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

(click city name to see more / use right arrow to view later months)
From
AprMayJunJulAugSepOctNovDecJanFebMar
$244$237$356$1096$2747$1759check
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Chicago 

Check our newest flight offers to Caribbean:

  • $215Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)San Salvador, SV (SAL)05/08/202405:20 pm
    San Salvador, SV (SAL)Chicago, IL (ORD)05/18/202412:59 am
    cheapoair.com check price
  • $222Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)St. Croix Island, VI (STX)04/26/202409:25 pm
    St. Croix Island, VI (STX)Chicago, IL (ORD)05/02/202405:01 pm
    cheapoair.com check price
  • $237Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)St. Thomas Island, VI (STT)05/20/202406:40 pm
    St. Thomas Island, VI (STT)Chicago, IL (ORD)05/28/202405:25 pm
    cheapoair.com check price
  • $244Frontier Airlines flight Frontier Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Aguadilla, PR (BQN)04/27/202408:25 am
    Aguadilla, PR (BQN)Chicago, IL (ORD)05/08/202402:45 am
    cheapoair.com check price
  • $257Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Punta Cana, DO (PUJ)04/29/202405:00 am
    Punta Cana, DO (PUJ)Chicago, IL (ORD)05/08/202403:57 pm
    cheapoair.com check price
cheap domestic and international flights

Recently found cheap flight deals

Spirit AirlinesNewark To Philadelphia Spirit Airlines airfares from Newark in May
$267 Depart: 05/29/2024
Return: 06/05/2024

provided by Cheapoair.com

Multiple AirlinesNew York City To Cozumel Multiple Airlines airfares from New York City in April
$1749 Depart: 04/18/2022
Return: 04/23/2022

provided by Cheapoair.com

Austrian AirlinesNewark To Chisinau Austrian Airlines airfares from Newark in April
$932 Depart: 04/24/2024
Return: 05/01/2024

provided by Cheapoair.com

Frontier AirlinesSan Francisco To Bismarck Frontier Airlines airfares from San Francisco in April
$339 Depart: 04/07/2020
Return: 04/21/2020

provided by Cheapoair.com

LufthansaDallas To Amritsar Lufthansa airfares from Dallas in May
$1568 Depart: 05/01/2024
Return: 05/12/2024

provided by Cheapoair.com

Multiple AirlinesAtlanta To Key West Multiple Airlines airfares from Atlanta in December
$609 Depart: 12/21/2020
Return: 01/02/2021

provided by Cheapoair.com

LufthansaTulsa To Frankfurt Lufthansa airfares from Tulsa in June
$1438 Depart: 06/03/2024
Return: 06/17/2024

provided by Cheapoair.com

Multiple AirlinesDurham To Indianapolis Multiple Airlines airfares from Durham in May
$180 Depart: 05/10/2024
Return: 05/20/2024

provided by Cheapoair.com

Multiple AirlinesLas Vegas To Fort Myers Multiple Airlines airfares from Las Vegas in May
$421 Depart: 05/05/2024
Return: 05/20/2024

provided by Cheapoair.com

 

Specify your search details. Browse the cheapest flights from Illinois to Caribbean, Caribbean hotel rooms and Illinois to Caribbean vacation packages from the most popular providers, airline consolidators and travel search engines.

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