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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
    13h 23m
    $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 39m
    $134–557

  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
    $354–1,076

  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
    11h 36m
    $214–924

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

Calendar22Weekly Planes
Duration11h 11mAverage Duration
Ticket$213Cheapest 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: 13h 23m

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

Frontier Airlines, JetBlue Airways, and Southwest Airlines fly from Chicago Midway International Airport (MDW) to Ponce (PSE) 3 times a day.

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Want to know more about travelling around Puerto Rico

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