There are 4 ways to get from Chicago to San Juan by plane, 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.
Fly Chicago O'Hare International Airport to Luis Munoz Marin International Airport
best- Fly from Chicago O'Hare International Airport (ORD) to Luis Munoz Marin International Airport (SJU)plane ORD - SJU
8h 25m$278–680Fly Chicago Midway International Airport to Luis Munoz Marin International Airport
cheapest- Fly from Chicago Midway International Airport (MDW) to Luis Munoz Marin International Airport (SJU)plane MDW - SJU
8h 14m$258–930Train to General Mitchell International Airport, fly to Luis Munoz Marin International Airport
- 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 22m$405–1,000Fly Chicago O'Hare International Airport to Ponce, shuttle
- Fly from Chicago O'Hare International Airport (ORD) to Ponce (PSE)plane ORD - PSE
- Take a shuttle bus from Hilton Ponce Golf & Casino Resort to San Juan Airport
14h 51m$428–902
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 $270 - $700 and takes 8h 25m.
The fastest way to get from Chicago to San Juan is to fly which takes 8h 14m and costs $250 - $950.
The distance between Chicago and San Juan is 3380 km.
It takes approximately 8h 25m to get from Chicago to San Juan, including transfers.
San Juan is 1h ahead of Chicago. It is currently 6:51 PM in Chicago and 7:51 PM in San Juan.
There are 1230+ hotels available in San Juan.
What companies run services between Chicago, IL, USA and San Juan, Puerto Rico?
Frontier Airlines, American Airlines, and four other airlines fly from Chicago O'Hare International Airport (ORD) to Luis Munoz Marin International Airport (SJU) every 2 hours.
- Website
- southwest.com
Flights from Chicago Midway International Airport to Luis Munoz Marin International Airport
- Ave. Duration
- 4h 50m
- When
- Saturday
- Estimated price
- $200–850
Flights from Chicago Midway International Airport to Luis Munoz Marin International Airport via Orlando
- Ave. Duration
- 7h 22m
- When
- Sunday, Monday, Thursday, Friday, Tuesday, and Wednesday
- Estimated price
- $220–850
Flights from General Mitchell International Airport to Luis Munoz Marin International Airport via Orlando
- Ave. Duration
- 8h
- When
- Tuesday, Wednesday, Saturday, Sunday, and Thursday
- Estimated price
- $250–1,000
Flights from General Mitchell International Airport to Luis Munoz Marin International Airport via Baltimore
- Ave. Duration
- 8h 5m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $240–1,000
Flights from General Mitchell International Airport to Luis Munoz Marin International Airport via Tampa
- Ave. Duration
- 11h 5m
- When
- Monday, Thursday, and Friday
- Estimated price
- $250–1,000
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Luis Munoz Marin International Airport
- Ave. Duration
- 4h 55m
- When
- Every day
- Estimated price
- $160–650
Flights from Chicago O'Hare International Airport to Luis Munoz Marin International Airport via Miami
- Ave. Duration
- 7h 45m
- When
- Every day
- Estimated price
- $170–700
Flights from General Mitchell International Airport to Luis Munoz Marin International Airport via Charlotte
- Ave. Duration
- 8h 19m
- When
- Every day
- Estimated price
- $240–950
Flights from General Mitchell International Airport to Luis Munoz Marin International Airport via Miami
- Ave. Duration
- 8h 3m
- When
- Saturday
- Estimated price
- $250–1,000
- Website
- flyfrontier.com
Flights from Chicago O'Hare International Airport to Luis Munoz Marin International Airport
- Ave. Duration
- 4h 57m
- When
- Every day
- Estimated price
- $220–600
Flights from Chicago O'Hare International Airport to Luis Munoz Marin International Airport via Fort Lauderdale
- Ave. Duration
- 7h 3m
- When
- Every day
- Estimated price
- $220–600
Flights from Chicago O'Hare International Airport to Luis Munoz Marin International Airport via Orlando
- Ave. Duration
- 7h 58m
- When
- Every day
- Estimated price
- $220–600
Flights from General Mitchell International Airport to Luis Munoz Marin International Airport via Orlando
- Ave. Duration
- 7h 6m
- When
- Thursday and Sunday
- Estimated price
- $320–850
Flights from Chicago O'Hare International Airport to Ponce via Orlando
- Ave. Duration
- 14h 53m
- When
- Every day
- Estimated price
- $220–600
- Website
- jetblue.com
Flights from Chicago O'Hare International Airport to Luis Munoz Marin International Airport via Fort Lauderdale
- Ave. Duration
- 7h 32m
- When
- Every day
- Estimated price
- $170–700
Flights from Chicago O'Hare International Airport to Ponce via Fort Lauderdale
- Ave. Duration
- 12h 11m
- When
- Every day
- Estimated price
- $170–700
Flights from Chicago O'Hare International Airport to Ponce via Orlando
- Ave. Duration
- 11h 11m
- When
- Every day
- Estimated price
- $170–700
- Website
- delta.com
Flights from General Mitchell International Airport to Luis Munoz Marin International Airport via Atlanta
- Ave. Duration
- 8h 8m
- When
- Every day
- Estimated price
- $250–1,000
- Website
- arajet.com
Flights from Chicago O'Hare International Airport to Luis Munoz Marin International Airport via Punta Cana
- Ave. Duration
- 8h 35m
- When
- Friday
- Estimated price
- $240–1,000
- Website
- worldticket.com
Flights from Chicago O'Hare International Airport to Luis Munoz Marin International Airport via Punta Cana
- Ave. Duration
- 8h 35m
- When
- Friday
- Estimated price
- $240–1,000
- Website
- united.com
Flights from Chicago O'Hare International Airport to Luis Munoz Marin International Airport
- Ave. Duration
- 4h 49m
- When
- Every day
- Estimated price
- $160–650
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Chicago Union Station to Milwaukee
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $27–60
- Website
- https://www.amtrak.com/home.html
Shuttle from Hilton Ponce Golf & Casino Resort to San Juan Airport
- Ave. Duration
- 2h 10m
- Frequency
- On demand
- Estimated price
- $150–220
- Website
- https://www.puertoricoshuttle.com/
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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