Outbound | Return | Airlines | Shop | Baggage | Price | ||
---|---|---|---|---|---|---|---|
Chicago O'Hare Havana | Outbound 11/09/25 1 Stopover (PTY) CM0236, CM0217 16h 54min | Return 12/07/25 1 Stopover (PTY) CM0372, CM0228 26h 25min | | ![]() | ? | $482 | |
Best option Chicago O'Hare Havana | Outbound 11/09/25 1 Stopover (PTY) CM0229, CM0217 09h 43min | Return 12/07/25 1 Stopover (PTY) CM0388, CM0235 17h 31min | | ![]() | ? | $534 | |
Chicago O'Hare Havana | Outbound 11/09/25 2 Stopovers (CLT, MIA) AA1632, AA3184, AA0252 10h 15min | Return 12/07/25 1 Stopover (MIA) AA0838, AA1219 10h 57min | | ![]() | ? | $506 | |
Chicago O'Hare Havana | Outbound 02/13/26 1 Stopover (MIA) AA3015, AA0242 13h 21min | Return 02/26/26 2 Stopovers (MIA, LGA) AA2706, AA3330, AA2041 09h 20min | | ![]() | ? | $576 | |
Chicago O'Hare Havana | Outbound 03/01/26 2 Stopovers (CLT, MIA) AA1632, AA1002, AA0837 07h 30min | Return 03/06/26 2 Stopovers (MIA, CLT) AA0838, AA1596, AA1039 10h 14min | | ![]() | ? | $586 | |
Chicago O'Hare Havana | Outbound 02/13/26 1 Stopover (PTY) CM0236, CM0387 14h 09min | Return 02/26/26 2 Stopovers (MIA, CLT) AA2696, AA2822, AA2290 08h 41min | | ![]() | ? | $587 | |
Chicago O'Hare Havana | Outbound 03/02/26 2 Stopovers (CLT, MIA) AA3178, AA1990, AA0017 12h 55min | Return 03/09/26 2 Stopovers (MIA, LGA) AA2706, AA3330, AA2041 09h 20min | | ![]() | ? | $604 | |
Chicago O'Hare Havana | Outbound 02/10/26 1 Stopover (PTY) CM0229, CM0217 09h 28min | Return 02/16/26 1 Stopover (PTY) CM0359, CM0235 11h 47min | | ![]() | ? | $648 |
Airline
- American Airlines
- Copa Airlines
Tips and tricks to help you find cheap flights from Chicago O'Hare to Havana
Favorite airline: Copa
100 % of bookings on this flight route are made with Copa, American Airlines and United Airlines.

Copa
48 %

American Airlines
45 %

United Airlines
7 %
Cheapest weekday: e.g. Friday
Compared to other weekdays, flights are cheapest on Thursday and Friday.
Favourite connection: via Panama City
58 % of booked tickets on this route are for flights with a transfer in Panama City.
Route
bookings
1 stopover Panama City-Tocumen International
13h 28min, from $406
58 %
1 stopover Miami International Airport, FL
17h 53min, from $1,115
25 %
1 stopover Houston - George Bush Intercontinental Airport, TX
16h 53min, from $1,093
8 %
Important flight information
Flight information: Chicago O'Hare - Havana
Roundtrip from | $481.06 |
---|---|
Distance | 2175 km |
Departure airport | Airport Chicago O'Hare International Airport, IL (ORD) |
Arrival airport | Airport Havana-Jose Marti International (HAV) |
Destination country | Flights to Cuba |
Alternative flights to Havana
- Flight New York - Havana from $539
- Flight New York - Havana from $796
- Flight Chicago - Havana from $482
- Flight Newark - Havana from $539
- Flight Orlando - Havana from $439
- Flight Baltimore - Havana from $407
Flight destinations with a similar price
- Flight Havana - Georgetown, Guyana from $363
- Flight Havana - Cancun from $297
- Flight Havana - Madrid from $769
- Flight Havana - Montego Bay from $353
- Flight Havana - Santiago de Cuba from $535
- Flight Havana - Santo Domingo from $561
- Flight Havana - Punta Cana from $620
- Flight Havana - Istanbul from $693
- Flight Havana - Tenerife North from $651
Flight destinations with a similar price
- Flight Chicago O'Hare - Honolulu from $459
- Flight Chicago O'Hare - Amsterdam from $435
- Flight Chicago O'Hare - Frankfurt from $444
- Flight Chicago O'Hare - London Heathrow from $438
- Flight Chicago O'Hare - Munich from $453
- Flight Chicago O'Hare - West Palm Beach from $520
- Flight Chicago O'Hare - London Gatwick from $528
- Flight Chicago O'Hare - Vienna from $496
- Flight Chicago O'Hare - Berlin from $447
- Flight Chicago O'Hare - Hamburg from $510