We've gone through lots of different flights, to help you find the cheapest way to get from Chicago O'hare International Airport to San Juan Puerto Rico. You can choose from one airlines. At the moment, 14 / Feb / 2025 is the cheapest date to travel, but scroll through the results to find the option that works best for you.
The most popular airlines offering flights to San Juan Puerto Rico are JetBlue. JetBlue is the most popular one, but that doesn’t mean their flights will be the cheapest. If you can't find a flight time that suits you, why not look at flying out from a different airport?
Generally speaking, the flight from Chicago O'hare International Airport to San Juan Puerto Rico takes around 8 hrs 5 mins. The fastest flight takes 8 hrs 5 mins to cover the 3340 km distance. You can view all flight times yourself in the results list.
You can also search by month, which will reveal the cheapest time of the week to fly.
