Cheap flights from Orlando to Caribbean

Travel > Caribbean

Travel tip: Visit San Juan on your holidays!

Price evolution for flights from Orlando to Caribbean:

Price overview for flights from Orlando to Caribbean
Today's pick From $23.11/day
travelgrove.com Details

After booking your flight from Orlando to Caribbean why not drive away with a rental car bargain?

Cheap Caribbean car rental at $23.11 / day is provided by Travelgrove. Discount available from top car rental supliers all over the U.S., including Alamo, National and Budget. Simply choose your airport and dates - Travelgrove does the searching for you! Date posted: 17 Nov 2009

Recent Deals on Flights from Orlando to Caribbean:Roundtrip / Oneway

$203 RT
Jetblue Airways flight
From:
Orlando, FL (MCO) 
To:
San Juan, PR (SJU) 
Departure:
03/18/2010 
Return:
03/25/2010
Airline:Jetblue Airways    
airfare.com
Check price
$306 RT
American Airlines flight
From:
Orlando, FL (ORL) 
To:
Santo Domingo, DO (SDQ) 
Departure:
12/07/2009 
Return:
12/13/2009
Airline:American Airlines    
vayama.com
Check price
$306 RT
American Airlines flight
From:
Orlando, FL (MCO) 
To:
Santiago, DO (STI) 
Departure:
12/08/2009 
Return:
12/13/2009
Airline:American Airlines    
vayama.com
Check price
$318 RT
American Airlines flight
From:
Orlando, FL (MCO) 
To:
Santo Domingo, DO (SDQ) 
Departure:
11/28/2009 
Return:
12/04/2009
Airline:American Airlines    
vayama.com
Check price
$319 RT
Spirit Airlines flight
From:
Orlando, FL (MCO) 
To:
Santo Domingo, DO (SDQ) 
Departure:
12/12/2009 
Return:
12/19/2009
Airline:Spirit Airlines    
airfare.com
Check price
$319 RT
Spirit Airlines flight
From:
Orlando, FL (MCO) 
To:
Santiago, DO (STI) 
Departure:
12/08/2009 
Return:
12/13/2009
Airline:Spirit Airlines    
airfare.com
Check price
$321 RT
American Airlines flight
From:
Orlando, FL (ORL) 
To:
Santo Domingo, DO (SDQ) 
Departure:
12/02/2009 
Return:
12/12/2009
Airline:American Airlines    
vayama.com
Check price
$336 RT
American Airlines flight
From:
Orlando, FL (MCO) 
To:
Santiago, DO (STI) 
Departure:
12/08/2009 
Return:
12/13/2009
Airline:American Airlines    
jetcombo.com
Check price
$346 RT
American Airlines flight
From:
Orlando, FL (MCO) 
To:
Santo Domingo, DO (SDQ) 
Departure:
12/08/2009 
Return:
12/16/2009
Airline:American Airlines    
vayama.com
Check price
$350 RT
Us Airways flight
From:
Orlando, FL (MCO) 
To:
San Juan, PR (SJU) 
Departure:
07/09/2010 
Return:
07/16/2010
Airline:Us Airways    
vayama.com
Check price
$357 RT
Spirit Airlines flight
From:
Orlando, FL (ORL) 
To:
San Juan, PR (SJU) 
Departure:
12/16/2010 
Return:
12/31/2009
Airline:Spirit Airlines    
airfare.com
Check price
$360 RT
Us Airways flight
From:
Orlando, FL (MCO) 
To:
San Juan, PR (SJU) 
Departure:
07/09/2010 
Return:
07/16/2010
Airline:Us Airways    
jetcombo.com
Check price
$361 RT
American Airlines flight
From:
Orlando, FL (MCO) 
To:
Santo Domingo, DO (SDQ) 
Departure:
11/28/2009 
Return:
12/04/2009
Airline:American Airlines    
jetcombo.com
Check price
$373 RT
Spirit Airlines flight
From:
Orlando, FL (MCO) 
To:
San Juan, PR (SJU) 
Departure:
12/20/2009 
Return:
01/01/2010
Airline:Spirit Airlines    
cfares.com
Check price
$374 RT
Us Airways flight
From:
Orlando, FL (MCO) 
To:
San Juan, PR (SJU) 
Departure:
07/09/2010 
Return:
07/16/2010
Airline:Us Airways    
airfare.com
Check price
$375 RT
American Airlines flight
From:
Orlando, FL (MCO) 
To:
San Juan, PR (SJU) 
Departure:
03/18/2010 
Return:
03/25/2010
Airline:American Airlines    
vayama.com
Check price
$381 RT
American Airlines flight
From:
Orlando, FL (ORL) 
To:
Santo Domingo, DO (SDQ) 
Departure:
12/02/2009 
Return:
12/12/2009
Airline:American Airlines    
jetcombo.com
Check price
$385 RT
American Airlines flight
From:
Orlando, FL (MCO) 
To:
Santo Domingo, DO (SDQ) 
Departure:
12/08/2009 
Return:
12/16/2009
Airline:American Airlines    
airfare.com
Check price
$387 RT
Jetblue Airways flight
From:
Orlando, FL (ORL) 
To:
Santo Domingo, DO (SDQ) 
Departure:
12/02/2009 
Return:
12/12/2009
Airline:Jetblue Airways    
airfare.com
Check price
$388 RT
American Airlines flight
From:
Orlando, FL (ORL) 
To:
Santo Domingo, DO (SDQ) 
Departure:
12/07/2009 
Return:
12/13/2009
Airline:American Airlines    
jetcombo.com
Check price
$393 RT
Jetblue Airways flight
From:
Orlando, FL (MCO) 
To:
Santo Domingo, DO (SDQ) 
Departure:
11/28/2009 
Return:
12/04/2009
Airline:Jetblue Airways    
airfare.com
Check price
$395 RT
Jetblue Airways flight
From:
Orlando, FL (ORL) 
To:
San Juan, PR (SJU) 
Departure:
11/28/2009 
Return:
12/03/2009
Airline:Jetblue Airways    
airfare.com
Check price
$402 RT
Spirit Airlines flight
From:
Orlando, FL (ORL) 
To:
San Juan, PR (SJU) 
Departure:
12/28/2009 
Return:
01/01/2010
Airline:Spirit Airlines    
airfare.com
Check price
$408 RT
American Airlines flight
From:
Orlando, FL (MCO) 
To:
Santo Domingo, DO (SDQ) 
Departure:
03/19/2010 
Return:
04/12/2010
Airline:American Airlines    
vayama.com
Check price
$413 RT
Jetblue Airways flight
From:
Orlando, FL (ORL) 
To:
Santo Domingo, DO (SDQ) 
Departure:
12/07/2009 
Return:
12/13/2009
Airline:Jetblue Airways    
airfare.com
Check price
$414 RT
Us Airways flight
From:
Orlando, FL (ORL) 
To:
San Juan, PR (SJU) 
Departure:
11/28/2009 
Return:
12/03/2009
Airline:Us Airways    
vayama.com
Check price
$416 RT
American Airlines flight
From:
Orlando, FL (MCO) 
To:
Santo Domingo, DO (SDQ) 
Departure:
12/13/2009 
Return:
12/27/2009
Airline:American Airlines    
vayama.com
Check price
$420 RT
Multiple Airlines flight
From:
Orlando, FL (MCO) 
To:
Santiago, DO (STI) 
Departure:
12/08/2009 
Return:
12/13/2009
Airline:Multiple Airlines    
cfares.com
Check price
$421 RT
Jetblue Airways flight
From:
Orlando, FL (MCO) 
To:
Santo Domingo, DO (SDQ) 
Departure:
03/19/2010 
Return:
04/12/2010
Airline:Jetblue Airways    
airfare.com
Check price
$421 RT
American Airlines flight
From:
Orlando, FL (MCO) 
To:
Santiago, DO (STI) 
Departure:
12/01/2009 
Return:
12/31/2009
Airline:American Airlines    
vayama.com
Check price
$131 OW
American Airlines flight
From:
Orlando, FL (MCO) 
To:
San Juan, PR (SJU) 
Departure:
11/26/2009 
Return:
-
Airline:American Airlines    
vayama.com
Check price
$141 OW
American Airlines flight
From:
Orlando, FL (ORL) 
To:
San Juan, PR (SJU) 
Departure:
11/23/2009 
Return:
-
Airline:American Airlines    
vayama.com
Check price
$149 OW
American Airlines flight
From:
Orlando, FL (MCO) 
To:
San Juan, PR (SJU) 
Departure:
11/26/2009 
Return:
-
Airline:American Airlines    
jetcombo.com
Check price
$152 OW
American Airlines flight
From:
Orlando, FL (ORL) 
To:
Santo Domingo, DO (SDQ) 
Departure:
12/03/2009 
Return:
-
Airline:American Airlines    
vayama.com
Check price
$158 OW
American Airlines flight
From:
Orlando, FL (ORL) 
To:
Santo Domingo, DO (SDQ) 
Departure:
11/30/2009 
Return:
-
Airline:American Airlines    
vayama.com
Check price
$159 OW
American Airlines flight
From:
Orlando, FL (ORL) 
To:
San Juan, PR (SJU) 
Departure:
11/23/2009 
Return:
-
Airline:American Airlines    
jetcombo.com
Check price
$160 OW
American Airlines flight
From:
Orlando, FL (ORL) 
To:
Santo Domingo, DO (SDQ) 
Departure:
11/27/2009 
Return:
-
Airline:American Airlines    
vayama.com
Check price
$165 OW
American Airlines flight
From:
Orlando, FL (MCO) 
To:
Santiago, DO (STI) 
Departure:
12/06/2009 
Return:
-
Airline:American Airlines    
vayama.com
Check price
$170 OW
American Airlines flight
From:
Orlando, FL (ORL) 
To:
Santo Domingo, DO (SDQ) 
Departure:
12/03/2009 
Return:
-
Airline:American Airlines    
jetcombo.com
Check price
$172 OW
American Airlines flight
From:
Orlando, FL (ORL) 
To:
Santiago, DO (STI) 
Departure:
11/25/2009 
Return:
-
Airline:American Airlines    
vayama.com
Check price
$188 OW
Us Airways flight
From:
Orlando, FL (MCO) 
To:
San Juan, PR (SJU) 
Departure:
12/21/2009 
Return:
-
Airline:Us Airways    
vayama.com
Check price
$189 OW
Delta Airlines flight
From:
Orlando, FL (ORL) 
To:
San Juan, PR (SJU) 
Departure:
11/23/2009 
Return:
-
Airline:Delta Airlines    
cfares.com
Check price
$195 OW
American Airlines flight
From:
Orlando, FL (MCO) 
To:
Santiago, DO (STI) 
Departure:
12/06/2009 
Return:
-
Airline:American Airlines    
jetcombo.com
Check price
$195 OW
American Airlines flight
From:
Orlando, FL (ORL) 
To:
Santo Domingo, DO (SDQ) 
Departure:
11/30/2009 
Return:
-
Airline:American Airlines    
jetcombo.com
Check price
$253 OW
American Airlines flight
From:
Orlando, FL (ORL) 
To:
Santiago, DO (STI) 
Departure:
12/16/2009 
Return:
-
Airline:American Airlines    
vayama.com
Check price
$263 OW
Us Airways flight
From:
Orlando, FL (MCO) 
To:
San Juan, PR (SJU) 
Departure:
12/27/2009 
Return:
-
Airline:Us Airways    
vayama.com
Check price
$269 OW
Air Tran Airways flight
From:
Orlando, FL (MCO) 
To:
San Juan, PR (SJU) 
Departure:
11/26/2009 
Return:
-
Airline:Air Tran Airways    
airfare.com
Check price
$281 OW
Air Tran Airways flight
From:
Orlando, FL (ORL) 
To:
San Juan, PR (SJU) 
Departure:
11/23/2009 
Return:
-
Airline:Air Tran Airways    
airfare.com
Check price
$282 OW
Continental Airlines flight
From:
Orlando, FL (MCO) 
To:
San Juan, PR (SJU) 
Departure:
12/27/2009 
Return:
-
Airline:Continental Airlines    
vayama.com
Check price
$283 OW
Delta Airlines flight
From:
Orlando, FL (MCO) 
To:
San Juan, PR (SJU) 
Departure:
11/26/2009 
Return:
-
Airline:Delta Airlines    
cfares.com
Check price
$290 OW
American Airlines flight
From:
Orlando, FL (ORL) 
To:
Santiago, DO (STI) 
Departure:
12/16/2009 
Return:
-
Airline:American Airlines    
jetcombo.com
Check price
$295 OW
Us Airways flight
From:
Orlando, FL (ORL) 
To:
San Juan, PR (SJU) 
Departure:
11/28/2009 
Return:
-
Airline:Us Airways    
vayama.com
Check price
$301 OW
Delta Airlines flight
From:
Orlando, FL (ORL) 
To:
Santo Domingo, DO (SDQ) 
Departure:
11/30/2009 
Return:
-
Airline:Delta Airlines    
cfares.com
Check price
$302 OW
Delta Airlines flight
From:
Orlando, FL (ORL) 
To:
Santo Domingo, DO (SDQ) 
Departure:
12/03/2009 
Return:
-
Airline:Delta Airlines    
cfares.com
Check price
$311 OW
Multiple Airlines flight
From:
Orlando, FL (ORL) 
To:
Santiago, DO (STI) 
Departure:
01/10/2010 
Return:
-
Airline:Multiple Airlines    
cfares.com
Check price
$311 OW
United Airlines flight
From:
Orlando, FL (ORL) 
To:
Santiago, DO (STI) 
Departure:
01/10/2010 
Return:
-
Airline:United Airlines    
vayama.com
Check price
$313 OW
Us Airways flight
From:
Orlando, FL (ORL) 
To:
San Juan, PR (SJU) 
Departure:
11/28/2009 
Return:
-
Airline:Us Airways    
jetcombo.com
Check price
$319 OW
Spirit Airlines flight
From:
Orlando, FL (ORL) 
To:
Santo Domingo, DO (SDQ) 
Departure:
12/03/2009 
Return:
-
Airline:Spirit Airlines    
airfare.com
Check price
$319 OW
Spirit Airlines flight
From:
Orlando, FL (MCO) 
To:
Santiago, DO (STI) 
Departure:
12/06/2009 
Return:
-
Airline:Spirit Airlines    
airfare.com
Check price
$331 OW
Delta Airlines flight
From:
Orlando, FL (ORL) 
To:
Santiago, DO (STI) 
Departure:
01/10/2010 
Return:
-
Airline:Delta Airlines    
jetcombo.com
Check price
 

Search flights, hotels and car rentals from Orlando to Caribbean for your specific dates:

Specify your search details. Browse the cheapest flights from Orlando to Caribbean, Caribbean hotel rooms and Orlando to Caribbean vacation packages from the most popular providers, airline consolidators and travel search engines.

Know what to do when flying to Caribbean?

San Juan Travel Guide Located in the Caribbean, in the Northern Coastal Plains of the island Puerto Rico, San Juan is the capital of this island. Known as "La Ciudad Amurallada" (the walled city), San Juan is an important port and also the oldest city [...]

Kingston Sightseeing The Reggae Sights of Kingston in Jamaica There are many Kingstons around the world, but there is only one Kingston, Jamaica.  Many people may have overlooked all of the wrong doing in Kingston but have not given it a chance to become a great [...]

Kingston Nightlife Kingston, Jamaica - Nightlife Jamaica - the LAND OF REGGAE, RASTAFARIAN’S and CALYPSO has something to offer everyone. If you visit Kingston - the Mecca of music, you cannot do without swaying to the enchanting rhythmic beats of Reggae [...]

San Juan PicturesEl Morro - San JuanSan Juan, Puerto Rico - San JuanSan Juan, Puerto Rico - San Juan
View more

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