Cheap flights from Illinois to Caribbean

Travel > Caribbean

The place to head for complete relaxation for your next vacation is none other than Montego Bay, Jamaica. Montego Bay is a hot tourist spot, and has been such since 1924. And as proof of this increased tourism in Montego Bay, you find a bustling community here at all times.... (read more in our Montego Bay Sightseeing)

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Cheapest flights found for the next 6 months

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Chicago 

Check our newest flight offers to Caribbean:

  • $348Aeromexico flight Aeromexico 
    FromToDepartureTime
    Chicago, IL (ORD)Santo Domingo, DO (SDQ)08/18/201607:00 am
    Santo Domingo, DO (SDQ)Chicago, IL (ORD)08/22/201608:41 am
    flighthub.com check price
  • $363United Airlines flight United Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Belize City, BZ (BZE)07/15/201609:15 pm
    Belize City, BZ (BZE)Chicago, IL (ORD)07/29/201603:45 pm
    flyfar.ca check price
  • $367American Airlines flight American Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)San Juan, PR (SJU)03/24/201706:35 pm
    San Juan, PR (SJU)Chicago, IL (ORD)04/02/201706:40 am
    faredepot.com check price
  • $376American Airlines flight American Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)St. Thomas Island, VI (STT)07/26/201605:30 am
    St. Thomas Island, VI (STT)Chicago, IL (ORD)08/08/201603:45 pm
    faredepot.com check price
  • $401Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Montego Bay, JM (MBJ)08/08/201607:25 am
    Montego Bay, JM (MBJ)Chicago, IL (ORD)08/12/201602:58 pm
    flyfar.ca check price
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Recently found cheap flight deals

Delta AirlinesLincoln To Dallas Delta Airlines airfares from Lincoln in June
$509 Depart: 06/09/2016
Return: 06/22/2016

provided by FlyFar

Multiple AirlinesLas Vegas To Veracruz Multiple Airlines airfares from Las Vegas in July
$725 Depart: 07/11/2016
Return: 07/25/2016

provided by Cheapoair.com

American AirlinesNew York City To Freeport American Airlines airfares from New York City in September
$597 Depart: 09/13/2016
Return: 09/21/2016

provided by FareDepot

Jetblue AirwaysNashville To Boston Jetblue Airways airfares from Nashville in June
$302 Depart: 06/27/2016
Return: 07/07/2016

provided by FareDepot

Multiple AirlinesSan Francisco To Bucharest Multiple Airlines airfares from San Francisco in June
$1507 Depart: 06/07/2016
Return: 06/21/2016

provided by FareDepot

American AirlinesChicago To Sarasota American Airlines airfares from Chicago in June
$536 Depart: 06/17/2016
Return: 06/22/2016

provided by FareDepot

Air CanadaEdmonton To Vancouver Air Canada airfares from Edmonton in October
$288 Depart: 10/08/2016
Return: 10/15/2016

provided by Travelgrove

Hawaiian AirlinesKona To Los Angeles Hawaiian Airlines airfares from Kona in November
$927 Depart: 11/26/2016
Return: 12/03/2016

provided by FlightHub

Major US CarrierBoston To Montego Bay Major US Carrier airfares from Boston in June
$573 Depart: 06/25/2016
Return: 07/04/2016

provided by FareDepot

 

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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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