There are 4 ways to get from Chicago to Playa by plane 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 Ponce
best- Fly from Chicago O'Hare International Airport (ORD) to Ponce (PSE)plane ORD - PSE
10h 39m$164–707Fly 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$354–1,126Fly 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 25m$314–646Fly Chicago Midway International Airport to Ponce
- Fly from Chicago Midway International Airport (MDW) to Ponce (PSE)plane MDW - PSE
10h 57m$244–1,107
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 $160 - $750 and takes 10h 39m.
The fastest way to get from Chicago to Playa is to fly and shuttle which takes 9h 52m and costs $350 - $1,200.
The distance between Chicago and Playa is 3382 km.
It takes approximately 10h 39m to get from Chicago to Playa, including transfers.
There are 56+ hotels available in Playa.
What companies run services between Chicago, IL, USA and Playa, Puerto Rico?
United Airlines, JetBlue Airways, and two other airlines fly from Chicago O'Hare International Airport (ORD) to Ponce (PSE) 3 times a day.
- Website
- flyfrontier.com
Flights from Chicago O'Hare International Airport to Ponce via Orlando
- Ave. Duration
- 13h 44m
- When
- Every day
- Estimated price
- $160–700
Flights from Chicago O'Hare International Airport to Luis Munoz Marin International Airport
- Ave. Duration
- 4h 51m
- When
- Every day
- Estimated price
- $130–600
Flights from Chicago O'Hare International Airport to Luis Munoz Marin International Airport via Fort Lauderdale
- Ave. Duration
- 7h 26m
- When
- Every day
- Estimated price
- $140–650
Flights from Chicago O'Hare International Airport to Luis Munoz Marin International Airport via Orlando
- Ave. Duration
- 7h 57m
- When
- Every day
- Estimated price
- $140–650
Flights from Chicago Midway International Airport to Ponce via Orlando
- Ave. Duration
- 11h 32m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $240–1,100
Flights from Chicago Midway International Airport to Ponce via Nashville, Orlando
- Ave. Duration
- 13h 7m
- When
- Sunday
- Estimated price
- $240–1,100
- Website
- southwest.com
Flights from Chicago Midway International Airport to Luis Munoz Marin International Airport
- Ave. Duration
- 4h 35m
- When
- Saturday
- Estimated price
- $200–900
Flights from Chicago Midway International Airport to Luis Munoz Marin International Airport via Orlando
- Ave. Duration
- 6h 28m
- When
- Every day
- Estimated price
- $210–950
Flights from Chicago O'Hare International Airport to Luis Munoz Marin International Airport via Orlando
- Ave. Duration
- 7h 23m
- When
- Every day
- Estimated price
- $140–650
- Website
- jetblue.com
Flights from Chicago O'Hare International Airport to Ponce via Orlando
- Ave. Duration
- 7h 42m
- When
- Saturday
- Estimated price
- $160–700
Flights from Chicago Midway International Airport to Ponce via Orlando
- Ave. Duration
- 8h 17m
- When
- Saturday
- Estimated price
- $240–1,100
Flights from Chicago Midway International Airport to Ponce via Birmingham, Orlando
- Ave. Duration
- 9h 32m
- When
- Sunday
- Estimated price
- $240–1,100
Flights from Chicago Midway International Airport to Ponce via Covington, Orlando
- Ave. Duration
- 9h 57m
- When
- Monday, Thursday, and Friday
- Estimated price
- $240–1,100
Flights from Chicago Midway International Airport to Ponce via Louisville, Orlando
- Ave. Duration
- 10h 12m
- When
- Monday, Thursday, and Friday
- Estimated price
- $240–1,100
Flights from Chicago Midway International Airport to Ponce via Indianapolis, Orlando
- Ave. Duration
- 12h 57m
- When
- Monday, Thursday, Friday, and Saturday
- Estimated price
- $240–1,100
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Luis Munoz Marin International Airport
- Ave. Duration
- 4h 53m
- When
- Every day
- Estimated price
- $130–600
Flights from Chicago O'Hare International Airport to Luis Munoz Marin International Airport via Miami
- Ave. Duration
- 7h 24m
- When
- Every day
- Estimated price
- $140–650
- Website
- united.com
Flights from Chicago O'Hare International Airport to Luis Munoz Marin International Airport
- Ave. Duration
- 4h 55m
- When
- Every day
- Estimated price
- $130–600
Shuttle from San Juan Airport to Hilton Ponce Golf & Casino Resort
- Ave. Duration
- 2h 10m
- Frequency
- On demand
- Estimated price
- $150–220
- Website
- https://www.puertoricoshuttle.com/
Want to know more about travelling around Puerto Rico
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