American Airlines
Oneworld
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United States
O'Hare International Airport
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Mexico
Los Cabos International Airport
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Scan through all non-stop flights from Chicago to San José del Cabo. The full flight schedule below gives an overview of all non-stop flights from ORD to SJD, which includes the daily timetable of every operating airline for the upcoming 12 months.
Note: for airline-specific flight schedules, please scroll further down.
Desert destinations like San José del Cabo are known for their hot days, with temperatures frequently exceeding 40°C (104°F), but cooler nights. With very little rainfall, these locations are famous for their extreme weather, breathtaking scenery, and the cultural heritage of their inhabitants. Despite the harsh living conditions, they provide a remarkable mix of adventure, calmness, and stunning landscapes, making them wonderful places to explore.
San José del Cabo is a wonderful destination to explore throughout the year, but it's advisable to avoid the summer months due to the intense heat. For a more enjoyable visit, plan your trip between September and May.

In total there are 2 airlines operating nonstop flights from Chicago ORD to San José del Cabo SJD. 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 ORD SJD flight schedule.
Flights from ORD to SJD are operated 8 times a week, with an average of 1 flight per day. Departure times vary between 07:15 - 10:16. The earliest flight departs at 07:15, the last flight departs at 10:16. 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 Chicago to San José del Cabo takes 4 hours and 49 minutes. The flight distance between Chicago and San José del Cabo is 1,806 miles (or 2,906 km).
There are 2 airports in San José del Cabo: Los Cabos International Airport (SJD) and Cabo San Lucas Airport (CSW).
There are 8 flights per week flying from Chicago to San José del Cabo (as of May 2026).
4 hours and 49 minutes is the average flight time from Chicago to San José del Cabo.
The distance from Chicago to San José del Cabo is 1,806 miles (2,906 kilometers).
American Airlines and United Airlines are flying nonstop from Chicago to San José del Cabo.
Oneworld and Star Alliance are flying nonstop from Chicago to San José del Cabo.
You can fly non-stop in Economy and Business Class.
Aircraft types that fly from Chicago to San José del Cabo:
The earliest flight departs at 07:15 from Chicago and arrives at 11:08 at San José del Cabo.
The latest flight departs at 10:16 from Chicago and arrives at 14:13 at San José del Cabo.
1,806 miles (2,906 km) · 4h 49m
08:32
11:05
American Airlines
Oneworld
AA 1649
American Airlines
Airbus A321-100/200
Y
W
J
F
08:40
11:25
United Airlines
Star Alliance
UA 1879
United Airlines
Boeing 737-800
Y
W
J
F
08:40
11:13
American Airlines
Oneworld
AA 1649
American Airlines
Airbus A321-100/200
Y
W
J
F
10:05
12:50
American Airlines
Oneworld
AA 1649
American Airlines
Airbus A321-100/200
Y
W
J
F
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