Nonstop flights from Chicago to San José del Cabo
2 airlines fly this route, with up to 2 flights a day.
ORDChicago O'Hare International
1,807 mi · 8 flights a week
SJDSan José del Cabo Los Cabos International
When they leave
Chicago time8:52a8:58aFirst departure 8:52 AM, last 8:58 AM
Two in the morning, 8:52 AM to 8:58 AM.
Every flight
Earliest first
Schedules last checked Sep 19, 2026. Times are local.
Flying from Chicago to San José del Cabo
United Airlines flies most often, daily on the Boeing 737-800. American Airlines flies on Saturdays with the Airbus A321.
Flights run every day of the week, 2 on Saturdays and 1 on the other days. The first arrival in San José del Cabo is at 11:25 AM and the last at 11:25 AM. The flight covers 1,807 miles.
Flying back, San José del Cabo to Chicago has 8 nonstop flights a week.
Return flights
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Find the cheapest day to fly from Chicago to San José del Cabo.
Schedules as of Oct 9, 2026.