Our cheapest offers for flights from Chicago O'Hare to Cuba

Here you can compare cheap flights from Chicago O'Hare (ORD) to Cuba for one-way or return trips. The following offers were searched for and found on idealo during the last few days. Or start your own flight search to Cuba. Prices and availability may change at any time.

Flights from Chicago O'Hare (ORD) to Havana (HAV)

	Outbound	Return	Airlines	Baggage	Price
Chicago O'Hare Havana	Outbound 04/21/25 2 Stopovers (CLT, MIA) AA2946, AA3068, AA0017 14h 35min	Return 05/19/25 1 Stopover (MIA) AA0838, AA1919 09h 17min	American Airlines	?	$435
Chicago O'Hare Havana	Outbound 04/12/25 1 Stopover (IAH) UA1373, UA1506 24h 12min	Return 04/27/25 1 Stopover (IAH) UA1507, UA0787 07h 38min	United Airlines	?	$477 found 2 days ago
Best option Chicago O'Hare Havana	Outbound 06/20/25 1 Stopover (MIA) AA1277, AA0242 13h 36min	Return 07/19/25 1 Stopover (MIA) AA2678, AA3056 09h 50min	American Airlines	?	$481