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How to get fromChicago to Playaby plane, shuttle, or car

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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.

  1. Fly Chicago Midway International Airport to Ponce

    best
    1. Fly from Chicago Midway International Airport (MDW) to Ponce (PSE)plane plane MDW - PSE
    9h 38m
    $214–907

  2. Fly Chicago O'Hare International Airport to Ponce

    cheapest
    1. Fly from Chicago O'Hare International Airport (ORD) to Ponce (PSE)plane plane ORD - PSE
    9h 34m
    $124–557

  3. Fly Chicago O'Hare International Airport to Luis Munoz Marin International Airport, shuttle

    1. Fly from Chicago O'Hare International Airport (ORD) to Luis Munoz Marin International Airport (SJU)plane plane ORD - SJU
    2. Take a shuttle bus from San Juan Airport to Hilton Ponce Golf & Casino Resortshuttle bus
    10h 10m
    $274–776

  4. Fly Chicago Midway International Airport to Luis Munoz Marin International Airport, shuttle

    1. Fly from Chicago Midway International Airport (MDW) to Luis Munoz Marin International Airport (SJU)plane plane MDW - SJU
    2. Take a shuttle bus from San Juan Airport to Hilton Ponce Golf & Casino Resortshuttle bus
    10h 5m
    $354–1,126

  5. Fly Chicago Midway International Airport to Aguadilla, drive

    1. Fly from Chicago Midway International Airport (MDW) to Aguadilla (BQN)plane plane MDW - BQN
    2. Drive from Aguadilla (BQN) to Playacar car
    10h 10m
    $214–923

Chicago Midway International Airport (MDW) to Ponce (PSE) flights

Calendar13Weekly Planes
Duration9h 57mAverage Duration
Ticket$212Cheapest Price
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Comparing Your Travel Options

Map of how to get from Chicago to Playa.ExpandLaunch map view
  • Distance: 3,346.7 km
  • Duration: 9h 38m

What companies run services between Chicago, IL, USA and Playa, Puerto Rico?

Frontier Airlines, Southwest Airlines, and JetBlue Airways fly from Chicago Midway International Airport (MDW) to Ponce (PSE) twice daily.

Airlines
Bus operators

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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