Nonstop flights from San Juan to Chicago
3 airlines fly this route, with up to 3 flights a day.
SJUSan Juan Luis Munoz Marin International
2,074 mi · 21 flights a week
ORDChicago O'Hare International
When they leave
San Juan time12:55a7:14pFirst departure 12:55 AM, last 7:14 PM
One overnight flight at 12:55 AM, then one afternoon flight at 3:56 PM, then one evening flight at 7:14 PM. Every flight runs daily.
Every flight
Earliest first
Schedules last checked Sep 21, 2026. Times are local.
Flying from San Juan to Chicago
American Airlines flies daily on the Boeing 737. Frontier Airlines flies daily on the Airbus A321neo. United Airlines flies daily on the Airbus A321neo.
There are 3 flights every day of the week. The first arrival in Chicago is at 5:00 AM and the last at 11:27 PM. The flight covers 2,074 miles.
Frontier Airlines is back on Nov 20.
Flying back, Chicago to San Juan has 21 nonstop flights a week.
Return flights
Every Chicago airport
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Find the cheapest day to fly from San Juan to Chicago.
Schedules as of Oct 9, 2026.