Cheap flights from Illinois to Caribbean

Travel > Caribbean

Unlike the Portuguese, the English imported slaves in huge numbers (initially only Africans, but, later on, Irish and Scots) to work in Barbados’ plantations. However, large-scale emigration of white slaves coupled with the immunity of the Africans to many tropical diseases (which took the lives of many white plantation slaves/workers) led to a situation when the blacks far outnumbered the white population and by the end of the 18th century, the island had a predominantly black... (read more in our Bridgetown History)

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Chicago 

Check our newest flight offers to Caribbean:

  • $238Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Aguadilla, PR (BQN)10/02/201804:35 pm
    Aguadilla, PR (BQN)Chicago, IL (ORD)10/10/201803:07 am
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  • $301Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Chicago, IL (MDW)San Juan, PR (SJU)10/02/201808:50 am
    San Juan, PR (SJU)Chicago, IL (MDW)10/10/201803:07 am
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  • $330Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)St. Croix Island, VI (STX)08/11/201804:44 pm
    St. Croix Island, VI (STX)Chicago, IL (ORD)08/21/201803:05 pm
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  • $399Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)Aruba, AW (AUA)09/13/201807:02 am
    Aruba, AW (AUA)Chicago, IL (ORD)09/19/201802:19 pm
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  • $412Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Santo Domingo, DO (SDQ)09/26/201805:15 am
    Santo Domingo, DO (SDQ)Chicago, IL (ORD)10/09/201807:20 pm
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