There are 5 ways to get from Cuba to Chicago 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 Abel Santamaría Airport to Chicago O'Hare International Airport
best- Fly from Abel Santamaría Airport (SNU) to Chicago O'Hare International Airport (ORD)plane SNU - ORD
8h 26m$99–429Fly Ignacio Agramonte International Airport to Chicago O'Hare International Airport
cheapest- Fly from Ignacio Agramonte International Airport (CMW) to Chicago O'Hare International Airport (ORD)plane CMW - ORD
10h 46m$94–427Fly José Martí International Airport to Chicago O'Hare International Airport
- Fly from José Martí International Airport (HAV) to Chicago O'Hare International Airport (ORD)plane HAV - ORD
9h 27m$228–1,116Fly José Martí International Airport to Chicago Midway International Airport
- Fly from José Martí International Airport (HAV) to Chicago Midway International Airport (MDW)plane HAV - MDW
8h 46m$328–1,516Fly Abel Santamaría Airport to Chicago Midway International Airport
- Fly from Abel Santamaría Airport (SNU) to Chicago Midway International Airport (MDW)plane SNU - MDW
19h 36m$134–619
Abel Santamaría Airport (SNU) to Chicago O'Hare International Airport (ORD) flights
Comparing Your Travel Options
The cheapest way to get from Cuba to Chicago is to fly which costs $90 - $430 and takes 10h 46m.
The fastest way to get from Cuba to Chicago is to fly which takes 8h 26m and costs $95 - $430.
The distance between Cuba and Chicago is 1457 miles.
It takes approximately 8h 26m to get from Cuba to Chicago, including transfers.
Chicago is 1h behind Cuba. It is currently 11:00 AM in Cuba and 10:00 AM in Chicago.
There are 1315+ hotels available in Chicago.
What companies run services between Cuba and Chicago, IL, USA?
American Airlines flies from Abel Santamaría Airport (SNU) to Chicago O'Hare International Airport (ORD) 3 times a day.
- Website
- aa.com
Flights from Abel Santamaría Airport to Chicago O'Hare International Airport via Miami
- Ave. Duration
- 9h 17m
- When
- Every day
- Estimated price
- $85–410
Flights from José Martí International Airport to Chicago O'Hare International Airport via Miami
- Ave. Duration
- 6h 29m
- When
- Every day
- Estimated price
- $230–1,100
Flights from Ignacio Agramonte International Airport to Chicago O'Hare International Airport via Miami
- Ave. Duration
- 7h 40m
- When
- Every day
- Estimated price
- $90–420
- Website
- southwest.com
Flights from José Martí International Airport to Chicago Midway International Airport via Tampa
- Ave. Duration
- 6h 55m
- When
- Monday to Thursday
- Estimated price
- $320–1,500
Flights from José Martí International Airport to Chicago Midway International Airport via Miami
- Ave. Duration
- 5h 25m
- When
- Monday to Thursday
- Estimated price
- $330–1,600
Flights from José Martí International Airport to Chicago Midway International Airport via Cancun
- Ave. Duration
- 8h 25m
- When
- Every day
- Estimated price
- $390–1,800
Flights from Abel Santamaría Airport to Chicago Midway International Airport via Miami
- Ave. Duration
- 18h 50m
- When
- Wednesday, Thursday, Saturday, and Sunday
- Estimated price
- $120–600
Flights from Abel Santamaría Airport to Chicago Midway International Airport via Miami, Jacksonville
- Ave. Duration
- 18h 40m
- When
- Wednesday, Thursday, Saturday, and Sunday
- Estimated price
- $120–600
Flights from Abel Santamaría Airport to Chicago Midway International Airport via Miami, Savannah
- Ave. Duration
- 24h 45m
- When
- Monday, Tuesday, Wednesday, Thursday, and Sunday
- Estimated price
- $120–600
- Website
- united.com
Flights from José Martí International Airport to Chicago O'Hare International Airport via Tampa
- Ave. Duration
- 6h 30m
- When
- Every day
- Estimated price
- $220–1,100
Flights from Ignacio Agramonte International Airport to Chicago O'Hare International Airport via Cancun
- Ave. Duration
- 8h 18m
- When
- Wednesday
- Estimated price
- $110–490
- Website
- aeromexico.com
Flights from José Martí International Airport to Chicago O'Hare International Airport via Mexico City
- Ave. Duration
- 9h 24m
- When
- Every day
- Estimated price
- $390–1,600
- Website
- flyfrontier.com
Flights from Ignacio Agramonte International Airport to Chicago O'Hare International Airport via Cancun
- Ave. Duration
- 7h 50m
- When
- Wednesday
- Estimated price
- $180–470
- Website
- allegiantair.com
Flights from Abel Santamaría Airport to Chicago Midway International Airport via Miami, Knoxville
- Ave. Duration
- 24h 16m
- When
- Thursday
- Estimated price
- $120–600
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