There are 7 ways to get from Chicago to Cabo Rojo by plane, car, or shuttle
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 Aguadilla, drive
best- Fly from Chicago O'Hare International Airport (ORD) to Aguadilla (BQN)plane ORD - BQN
- Drive from Aguadilla (BQN) to Cabo Rojocar
10h 27m$128–564Fly Chicago O'Hare International Airport to Eugenio María De Hostos Airport
cheapest- Fly from Chicago O'Hare International Airport (ORD) to Eugenio María De Hostos Airport (MAZ)plane ORD - MAZ
9h 49m$84–339Fly Chicago Midway International Airport to Aguadilla, drive
- Fly from Chicago Midway International Airport (MDW) to Aguadilla (BQN)plane MDW - BQN
- Drive from Aguadilla (BQN) to Cabo Rojocar
10h 51m$208–914Fly Chicago Midway International Airport to Ponce, drive
- Fly from Chicago Midway International Airport (MDW) to Ponce (PSE)plane MDW - PSE
- Drive from Ponce (PSE) to Cabo Rojocar
14h 16m$220–918Fly Chicago O'Hare International Airport to Ponce, drive
- Fly from Chicago O'Hare International Airport (ORD) to Ponce (PSE)plane ORD - PSE
- Drive from Ponce (PSE) to Cabo Rojocar
10h 32m$140–568Fly Chicago O'Hare International Airport to Luis Munoz Marin International Airport, shuttle, drive
- Fly from Chicago O'Hare International Airport (ORD) to Luis Munoz Marin International Airport (SJU)plane ORD - SJU
- Take a shuttle bus from San Juan Airport to Hilton Ponce Golf & Casino Resort
- Drive from Hilton Ponce Golf & Casino Resort to Cabo Rojocar
11h 3m$280–787Fly Chicago Midway International Airport to Luis Munoz Marin International Airport, shuttle, drive
- Fly from Chicago Midway International Airport (MDW) to Luis Munoz Marin International Airport (SJU)plane MDW - SJU
- Take a shuttle bus from San Juan Airport to Hilton Ponce Golf & Casino Resort
- Drive from Hilton Ponce Golf & Casino Resort to Cabo Rojocar
10h 59m$360–1,087
Chicago O'Hare International Airport (ORD) to Aguadilla (BQN) flights
Comparing Your Travel Options
The cheapest way to get from Chicago to Cabo Rojo is to fly which costs $80 - $340 and takes 9h 49m.
The fastest way to get from Chicago to Cabo Rojo is to fly which takes 9h 49m and costs $80 - $340.
The distance between Chicago and Cabo Rojo is 3347 km.
It takes approximately 10h 27m to get from Chicago to Cabo Rojo, including transfers.
Cabo Rojo is 2h ahead of Chicago. It is currently 9:11 PM in Chicago and 11:11 PM in Cabo Rojo.
There are 195+ hotels available in Cabo Rojo.
What companies run services between Chicago, IL, USA and Cabo Rojo, Puerto Rico?
United Airlines, Cape Air, and three other airlines fly from Chicago O'Hare International Airport (ORD) to Eugenio María De Hostos Airport (MAZ) 4 times a day.
- Website
- jetblue.com
Flights from Chicago O'Hare International Airport to Aguadilla via Fort Lauderdale
- Ave. Duration
- 8h 9m
- When
- Every day
- Estimated price
- $130–550
Flights from Chicago O'Hare International Airport to Aguadilla via Orlando
- Ave. Duration
- 8h 12m
- When
- Every day
- Estimated price
- $120–550
Flights from Chicago O'Hare International Airport to Aguadilla via New York JFK
- Ave. Duration
- 8h 20m
- When
- Every day
- Estimated price
- $130–550
Flights from Chicago Midway International Airport to Aguadilla via Orlando
- Ave. Duration
- 10h 2m
- When
- Every day
- Estimated price
- $200–900
Flights from Chicago Midway International Airport to Aguadilla via Fort Lauderdale
- Ave. Duration
- 12h 48m
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $210–900
Flights from Chicago Midway International Airport to Aguadilla via Jacksonville, Fort Lauderdale
- Ave. Duration
- 11h 13m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $210–900
Flights from Chicago Midway International Airport to Ponce via Orlando
- Ave. Duration
- 10h 40m
- When
- Monday, Tuesday, Wednesday, Friday, Saturday, and Sunday
- Estimated price
- $210–900
Flights from Chicago Midway International Airport to Ponce via Fort Lauderdale
- Ave. Duration
- 12h 35m
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $210–900
Flights from Chicago Midway International Airport to Ponce via Jacksonville, Fort Lauderdale
- Ave. Duration
- 11h
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $210–900
Flights from Chicago O'Hare International Airport to Ponce via Fort Lauderdale
- Ave. Duration
- 8h 2m
- When
- Every day
- Estimated price
- $130–550
Flights from Chicago O'Hare International Airport to Ponce via Orlando
- Ave. Duration
- 11h 37m
- When
- Every day
- Estimated price
- $130–550
Flights from Chicago O'Hare International Airport to Luis Munoz Marin International Airport via Fort Lauderdale
- Ave. Duration
- 7h 9m
- When
- Every day
- Estimated price
- $130–550
- Website
- southwest.com
Flights from Chicago Midway International Airport to Luis Munoz Marin International Airport
- Ave. Duration
- 4h 45m
- When
- Saturday
- Estimated price
- $200–850
Flights from Chicago Midway International Airport to Luis Munoz Marin International Airport via Orlando
- Ave. Duration
- 6h 48m
- When
- Every day
- Estimated price
- $210–900
Flights from Chicago Midway International Airport to Luis Munoz Marin International Airport via Fort Lauderdale
- Ave. Duration
- 10h 20m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $210–900
- Website
- flyfrontier.com
Flights from Chicago Midway International Airport to Aguadilla via Orlando
- Ave. Duration
- 12h 11m
- When
- Every day
- Estimated price
- $320–850
Flights from Chicago Midway International Airport to Ponce via Orlando
- Ave. Duration
- 11h 5m
- When
- Sunday
- Estimated price
- $320–900
Flights from Chicago O'Hare International Airport to Ponce via Orlando
- Ave. Duration
- 12h 2m
- When
- Thursday and Sunday
- Estimated price
- $200–550
Flights from Chicago O'Hare International Airport to Luis Munoz Marin International Airport
- Ave. Duration
- 4h 39m
- When
- Every day
- Estimated price
- $190–550
Flights from Chicago O'Hare International Airport to Luis Munoz Marin International Airport via Orlando
- Ave. Duration
- 8h 50m
- When
- Saturday
- Estimated price
- $200–550
- Website
- capeair.com
Flights from Chicago O'Hare International Airport to Eugenio María De Hostos Airport via Luis Munoz Marin International Airport
- Ave. Duration
- 7h 16m
- When
- Every day
- Estimated price
- $80–330
Flights from Chicago O'Hare International Airport to Eugenio María De Hostos Airport via Orlando, Luis Munoz Marin International Airport
- Ave. Duration
- 9h 36m
- When
- Every day
- Estimated price
- $80–340
Flights from Chicago O'Hare International Airport to Eugenio María De Hostos Airport via Atlanta, Luis Munoz Marin International Airport
- Ave. Duration
- 10h 9m
- When
- Every day
- Estimated price
- $80–340
- Website
- united.com
Flights from Chicago O'Hare International Airport to Aguadilla via Newark
- Ave. Duration
- 7h 27m
- When
- Every day
- Estimated price
- $130–550
Flights from Chicago O'Hare International Airport to Luis Munoz Marin International Airport
- Ave. Duration
- 4h 46m
- When
- Every day
- Estimated price
- $120–550
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Luis Munoz Marin International Airport
- Ave. Duration
- 4h 50m
- When
- Every day
- Estimated price
- $120–550
- Website
- arajet.com
Flights from Chicago O'Hare International Airport to Luis Munoz Marin International Airport via Punta Cana
- Ave. Duration
- 6h 50m
- When
- Saturday
- Estimated price
- $200–850
Shuttle from San Juan Airport to Hilton Ponce Golf & Casino Resort
- Ave. Duration
- 2h 10m
- Frequency
- On demand
- Estimated price
- $150–220
- Website
- Go Puerto Rico Shuttle
Shuttle from San Juan Airport to Hilton Ponce Golf & Casino Resort
- Ave. Duration
- 2h 10m
- Frequency
- On demand
- Estimated price
- $150–220
- Website
- Go Puerto Rico Shuttle
Want to know more about travelling around Puerto Rico
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