There are 4 ways to get from Chicago to Cuba by plane
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 Abel Santamaría Airport
best- Fly from Chicago O'Hare International Airport (ORD) to Abel Santamaría Airport (SNU)plane ORD - SNU
8h 45m$110–460Fly Chicago O'Hare International Airport to Ignacio Agramonte International Airport
cheapest- Fly from Chicago O'Hare International Airport (ORD) to Ignacio Agramonte International Airport (CMW)plane ORD - CMW
9h 15m$104–467Fly 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 36m$228–1,117Fly Chicago O'Hare International Airport to José Martí International Airport
- Fly from Chicago O'Hare International Airport (ORD) to José Martí International Airport (HAV)plane ORD - HAV
9h 14m$158–717
Chicago O'Hare International Airport (ORD) to Abel Santamaría Airport (SNU) flights
Comparing Your Travel Options
The cheapest way to get from Chicago to Cuba is to fly which costs $100 - $470 and takes 9h 15m.
The fastest way to get from Chicago to Cuba is to fly which takes 8h 36m and costs $220 - $1,200.
The distance between Chicago and Cuba is 2332 km.
It takes approximately 8h 45m to get from Chicago to Cuba, including transfers.
Cuba is 1h ahead of Chicago. It is currently 11:29 PM in Chicago and 12:29 AM in Cuba.
What companies run services between Chicago, IL, USA and Cuba?
American Airlines and United Airlines fly from Chicago O'Hare International Airport (ORD) to Abel Santamaría Airport (SNU) 4 times a day.
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Abel Santamaría Airport via Miami
- Ave. Duration
- 6h 13m
- When
- Every day
- Estimated price
- $95–440
Flights from Chicago O'Hare International Airport to José Martí International Airport via Miami
- Ave. Duration
- 6h 55m
- When
- Every day
- Estimated price
- $150–700
Flights from Chicago O'Hare International Airport to Ignacio Agramonte International Airport via Miami
- Ave. Duration
- 6h 8m
- When
- Every day
- Estimated price
- $100–460
- Website
- southwest.com
Flights from Chicago Midway International Airport to José Martí International Airport via Tampa
- Ave. Duration
- 4h 55m
- When
- Saturday
- Estimated price
- $220–1,100
- Website
- delta.com
Flights from Chicago Midway International Airport to José Martí International Airport via Miami
- Ave. Duration
- 6h
- When
- Saturday
- Estimated price
- $230–1,100
- Website
- skyhighdominicana.com
Flights from Chicago O'Hare International Airport to José Martí International Airport via Miami
- Ave. Duration
- 5h 22m
- When
- Sunday
- Estimated price
- $150–700
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