There are 3 ways to get from Chicago to Havana by plane or bus
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly Chicago O'Hare International Airport to José Martí International Airport
best- Fly from Chicago O'Hare International Airport (ORD) to José Martí International Airport (HAV)plane ORD - HAV
9h 42m$168–767Fly Chicago O'Hare International Airport to Juan Gualberto Gómez International Airport, bus
cheapest- Fly from Chicago O'Hare International Airport (ORD) to Juan Gualberto Gómez International Airport (VRA)plane ORD - VRA
- Take the bus from Varadero Airport to Terminal de Ómnibus Nacionales La Habanabus
19h 7m$110–485Fly Chicago Midway International Airport to José Martí International Airport
- Fly from Chicago Midway International Airport (MDW) to José Martí International Airport (HAV)plane MDW - HAV
8h 56m$228–1,117
Chicago O'Hare International Airport (ORD) to José Martí International Airport (HAV) flights
Comparing Your Travel Options
The cheapest way to get from Chicago to Havana is to fly and bus which costs $110 - $490 and takes 19h 7m.
The fastest way to get from Chicago to Havana is to fly which takes 8h 56m and costs $220 - $1,200.
The distance between Chicago and Havana is 2216 km.
It takes approximately 9h 42m to get from Chicago to Havana, including transfers.
Havana is 1h ahead of Chicago. It is currently 3:11 PM in Chicago and 4:11 PM in Havana.
What companies run services between Chicago, IL, USA and Havana, Cuba?
American Airlines, United Airlines, and three other airlines fly from Chicago O'Hare International Airport (ORD) to José Martí International Airport (HAV) 5 times a day.
- Website
- aa.com
Flights from Chicago O'Hare International Airport to José Martí International Airport via Miami
- Ave. Duration
- 7h 37m
- When
- Every day
- Estimated price
- $160–750
Flights from Chicago O'Hare International Airport to Juan Gualberto Gómez International Airport via Miami
- Ave. Duration
- 13h 31m
- When
- Wednesday to Sunday
- Estimated price
- $95–460
Flights from Chicago O'Hare International Airport to Juan Gualberto Gómez International Airport via Tampa, Miami
- Ave. Duration
- 13h 50m
- When
- Wednesday to Sunday
- Estimated price
- $95–460
Flights from Chicago O'Hare International Airport to Juan Gualberto Gómez International Airport via Greenville/Spartanburg, Miami
- Ave. Duration
- 17h 24m
- When
- Thursday, Friday, and Sunday
- Estimated price
- $95–460
Flights from Chicago O'Hare International Airport to Juan Gualberto Gómez International Airport via Jacksonville, Miami
- Ave. Duration
- 19h 1m
- When
- Wednesday to Sunday
- Estimated price
- $95–460
- Website
- delta.com
Flights from Chicago O'Hare International Airport to José Martí International Airport via Miami
- Ave. Duration
- 6h 55m
- When
- Every day
- Estimated price
- $160–750
Flights from Chicago Midway International Airport to José Martí International Airport via Miami
- Ave. Duration
- 6h 27m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $230–1,100
- Website
- skyhighdominicana.com
Flights from Chicago O'Hare International Airport to José Martí International Airport via Miami
- Ave. Duration
- 7h 5m
- When
- Sunday
- Estimated price
- $160–750
- Website
- bahamasair.com
Flights from Chicago O'Hare International Airport to José Martí International Airport via Nassau
- Ave. Duration
- 8h 32m
- When
- Tuesday and Friday
- Estimated price
- $180–800
- Website
- southwest.com
Flights from Chicago Midway International Airport to José Martí International Airport via Tampa
- Ave. Duration
- 5h 15m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $220–1,100
- Phone
- +53 59 89 0616
- [email protected]
- Website
- Viazul
Bus from Varadero Airport to Terminal de Ómnibus Nacionales La Habana
- Ave. Duration
- 1h 51m
- Frequency
- 4 times a day
- Estimated price
- $12–20
- Website
- Viazul
Want to know more about travelling around the world?
Rome2Rio's Travel Guide series provide vital information for the global traveller. Read our range of informative guides on popular transport routes and companies - including Heading to Europe? Read this before you buy a Eurail Pass, Travelling to the US: What do I need to know?, and What are the different types of Renfe trains in Spain? - to help you get the most out of your next trip.




