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
13h 46m$134–607Fly 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 7m$338–641Fly 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$378–971Fly 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
11h 18m$204–873Fly Chicago Midway International Airport to Ponce
- Fly from Chicago Midway International Airport (MDW) to Ponce (PSE)plane MDW - PSE
12h 54m$194–857
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 13h 46m.
The fastest way to get from Chicago to Playa is to fly and shuttle which takes 9h 52m and costs $370 - $1,000.
The distance between Chicago and Playa is 3382 km.
It takes approximately 13h 46m 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?
United Airlines, JetBlue Airways, and Frontier Airlines fly from Chicago O'Hare International Airport (ORD) to Ponce (PSE) twice daily.
- Website
- flyfrontier.com
Flights from Chicago O'Hare International Airport to Ponce via Orlando
- Ave. Duration
- 17h 29m
- When
- Wednesday, Friday, and Saturday
- Estimated price
- $130–600
Flights from Chicago O'Hare International Airport to Luis Munoz Marin International Airport
- Ave. Duration
- 4h 51m
- When
- Every day
- Estimated price
- $110–550
Flights from Chicago O'Hare International Airport to Luis Munoz Marin International Airport via Orlando
- Ave. Duration
- 8h 43m
- When
- Every day
- Estimated price
- $120–550
Flights from Chicago Midway International Airport to Aguadilla via Orlando
- Ave. Duration
- 8h 52m
- When
- Every day
- Estimated price
- $190–850
Flights from Chicago Midway International Airport to Ponce via Nashville, Orlando
- Ave. Duration
- 17h 30m
- When
- Saturday
- Estimated price
- $190–850
- 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
- $160–750
Flights from Chicago Midway International Airport to Luis Munoz Marin International Airport via Orlando
- Ave. Duration
- 6h 28m
- When
- Every day
- Estimated price
- $170–800
Flights from Chicago Midway International Airport to Luis Munoz Marin International Airport via Tampa
- Ave. Duration
- 9h 10m
- When
- Sunday
- Estimated price
- $180–800
- Website
- jetblue.com
Flights from Chicago O'Hare International Airport to Ponce via Orlando
- Ave. Duration
- 10h 49m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $130–600
Flights from Chicago Midway International Airport to Ponce via Orlando
- Ave. Duration
- 10h 14m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $190–850
Flights from Chicago Midway International Airport to Ponce via Nashville, Orlando
- Ave. Duration
- 11h 49m
- When
- Sunday
- Estimated price
- $190–850
Flights from Chicago Midway International Airport to Ponce via Indianapolis, Orlando
- Ave. Duration
- 12h 34m
- When
- Sunday
- Estimated price
- $190–850
Flights from Chicago Midway International Airport to Ponce via Birmingham, Orlando
- Ave. Duration
- 17h 24m
- When
- Sunday
- Estimated price
- $190–900
Flights from Chicago Midway International Airport to Ponce via Covington, Orlando
- Ave. Duration
- 17h 49m
- When
- Monday, Thursday, and Friday
- Estimated price
- $190–850
Flights from Chicago Midway International Airport to Ponce via Louisville, Orlando
- Ave. Duration
- 18h 4m
- When
- Monday, Thursday, and Friday
- Estimated price
- $190–850
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Luis Munoz Marin International Airport
- Ave. Duration
- 4h 48m
- When
- Every day
- Estimated price
- $110–550
Flights from Chicago O'Hare International Airport to Luis Munoz Marin International Airport via Miami
- Ave. Duration
- 7h 37m
- When
- Every day
- Estimated price
- $120–550
- Website
- spirit.com
Flights from Chicago O'Hare International Airport to Luis Munoz Marin International Airport
- Ave. Duration
- 4h 36m
- When
- Every day
- Estimated price
- $120–420
Flights from Chicago O'Hare International Airport to Luis Munoz Marin International Airport via Miami
- Ave. Duration
- 7h 7m
- When
- Monday, Wednesday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $120–420
- 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
- $110–550
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.
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