Chicago → San Juan flights
Last observed price · Last checked: 30 Aug 2026 · Price may change
Short answer
American Airlines flies Chicago to San Juan non-stop. The lowest fare our own searches returned is €234, seen on 30 Aug 2026. The average across the fares we caught is €348. December 2026 is the cheapest month in our observations, at €234. These are prices our searches returned on the dates shown, not quotes; run a live search for today's fare.
Tickets found in the last 7 days
The lowest fares our queries caught, cheapest first.
Starting prices by month
The lowest fare our queries observed in each month. Open a month to see its days; click a day with no price and we will search it for you.
Round trip
Route facts
Frequently asked
Are there direct flights from Chicago to San Juan?+−
Yes. We have seen non-stop flights on this route, flown by American Airlines.
How much is a flight from Chicago to San Juan?+−
The lowest fare we have observed is €234, found on 30 Aug 2026. Prices move, so read it as a floor rather than a quote.
Which airlines fly from Chicago to San Juan?+−
These are the carriers we have seen on the route: American Airlines.
When is the cheapest month to fly from Chicago to San Juan?+−
In our observations December 2026 is the cheapest month so far, at €234.
Similar routes
More routes from Chicago
More routes to San Juan
Last checked: 30 Aug 2026