Cheap flights from Illinois to Caribbean

Travel > Caribbean

Besides offering numerous tourist attractions to keep you busy while in Montego Bay, there are quite a few plantation tours arranged here. One such tour is the Bob Marley tour which includes a documentary on Bob Marley and a large memento store.... (read more in our Montego Bay Sightseeing)

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Cheapest flights found for the next 6 months

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Check our newest flight offers to Caribbean:

  • $405Spirit Airlines flight Spirit Airlines 
    Chicago, IL (ORD)Aguadilla, PR (BQN)06/12/201704:55 pm
    Aguadilla, PR (BQN)Chicago, IL (ORD)06/25/201703:18 am check price
  • $406Jetblue Airways flight Jetblue Airways 
    Chicago, IL (ORD)Hamilton, BM (BDA)09/20/201711:30 am
    Hamilton, BM (BDA)Chicago, IL (ORD)10/03/201712:20 pm check price
  • $435United Airlines flight United Airlines 
    Chicago, IL (ORD)San Juan, PR (SJU)06/01/201707:30 am
    San Juan, PR (SJU)Chicago, IL (ORD)06/10/201701:10 pm check price
  • $440Multiple Airlines flight Multiple Airlines 
    Chicago, IL (ORD)Aruba, AW (AUA)05/17/201706:19 am
    Aruba, AW (AUA)Chicago, IL (ORD)05/28/201702:35 pm check price
  • $445United Airlines flight United Airlines 
    Chicago, IL (ORD)Trinidad, TT (POS)05/15/201703:50 pm
    Trinidad, TT (POS)Chicago, IL (ORD)05/26/201712:45 am check price
cheap domestic and international flights

Recently found cheap flight deals

United AirlinesAsheville To Newark United Airlines airfares from Asheville in August
$119 Depart: 08/30/2017
Return: 09/13/2017

provided by FlightHub

Multiple AirlinesToronto To Pittsburgh Multiple Airlines airfares from Toronto in June
$401 Depart: 06/27/2017
Return: 07/05/2017

provided by FlightHub

Multiple AirlinesSan Jose To Santo Domingo Multiple Airlines airfares from San Jose in May
$827 Depart: 05/26/2017
Return: 05/31/2017

provided by FlightHub

Alaska AirlinesFresno To Las Vegas Alaska Airlines airfares from Fresno in May
$638 Depart: 05/27/2017
Return: 06/11/2017

provided by FlyFar

Alaska AirlinesLihue To Atlanta Alaska Airlines airfares from Lihue in May
$1874 Depart: 05/09/2017
Return: 05/24/2017

provided by FlyFar

Hawaiian AirlinesNew York City To Kona Hawaiian Airlines airfares from New York City in November
$1514 Depart: 11/18/2017
Return: 11/25/2017

provided by

Multiple AirlinesOntario, CA To Lima Multiple Airlines airfares from Ontario, CA in June
$1848 Depart: 06/07/2017
Return: 06/28/2017

provided by

United AirlinesBuffalo To Charlotte United Airlines airfares from Buffalo in June
$333 Depart: 06/21/2017
Return: 07/05/2017

provided by FlightHub

Jetblue AirwaysLong Beach To Orlando Jetblue Airways airfares from Long Beach in May
$463 Depart: 05/31/2017
Return: 06/13/2017

provided by FlyFar


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

San Juan Pictures
  • El Morro - San Juanview
  • San Juan, Puerto Rico - San Juanview
  • San Juan, Puerto Rico - San Juanview
  • El Morro - San Juanview

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