Book United Grand Cayman to Chicago flight deals from US $395

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Search flights from Grand Cayman to Chicago (GCM - ORD)

October

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Saturday 13th

Return Sunday 28th
fromUS $435*Viewed: 1 hour ago

Saturday 20th

Return Sunday 4th
fromUS $758*Viewed: 1 hour ago

Saturday 27th

Return Sunday 11th
fromUS $435*Viewed: 1 hour ago

November

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Saturday 10th

Return Sunday 25th
fromUS $459*Viewed: 1 hour ago

Wednesday 21st

Return Thursday 6th
fromUS $395*Viewed: 1 hour ago

Thursday 22nd

Return Friday 7th
fromUS $450*Viewed: 1 hour ago

December

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Saturday 1st

Return Sunday 16th
fromUS $544*Viewed: 1 hour ago

Sunday 16th

Return Monday 31st
fromUS $439*Viewed: 1 hour ago

Wednesday 19th

Return Thursday 3rd
fromUS $395*Viewed: 1 hour 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..
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 21 Nov 2018
Return Thu 6 Dec 2018
fromUS $ 395*Viewed: 1 hour ago
Grand Cayman (GCM)
to Chicago (ORD)
Roundtrip
Depart Wed 19 Dec 2018
Return Thu 3 Jan 2019
fromUS $ 395*Viewed: 1 hour ago
Grand Cayman (GCM)
to Chicago (ORD)
Roundtrip
Depart Sat 13 Oct 2018
Return Sun 28 Oct 2018
fromUS $ 435*Viewed: 1 hour ago
Grand Cayman (GCM)
to Chicago (ORD)
Roundtrip
Depart Sat 27 Oct 2018
Return Sun 11 Nov 2018
fromUS $ 435*Viewed: 1 hour ago
Grand Cayman (GCM)
to Chicago (ORD)
Roundtrip
Depart Sun 16 Dec 2018
Return Mon 31 Dec 2018
fromUS $ 439*Viewed: 1 hour ago
Grand Cayman (GCM)
to Chicago (ORD)
Roundtrip
Depart Thu 22 Nov 2018
Return Fri 7 Dec 2018
fromUS $ 450*Viewed: 1 hour ago
Grand Cayman (GCM)
to Chicago (ORD)
Roundtrip
Depart Sat 10 Nov 2018
Return Sun 25 Nov 2018
fromUS $ 459*Viewed: 1 hour ago
Grand Cayman (GCM)
to Chicago (ORD)
Roundtrip
Depart Sat 1 Dec 2018
Return Sun 16 Dec 2018
fromUS $ 544*Viewed: 1 hour ago
Grand Cayman (GCM)
to Chicago (ORD)
Roundtrip
Depart Sat 17 Nov 2018
Return Sun 2 Dec 2018
fromUS $ 573*Viewed: 1 hour ago
Grand Cayman (GCM)
to Chicago (ORD)
Roundtrip
Depart Sat 15 Dec 2018
Return Sun 30 Dec 2018
fromUS $ 633*Viewed: 1 hour 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.