Cheap flights from Illinois to Cayman Islands

Travel > Caribbean > Cayman Islands

Looking for cheap flights to Cayman Islands? 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 Cayman Islands found by Travelgrove users for the next 6 months. Scrolling down you will find one more handy info box with the most recently found Cayman Islands 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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Chicago 

Check our newest flight offers to Cayman Islands:

  • $3077Westjet flight Westjet 
    FromToDepartureTime
    Chicago, IL (ORD)Grand Cayman, KY (GCM)01/22/202506:15 pm
    Grand Cayman, KY (GCM)Chicago, IL (ORD)01/27/202502:50 pm
    cheapoair.com check price
  • $3077Westjet flight Westjet 
    FromToDepartureTime
    Chicago, IL (MDW)Grand Cayman, KY (GCM)01/22/202501:26 pm
    Grand Cayman, KY (GCM)Chicago, IL (MDW)01/27/202502:50 pm
    cheapoair.com check price
  • $3178Westjet flight Westjet 
    FromToDepartureTime
    Chicago, IL (MDW)Grand Cayman, KY (GCM)12/29/202405:04 pm
    Grand Cayman, KY (GCM)Chicago, IL (MDW)01/12/202502:50 pm
    cheapoair.com check price
  • $3178Westjet flight Westjet 
    FromToDepartureTime
    Chicago, IL (ORD)Grand Cayman, KY (GCM)12/29/202405:30 pm
    Grand Cayman, KY (GCM)Chicago, IL (ORD)01/12/202502:50 pm
    cheapoair.com check price
  • $3310Westjet flight Westjet 
    FromToDepartureTime
    Chicago, IL (MDW)Grand Cayman, KY (GCM)01/04/202505:04 pm
    Grand Cayman, KY (GCM)Chicago, IL (MDW)01/13/202502:50 pm
    cheapoair.com check price
cheap domestic and international flights

Recently found cheap flight deals

Qatar AirwaysSan Francisco To Bangalore Qatar Airways airfares from San Francisco in March
$1081 Depart: 03/06/2024
Return: 03/19/2024

provided by Cheapoair.com

Multiple AirlinesNew York City To Medellin Multiple Airlines airfares from New York City in January
$557 Depart: 01/18/2025
Return: 01/25/2025

provided by Cheapoair.com

Emirates AirlinesChicago To Mashad Emirates Airlines airfares from Chicago in September
$2123 Depart: 09/07/2024
Return: 09/20/2024

provided by Cheapoair.com

Spirit AirlinesKansas City To New York City Spirit Airlines airfares from Kansas City in January
$297 Depart: 01/06/2025
Return: 01/11/2025

provided by Cheapoair.com

Frontier AirlinesDallas To Boston Frontier Airlines airfares from Dallas in October
$119 Depart: 10/18/2024
Return: 10/24/2024

provided by Cheapoair.com

Spirit AirlinesAtlanta To Reno Spirit Airlines airfares from Atlanta in December
$311 Depart: 12/28/2024
Return: 01/09/2025

provided by Cheapoair.com

Frontier AirlinesHouston To Omaha Frontier Airlines airfares from Houston in December
$258 Depart: 12/30/2024
Return: 01/12/2025

provided by Cheapoair.com

Alaska AirlinesOrange County To Little Rock Alaska Airlines airfares from Orange County in August
$2037 Depart: 08/16/2021
Return: 08/30/2021

provided by Cheapoair.com

Multiple AirlinesSaint Louis To Philadelphia Multiple Airlines airfares from Saint Louis in April
$1107 Depart: 04/10/2025
Return: 04/13/2025

provided by Cheapoair.com

 

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

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