Cheap flights from Illinois to Caribbean
Travel > Caribbean
Looking for cheap flights to Caribbean? We have several useful tools to help you find the flight offer you are looking for. You can enter your search details into the box on the left and compare the current prices of our providers. You can also browse the table below containing the cheapest flights to Caribbean found by Travelgrove users for the next 6 months. Scrolling down you will find one more handy info box with the most recently found Caribbean flight offers. Check the page from top to bottom and pick the flight that suits you best!
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Cheapest flights found for the next 6 months
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Check our newest flight offers to Caribbean:
- $178
Frontier Airlines
cheapoair.com check priceFrom To Departure Time Chicago, IL (ORD) Aguadilla, PR (BQN) 01/26/2025 04:18 pm Aguadilla, PR (BQN) Chicago, IL (ORD) 02/09/2025 03:51 am - $217
Spirit Airlines
cheapoair.com check priceFrom To Departure Time Chicago, IL (ORD) St. Thomas Island, VI (STT) 01/27/2025 08:30 am St. Thomas Island, VI (STT) Chicago, IL (ORD) 02/03/2025 11:51 am - $221
Multiple Airlines
cheapoair.com check priceFrom To Departure Time Chicago, IL (ORD) San Juan, PR (SJU) 02/05/2025 01:44 pm San Juan, PR (SJU) Chicago, IL (ORD) 02/18/2025 09:30 pm - $313 Spirit Airlines
cheapoair.com check priceFrom To Departure Time Chicago, IL (ORD) Montego Bay, JM (MBJ) 01/08/2025 05:00 am Montego Bay, JM (MBJ) Chicago, IL (ORD) 01/16/2025 01:16 pm - $329 Spirit Airlines
cheapoair.com check priceFrom To Departure Time Chicago, IL (ORD) Santo Domingo, DO (SDQ) 01/16/2025 05:11 am Santo Domingo, DO (SDQ) Chicago, IL (ORD) 01/22/2025 04:59 pm
Recently found cheap flight deals
Chicago To Nadi Air New Zealand airfares from Chicago in December
$3801 Depart: 12/27/2024
Return: 01/06/2025
provided by Cheapoair.com
Washington DC To Portland Sun Country Airlines airfares from Washington DC in August
$458 Depart: 08/04/2024
Return: 08/18/2024
provided by Cheapoair.com
Austin To Honolulu Alaska Airlines airfares from Austin in August
$744 Depart: 08/07/2024
Return: 08/17/2024
provided by Cheapoair.com
New York City To Glasgow British Airways airfares from New York City in January
$685 Depart: 01/22/2025
Return: 02/11/2025
provided by Cheapoair.com
Houston To Tobago British Airways airfares from Houston in July
$4233 Depart: 07/22/2024
Return: 08/06/2024
provided by Cheapoair.com
Dallas To Christchurch Multiple Airlines airfares from Dallas in January
$2000 Depart: 01/15/2025
Return: 01/21/2025
provided by Cheapoair.com
Toronto To Doha British Airways airfares from Toronto in February
$1157 Depart: 02/12/2025
Return: 02/24/2025
provided by Cheapoair.com
New York City To Vigo Multiple Airlines airfares from New York City in September
$923 Depart: 09/18/2023
Return: 10/02/2023
provided by Cheapoair.com
Los Angeles To Male Multiple Airlines airfares from Los Angeles in January
$1728 Depart: 01/06/2025
Return: 01/20/2025
provided by Cheapoair.com
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