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Cheap Flights from Chicago to Little Cayman, KY, Cayman Islands - CHI to LYB Last modified: Aug 29, 2016 12:55 AM

Popular flights from Chicago to Little Cayman Last modified: Aug 29, 2016 12:55 AM

We’ve got the inside scoop on finding the best time to fly for the best price. Not sure when to travel for your next vacation? Find details below on when-to-fly and when-to-buy.

Cayman
CHILYB
Sun 10/9
2 stops
LYBCHI
Sun 10/16
2 stops
$979
Select
Cayman
CHILYB
Sun 10/9
3 stops
LYBCHI
Sun 10/16
3 stops
$979
Select

How Much Does it Cost to Fly from Chicago to Little Cayman (CHI to LYB)?

We have collected flight cost data from across the web for travel from Chicago to Little Cayman, and have found the average flight price for this trip to be $979.

When Can I Buy the Cheapest Flight from Chicago to Little Cayman (CHI to LYB)?

Airlines can adjust prices for plane tickets from Chicago to Little Cayman based on the day and time that you decide to book your flight. We have collected data from all airlines, and have discovered that the best days to book flights are Tuesdays, Wednesdays, and Saturdays. Read our article to find more information about the best time to buy airline tickets.

Airports for Your Route

These pages contain information about the major airports in Chicago and Little Cayman, so you can feel comfortable knowing how to get around whether you are about to take off or you just landed.

Cheap Domestic Flights from Chicago - CHI

FlightsAirlineLowest Price
Chicago to Key West American, JetBlue, Delta, United $343
Chicago to San Juan American, JetBlue, Delta, Spirit, United $273
Chicago to Sarasota - Bradenton American, Delta, United $261
Chicago to Jacksonville American, JetBlue, Delta, United $298
Chicago to Charleston American, JetBlue, Delta, United $254
Chicago to Daytona Beach American, Delta $203
Chicago to Panama CityCheck Dates

Cheap International Flights from Chicago - CHI

FlightsAirlineLowest Price
Chicago to Montego Bay American, Air Canada, JetBlue, British Airways, Copa, Delta, Spirit, United, Virgin Atlantic, WestJet $405
Chicago to Grand Cayman American, Air Canada, JetBlue, British Airways, Delta, Cayman, United, WestJet $360
Chicago to Kingston American, Air Canada, JetBlue, Copa, Delta, Cayman, Spirit, United, WestJet $564
Chicago to Punta Cana LAN Argentina, American, Air Berlin, Air Canada, Air France, Avianca, JetBlue, British Airways, Copa, Delta, Frontier, Spirit, United, WestJet $295
Chicago to Nassau American, Air Berlin, Air Canada, JetBlue, British Airways, Copa, Delta, United, WestJet $358
Chicago to Cozumel American, Air Canada, AeroMexico, Delta, United, WestJet $402
Chicago to Guadalajara American, AeroMexico, Alaska, Copa, Delta, United, Volaris $353
Chicago to St Thomas Island American, JetBlue, Delta, Spirit, United $304
Chicago to Belize City American, British Airways, Copa, Delta, United, WestJet $362
Chicago to Aruba American, Air Canada, Avianca, JetBlue, British Airways, Copa, Delta, Spirit, United, WestJet $342
Chicago to Puerto Plata American, Air Berlin, Air Canada, JetBlue, United, WestJet $570
Chicago to Guatemala City American, Air Canada, AeroMexico, Avianca, British Airways, Copa, Delta, Spirit, United $255
Chicago to Puerto Vallarta American, Air Canada, AeroMexico, Alaska, Delta, Frontier, United, Virgin America, WestJet, Volaris $320

Cheap Domestic Flights to Little Cayman - LYB

FlightsAirlineLowest Price
Indianapolis to Miami American, Delta, Frontier, United $159
Milwaukee to Miami American, Alaska, Delta, United $286
Indianapolis to Orlando American, Alaska, Delta, Frontier, United $97
Milwaukee to Orlando American, Alaska, Delta, Frontier, United $127
Indianapolis to Ft Lauderdale American, Delta, United $216
Milwaukee to Ft Lauderdale American, Delta, United $276

Cheap International Flights to Little Cayman - LYB

FlightsAirlineLowest Price
Indianapolis to Grand Cayman American, Air Canada, British Airways, Delta, United, WestJet $521
Milwaukee to Grand Cayman American, Air Canada, British Airways, Delta, United, WestJet $566
Indianapolis to Montego Bay American, Air Canada, Copa, Delta, United, WestJet $409
Milwaukee to Montego Bay American, Air Canada, Copa, Delta, United, WestJet $411
Cheap Flights from Chicago to Little Cayman, KY, Cayman Islands, from $979 Round trip from CHI to LYB