There are 5 ways to get from Chicago to Playa by plane, shuttle, or car
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 Ponce
best- Fly from Chicago O'Hare International Airport (ORD) to Ponce (PSE)plane ORD - PSE
10h 3m$134–607Fly Chicago Midway International Airport to Ponce
- Fly from Chicago Midway International Airport (MDW) to Ponce (PSE)plane MDW - PSE
9h 23m$194–857Fly Chicago O'Hare International Airport to Luis Munoz Marin International Airport, shuttle
- 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
10h 6m$328–611Fly Chicago Midway International Airport to Luis Munoz Marin International Airport, shuttle
- 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
9h 52m$388–971Fly 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 Playacar
10h 12m$204–873
Chicago O'Hare International Airport (ORD) to Ponce (PSE) flights
Questions & Answers
The cheapest way to get from Chicago to Playa is to fly which costs $130 - $650 and takes 10h 3m.
The fastest way to get from Chicago to Playa is to fly which takes 9h 23m and costs $190 - $900.
The distance between Chicago and Playa is 3382 km.
It takes approximately 10h 3m to get from Chicago to Playa, including transfers.
There are 51+ hotels available in Playa.
What companies run services between Chicago, IL, USA and Playa, Puerto Rico?
JetBlue Airways, United Airlines, and two other airlines fly from Chicago O'Hare International Airport (ORD) to Ponce (PSE) 3 times a day.
- Website
- southwest.com
Flights from Chicago O'Hare International Airport to Luis Munoz Marin International Airport
- Ave. Duration
- 4h 50m
- When
- Monday to Friday
- Estimated price
- $110–490
Flights from Chicago O'Hare International Airport to Luis Munoz Marin International Airport via Orlando
- Ave. Duration
- 6h 36m
- When
- Thursday to Sunday
- Estimated price
- $120–550
Flights from Chicago Midway International Airport to Luis Munoz Marin International Airport
- Ave. Duration
- 4h 35m
- When
- Saturday
- Estimated price
- $170–750
Flights from Chicago Midway International Airport to Luis Munoz Marin International Airport via Orlando
- Ave. Duration
- 6h 35m
- When
- Monday to Friday
- Estimated price
- $180–750
Flights from Chicago Midway International Airport to Luis Munoz Marin International Airport via Fort Lauderdale
- Ave. Duration
- 7h
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $180–800
- Website
- jetblue.com
Flights from Chicago O'Hare International Airport to Ponce via New York JFK
- Ave. Duration
- 8h 41m
- When
- Every day
- Estimated price
- $140–600
Flights from Chicago O'Hare International Airport to Ponce via Orlando
- Ave. Duration
- 7h 6m
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $130–600
Flights from Chicago Midway International Airport to Ponce via Orlando
- Ave. Duration
- 6h 43m
- When
- Friday
- Estimated price
- $190–850
Flights from Chicago Midway International Airport to Ponce via Covington, Orlando
- Ave. Duration
- 10h 26m
- When
- Monday
- Estimated price
- $190–850
Flights from Chicago Midway International Airport to Ponce via Nashville, Orlando
- Ave. Duration
- 10h 31m
- When
- Thursday and Friday
- Estimated price
- $190–850
Flights from Chicago Midway International Airport to Aguadilla via Orlando
- Ave. Duration
- 6h 58m
- When
- Saturday
- Estimated price
- $190–850
Flights from Chicago Midway International Airport to Aguadilla via Fort Lauderdale
- Ave. Duration
- 8h 32m
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $190–850
- Website
- flyfrontier.com
Flights from Chicago Midway International Airport to Ponce via Orlando
- Ave. Duration
- 11h 19m
- When
- Friday
- Estimated price
- $190–850
Flights from Chicago O'Hare International Airport to Luis Munoz Marin International Airport via Orlando
- Ave. Duration
- 6h 53m
- When
- Monday, Friday, and Saturday
- Estimated price
- $120–550
Flights from Chicago O'Hare International Airport to Luis Munoz Marin International Airport via Punta Cana
- Ave. Duration
- 7h 49m
- When
- Friday
- Estimated price
- $110–500
Flights from Chicago Midway International Airport to Luis Munoz Marin International Airport via Orlando
- Ave. Duration
- 7h 45m
- When
- Friday
- Estimated price
- $180–750
Flights from Chicago Midway International Airport to Aguadilla via Orlando
- Ave. Duration
- 6h 47m
- When
- Monday, Thursday, and Friday
- Estimated price
- $190–850
- Website
- spirit.com
Flights from Chicago O'Hare International Airport to Luis Munoz Marin International Airport
- Ave. Duration
- 4h 32m
- When
- Every day
- Estimated price
- $110–390
Flights from Chicago O'Hare International Airport to Luis Munoz Marin International Airport via Fort Lauderdale
- Ave. Duration
- 8h 16m
- When
- Every day
- Estimated price
- $110–390
Flights from Chicago O'Hare International Airport to Luis Munoz Marin International Airport via Orlando
- Ave. Duration
- 8h 25m
- When
- Every day
- Estimated price
- $110–390
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Luis Munoz Marin International Airport
- Ave. Duration
- 4h 41m
- When
- Every day
- Estimated price
- $110–490
- Website
- united.com
Flights from Chicago O'Hare International Airport to Luis Munoz Marin International Airport
- Ave. Duration
- 4h 42m
- When
- Every day
- Estimated price
- $110–490
Shuttle from San Juan Airport to Hilton Ponce Golf & Casino Resort
- Ave. Duration
- 2h 10m
- Frequency
- On demand
- Estimated price
- $215
- Website
- https://www.puertoricoshuttle.com/
Want to know more about travelling around Puerto Rico
Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.
Related travel guides
Travelling to the US: What do I need to know?
Read the travel guide



