Book United Grand Cayman to Chicago flight deals from US $441

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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 Sat 13 Oct 2018
Return Sun 28 Oct 2018
fromUS $ 441*Viewed: 2 hours ago
Grand Cayman (GCM)
to Chicago (ORD)
Roundtrip
Depart Thu 16 Aug 2018
Return Fri 31 Aug 2018
fromUS $ 459*Viewed: 2 hours ago
Grand Cayman (GCM)
to Chicago (ORD)
Roundtrip
Depart Sat 4 Aug 2018
Return Sun 19 Aug 2018
fromUS $ 490*Viewed: 2 hours ago
Grand Cayman (GCM)
to Chicago (ORD)
Roundtrip
Depart Sat 28 Jul 2018
Return Sun 12 Aug 2018
fromUS $ 510*Viewed: 2 hours ago
Grand Cayman (GCM)
to Chicago (ORD)
Roundtrip
Depart Wed 1 Aug 2018
Return Thu 16 Aug 2018
fromUS $ 511*Viewed: 2 hours ago
Grand Cayman (GCM)
to Chicago (ORD)
Roundtrip
Depart Fri 3 Aug 2018
Return Sat 18 Aug 2018
fromUS $ 511*Viewed: 2 hours ago
Grand Cayman (GCM)
to Chicago (ORD)
Roundtrip
Depart Tue 24 Jul 2018
Return Wed 8 Aug 2018
fromUS $ 533*Viewed: 2 hours ago
Grand Cayman (GCM)
to Chicago (ORD)
Roundtrip
Depart Wed 25 Jul 2018
Return Thu 9 Aug 2018
fromUS $ 533*Viewed: 2 hours ago
Grand Cayman (GCM)
to Chicago (ORD)
Roundtrip
Depart Wed 15 Aug 2018
Return Thu 30 Aug 2018
fromUS $ 536*Viewed: 2 hours ago
Grand Cayman (GCM)
to Chicago (ORD)
Roundtrip
Depart Sun 5 Aug 2018
Return Mon 20 Aug 2018
fromUS $ 547*Viewed: 2 hours 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

68 °FMonday07/16/2018
73 °FTuesday07/17/2018
73 °FWednesday07/18/2018
73 °FThursday07/19/2018
84 °FFriday07/20/2018
78 °FSaturday07/21/2018
82 °FSunday07/22/2018
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