Book United Key West to Chicago flight deals from $399

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Search flights from Key West to Chicago (EYW - ORD)

March

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Depart: 03/06/19

Return: 03/20/19
from$ 412*Viewed: 2 hours ago

Depart: 03/14/19

Return: 03/28/19
from$ 399*Viewed: 2 hours ago

Depart: 03/20/19

Return: 04/03/19
from$ 399*Viewed: 2 hours ago

April

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Depart: 04/15/19

Return: 04/29/19
from$ 452*Viewed: 2 hours ago

Depart: 04/16/19

Return: 04/30/19
from$ 452*Viewed: 2 hours ago

Depart: 04/17/19

Return: 05/01/19
from$ 399*Viewed: 2 hours ago

May

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Depart: 05/03/19

Return: 05/17/19
from$ 399*Viewed: 2 hours ago

Depart: 05/08/19

Return: 05/22/19
from$ 452*Viewed: 2 hours ago

Depart: 05/29/19

Return: 06/02/19
from$ 399*Viewed: 17 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.

Plan ahead for flights from Key West to Chicago

from
to
Type
Dates
Price*
Key West (EYW)
to Chicago (ORD)
Roundtrip
Depart: 03/14/19
Return: 03/28/19
from$ 399*Viewed: 2 hours ago
Key West (EYW)
to Chicago (ORD)
Roundtrip
Depart: 03/20/19
Return: 04/03/19
from$ 399*Viewed: 2 hours ago
Key West (EYW)
to Chicago (ORD)
Roundtrip
Depart: 04/17/19
Return: 05/01/19
from$ 399*Viewed: 2 hours ago
Key West (EYW)
to Chicago (ORD)
Roundtrip
Depart: 05/03/19
Return: 05/17/19
from$ 399*Viewed: 2 hours ago
Key West (EYW)
to Chicago (ORD)
Roundtrip
Depart: 05/29/19
Return: 06/02/19
from$ 399*Viewed: 17 hours ago
Key West (EYW)
to Chicago (ORD)
Roundtrip
Depart: 06/02/19
Return: 06/06/19
from$ 399*Viewed: 17 hours ago
Key West (EYW)
to Chicago (ORD)
Roundtrip
Depart: 03/05/19
Return: 03/19/19
from$ 412*Viewed: 2 hours ago
Key West (EYW)
to Chicago (ORD)
Roundtrip
Depart: 03/06/19
Return: 03/20/19
from$ 412*Viewed: 2 hours ago
Key West (EYW)
to Chicago (ORD)
Roundtrip
Depart: 03/23/19
Return: 04/06/19
from$ 452*Viewed: 2 hours ago
Key West (EYW)
to Chicago (ORD)
Roundtrip
Depart: 03/25/19
Return: 04/08/19
from$ 452*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

28 °FSunday02/17/19
27 °FMonday02/18/19
25 °FTuesday02/19/19
31 °FWednesday02/20/19
33 °FThursday02/21/19
31 °FFriday02/22/19
35 °FSaturday02/23/19
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