American Airlines Cheap Flights from Chicago to George Town

View €296 flight on Mon, 9 Mar 2026Opens in a new window
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Prices were available within the past 7 days and start at €296 for one-way flights and €546 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Mon, 9 Mar - Sat, 14 Mar
ORD
Chicago
GCM
Grand Cayman
€546 Return, found 3 days ago
€546
Return
found 3 days ago
Select American Airlines flight, departing Mon, 9 Mar from Chicago to Grand Cayman, returning Sat, 14 Mar, priced at €546 found 3 days ago
American Airlines
Mon, 9 Mar - Sat, 14 Mar
ORD
Chicago
GCM
Grand Cayman
€551 Return, found 3 days ago
€551
Return
found 3 days ago
Select American Airlines flight, departing Mon, 9 Mar from Chicago to Grand Cayman, returning Sat, 14 Mar, priced at €551 found 3 days ago
American Airlines
Mon, 9 Mar - Sat, 14 Mar
ORD
Chicago
GCM
Grand Cayman
€589 Return, found 3 days ago
€589
Return
found 3 days ago
Select American Airlines flight, departing Mon, 9 Mar from Chicago to Grand Cayman, returning Sat, 14 Mar, priced at €589 found 3 days ago
American Airlines
Mon, 9 Mar - Sat, 14 Mar
ORD
Chicago
GCM
Grand Cayman
€594 Return, found 3 days ago
€594
Return
found 3 days ago
Select American Airlines flight, departing Mon, 9 Mar from Chicago to Grand Cayman, returning Sat, 14 Mar, priced at €594 found 3 days ago
American Airlines
Mon, 9 Mar - Sat, 14 Mar
ORD
Chicago
GCM
Grand Cayman
€620 Return, found 3 days ago
€620
Return
found 3 days ago
Select American Airlines flight, departing Mon, 9 Mar from Chicago to Grand Cayman, returning Sat, 14 Mar, priced at €620 found 3 days ago

Find the cheapest month to fly from Chicago (ORD) to George Town (GCM)

January is typically the cheapest month to fly

From €238 - €670 per traveller.
Chicago to George Town route information
Origin airport
O'Hare Intl.
Destination airport
Owen Roberts Intl.
Distance
2581 km
Average flight time
5 hours 5 mins
*Available to Expedia members.