There are 3 ways to get from Chicago to San Juan by plane or train
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly from Chicago O'Hare International Airport
best- Fly from Chicago O'Hare International Airport (ORD) to Luis Munoz Marin International Airport (SJU)plane ORD - SJU
8h 15m$198–680Fly from Chicago Midway International Airport
- Fly from Chicago Midway International Airport (MDW) to Luis Munoz Marin International Airport (SJU)plane MDW - SJU
8h 14m$248–930Train to General Mitchell International Airport, fly
- Take the train from Chicago Union Station to Milwaukeetrain
- Fly from General Mitchell International Airport (MKE) to Luis Munoz Marin International Airport (SJU)plane MKE - SJU
11h 17m$299–1,088
Chicago O'Hare International Airport (ORD) to Luis Munoz Marin International Airport (SJU) flights
Questions & Answers
The cheapest way to get from Chicago to San Juan is to fly which costs $190 - $700 and takes 8h 15m.
The fastest way to get from Chicago to San Juan is to fly which takes 8h 14m and costs $240 - $950.
The distance between Chicago and San Juan is 3380 km.
It takes approximately 8h 15m to get from Chicago to San Juan, including transfers.
San Juan is 1h ahead of Chicago. It is currently 9:24 AM in Chicago and 10:24 AM in San Juan.
There are 1229+ hotels available in San Juan.
What companies run services between Chicago, IL, USA and San Juan, Puerto Rico?
American Airlines, United Airlines, and four other airlines fly from Chicago O'Hare International Airport (ORD) to Luis Munoz Marin International Airport (SJU) every 4 hours.
- Website
- southwest.com
Flights from Chicago Midway International Airport to Luis Munoz Marin International Airport
- Ave. Duration
- 4h 50m
- When
- Saturday
- Estimated price
- $190–850
Flights from Chicago Midway International Airport to Luis Munoz Marin International Airport via Orlando
- Ave. Duration
- 7h 11m
- When
- Every day
- Estimated price
- $200–850
Flights from Chicago Midway International Airport to Luis Munoz Marin International Airport via Fort Lauderdale
- Ave. Duration
- 8h 35m
- When
- Sunday, Monday, Thursday, and Friday
- Estimated price
- $210–850
Flights from General Mitchell International Airport to Luis Munoz Marin International Airport via Orlando
- Ave. Duration
- 6h 45m
- When
- Monday to Saturday
- Estimated price
- $230–1,000
Flights from General Mitchell International Airport to Luis Munoz Marin International Airport via Baltimore
- Ave. Duration
- 8h 12m
- When
- Monday, Thursday, and Friday
- Estimated price
- $230–950
Flights from General Mitchell International Airport to Luis Munoz Marin International Airport via Tampa
- Ave. Duration
- 9h 10m
- When
- Tuesday to Friday
- Estimated price
- $240–1,000
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Chicago Union Station to Milwaukee
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $22–50
- Website
- Amtrak
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
Travelling to the US: What do I need to know?
Read the travel guide
Why you should take the train in the US
Read the travel guide




