Cheap Flights to Caribbean

View NZ$1,687 flight on Fri, 25 Dec 2026Opens in a new window

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Cheapest Flights to Caribbean

Prices were available within the past 7 days for one-way flights and round trip tickets for the period specified. Prices and availability are subject to change. Additional terms apply.

Air New Zealand
Thu, 5 Nov - Wed, 2 Dec
CHC
Christchurch
POS
Trinidad
NZ$2,551 Return, found 2 days ago
NZ$2,551
Return
found 2 days ago
Select Air New Zealand flight, departing Thu, 5 Nov from Christchurch to Trinidad, returning Wed, 2 Dec, priced at NZ$2,551 found 2 days ago
Air New Zealand
Thu, 5 Nov - Wed, 2 Dec
CHC
Christchurch
POS
Trinidad
NZ$2,585 Return, found 2 days ago
NZ$2,585
Return
found 2 days ago
Select Air New Zealand flight, departing Thu, 5 Nov from Christchurch to Trinidad, returning Wed, 2 Dec, priced at NZ$2,585 found 2 days ago
Qantas Airways
Wed, 6 May - Mon, 18 May
CHC
Christchurch
SJU
San Juan
NZ$3,037 Return, found 1 day ago
NZ$3,037
Return
found 1 day ago
Select Qantas Airways flight, departing Wed, 6 May from Christchurch to San Juan, returning Mon, 18 May, priced at NZ$3,037 found 1 day ago
Qantas Airways
Sun, 3 May - Mon, 18 May
CHC
Christchurch
SJU
San Juan
NZ$3,067 Return, found 1 day ago
NZ$3,067
Return
found 1 day ago
Select Qantas Airways flight, departing Sun, 3 May from Christchurch to San Juan, returning Mon, 18 May, priced at NZ$3,067 found 1 day ago
United
Thu, 5 Nov - Wed, 2 Dec
CHC
Christchurch
POS
Trinidad
NZ$3,071 Return, found 2 days ago
NZ$3,071
Return
found 2 days ago
Select United flight, departing Thu, 5 Nov from Christchurch to Trinidad, returning Wed, 2 Dec, priced at NZ$3,071 found 2 days ago
Qantas Airways
Thu, 5 Nov - Wed, 2 Dec
CHC
Christchurch
POS
Trinidad
NZ$3,088 Return, found 2 days ago
NZ$3,088
Return
found 2 days ago
Select Qantas Airways flight, departing Thu, 5 Nov from Christchurch to Trinidad, returning Wed, 2 Dec, priced at NZ$3,088 found 2 days ago
United
Thu, 5 Nov - Wed, 2 Dec
CHC
Christchurch
POS
Trinidad
NZ$3,105 Return, found 2 days ago
NZ$3,105
Return
found 2 days ago
Select United flight, departing Thu, 5 Nov from Christchurch to Trinidad, returning Wed, 2 Dec, priced at NZ$3,105 found 2 days ago
Qantas Airways
Fri, 1 May - Mon, 18 May
CHC
Christchurch
SJU
San Juan
NZ$3,117 Return, found 1 day ago
NZ$3,117
Return
found 1 day ago
Select Qantas Airways flight, departing Fri, 1 May from Christchurch to San Juan, returning Mon, 18 May, priced at NZ$3,117 found 1 day ago
Jetstar
Wed, 9 Dec - Fri, 8 Jan
CHC
Christchurch
SJU
San Juan
NZ$3,177 Return, found 5 days ago
NZ$3,177
Return
found 5 days ago
Select Jetstar flight, departing Wed, 9 Dec from Christchurch to San Juan, returning Fri, 8 Jan, priced at NZ$3,177 found 5 days ago
Air Canada
Thu, 5 Nov - Wed, 2 Dec
CHC
Christchurch
POS
Trinidad
NZ$3,542 Return, found 2 days ago
NZ$3,542
Return
found 2 days ago
Select Air Canada flight, departing Thu, 5 Nov from Christchurch to Trinidad, returning Wed, 2 Dec, priced at NZ$3,542 found 2 days ago

Trending flights to Caribbean

These prices were available within the past 7 days. Prices quoted are per person, return, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air New Zealand
Thu, 5 Nov - Wed, 2 Dec
CHC
Christchurch
POS
Trinidad
NZ$2,551 Return, found 2 days ago
NZ$2,551
Return
found 2 days ago
Select Air New Zealand flight, departing Thu, 5 Nov from Christchurch to Trinidad, returning Wed, 2 Dec, priced at NZ$2,551 found 2 days ago

Frequently asked questions

Can I cancel my flight booking to Caribbean due to COVID-19?
If you haven't booked yet, scan the terms and conditions of the airline you're considering. If you've already secured your flight to Caribbean, head to our Customer Service Portal. It will help determine which COVID-19 policies apply to your booking and provide advice on the next steps.
What's the best way to find cheap flights to Caribbean that have flexible change policies?
When it comes to flying these days, flexibility is important. That's why we've added a "No change fee" search function to help you track down flexible, low-priced tickets to Caribbean. It's to the left of your screen just below the "Flexible change policies" subheading.
What are some of the general tips for travelers to Caribbean during the COVID-19 outbreak?
The COVID-19 outbreak has resulted in big changes to how we travel. If you plan to visit Caribbean, these tips will help you navigate these new challenges and rules:

  • Before you book a flight, see if any travel restrictions apply — in both your origin and destination. Keep informed with the latest updates by reviewing government travel advisories.
  • Keep your face mask on during airport screening. A TSA employee will ask you to lower your mask temporarily for ID purposes.
  • To avoid cross-contamination, position your boarding pass on the reader yourself and then hold it up for inspection. Do not hand your pass directly to a TSA employee.
  • TSA now permits passengers to take one container of hand sanitizer, up to 12 oz (350 ml) in size, in carry-on luggage. This will have to be removed from your bag for X-ray scanning.
  • To minimize handling during screening, place personal items such as your phone, wallet and keys into your carry-on rather than the bins.
  • Transport any food items in a clear plastic bag and also place them in a screening bin. Keeping food separate from your carry-on makes it less likely that a TSA officer will need to open and touch your bag for inspection.

How much is a flight to Caribbean?
There were lots of inexpensive fares up for grabs in the last seven days, with the cost of a return ticket to Caribbean ranging between NZ$2,551 and NZ$3,542. Many lucky vacationers purchased one-way flights from Christchurch (CHC) for as low as NZ$1,687.
When is the cheapest time to fly to Caribbean?
Jet off on a Tuesday to boost your odds of bagging the cheapest flight to Caribbean. Mondays are usually the next most affordable day to depart. Saturday is generally the most expensive day to fly anywhere.
How much is a plane ticket to Caribbean?
In the last seven days, ticket prices to Caribbean ranged from NZ$2,551 to NZ$3,542.
What are the best things to do in Caribbean?

  • With so much to see and do in Havana, it's little surprise that most travelers kick off their Caribbean getaway in this happening city. Spend your first couple of days going to see famous attractions like Hotel Nacional de Cuba before taking a look at some of this place's lesser-known highlights.
  • Havana features a tropical savanna climate. But before you take off, study what the weather will be up to while you're there. Hot, cold, wet or dry, it's smart to arrive prepared.
  • Make Camaguey the next place you go. It's around 483 kilometres to the east of Havana and where you'll discover Casa Natal del Mayor, one of this city's top tourist sights.

What months are the cheapest to book a flight to Caribbean?
February is a cheap month to book your Caribbean trip. Airfares are at their most expensive during the festive month of December, so avoid this time if possible.

Travel information

Caribbean Flights Information

Airlines serving
United, Air Canada, Qantas Airways, Air New Zealand, American Airlines, Jetstar
Roundtrip price
from NZ$2,551
Caribbean Flights Information

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