What’s the cost of a flight from Chicago O'Hare to Havana?

Prices vary based on date, airline, and availability. Compare several options if you're flying between Chicago and Havana.

Choose a date to explore the best fares now.

If possible, avoid holiday periods: ticket prices tend to rise quickly and availability drops, especially on busy routes. Morning and evening flights are often in high demand too — book early to get a good fare.

Which airports serve Chicago and Havana?

When planning a trip of about 2172 km, it's a good idea to check flights from surrounding airports too.

• Airports in Chicago: Chicago is connected to 3 airports - Midway, O'Hare, Rockford.
• Airports in Havana: The only active airport in Havana is Havana.

The closest airport isn’t always the cheapest — it’s worth checking the alternatives too. In some cities, smaller airports offer lower fares than the main ones.

Find the best flight from Chicago O'Hare to Havana

With Jetcost, you can filter results by flight time, airline, price range, and layovers. Choose direct or connecting flights, round-trip or one-way, and compare offers from the best airlines and travel agencies.

Other popular destinations

Searching for flights to Cuba? Travelers also looked at: Camaguey, Havana, Holguin, Santa Clara, Santiago de Cuba.

Use filters to exclude options that don’t match your budget or travel preferences and personalize your search for Chicago O'Hare – Havana flights.