Flights from Chicago to Havana

Tips and tricks to help you find cheap flights from Chicago to Havana

Favorite airline: Interjet
62 % of flights booked on the route from Chicago to Havana are booked with Interjet, Copa and United Airlines.
Interjet
26 %
Copa
18 %
United Airlines
18 %
Favourite connection: via Mexico City
The most popular route is via Mexico City and is booked by 45 % of all travelers.
Route
bookings
1 stopover Mexico City-Juarez International
21h 34min, from $269
45 %
1 stopover Panama City-Tocumen International
09h 25min, from $254
27 %
2 stopovers Guadalajara Mexico City-Juarez International
15h 30min, from $291
14 %
Flight information Chicago - Havana
Flight details Chicago - Havana
  • Distance: 2159 km