Cheap Flights from Chicago to Little Cayman
We've found these cheap flights for you. You can book one-way or return flight tickets.
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Flight deals from Chicago to Little Cayman
We've found these cheap flights for you. You can book one-way or return flight tickets.
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Round-trip
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One way
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MDW 21:1034h 30m2 stopsLYB 07:40Chicago - Little Cayman | Fri, Jul 25 | Southwest Airlines
LYB 08:5010h 10m2 stopsMDW 19:00Little Cayman - Chicago | Fri, Aug 1 | Cayman AirwaysNZD 1,261 NZD 1,71827% OFF27% OFFNZD 1,718 NZD 1,261 -
ORD 06:0025h 40m2 stopsLYB 07:40Chicago - Little Cayman | Tue, Jul 15 | United Airlines
LYB 08:5015h 25m2 stopsORD 00:15Little Cayman - Chicago | Tue, Jul 22 | Cayman AirwaysNZD 1,369 NZD 1,71820% OFF20% OFFNZD 1,718 NZD 1,369 -
ORD 06:0025h 40m2 stopsLYB 07:40Chicago - Little Cayman | Tue, Jul 29 | United Airlines
LYB 08:5012h 43m2 stopsORD 21:33Little Cayman - Chicago | Tue, Aug 5 | Cayman AirwaysNZD 1,431 NZD 1,71817% OFF17% OFFNZD 1,718 NZD 1,431
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ORD 21:0717h 58m2 stopsLYB 15:05Chicago - Little Cayman | Sun, Jul 13 | United Airlines
LYB 16:0032h 15m2 stopsORD 00:15Little Cayman - Chicago | Sun, Jul 20 | Cayman AirwaysNZD 1,44016% OFFNZD 1,718 NZD 1,440
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ORD 21:0734h 33m2 stopsLYB 07:40Chicago - Little Cayman | Mon, Jul 21 | United Airlines
LYB 08:5024h 32m2 stopsORD 09:22Little Cayman - Chicago | Mon, Jul 28 | Cayman AirwaysNZD 1,44016% OFFNZD 1,718 NZD 1,440
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ORD 06:009h 5m2 stopsLYB 15:05Chicago - Little Cayman | Mon, Jun 30 | United Airlines
LYB 08:5012h 43m2 stopsORD 21:33Little Cayman - Chicago | Mon, Jul 7 | Cayman AirwaysNZD 1,45415% OFFNZD 1,718 NZD 1,454
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ORD 08:528h 53m2 stopsLYB 17:45Chicago - Little Cayman | Sat, Jul 26 | United Airlines
LYB 08:5012h 43m2 stopsORD 21:33Little Cayman - Chicago | Sat, Aug 2 | Cayman AirwaysNZD 1,50412% OFFNZD 1,718 NZD 1,504
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ORD 18:0720h 58m2 stopsLYB 15:05Chicago - Little Cayman | Fri, Jul 4 | United Airlines
LYB 14:1019h 33m2 stopsORD 09:43Little Cayman - Chicago | Sat, Jul 12 | Cayman AirwaysNZD 1,5569% OFFNZD 1,718 NZD 1,556
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ORD 08:5225h 43m2 stopsLYB 10:35Chicago - Little Cayman | Sat, Jul 5 | United Airlines
LYB 14:1019h 33m2 stopsORD 09:43Little Cayman - Chicago | Sat, Jul 12 | Cayman AirwaysNZD 1,5569% OFFNZD 1,718 NZD 1,556
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ORD 07:1010h 15m2 stopsLYB 17:25Chicago - Little Cayman | Sat, Jun 21 | United Airlines
LYB 14:1010h 5m2 stopsORD 00:15Little Cayman - Chicago | Sat, Jun 28 | Cayman AirwaysNZD 1,5808% OFFNZD 1,718 NZD 1,580
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CHI 13:0017h 25m1 stopsLYB Invalid DateChicago - Little Cayman | Thu, Jun 19 | Normal Airline
LYB 15:006hDirectCHI 16:00Little Cayman - Chicago | Sat, Jun 21 | Normal AirlineFind More FlightsFind More Flights
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ORD 08:0923h 31m2 stopsLYB 07:40Chicago - Little Cayman | Sun, Jul 20 | Spirit AirlinesNZD 508 NZD 83439% OFF39% OFFNZD 834 NZD 508 -
MDW 08:2030h 45m2 stopsLYB 15:05Chicago - Little Cayman | Sun, Jul 27 | Southwest AirlinesNZD 536 NZD 83436% OFF36% OFFNZD 834 NZD 536
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ORD 13:4317h 57m2 stopsLYB 07:40Chicago - Little Cayman | Mon, Jun 23 | Spirit AirlinesNZD 594 NZD 83428% OFF28% OFFNZD 834 NZD 594
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ORD 06:0025h 40m2 stopsLYB 07:40Chicago - Little Cayman | Sun, Jul 20 | American AirlinesNZD 66520% OFFNZD 834 NZD 665 -
ORD 05:0034h 5m2 stopsLYB 15:05Chicago - Little Cayman | Mon, Jun 23 | American AirlinesNZD 70016% OFFNZD 834 NZD 700
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ORD 07:0124h 39m2 stopsLYB 07:40Chicago - Little Cayman | Sun, Jul 20 | United AirlinesNZD 70316% OFFNZD 834 NZD 703
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MDW 08:0031h 5m2 stopsLYB 15:05Chicago - Little Cayman | Mon, Jun 23 | Southwest AirlinesNZD 72513% OFFNZD 834 NZD 725
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ORD 21:0737h 18m2 stopsLYB 10:25Chicago - Little Cayman | Tue, Jul 29 | United AirlinesNZD 73911% OFFNZD 834 NZD 739
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ORD 21:0737h 18m2 stopsLYB 10:25Chicago - Little Cayman | Tue, Jul 8 | United AirlinesNZD 74011% OFFNZD 834 NZD 740
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ORD 18:2520h 40m2 stopsLYB 15:05Chicago - Little Cayman | Mon, Jun 23 | United AirlinesNZD 7678% OFFNZD 834 NZD 767
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CHI 13:0017h 25m1 stopsLYB Invalid DateChicago - Little Cayman | Thu, Jun 19 | Normal AirlineFind More FlightsFind More Flights
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Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.
Flight Information from Chicago to Little Cayman
| Off-season for travel | April |
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| Peak season for travel | March |
| Flight distance | 2,570.08 km |
| Popular airline | United Airlines |
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Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.
FAQ
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When are flight tickets from Chicago (CHI) to Little Cayman (LYB) the cheapest?
Airlines adjust prices for flights from Chicago to Little Cayman based on the departure date and time of your selection. By analyzing data from all airlines, we've discovered that on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays. -
How much do flights from Chicago (CHI) to Little Cayman (LYB) cost?
According to Trip.com's data, the lowest price is around NZD 1,487.
How to find a cheap flight from Chicago to Little Cayman
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