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
11h 19m$174–707Fly 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 11m$334–706Fly 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
10h$354–1,076Fly Chicago Midway International Airport to Ponce
- Fly from Chicago Midway International Airport (MDW) to Ponce (PSE)plane MDW - PSE
11h 17m$244–1,007
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 $170 - $750 and takes 11h 19m.
The fastest way to get from Chicago to Playa is to fly and shuttle which takes 10h and costs $350 - $1,100.
The distance between Chicago and Playa is 3382 km.
It takes approximately 11h 19m to get from Chicago to Playa, including transfers.
There are 57+ hotels available in Playa.
What companies run services between Chicago, IL, USA and Playa, Puerto Rico?
JetBlue Airways, Frontier Airlines, and two other airlines fly from Chicago O'Hare International Airport (ORD) to Ponce (PSE) 5 times a day.
Airlines
- Website
- southwest.com
Flights from Chicago Midway International Airport to Luis Munoz Marin International Airport
- Ave. Duration
- 4h 45m
- When
- Saturday and Sunday
- Estimated price
- $200–850
Flights from Chicago Midway International Airport to Luis Munoz Marin International Airport via Orlando
- Ave. Duration
- 7h 13m
- When
- Every day
- Estimated price
- $220–900
Flights from Chicago Midway International Airport to Luis Munoz Marin International Airport via Fort Lauderdale
- Ave. Duration
- 9h 30m
- When
- Monday, Thursday, and Friday
- Estimated price
- $220–900
- Website
- jetblue.com
Flights from Chicago O'Hare International Airport to Ponce via Fort Lauderdale
- Ave. Duration
- 9h 15m
- When
- Every day
- Estimated price
- $170–700
Flights from Chicago O'Hare International Airport to Luis Munoz Marin International Airport via Fort Lauderdale
- Ave. Duration
- 8h 24m
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $160–650
Flights from Chicago Midway International Airport to Ponce via Fort Lauderdale
- Ave. Duration
- 8h 34m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $240–1,000
Flights from Chicago Midway International Airport to Ponce via Orlando
- Ave. Duration
- 11h 21m
- When
- Every day
- Estimated price
- $240–1,000
Flights from Chicago Midway International Airport to Ponce via Indianapolis, Fort Lauderdale
- Ave. Duration
- 12h 39m
- When
- Saturday
- Estimated price
- $240–1,000
- Website
- flyfrontier.com
Flights from Chicago O'Hare International Airport to Ponce via Orlando
- Ave. Duration
- 15h 43m
- When
- Every day
- Estimated price
- $170–700
Flights from Chicago O'Hare International Airport to Luis Munoz Marin International Airport
- Ave. Duration
- 4h 57m
- When
- Friday and Saturday
- Estimated price
- $150–600
Flights from Chicago O'Hare International Airport to Luis Munoz Marin International Airport via Fort Lauderdale
- Ave. Duration
- 7h 6m
- When
- Every day
- Estimated price
- $160–650
Flights from Chicago O'Hare International Airport to Luis Munoz Marin International Airport via Orlando
- Ave. Duration
- 8h 10m
- When
- Every day
- Estimated price
- $150–650
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Luis Munoz Marin International Airport
- Ave. Duration
- 4h 39m
- When
- Every day
- Estimated price
- $150–600
Flights from Chicago O'Hare International Airport to Luis Munoz Marin International Airport via Miami
- Ave. Duration
- 7h 24m
- When
- Every day
- Estimated price
- $160–650
- 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
- $150–600
- 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
- $180–850
- 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
- $180–850
Bus operators
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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