Flights from Chicago O'Hare International Airport to San Juan

Flight deals from Chicago O'Hare International Airport to San Juan

Looking for cheap tickets from Chicago O'Hare International Airport to San Juan, or a last-minute trip? Find the lowest prices on one-way and return tickets right here.

Flying from Chicago O'Hare International Airport to San Juan

Arm yourself with these facts on the fly.
Cheapest flight found133 €
Cheapest month to flyFebruary
Average flight time4 hrs, 44 mins
Average flights per week118
Most popular airlineAmerican Airlines

Frequently asked questions

Yes - direct flights currently operate from Chicago O'Hare International Airport to San Juan Luis Munoz Marin Airport in San Juan.
We looked at all of the upcoming return flights from Chicago O'Hare International Airport to San Juan we could find over the next 12 months. It looks like 133 € is the best price. This is good, compared to the average San Juan ticket price of 133 €.
The cheapest month to fly from Chicago O'Hare International Airport to San Juan is currently February.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago O'Hare International Airport to San Juan on Tuesday, 24 February 2026.
If you're flying from Chicago O'Hare International, the cheapest city in San Juan to fly into is San Juan. The cheapest airport serving San Juan at the moment is San Juan Luis Munoz Marin.
The average flight time between Chicago O'Hare International Airport and San Juan is 4 hours and 44 minutes.