Nonstop flights from Chicago to San Juan
3 airlines fly this route, with up to 3 flights a day.
ORDChicago O'Hare International
2,074 mi · 21 flights a week
SJUSan Juan Luis Munoz Marin International
When they leave
Chicago time12:44a5:20pFirst departure 12:44 AM, last 5:20 PM
One overnight flight at 12:44 AM, then one morning flight at 8:55 AM, then one evening flight at 5:20 PM. Every flight runs daily.
Every flight
Earliest first
Schedules last checked Sep 20, 2026. Times are local.
Flying from Chicago to San Juan
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 San Juan is at 6:44 AM and the last at 11:15 PM. The flight covers 2,074 miles.
Frontier Airlines is back on Nov 20.
Flying back, San Juan to Chicago has 21 nonstop flights a week.
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Schedules as of Oct 9, 2026.