Cheap flights from Chicago O'Hare to San Juan

Flights tailored to your budget

Selected dates may not give results due to COVID-19. We suggest you change the dates.
Multi-city Round trip One way
Round trip
One way
Multi-city
From
No results match your search criteria
To
No results match your search criteria
{{ weekDay }}
Dates
{{ panel.label }}
Looking for a one-way flight?

Flexible dates can save you money

Explore nearby dates to find lower fares

{{ fromDate | dateToLongNamedDate }}
?
Flexible dates
Depart {{ flexibleFromDateLabel }}
{{ option.label }}
?
Return {{ flexibleToDateLabel }}
{{ option.label }}
Passengers / Class
Number of passengers
Adults
{{ adults }}
Children
{{ children }}
Infants
{{ infants }}
Class
Economy
Available for Economy only
New Multi-city experience

Discover a new Multi-city search experience from Jetcost, designed to handle more complex itineraries. By continuing, you’ll be taken to a dedicated page powered by Kiwi.com.
How do we get the info you see here? Please note that we offer an online comparison service and that all information and prices regarding services and/or products available on our website are provided by our third-party partners. We do our best to show you up-to-date information, but please note that we are not responsible for the completeness or accuracy of the information published, so please check all conditions carefully on the website of the partner before making a booking. Please check our Terms and Conditions for more details. Read more

How much is a ticket from Chicago O'Hare to San Juan?

Flight prices from Chicago to San Juan change depending on demand and time of booking.

Select your dates to check current offers.

Flying at off-peak hours — such as early morning or late evening — can help you save. Also, the best deals tend to appear in the weeks leading up to departure.

Which airports serve Chicago and San Juan?

When planning a trip of about 3338 km, it's a good idea to check flights from surrounding airports too.

  • Airports in Chicago: Chicago is connected to 3 airports - Midway, O'Hare, Rockford.
  • Airports in San Juan: Another nearby option is Isla Grande.

The closest airport isn’t always the cheapest — it’s worth checking the alternatives too. In some cities, smaller airports offer lower fares than the main ones.

Flights from Chicago - O'Hare to San Juan - Luis Muñoz Marín

Filter and compare flights from Chicago O'Hare to San Juan

Jetcost helps you manage complex searches with simple filters. Sort by airline, duration, number of stops, or even time windows for outbound and return flights.

Other popular destinations

Want more ideas for your trip to Puerto Rico? Check these: Aguadilla, Culebra Airport, Ponce, San Juan, Vieques Airport.

Advanced filters help you skip long layovers or inconvenient times. The “airlines” filter is handy if you want to collect miles or prefer a certain onboard experience.
Frequently Asked Questions

Frequently asked questions about flights from Chicago O'Hare to San Juan.

How much does an airline ticket from Chicago O'Hare to San Juan cost?

Flight prices can vary a lot depending on the period and destination. At the moment, this information is not available for flights from Chicago O'Hare to San Juan.

How far is Chicago from San Juan?

Chicago is about 3338 km from San Juan.

What are the airports in San Juan?

San Juan has another airport: Isla Grande.

What are the airports in Chicago?

Chicago has 3 airports: Midway, O'Hare, Rockford.

What are the most popular cities in Puerto Rico?

The most popular cities in Puerto Rico according to our users' searches are: Aguadilla, Culebra Airport, Ponce, San Juan, Vieques Airport.

When should I book a flight from Chicago to San Juan?

This information is not available at the moment.

What is the cheapest month to fly from Chicago to San Juan?

This information is not available at the moment.

What is the most expensive month to fly from Chicago to San Juan?

This information is not available at the moment.

What is the best day of the week to fly from Chicago to San Juan?

This information is not available at the moment.