American Airlines
Oneworld
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Los Cabos International Airport
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O'Hare International Airport
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Scan through all non-stop flights from San José del Cabo to Chicago. The full flight schedule below gives an overview of all non-stop flights from SJD to ORD, which includes the daily timetable of every operating airline for the upcoming 12 months.
Note: for airline-specific flight schedules, please scroll further down.
Known for its continental climate, Chicago features hot, humid summers with temperatures above 30°C (86°F) and cold, snowy winters that often drop below 0°C (32°F). This striking seasonal contrast offers travelers a variety of activities, from summer hiking to winter sports, ensuring year-round appeal.
The best time to visit Chicago is from March to November, covering spring, summer, and fall. While summer can be hot, it also sees slightly more rainfall than other seasons.
In total there are 2 airlines operating nonstop flights from San José del Cabo SJD to Chicago ORD. This section gives an overview of the flight schedules and timetables of every airline with direct flights for this route.
Click an airline below to view their SJD ORD flight schedule.
Flights from SJD to ORD are operated 15 times a week, with an average of 2 flights per day. Departure times vary between 11:10 - 15:34. The earliest flight departs at 11:10, the last flight departs at 15:34. However, this depends on the date you are flying so please check with the full flight schedule above to see which departure times are available on your preferred date(s) of travel.
You can fly in Economy and Business Class. Premium Economy and First Class are not available on this route (at least not as a non-stop flight).
The fastest direct flight from San José del Cabo to Chicago takes 4 hours and 14 minutes. The flight distance between San José del Cabo and Chicago is 1,806 miles (or 2,906 km).
There are 2 airports in Chicago: O'Hare International Airport (ORD) and Midway International Airport (MDW).
There are 15 flights per week flying from San José del Cabo to Chicago (as of April 2026).
4 hours and 14 minutes is the average flight time from San José del Cabo to Chicago.
The distance from San José del Cabo to Chicago is 1,806 miles (2,906 kilometers).
American Airlines and United Airlines are flying nonstop from San José del Cabo to Chicago.
Oneworld and Star Alliance are flying nonstop from San José del Cabo to Chicago.
You can fly non-stop in Economy and Business Class.
Aircraft types that fly from San José del Cabo to Chicago:
The earliest flight departs at 11:10 from San José del Cabo and arrives at 17:19 at Chicago.
The latest flight departs at 15:34 from San José del Cabo and arrives at 21:09 at Chicago.
1,806 miles (2,906 km) · 4h 14m
11:32
17:57
American Airlines
Oneworld
AA 2636
American Airlines
Airbus A321-100/200
Y
W
J
F
11:36
17:50
American Airlines
Oneworld
AA 2636
American Airlines
Airbus A321-100/200
Y
W
J
F
11:52
18:09
United Airlines
Star Alliance
UA 766
United Airlines
Boeing 737-800
Y
W
J
F
13:36
19:55
American Airlines
Oneworld
AA 2668
American Airlines
Boeing 737-800
Y
W
J
F
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