Cheap Flights From Chicago To Cayman Islands

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Cheap flights from Chicago (CHI) to popular destinations in Cayman Islands (KY)

Grand Cayman
Carrier Departure Date Return Date Lowest Price
Multiple Airlines Sep 29, 2022 Oct 6, 2022 $404
Multiple Airlines May 17, 2022 May 24, 2022 $393
Multiple Airlines Sep 19, 2022 Sep 26, 2022 $406
00 Feb 27, 2022 Mar 5, 2022 $364
Multiple Airlines Sep 28, 2022 Oct 6, 2022 $414
00 Mar 31, 2022 Apr 7, 2022 $394
00 Mar 6, 2022 Mar 10, 2022 $388
00 Mar 1, 2022 Mar 5, 2022 $392

Cheap Last Minute Flights from Chicago to Cayman Islands

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

DestinationDepartingReturningPrice
Grand Cayman 10/7/22 10/10/22 $445
Cheap Flights from Chicago to Cayman Islands, from $364 Round trip from CHI to KY