Book United Grand Cayman to Chicago flight deals from $451

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Cruise ships and tour boats docked by a ferris wheel and urban buildings at Navy Pier in Chicago

Plan ahead for flights from Grand Cayman to Chicago

from
to
Type
Dates
Price*
Grand Cayman (GCM)
to Chicago (ORD)
Roundtrip
Depart Wed 1 Aug 2018
Return Thu 16 Aug 2018
from$ 451*Viewed: 7 minutes ago
Grand Cayman (GCM)
to Chicago (ORD)
Roundtrip
Depart Fri 13 Jul 2018
Return Sat 28 Jul 2018
from$ 465*Viewed: 8 minutes ago
Grand Cayman (GCM)
to Chicago (ORD)
Roundtrip
Depart Thu 26 Jul 2018
Return Fri 10 Aug 2018
from$ 465*Viewed: 7 minutes ago
Grand Cayman (GCM)
to Chicago (ORD)
Roundtrip
Depart Mon 30 Jul 2018
Return Tue 14 Aug 2018
from$ 500*Viewed: 7 minutes ago
Grand Cayman (GCM)
to Chicago (ORD)
Roundtrip
Depart Tue 31 Jul 2018
Return Wed 15 Aug 2018
from$ 500*Viewed: 7 minutes ago
Grand Cayman (GCM)
to Chicago (ORD)
Roundtrip
Depart Sat 4 Aug 2018
Return Sun 19 Aug 2018
from$ 510*Viewed: 7 minutes ago
Grand Cayman (GCM)
to Chicago (ORD)
Roundtrip
Depart Fri 3 Aug 2018
Return Sat 18 Aug 2018
from$ 515*Viewed: 7 minutes ago
Grand Cayman (GCM)
to Chicago (ORD)
Roundtrip
Depart Thu 9 Aug 2018
Return Fri 24 Aug 2018
from$ 524*Viewed: 7 minutes ago
Grand Cayman (GCM)
to Chicago (ORD)
Roundtrip
Depart Tue 24 Jul 2018
Return Wed 8 Aug 2018
from$ 528*Viewed: 7 minutes ago
Grand Cayman (GCM)
to Chicago (ORD)
Roundtrip
Depart Tue 10 Jul 2018
Return Wed 25 Jul 2018
from$ 553*Viewed: 8 minutes ago
*Prices have been available for round trips within the last 48 hours and may not be currently available. Fares listed may be Basic Economy, which is our most restrictive fare option and subject to additional restrictions. Additional baggage charges and fees for other optional service may apply. Other terms and conditions may apply.

Weather in Chicago

66 °FWednesday06/20/2018
65 °FThursday06/21/2018
61 °FFriday06/22/2018
61 °FSaturday06/23/2018
77 °FSunday06/24/2018
87 °FMonday06/25/2018
87 °FTuesday06/26/2018
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