Compare Chicago to Cuba flight deals starting at $788

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Find flights from Chicago (ORD) to Cuba

Chicago (ORD) to Havana (HAV)

Depart Mon 17 Sep 2018,
Return Tue 2 Oct 2018
from$ 788*Viewed: 20 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.
Stone road lined by colorful houses in Cuba

Plan ahead for flights from Chicago to Cuba

from
to
Type
Dates
Price*
Chicago (ORD)
to Havana (HAV)
Roundtrip
Depart Mon 17 Sep 2018
Return Tue 2 Oct 2018
from$ 788*Viewed: 20 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.