
Winnipeg
Mon 21/10
1 stop17h 15m
Punta Cana
Tue 29/10
1 stop22h 34m
WinnipegPunta Cana
YWG - PUJ
YWGPUJ
Winnipeg
Fri 14/6
2 stops18h 43m
Punta Cana
Fri 21/6
1 stop19h 52m
WinnipegOranjestad Reina Beatrix
YWG - AUA
YWGAUA
Winnipeg
Sun 2/6
2 stops19h 07m
Oranjestad Reina Beatrix
Thu 6/6
2 stops21h 51m
No data available for this route at this time. Please check back soon.
Entertainment
Overall
Boarding
Food
Crew
Comfort
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Entertainment
Overall
Boarding
Food
Crew
Comfort
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Entertainment
Overall
Boarding
Food
Crew
Comfort
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Entertainment
Overall
Boarding
Food
Crew
Comfort
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Entertainment
Overall
Boarding
Food
Crew
Comfort
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Entertainment
Overall
Boarding
Food
Crew
Comfort
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
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