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Chicago or Dallas to Caribbean islands from only $254 roundtrip (Nov-Feb dates)

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Cheap flights from Chicago or Dallas to Caribbean islands from only $254 roundtrip with American Airlines.

Routes:
Chicago – St. Croix: $254
Dallas – St. Croix: $276
Dallas – Santo Domingo: $297
Chicago – Santo Domingo: $297
Chicago – Kingston: $303
Dallas – Kingston: $307

DEPART:
Chicago/Dallas, USA

ARRIVE:
St. Croix, US Virgin Islands
Santo Domingo, Dominican Republic
Kingston, Jamaica

RETURN:
Chicago/Dallas, USA

DATES:
Availability from November 2023 to February 2024 (excluding Christmas/New Year)

Example dates:

Chicago – St. Croix: $254
19th-26th Jan
22nd-25th Jan
26th-31st Jan
29th-31st Jan

Dallas – St. Croix: $276
18th-24th Jan
19th-26th Jan
22nd-25th Jan
26th-31st Jan
27th Jan – 2nd Feb
29th-31st Jan
11th-13th Feb

Dallas – Santo Domingo: $297
28th-30th Nov
3rd-7th Dec
4th-8th Dec

Chicago – Santo Domingo: $297
28th-30th Nov
3rd-7th Dec
4th-8th Dec
5th-12th Dec

Chicago – Kingston: $303
4th-8th Dec
5th-12th Dec
22nd-25th Jan
29th-31st Jan

Dallas – Kingston: $307
21st-23rd Jan
27th Jan – 2nd Feb
29th-31st Jan
30th Jan – 1st Feb
31st Jan – 2nd Feb
4th-6th Feb

and more…

STOPS:
Charlotte

AIRLINES:
American Airlines