Find cheap flights to Caribbean

Find cheap flights to Caribbean

Round-trip
Economy
Wichita (ICT)
Caribbean
Wed. 5/8
Wed. 12/8
Any month
Compare vs. KAYAK |
Search hundreds of travel sites at once for deals on flights to Caribbean

Latest Caribbean Flight Deals

Montego Bay
Direct from C$ 432
Direct from C$ 560
Punta Cana
Direct from C$ 500
Direct from C$ 564
Oranjestad
1 stop from C$ 519
1 stop from C$ 454
Nassau
1 stop from C$ 491
Direct from C$ 490
Bridgetown
1 stop from C$ 561
Direct from C$ 546
Kingston
Direct from C$ 462
Direct from C$ 438

Good to know

Low season

September Best time to beat the crowds (4% less expensive on average)

High season

February Most popular time to fly (7% more expensive on average)

Average price of a round-trip

C$ 559 (avg. price over the last 2 weeks)

Good deal for a round-trip

C$ 257 or less

Top tips for finding cheap flights to Caribbean

  • Looking for cheap airfare to Caribbean? 25% of our users found round-trip tickets to Caribbean for the following prices or less: From Ottawa C$ 535, from Vancouver Intl C$ 608, from Calgary C$ 640
  • Book at least 2 weeks before departure in order to get a below-average price.
  • High season is considered to be January, November and December. The cheapest month to fly to Caribbean is January.
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Caribbean flight deals.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

FAQs - booking Caribbean flights

How long is the flight to Caribbean?

What is the cheapest flight to Caribbean?

Which airlines fly to Caribbean?

What are the most popular destinations in Caribbean?

How does KAYAK’s flight Price Forecast tool help me choose the right time to buy?

Top 5 airlines flying to Caribbean

Scores according to KAYAK customer reviews

8.7
Japan Airlines
Overall score based on 4,474 reviews
8.9
Boarding
8.6
Comfort
9.1
Crew
8.6
Entertainment
8.5
Food
Airline reviews
Read more about Japan Airlines

Book cheap flights to Caribbean (Round-trip)

Airports
Origin
Montreal
C$ 448
only
C$ 448
Toronto
C$ 377
only
C$ 377
Destination
Bridgetown
C$ 543
only
C$ 543
Nassau
C$ 404
only
C$ 404
San Juan
C$ 377
only
C$ 377
Oranjestad
C$ 495
only
C$ 495
Montego Bay
C$ 495
only
C$ 495
Punta Cana
C$ 499
only
C$ 499
Mon., 9 Nov.
YYZ
Toronto Pearson Airport
SJU
San Juan Airport
6h 01m
Wed., 18 Nov.
SJU
San Juan Airport
YYZ
Toronto Pearson Airport
12h 45m
C$ 377
Trip: 10 days
Based on null reviews
Sun., 23 Aug.
YYZ
Toronto Pearson Airport
NAS
Nassau Intl
19h 45m
Mon., 7 Sep.
NAS
Nassau Intl
YYZ
Toronto Pearson Airport
23h 06m
C$ 404
Trip: 16 days
Based on null reviews
Sun., 15 Nov.
YYZ
Toronto Pearson Airport
NAS
Nassau Intl
23h 35m
Tue., 17 Nov.
NAS
Nassau Intl
YYZ
Toronto Pearson Airport
8h 48m
C$ 441
Trip: 3 days
Based on null reviews
Fri., 11 Sep.
YYZ
Toronto Pearson Airport
AUA
Reina Beatrix Airport
14h 33m
Mon., 14 Sep.
AUA
Reina Beatrix Airport
YYZ
Toronto Pearson Airport
7h 34m
C$ 495
Trip: 4 days
Based on null reviews
Fri., 4 Dec.
YYZ
Toronto Pearson Airport
MBJ
Montego Bay Airport
4h 15m
Fri., 11 Dec.
MBJ
Montego Bay Airport
YYZ
Toronto Pearson Airport
4h 15m
C$ 495
Trip: 8 days
Based on null reviews
Thu., 6 Aug.
YYZ
Toronto Pearson Airport
NAS
Nassau Intl
20h 20m
Tue., 11 Aug.
NAS
Nassau Intl
YYZ
Toronto Pearson Airport
17h 10m
C$ 531
Trip: 6 days
Based on null reviews
Sat., 8 Aug.
YYZ
Toronto Pearson Airport
SJU
San Juan Airport
10h 50m
Mon., 10 Aug.
SJU
San Juan Airport
YYZ
Toronto Pearson Airport
11h 01m
C$ 388
Trip: 3 days
Based on null reviews
Sat., 24 Oct.
YYZ
Toronto Pearson Airport
SJU
San Juan Airport
12h 04m
Sat., 31 Oct.
SJU
San Juan Airport
YYZ
Toronto Pearson Airport
10h 52m
C$ 389
Trip: 8 days
Based on null reviews
Tue., 4 Aug.
YYZ
Toronto Pearson Airport
NAS
Nassau Intl
22h 45m
Thu., 3 Sep.
NAS
Nassau Intl
YYZ
Toronto Pearson Airport
20h 03m
C$ 433
Trip: 31 days
Based on null reviews
Wed., 14 Oct.
YYZ
Toronto Pearson Airport
NAS
Nassau Intl
7h 49m
Wed., 21 Oct.
NAS
Nassau Intl
YYZ
Toronto Pearson Airport
5h 31m
C$ 442
Trip: 8 days
Based on null reviews
Sat., 24 Oct.
YYZ
Toronto Pearson Airport
SJU
San Juan Airport
13h 30m
Fri., 30 Oct.
SJU
San Juan Airport
YYZ
Toronto Pearson Airport
14h 04m
C$ 401
Trip: 7 days
Based on null reviews
Mon., 28 Sep.
YYZ
Toronto Pearson Airport
NAS
Nassau Intl
8h 37m
Wed., 14 Oct.
NAS
Nassau Intl
YYZ
Toronto Pearson Airport
5h 31m
C$ 444
Trip: 17 days
Based on null reviews
Sun., 15 Nov.
YYZ
Toronto Pearson Airport
MBJ
Montego Bay Airport
4h 15m
Sun., 6 Dec.
MBJ
Montego Bay Airport
YYZ
Toronto Pearson Airport
4h 15m
C$ 497
Trip: 22 days
Based on null reviews
Sat., 8 Aug.
YYZ
Toronto Pearson Airport
SJU
San Juan Airport
10h 50m
Mon., 10 Aug.
SJU
San Juan Airport
YYZ
Toronto Pearson Airport
13h 39m
C$ 406
Trip: 3 days
Based on null reviews
Mon., 14 Sep.
YUL
Montreal Trudeau Airport
NAS
Nassau Intl
7h 46m
Tue., 15 Sep.
NAS
Nassau Intl
YUL
Montreal Trudeau Airport
20h 10m
C$ 448
Trip: 2 days
Based on null reviews
Thu., 5 Nov.
YYZ
Toronto Pearson Airport
BGI
Bridgetown Grantley Adams Intl
22h 45m
Mon., 16 Nov.
BGI
Bridgetown Grantley Adams Intl
YYZ
Toronto Pearson Airport
13h 15m
C$ 543
Trip: 12 days
Based on null reviews
Fri., 8 Jan.
YYZ
Toronto Pearson Airport
PUJ
Punta Cana Airport
4h 10m
Fri., 15 Jan.
PUJ
Punta Cana Airport
YYZ
Toronto Pearson Airport
4h 35m
C$ 499
Trip: 8 days
Based on null reviews
Tue., 3 Nov.
YUL
Montreal Trudeau Airport
PUJ
Punta Cana Airport
16h 30m
Tue., 10 Nov.
PUJ
Punta Cana Airport
YUL
Montreal Trudeau Airport
22h 03m
C$ 539
Trip: 8 days
Based on null reviews
Mon., 14 Sep.
YYZ
Toronto Pearson Airport
NAS
Nassau Intl
7h 06m
Thu., 17 Sep.
NAS
Nassau Intl
YYZ
Toronto Pearson Airport
5h 30m
C$ 448
Trip: 4 days
Based on null reviews
Fri., 7 Aug.
YYZ
Toronto Pearson Airport
SJU
San Juan Airport
11h 37m
Mon., 24 Aug.
SJU
San Juan Airport
YYZ
Toronto Pearson Airport
13h 19m
C$ 409
Trip: 18 days
Based on null reviews

Book cheap flights to Caribbean (One-way)

Airports
Origin
Montreal
C$ 248
only
C$ 248
Toronto
C$ 204
only
C$ 204
Destination
Bridgetown
C$ 261
only
C$ 261
Nassau
C$ 225
only
C$ 225
San Juan
C$ 204
only
C$ 204
Montego Bay
C$ 319
only
C$ 319
Kingston
C$ 288
only
C$ 288
Punta Cana
C$ 307
only
C$ 307
Tue., 13 Oct.
YYZ
Toronto Pearson Airport
SJU
San Juan Airport
12h 54m
C$ 204
Based on null reviews
Sat., 8 Aug.
YYZ
Toronto Pearson Airport
NAS
Nassau Intl
27h 40m
C$ 225
Based on null reviews
Tue., 4 Aug.
YYZ
Toronto Pearson Airport
NAS
Nassau Intl
22h 00m
C$ 241
Based on null reviews
Sat., 5 Sep.
YUL
Montreal Trudeau Airport
NAS
Nassau Intl
27h 37m
C$ 248
Based on null reviews
Wed., 5 Aug.
YYZ
Toronto Pearson Airport
NAS
Nassau Intl
7h 00m
C$ 267
Based on null reviews
Tue., 28 Jul.
YYZ
Toronto Pearson Airport
KIN
Kingston Norman Manley
19h 28m
C$ 288
Based on null reviews
Sun., 16 Aug.
YUL
Montreal Trudeau Airport
PUJ
Punta Cana Airport
4h 25m
C$ 307
Based on null reviews
Sun., 26 Jul.
YYZ
Toronto Pearson Airport
SJU
San Juan Airport
9h 41m
C$ 228
Based on null reviews
Sat., 22 Aug.
YYZ
Toronto Pearson Airport
NAS
Nassau Intl
27h 40m
C$ 236
Based on null reviews
Sat., 8 Aug.
YYZ
Toronto Pearson Airport
NAS
Nassau Intl
11h 05m
C$ 239
Based on null reviews
Sun., 23 Aug.
YYZ
Toronto Pearson Airport
NAS
Nassau Intl
24h 01m
C$ 268
Based on null reviews
Sat., 15 Aug.
YYZ
Toronto Pearson Airport
BGI
Bridgetown Grantley Adams Intl
8h 50m
C$ 261
Based on null reviews
Sun., 2 Aug.
YYZ
Toronto Pearson Airport
NAS
Nassau Intl
11h 05m
C$ 240
Based on null reviews
Sat., 8 Aug.
YYZ
Toronto Pearson Airport
NAS
Nassau Intl
48h 01m
C$ 275
Based on null reviews
Sun., 2 Aug.
YYZ
Toronto Pearson Airport
MBJ
Montego Bay Airport
28h 04m
C$ 319
Based on null reviews
Sat., 1 Aug.
YYZ
Toronto Pearson Airport
PUJ
Punta Cana Airport
4h 25m
C$ 322
Based on null reviews
Mon., 12 Oct.
YYZ
Toronto Pearson Airport
SJU
San Juan Airport
11h 54m
C$ 243
Based on null reviews
Thu., 23 Jul.
YYZ
Toronto Pearson Airport
BGI
Bridgetown Grantley Adams Intl
19h 30m
C$ 270
Based on null reviews
Fri., 7 Aug.
YYZ
Toronto Pearson Airport
NAS
Nassau Intl
7h 00m
C$ 276
Based on null reviews
Sat., 1 Aug.
YYZ
Toronto Pearson Airport
NAS
Nassau Intl
23h 55m
C$ 353
Based on null reviews
*
Prices are per person, are for e–tickets and include all taxes & fees in CAD.

We attempt to get accurate prices, however, prices are not guaranteed.

Here's why:

We’re not the seller.
At KAYAK we don’t set the prices, so it’s not possible for us to guarantee what other companies are selling.

We compile tonnes of data for you
Our service lets you quickly and easily compare results from hundreds of travel sites at once. In this sense, KAYAK is a search engine and we can't guarantee prices we find.

Why aren’t prices accurate 100% of the time?
Prices on airline seats, hotel rooms and car rentals can change frequently. Several people may also be trying to buy the same travel option simultaneously. As a result, you may find, on occasion, that certain prices are no longer available.

If you have more questions or if you have a bad price to report to us,
please send us an and someone from our team will get back to you promptly.

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