Looking for the price of a flight from Chicago to Havana?

There’s no fixed price — fares between Chicago and Havana can vary a lot by day or time.

Select your dates to check current offers.

It’s often useful to check whether nearby airports offer better fares. Flying during less crowded periods also increases your chances of finding good deals.

Are there alternative airports near Chicago and Havana?

The two cities are about 2152 km apart. Looking beyond the main airport might reveal better options.

• Airports in Chicago: There are 3 airports in Chicago - Midway, O'Hare, Rockford.
• Airports in Havana: Only Havana is active at the moment.

Many smaller airports are connected by direct buses or shuttles, often at low cost. If Havana has more than one airport, you can pick the most convenient for your destination.

Plan your perfect flight from Chicago to Havana

Jetcost gives you full control over your flight search. Filter by date, time, duration, price, and airline. See round-trip and one-way options from low-cost and full-service carriers and more.

Other popular destinations

Planning a trip to Cuba? Other frequent searches include: Camaguey, Havana, Holguin, Santa Clara, Santiago de Cuba.

Some airlines include baggage in the fare, others don’t — always check the details before booking. If you're looking for round-trip flights, you can easily see the most convenient combinations.