Book cheap flights from Chicago to San Juan Puerto Rico with Netflights. We scan all five of the weekly flights going via San Juan Puerto Rico, so that you can compare them in one place. If you can’t find what you’re looking for, simply adjust the filters to widen your search.
The most popular airlines for this route are JetBlue, while Chicago O'hare International Airport (ORD) is the most popular departure airport in the city. But when you fly is just as important as where you fly from. Search by month to find out when flights are at the priciest and their cheapest.
The 3316 km journey from Chicago to San Juan Puerto Rico takes at least 8 hrs 5 mins. On average, JetBlue have the cheapest flights, but check your search results, as this isn’t always the case. Another way to get a cheap flight is to book last minute – but this does mean you may not be able to get the exact flights you want.
Did you know you can also compare car hire and hotel prices in Puerto Rico with Netflights? Take a look to get an idea of prices in San Juan Puerto Rico.