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
Adult
{{ 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

Flight prices from Chicago O'Hare to San Juan

There’s no fixed price — fares between Chicago and San Juan can vary a lot by day or time.

Choose a date to explore the best fares now.

The lowest fares are often found with some flexibility in travel dates. If your plans are flexible, you’ll have a better chance of finding cheap flights.

Airport options between Chicago and San Juan

Even for routes around 3338 km, using different airports might affect flight cost and travel time.

  • Airports in Chicago: You can fly from 3 airports in Chicago - Midway, O'Hare, Rockford.
  • Airports in San Juan: Isla Grande is another option in San Juan.

Checking the average travel time to the airport can help you plan better. For some routes, changing your arrival or departure airport might also affect the price.

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

Explore flights from Chicago O'Hare to San Juan your way

On Jetcost, you can filter by round-trip or one-way, time of day, airline, number of stops, and even by specific travel agency.

Other popular destinations

Also interested in Puerto Rico? Check out: Aguadilla, Culebra Airport, Ponce, San Juan, Vieques Airport.

If you’re flexible with dates, try checking the days before and after to see if prices vary. Some routes are offered by multiple agencies — comparing fares can really pay off.
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.