Cheap flights from Chicago to Grand Cayman

View NZ$348 flight on Sun, 1 Jun. 2025Opens in a new window

Popular airlines from Chicago to Grand Cayman

  • Delta

    Delta

  • American Airlines

    American Airlines

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Cheap Flights from Chicago (CHI) to Grand Cayman (GCM)

Prices were available within the past 7 days for one-way flights and round trip tickets for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Mon., 2 Jun. - Mon., 9 Jun.
ORD
Chicago
GCM
Grand Cayman
NZ$1,003 Return, found 1 day ago
NZ$1,003
Return
found 1 day ago
Select Delta flight, departing Mon., 2 Jun. from Chicago to Grand Cayman, returning Mon., 9 Jun., priced at NZ$1,003 found 1 day ago
Air Canada
Wed., 28 May - Wed., 4 Jun.
ORD
Chicago
GCM
Grand Cayman
NZ$1,051 Return, found 5 days ago
NZ$1,051
Return
found 5 days ago
Select Air Canada flight, departing Wed., 28 May from Chicago to Grand Cayman, returning Wed., 4 Jun., priced at NZ$1,051 found 5 days ago
Delta
Mon., 2 Jun. - Mon., 9 Jun.
MDW
Chicago
GCM
Grand Cayman
NZ$1,057 Return, found 1 day ago
NZ$1,057
Return
found 1 day ago
Select Delta flight, departing Mon., 2 Jun. from Chicago to Grand Cayman, returning Mon., 9 Jun., priced at NZ$1,057 found 1 day ago
Delta
Mon., 2 Jun. - Mon., 9 Jun.
ORD
Chicago
GCM
Grand Cayman
NZ$1,057 Return, found 1 day ago
NZ$1,057
Return
found 1 day ago
Select Delta flight, departing Mon., 2 Jun. from Chicago to Grand Cayman, returning Mon., 9 Jun., priced at NZ$1,057 found 1 day ago
American Airlines
Mon., 2 Jun. - Mon., 9 Jun.
ORD
Chicago
GCM
Grand Cayman
NZ$1,079 Return, found 1 day ago
NZ$1,079
Return
found 1 day ago
Select American Airlines flight, departing Mon., 2 Jun. from Chicago to Grand Cayman, returning Mon., 9 Jun., priced at NZ$1,079 found 1 day ago
American Airlines
Mon., 2 Jun. - Mon., 9 Jun.
ORD
Chicago
GCM
Grand Cayman
NZ$1,089 Return, found 1 day ago
NZ$1,089
Return
found 1 day ago
Select American Airlines flight, departing Mon., 2 Jun. from Chicago to Grand Cayman, returning Mon., 9 Jun., priced at NZ$1,089 found 1 day ago
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