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
14h 11m$154–657Fly 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 10m$314–626Fly 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$324–976Fly Chicago Midway International Airport to Ponce
- Fly from Chicago Midway International Airport (MDW) to Ponce (PSE)plane MDW - PSE
12h 54m$214–907
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 $150 - $700 and takes 14h 11m.
The fastest way to get from Chicago to Playa is to fly and shuttle which takes 9h 52m and costs $320 - $1,000.
The distance between Chicago and Playa is 3382 km.
It takes approximately 14h 11m to get from Chicago to Playa, including transfers.
There are 116+ hotels available in Playa.
What companies run services between Chicago, IL, USA and Playa, Puerto Rico?
Frontier Airlines, United Airlines, and three other airlines fly from Chicago O'Hare International Airport (ORD) to Ponce (PSE) 3 times a day.
Airlines
- Website
- jetblue.com
Flights from Chicago O'Hare International Airport to Ponce via Orlando
- Ave. Duration
- 11h 14m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $150–650
Flights from Chicago Midway International Airport to Ponce via Orlando
- Ave. Duration
- 10h 14m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $210–900
Flights from Chicago Midway International Airport to Ponce via Nashville, Orlando
- Ave. Duration
- 11h 49m
- When
- Sunday
- Estimated price
- $210–900
Flights from Chicago Midway International Airport to Ponce via Indianapolis, Orlando
- Ave. Duration
- 12h 34m
- When
- Sunday
- Estimated price
- $210–900
Flights from Chicago Midway International Airport to Ponce via Birmingham, Orlando
- Ave. Duration
- 17h 24m
- When
- Sunday
- Estimated price
- $220–900
Flights from Chicago Midway International Airport to Ponce via Covington, Orlando
- Ave. Duration
- 17h 49m
- When
- Monday, Thursday, and Friday
- Estimated price
- $210–900
Flights from Chicago Midway International Airport to Ponce via Louisville, Orlando
- Ave. Duration
- 18h 4m
- When
- Monday, Thursday, and Friday
- Estimated price
- $210–900
- Website
- southwest.com
Flights from Chicago O'Hare International Airport to Luis Munoz Marin International Airport via Orlando
- Ave. Duration
- 7h 23m
- When
- Every day
- 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 28m
- When
- Every day
- Estimated price
- $180–750
- Website
- flyfrontier.com
Flights from Chicago O'Hare International Airport to Ponce via Orlando
- Ave. Duration
- 16h 7m
- When
- Every day
- Estimated price
- $150–650
Flights from Chicago O'Hare International Airport to Ponce via Indianapolis, Orlando
- Ave. Duration
- 14h 1m
- When
- Saturday
- Estimated price
- $150–650
Flights from Chicago O'Hare International Airport to Luis Munoz Marin International Airport
- Ave. Duration
- 4h 51m
- When
- Every day
- Estimated price
- $120–550
Flights from Chicago O'Hare International Airport to Luis Munoz Marin International Airport via Orlando
- Ave. Duration
- 9h 13m
- When
- Every day
- Estimated price
- $120–550
Flights from Chicago Midway International Airport to Ponce via Covington, Orlando
- Ave. Duration
- 16h 22m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $210–900
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Luis Munoz Marin International Airport
- Ave. Duration
- 4h 47m
- When
- Every day
- Estimated price
- $120–550
Flights from Chicago O'Hare International Airport to Luis Munoz Marin International Airport via Miami
- Ave. Duration
- 7h 37m
- When
- Every day
- Estimated price
- $130–550
- Website
- spirit.com
Flights from Chicago O'Hare International Airport to Luis Munoz Marin International Airport
- Ave. Duration
- 4h 36m
- When
- Monday, Thursday, Friday, and Saturday
- Estimated price
- $160–400
Flights from Chicago O'Hare International Airport to Luis Munoz Marin International Airport via Miami
- Ave. Duration
- 6h 32m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $160–400
- 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
- $120–550
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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