Menu
Menu
New York

Flights from Chicago (CHI) to Cayman Islands

Know your dates, get live prices in seconds:

From
To
Depart
Return
Any month
Compare vs. Cheapflights |
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime

We work with more than 300 partners to bring you better travel deals

CHI
Chicago
KY0
Cayman Islands
 Add details to search for flights

Flights to get there soon

Flights to Cayman Islands in the next month
13 Oct - 27 Oct
$522pp
ORD
Chicago
Air Canada
 
1 STOP
GCM
Cayman Islands
GCM
Cayman Islands
Air Canada
 
1 STOP
ORD
Chicago
13 Oct - 27 Oct
$522pp
ORD
Chicago
Air Canada
 
1 STOP
GCM
Cayman Islands
GCM
Cayman Islands
Air Canada
 
1 STOP
ORD
Chicago
12 Oct - 20 Oct
$581pp
ORD
Chicago
United
 
1 STOP
GCM
Cayman Islands
GCM
Cayman Islands
United
 
1 STOP
ORD
Chicago

Cheapflights for the next season

Find flight deals in the next 3 months
3 Dec - 10 Dec
$424pp
ORD
Chicago
Multiple Airlines
 
1 STOP
GCM
Cayman Islands
GCM
Cayman Islands
Multiple Airlines
 
1 STOP
ORD
Chicago
3 Dec - 10 Dec
$424pp
ORD
Chicago
Multiple Airlines
 
1 STOP
GCM
Cayman Islands
GCM
Cayman Islands
Multiple Airlines
 
1 STOP
ORD
Chicago
5 Dec - 11 Dec
$427pp
ORD
Chicago
Multiple Airlines
 
1 STOP
GCM
Cayman Islands
GCM
Cayman Islands
Multiple Airlines
 
1 STOP
ORD
Chicago

Flights for the forward planner

Search and compare flight prices in the next 6 months
15 Jan - 18 Jan
$447pp
ORD
Chicago
Multiple Airlines
 
1 STOP
GCM
Cayman Islands
GCM
Cayman Islands
Multiple Airlines
 
1 STOP
ORD
Chicago
16 Jan - 18 Jan
$447pp
ORD
Chicago
Multiple Airlines
 
1 STOP
GCM
Cayman Islands
GCM
Cayman Islands
Multiple Airlines
 
1 STOP
ORD
Chicago
15 Jan - 18 Jan
$447pp
ORD
Chicago
Multiple Airlines
 
1 STOP
GCM
Cayman Islands
GCM
Cayman Islands
Multiple Airlines
 
1 STOP
ORD
Chicago

Destination information for Cayman Islands

Things to know before you go. Useful info for your trip from Chicago to Cayman Islands
Today's exhange rate
$1.00 = $0.84
Flight duration
3h 55m

Airports servicing Chicago

Chicago O'Hare International (ORD)