Cheap flights from Illinois to Caribbean

Travel > Caribbean

On different times of the year there are country fairs that liven up the community even more and you will be caught up in some of the fun activities like pumpkin carving. If you want to see how the famous maple syrup is made you must come in spring and head to Westfield Heritage Village.Hamilton is a destination for outdoor activities rather than for indoor ones. You may start enjoying the great outdoors by driving half-hour northwest of the city to African Lion Safari. It is the perfect... (read more in our Hamilton Travel Guide)

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Check our newest flight offers to Caribbean:

  • $305Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)San Juan, PR (SJU)11/04/201405:10 am
    San Juan, PR (SJU)Chicago, IL (ORD)11/18/201403:40 pm
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  • $418US Airways flight US Airways 
    FromToDepartureTime
    Chicago, IL (ORD)Nassau, BS (NAS)01/31/201505:45 am
    Nassau, BS (NAS)Chicago, IL (ORD)02/07/201512:55 pm
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  • $420American Airlines flight American Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Hamilton, BM (BDA)10/15/201412:55 pm
    Hamilton, BM (BDA)Chicago, IL (ORD)11/05/201408:35 am
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  • $481Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)Ponce, PR (PSE)10/03/201407:48 pm
    Ponce, PR (PSE)Chicago, IL (ORD)10/11/201405:05 am
    faredepot.com check price
  • $500Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)Aguadilla, PR (BQN)11/04/201407:55 pm
    Aguadilla, PR (BQN)Chicago, IL (ORD)11/18/201404:19 am
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Multiple AirlinesMidland To Colorado Springs Multiple Airlines airfares from Midland in September
$624 Depart: 09/16/2014
Return: 09/23/2014

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Frontier AirlinesNew York City To Bozeman Frontier Airlines airfares from New York City in September
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Multiple AirlinesAustin To Salt Lake City Multiple Airlines airfares from Austin in February
$502 Depart: 02/08/2015
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United AirlinesHartford To Fort Lauderdale United Airlines airfares from Hartford in September
$572 Depart: 09/28/2014
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United AirlinesNew York City To Carlsbad United Airlines airfares from New York City in April
$589 Depart: 04/13/2015
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Multiple AirlinesAkron To Chicago Multiple Airlines airfares from Akron in September
$366 Depart: 09/17/2014
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Copa AirBuffalo To Oranjestad Copa Air airfares from Buffalo in December
$1385 Depart: 12/28/2014
Return: 01/03/2015

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US AirwaysColumbus To Tucson US Airways airfares from Columbus in September
$395 Depart: 09/10/2014
Return: 09/23/2014

provided by FlightHub

Multiple AirlinesPhiladelphia To Verona Multiple Airlines airfares from Philadelphia in December
$1961 Depart: 12/27/2014
Return: 01/09/2015

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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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