Book United Key West to Chicago flight deals from $383

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

August

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Saturday 4th

Return Sunday 19th
from$ 387*Viewed: 2 hours ago

Friday 17th

Return Saturday 1st
from$ 441*Viewed: 2 hours ago

Sunday 19th

Return Monday 3rd
from$ 441*Viewed: 2 hours ago

September

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Friday 21st

Return Saturday 6th
from$ 441*Viewed: 2 hours ago

Saturday 22nd

Return Sunday 7th
from$ 383*Viewed: 2 hours ago

Saturday 29th

Return Sunday 14th
from$ 383*Viewed: 2 hours ago

October

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Saturday 6th

Return Sunday 21st
from$ 383*Viewed: 2 hours ago

Saturday 13th

Return Sunday 28th
from$ 383*Viewed: 2 hours ago

Tuesday 16th

Return Wednesday 31st
from$ 450*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..
Cruise ships and tour boats docked by a ferris wheel and urban buildings at Navy Pier in Chicago

Plan ahead for flights from Key West to Chicago

from
to
Type
Dates
Price*
Key West (EYW)
to Chicago (ORD)
Roundtrip
Depart Sat 22 Sep 2018
Return Sun 7 Oct 2018
from$ 383*Viewed: 2 hours ago
Key West (EYW)
to Chicago (ORD)
Roundtrip
Depart Sat 29 Sep 2018
Return Sun 14 Oct 2018
from$ 383*Viewed: 2 hours ago
Key West (EYW)
to Chicago (ORD)
Roundtrip
Depart Sat 6 Oct 2018
Return Sun 21 Oct 2018
from$ 383*Viewed: 2 hours ago
Key West (EYW)
to Chicago (ORD)
Roundtrip
Depart Sat 13 Oct 2018
Return Sun 28 Oct 2018
from$ 383*Viewed: 2 hours ago
Key West (EYW)
to Chicago (ORD)
Roundtrip
Depart Sat 4 Aug 2018
Return Sun 19 Aug 2018
from$ 387*Viewed: 2 hours ago
Key West (EYW)
to Chicago (ORD)
Roundtrip
Depart Sun 12 Aug 2018
Return Mon 27 Aug 2018
from$ 441*Viewed: 2 hours ago
Key West (EYW)
to Chicago (ORD)
Roundtrip
Depart Fri 17 Aug 2018
Return Sat 1 Sep 2018
from$ 441*Viewed: 2 hours ago
Key West (EYW)
to Chicago (ORD)
Roundtrip
Depart Sun 19 Aug 2018
Return Mon 3 Sep 2018
from$ 441*Viewed: 2 hours ago
Key West (EYW)
to Chicago (ORD)
Roundtrip
Depart Sat 25 Aug 2018
Return Sun 9 Sep 2018
from$ 441*Viewed: 2 hours ago
Key West (EYW)
to Chicago (ORD)
Roundtrip
Depart Fri 31 Aug 2018
Return Sat 15 Sep 2018
from$ 441*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

69 °FFriday07/20/2018
70 °FSaturday07/21/2018
73 °FSunday07/22/2018
82 °FMonday07/23/2018
85 °FTuesday07/24/2018
77 °FWednesday07/25/2018
75 °FThursday07/26/2018
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