Rome2Rio

How to get fromChicago to San Juanby plane, car, train, or shuttle

Find Transport to San Juan

See all options

There are 5 ways to get from Chicago to San Juan by plane, car, train, 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.

  1. Fly Chicago O'Hare International Airport to Luis Munoz Marin International Airport

    best
    1. Fly from Chicago O'Hare International Airport (ORD) to Luis Munoz Marin International Airport (SJU)plane plane ORD - SJU
    8h 14m
    $188–630

  2. Fly Chicago Midway International Airport to Luis Munoz Marin International Airport

    1. Fly from Chicago Midway International Airport (MDW) to Luis Munoz Marin International Airport (SJU)plane plane MDW - SJU
    8h 9m
    $248–880

  3. 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 San Juancar car
    10h 37m
    $206–827

  4. Train to General Mitchell International Airport, fly to Luis Munoz Marin International Airport

    1. Take the train from Chicago Union Station to Milwaukeetrain train
    2. Fly from General Mitchell International Airport (MKE) to Luis Munoz Marin International Airport (SJU)plane plane MKE - SJU
    11h 14m
    $324–1,061

  5. Fly Chicago Midway International Airport to Ponce, shuttle

    1. Fly from Chicago Midway International Airport (MDW) to Ponce (PSE)plane plane MDW - PSE
    2. Take a shuttle bus from Hilton Ponce Golf & Casino Resort to San Juan Airportshuttle bus
    13h 12m
    $408–1,152

Chicago O'Hare International Airport (ORD) to Luis Munoz Marin International Airport (SJU) flights

Calendar49Weekly Planes
Duration5h 52mAverage Duration
Ticket$134Cheapest Price
See schedules

Comparing Your Travel Options

Map of how to get from Chicago to San Juan.ExpandLaunch map view
  • Distance: 3,379.6 km
  • Duration: 8h 14m

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

American Airlines, United Airlines, and two other airlines fly from Chicago O'Hare International Airport (ORD) to Luis Munoz Marin International Airport (SJU) every 4 hours.

Airlines
Train operators
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.

Related travel guides