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How to get fromChicago to Drake Bayby plane, car, bus, shuttle, or taxi

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There are 7 ways to get from Chicago to Drake Bay by plane, car, bus, shuttle, or taxi

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 Drake Bay

    best
    1. Fly from Chicago Midway International Airport (MDW) to Drake Bay (DRK)plane plane MDW - DRK
    11h 54m
    $222–955

  2. Fly Chicago O'Hare International Airport to Drake Bay

    cheapest
    1. Fly from Chicago O'Hare International Airport (ORD) to Drake Bay (DRK)plane plane ORD - DRK
    10h 3m
    $132–555

  3. Drive  5,566.9 km

    1. Drive from Chicago to Drake Baycar car 5,566.9 km
    2d 22h
    $892–1,289

  4. Fly Chicago O'Hare International Airport to Juan Santamaría International Airport, bus, shuttle, drive

    1. Fly from Chicago O'Hare International Airport (ORD) to Juan Santamaría International Airport (SJO)plane plane ORD - SJO
    2. Take the bus from 50 m este Del Aeropuerto to Terminal San José Av. 2, C12 Y 14bus bus
    3. Take a shuttle bus from San José to Uvitashuttle bus
    4. Drive from Uvita to Drake Baycar car
    14h 30m
    $614–1,009

  5. Fly Chicago Midway International Airport to Puerto Jiménez Airport, taxi

    1. Fly from Chicago Midway International Airport (MDW) to Puerto Jiménez Airport (PJM)plane plane MDW - PJM
    2. Take the taxi from Puerto Jiménez Airport (PJM) to Drake Baytaxi taxi
    12h 52m
    $342–1,095

  6. Fly Chicago Midway International Airport to Juan Santamaría International Airport, bus, shuttle, drive

    1. Fly from Chicago Midway International Airport (MDW) to Juan Santamaría International Airport (SJO)plane plane MDW - SJO
    2. Take the bus from 50 m este Del Aeropuerto to Terminal San José Av. 2, C12 Y 14bus bus
    3. Take a shuttle bus from San José to Uvitashuttle bus
    4. Drive from Uvita to Drake Baycar car
    16h 2m
    $694–1,369

  7. Fly Chicago O'Hare International Airport to Liberia International Airport, shuttle, drive

    1. Fly from Chicago O'Hare International Airport (ORD) to Liberia International Airport (LIR)plane plane ORD - LIR
    2. Take a shuttle bus from Liberia Airport to Monteverdeshuttle bus
    3. Take a shuttle bus from Monteverde to Uvitashuttle bus
    4. Drive from Uvita to Drake Baycar car
    16h 10m
    $696–1,616

Chicago Midway International Airport (MDW) to Drake Bay (DRK) flights

Calendar12Weekly Planes
Duration12h 36mAverage Duration
Ticket$224Cheapest Price
See schedules

Comparing Your Travel Options

Map of how to get from Chicago to Drake Bay.ExpandLaunch map view
  • Distance: 3,717 km
  • Duration: 11h 54m

What companies run services between Chicago, IL, USA and Drake Bay, Costa Rica?

Southwest Airlines, SANSA, and three other airlines fly from Chicago Midway International Airport (MDW) to Drake Bay (DRK) twice daily.

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Bus operators
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Want to know more about travelling around the world?

Rome2Rio's Travel Guide series provide vital information for the global traveller. Read our range of informative guides on popular transport routes and companies - including Travelling to and around Russia for the 2018 FIFA World Cup, Train travel in Spain: A guide to Renfe, and The beginner’s guide to the 2018 World Nomad Games - to help you get the most out of your next trip.