Your next trip, last seen at €90
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The lowest fare we observed for each month. Open a month to see its days, then pick your outbound and return. A day with no price is one we will search for you.
Short answer
We have seen American Airlines fares from San Juan to Chicago, non-stop. The lowest fare our own searches returned is €90, seen on 26 Sep 2026. The average across the fares we caught is €177. October 2026 is the cheapest month in our observations, at €90. These are prices our searches returned on the dates shown, not quotes; run a live search for today's fare.
Short answer
We have seen American Airlines fares from San Juan to Chicago, non-stop. The lowest fare our own searches returned is €90, seen on 26 Sep 2026. The average across the fares we caught is €177. October 2026 is the cheapest month in our observations, at €90. These are prices our searches returned on the dates shown, not quotes; run a live search for today's fare.
About this route
Explore the fares we observed from San Juan to Chicago. Prices move often, so pick your dates to see the latest options.
- Route distance
- 3,305 km
- Reported fastest flight
- 5h 09m
- Airlines seen
- American Airlines
- Alternative airports
- SIG, CGX, DPA, MDW, PWK, RFD
Route-level information; individual journeys vary.
Published schedules report non-stop service with American Airlines. Check current timetables.
A clearer picture of your fare
Frequently asked
How much is a flight from San Juan to Chicago?
The lowest fare we have observed is €90, found on 26 Sep 2026. Prices move, so read it as a floor rather than a quote.
When is the cheapest month to fly from San Juan to Chicago?
In our observations October 2026 is the cheapest month so far, at €90.
Are there direct flights from San Juan to Chicago?
Yes. We have seen non-stop flights on this route, flown by American Airlines.
Which airlines fly from San Juan to Chicago?
These are the carriers we have seen on the route: American Airlines.
How many of the observed San Juan to Chicago fares were non-stop?
1 of the 5 fares we observed were non-stop; the rest included at least one stop. That describes our observations, not every flight that operates.
How observed prices work, what "No data" means and what a fare includes: Read the flight price guide
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Recently observed fares. Prices may change.
Last checked: 26 Sep 2026