There are 6 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 23m$178–614Fly 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
11h 44m$94–379Fly 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 14m$330–837Fly 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
11h 4m$340–1,037Fly 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
9h 30m$218–714Fly 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
11h 15m$210–867
Chicago O'Hare International Airport (ORD) to Aguadilla (BQN) flights
Questions & Answers
The cheapest way to get from Chicago to Cabo Rojo is to fly which costs $90 - $380 and takes 11h 44m.
The fastest way to get from Chicago to Cabo Rojo is to fly and drive which takes 9h 30m and costs $210 - $750.
The distance between Chicago and Cabo Rojo is 3347 km.
It takes approximately 10h 23m to get from Chicago to Cabo Rojo, including transfers.
Cabo Rojo is 1h ahead of Chicago. It is currently 6:22 AM in Chicago and 7:22 AM 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 five 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 New York JFK
- Ave. Duration
- 7h 57m
- When
- Every day
- Estimated price
- $170–700
Flights from Chicago O'Hare International Airport to Aguadilla via Fort Lauderdale
- Ave. Duration
- 7h 55m
- When
- Every day
- Estimated price
- $160–700
Flights from Chicago O'Hare International Airport to Luis Munoz Marin International Airport via Fort Lauderdale
- Ave. Duration
- 7h 32m
- When
- Every day
- Estimated price
- $160–700
Flights from Chicago O'Hare International Airport to Eugenio María De Hostos Airport via Luis Munoz Marin International Airport
- Ave. Duration
- 12h 15m
- When
- Every day
- Estimated price
- $90–370
Flights from Chicago O'Hare International Airport to Eugenio María De Hostos Airport via Charlotte Amalie, Luis Munoz Marin International Airport
- Ave. Duration
- 8h 38m
- When
- Saturday
- Estimated price
- $95–390
Flights from Chicago O'Hare International Airport to Eugenio María De Hostos Airport via Atlanta, Luis Munoz Marin International Airport
- Ave. Duration
- 9h 42m
- When
- Every day
- Estimated price
- $90–380
Flights from Chicago O'Hare International Airport to Eugenio María De Hostos Airport via Punta Cana, Luis Munoz Marin International Airport
- Ave. Duration
- 10h 19m
- When
- Monday and Friday
- Estimated price
- $130–600
Flights from Chicago Midway International Airport to Aguadilla via Fort Lauderdale
- Ave. Duration
- 7h 12m
- When
- Every day
- Estimated price
- $190–850
Flights from Chicago Midway International Airport to Aguadilla via Orlando
- Ave. Duration
- 8h 35m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $190–800
Flights from Chicago Midway International Airport to Ponce via Fort Lauderdale
- Ave. Duration
- 7h 39m
- When
- Saturday
- Estimated price
- $200–850
Flights from Chicago Midway International Airport to Ponce via Orlando
- Ave. Duration
- 10h 51m
- When
- Sunday
- Estimated price
- $200–850
Flights from Chicago Midway International Airport to Ponce via Indianapolis, Fort Lauderdale
- Ave. Duration
- 12h 49m
- When
- Monday, Thursday, and Friday
- Estimated price
- $200–850
- Website
- southwest.com
Flights from Chicago Midway International Airport to Luis Munoz Marin International Airport
- Ave. Duration
- 4h 50m
- When
- Saturday
- Estimated price
- $180–800
Flights from Chicago Midway International Airport to Luis Munoz Marin International Airport via Orlando
- Ave. Duration
- 7h 22m
- When
- Sunday, Monday, Thursday, Friday, Tuesday, and Wednesday
- Estimated price
- $190–800
- Website
- flyfrontier.com
Flights from Chicago O'Hare International Airport to Aguadilla via Orlando
- Ave. Duration
- 7h 17m
- When
- Every day
- Estimated price
- $170–600
Flights from Chicago O'Hare International Airport to Luis Munoz Marin International Airport via Fort Lauderdale
- Ave. Duration
- 7h 3m
- When
- Every day
- Estimated price
- $170–600
Flights from Chicago O'Hare International Airport to Luis Munoz Marin International Airport via Orlando
- Ave. Duration
- 7h 24m
- When
- Every day
- Estimated price
- $170–600
Flights from Chicago Midway International Airport to Aguadilla via Orlando
- Ave. Duration
- 6h 44m
- When
- Tuesday and Wednesday
- Estimated price
- $210–700
- Website
- capeair.com
Flights from Chicago O'Hare International Airport to Eugenio María De Hostos Airport via Luis Munoz Marin International Airport
- Ave. Duration
- 12h 15m
- When
- Every day
- Estimated price
- $90–370
Flights from Chicago O'Hare International Airport to Eugenio María De Hostos Airport via Atlanta, Luis Munoz Marin International Airport
- Ave. Duration
- 9h 42m
- When
- Every day
- Estimated price
- $90–380
Flights from Chicago O'Hare International Airport to Eugenio María De Hostos Airport via Punta Cana, Luis Munoz Marin International Airport
- Ave. Duration
- 10h 58m
- When
- Friday
- Estimated price
- $130–600
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Luis Munoz Marin International Airport
- Ave. Duration
- 4h 55m
- When
- Every day
- Estimated price
- $150–650
Flights from Chicago O'Hare International Airport to Luis Munoz Marin International Airport via Miami
- Ave. Duration
- 7h 45m
- When
- Every day
- Estimated price
- $160–700
- Website
- united.com
Flights from Chicago O'Hare International Airport to Aguadilla via Newark
- Ave. Duration
- 7h 38m
- When
- Every day
- Estimated price
- $170–700
Flights from Chicago O'Hare International Airport to Luis Munoz Marin International Airport
- Ave. Duration
- 4h 49m
- When
- Every day
- Estimated price
- $150–650
Flights from Chicago O'Hare International Airport to Eugenio María De Hostos Airport via Atlanta, Luis Munoz Marin International Airport
- Ave. Duration
- 9h 43m
- When
- Every day
- Estimated price
- $90–380
- Website
- arajet.com
Flights from Chicago O'Hare International Airport to Luis Munoz Marin International Airport via Punta Cana
- Ave. Duration
- 8h 35m
- When
- Friday
- Estimated price
- $220–950
- Website
- worldticket.com
Flights from Chicago O'Hare International Airport to Luis Munoz Marin International Airport via Punta Cana
- Ave. Duration
- 8h 35m
- When
- Friday
- Estimated price
- $220–950
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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