Flights from Chicago to Havana

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Please use our search to find current cheap offers for the following route: from Chicago (CHI) to Havana (HAV)
You can also change your filters (Departure airport: Chicago (CHI), Destination airport: Havana (HAV)) or look for alternative cheap flights.

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
Alternative flight routes
Flight details Chicago - Havana
  • Distance: 2159 km
Top Flight Routes
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* Prices may vary, please check the travel details given by the online travel agency before booking. Prices include taxes.