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Flights from Chicago to Havana
There are no direct flights from Chicago to Havana. The easiest way is one stop via Miami or Tampa, about 5h 23m door to door.
No direct flights · 3 connection options From 5h 12m
Chicago to Havana at a glance
Fastest journey5h 12mEstimated
Nonstop flightsNoneConnect via Miami or Tampa
Best ways to fly from Chicago to Havana
Ranked by how easy the connection is: one airline or alliance first (bags and connection protected), then the quickest self-transfer options.
1Search
CHI Miami (MIA) HAV
Leg 1: American Airlines, Frontier Airlines, United Airlines · Leg 2: American Airlines, Delta Air Lines, World Atlantic Airlines
3Search
CHI Cancun (CUN) HAV
Leg 1: American Airlines, Frontier Airlines, United Airlines · Leg 2: Viva
Connections are computed from flights actually flown over the last 8 weeks, with at least 45 minutes to change on one airline and 2 hours on separate tickets. Times are local. The search shows live itineraries and exact times.
Good to know
- Distance
- 2,143 km1,331 miles
- Journey time
- 5h 12mestimate
- Time difference
- +1hHavana vs Chicago
- Currency in Havana
- USD
- Airports
- ORD, MDW, RFD → HAV
Flights from Chicago to Havana: questions answered
Are there direct flights from Chicago to Havana?
No. There is no nonstop service, so you will connect, most easily in Miami, Tampa and Cancun. Some connections are on one airline or alliance, so your bags and connection are protected on a single ticket.
How long is the flight from Chicago to Havana?
With one connection the journey usually takes around 5h 12m, depending on the layover. The straight-line distance is 2,143 km.
Where do you change planes between Chicago and Havana?
The best connecting points are Miami (MIA), Tampa (TPA) and Cancun (CUN). American Airlines flies both legs via Miami, so you can book it as one ticket.
Which airports serve Chicago and Havana?
Chicago: Chicago O'Hare International Airport (ORD), Chicago Midway International Airport (MDW) and Chicago Rockford International Airport (RFD). Havana: José Martí International Airport (HAV).
What is the time difference between Chicago and Havana?
Havana is 1 hour ahead of Chicago.
