Cheap flights from Chicago, IL to Grand Cayman, Cayman Islands

Flights starting at £135. Choose between Spirit Airlines, United Airlines, or Cayman Airways to find the best price.

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Travelers usually depart from O Hare International, Chicago Midway International, or Chicago Rockford International when they travel from Chicago to Grand Cayman. The distance between Chicago and Grand Cayman is 2600 km. The most popular airlines for this route are Spirit Airlines, United Airlines, Cayman Airways, JetBlue Airways, and Frontier Airlines. Chicago and Grand Cayman have 120 direct flights per week.

Weekly direct flights

Discover the top airlines offering direct flights from Chicago to Grand Cayman in the next month. You’ll find the number of daily direct flights per airline in the table.

Weekly direct flights for Mon 27.05 - Sun 02.06

AirlineMon 27.05Tue 28.05Wed 29.05Thu 30.05Fri 31.05Sat 01.06Sun 02.06
---------------11

Weekly direct flights for Mon 03.06 - Sun 09.06

AirlineMon 03.06Tue 04.06Wed 05.06Thu 06.06Fri 07.06Sat 08.06Sun 09.06
---------------11

Weekly direct flights for Mon 10.06 - Sun 16.06

AirlineMon 10.06Tue 11.06Wed 12.06Thu 13.06Fri 14.06Sat 15.06Sun 16.06
---------------11

Weekly direct flights for Mon 17.06 - Sun 23.06

AirlineMon 17.06Tue 18.06Wed 19.06Thu 20.06Fri 21.06Sat 22.06Sun 23.06
---------------11

Check-in for a flight from Chicago to Grand Cayman

NameCarrier codeIATA CodePassport needed during bookingOnline check-in available
Spirit AirlinesNKSNKNoOpens 24 days before flight
Closes 1 hours before flight
United AirlinesUALUAYesNo
Cayman AirwaysCAYKXYesNo
JetBlue AirwaysJBUB6NoOpens 24 days before flight
Closes 2 hours before flight
Frontier AirlinesFFTF9NoOpens 24 days before flight
Closes 1 hours before flight

Weather in Grand Cayman

Average Weather

MonthAverage monthly max temperatureAverage monthly min temperature
January26°C25°C
February26°C25°C
March26°C25°C
April27°C26°C
May28°C27°C
June28°C27°C
July29°C28°C
August29°C28°C
September29°C28°C
October29°C27°C
November27°C26°C
December27°C26°C
Hottest Month
29°C
August
Coldest month
25°C
January
Sunny days
291
days per year

14 day forecast

Monday
3 Jun
89%
29°C28°C
10 Jun
86%
29°C28°C
Tuesday
4 Jun
87%
29°C28°C
11 Jun
86%
29°C29°C
Wednesday
5 Jun
85%
29°C29°C
12 Jun
87%
29°C29°C
Thursday
6 Jun
89%
29°C29°C
13 Jun
72%
29°C29°C
Friday
7 Jun
87%
28°C26°C
14 Jun
88%
29°C29°C
Saturday
8 Jun
88%
28°C27°C
15 Jun
88%
29°C29°C
Sunday
9 Jun
89%
27°C27°C
16 Jun
88%
29°C29°C

Frequently asked questions

How long does it take to travel from Chicago to Grand Cayman?
What is the flight distance between Chicago and Grand Cayman?
What airlines offer nonstop (direct) flights between Chicago and Grand Cayman?
What are the most popular routes to and from Chicago?
What are the most popular routes to and from Grand Cayman?
Which airports are there in Chicago?
What airports are near Chicago?
What airports are near Grand Cayman?
Is it possible to combine flights, buses, and trains in one itinerary when traveling between Chicago and Grand Cayman?
What is Virtual Interlining and how do I use it?
Which airlines fly between Chicago and Grand Cayman?
When's the best time to travel between Chicago and Grand Cayman?
What flights operate between Chicago and Grand Cayman?
How many airports are there near Chicago?
How many airports are there near Grand Cayman?
What time do nonstop (direct) flights between Chicago and Grand Cayman depart?
What time do nonstop (direct) flights between Chicago and Grand Cayman arrive?
What time do flights between Chicago and Grand Cayman depart?
What time do flights between Chicago and Grand Cayman arrive?

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