EN
$ USD
Currency
  • $USD
  • EUR
  • £GBP
  • $AUD
  • $CAD
  • $SGD
Site
Menu
Currency
  • $USD
  • EUR
  • £GBP
  • $AUD
  • $CAD
  • $SGD
    • ¥JPY
    • ¥CNY
    • R$BRL
    • $NZD
    • $MXN
    • INR
    • рубRUB
    • $HKD
    • PHP
    • ILS
    • KRW
    • PLN
    • NT$TWD
    • $CLP
    • FtHUF
    • RMMYR
    • krNOK
    • krSEK
    • CHFCHF
    • krDKK
    • CZK
    • RpIDR
    • TRY
    • AEDAED
© Copyright 2006-2017 FareCompare.com. All rights reserved.
From
To
City
Select sites to compare prices

Find Flights

Search

Enter your destination to continue
Enter your travel dates to continue
Select at least 3 sites to continue
Select your depart date
Select your return date

Cheap Flights From Chicago To Caribbean

Cheap flights from Chicago (CHI) to popular destinations in Caribbean

St Thomas Island
Carrier Departure Date Return Date Lowest Price
Spirit Sep 14, 2017 Sep 21, 2017 $320
Spirit Sep 17, 2017 Sep 21, 2017 $340
Spirit Aug 22, 2017 Aug 31, 2017 $340
Spirit Nov 5, 2017 Nov 9, 2017 $340
Spirit Sep 28, 2017 Oct 2, 2017 $340
Spirit Sep 28, 2017 Oct 12, 2017 $340
Spirit Nov 5, 2017 Nov 10, 2017 $340
Spirit Oct 30, 2017 Nov 2, 2017 $340
Spirit Sep 28, 2017 Oct 5, 2017 $340
Spirit Sep 25, 2017 Sep 28, 2017 $340

Cheap Last Minute Flights from Chicago to Caribbean Prices shown were found by travelers like you over the past 30 days

Looking for cheap last minute flights or a weekend getaway? We've got you covered with weekend flight deals from Chicago to Caribbean. The chart below shows the best last minute deals and cheap flights this weekend we could find.

DestinationDepartingReturningPrice
Port of Spain 6/8/17 6/13/17 $351
Punta Cana 6/10/17 6/13/17 $414
Nassau 6/15/17 6/20/17 $434
Port au Prince 6/15/17 6/18/17 $453
Havana 6/24/17 6/26/17 $335

Flight Schedule Summaries Last modified: May 25, 2017 0:37 -04:00Number of routes searched: 936Number of itineraries searched: 1,187,490

Chicago to Punta Cana
Airline Connections Mon Tue Wed Thu Fri Sat Sun
American -
Frontier -
United -
American BOS
American CLT
American DFW
American EWR
Air Canada YOW
Air Canada YUL
Air Canada YYZ
Air France CDG
JetBlue BOS
JetBlue FLL
JetBlue JFK
Copa PTY
Major Airlines ATL
Major Airlines DTW
Major Airlines MSP
Major Airlines JFK
Swiss ZRH
Spirit FLL
United EWR
United IAD
United IAH

Cheap Flights from Chicago to Caribbean Countries

Cheap Flights from Chicago to Caribbean, from $320 Round trip from CHI to Caribbean