Flights from Chicago to San Jose Cabo – Direct & connecting routes
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ORD to SJD – All flight route options from Chicago O Hare International, Illinois, USA to Los Cabos International, Mexico. These routes are operated by 8 airlines. Fly non-stop with American Airlines or United Airlines, or choose from 9 different stopover flights. The shortest flight time is 4 hours and 48 minutes. See the full flight schedule and time table, including departure times, airlines and stopover details to find the best option for you.
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Chicago to San Jose Cabo flights
There are over 11 airlines and as many as 233 flights every week to this destination. You can fly non-stop to San Jose Cabo (SJD) from Chicago (ORD) with American Airlines or United Airlines but if a stopover option suits you better you can choose to fly via Minneapolis, Atlanta or any other of the 9 alternatives with connectiing airports.
Chicago to San Jose Cabo with American Airlines
You can fly non-stop every weekday with flights departing at 7:00 am, 8:00 am or 9:00 am. You can also take a connecting flight via Dallas or Phoenix. American Airlines is a member of the air alliance OneWorld.
With United Airlines
You can fly non-stop with United Airlines every Saturday at 7:00 am, 8:00 am or 9:00 am. You can also take a connecting flight via Denver or Houston. United Airlines is a Star Alliance member.
Distance & flight times: Chicago O'Hare to Los Cabos International
The shortest flight time between ORD and SJD is 4 hours and 48 minutes.
Via | Total flight time | Layover time | Distance |
---|---|---|---|
Direct | 4h 48m | - | 1817 miles (2924 km) |
MSP Minneapolis | 7h 21m | 1h 17m | 2111 miles (3397 km) |
ATL Atlanta | 7h 28m | 1h 12m | 2312 miles (3720 km) |
DEN Denver | 7h 35m | 2h 49m | 2089 miles (3361 km) |
IAH Houston | 7h 40m | 1h 26m | 1941 miles (3123 km) |
DFW Dallas | 8h 5m | 2h 21m | 1835 miles (2953 km) |
PHX Phoenix | 8h 9m | 2h 13m | 2173 miles (3496 km) |
GDL Guadalajara | 8h 10m | 3h 5m | 2193 miles (3529 km) |
BJX Leon/Guanajuato | 9h 39m | 3h 58m | 2211 miles (3557 km) |
MTY Monterrey | 10h 0m | 4h 45m | 1958 miles (3150 km) |


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From Chicago to Mexico
Below is a list of other destinations to Mexico from Chicago O Hare International with either direct flights or 1 stop connections.
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CUN Cancun Direct
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MEX Mexico City Direct
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MTY Monterrey Direct
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GDL Guadalajara Direct
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NLU Mexico City Direct
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PVR Puerto Vallarta Direct
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TIJ Tijuana
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BJX Leon/Guanajuato Direct
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MZT Mazatlan
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MID Merida
From USA to San Jose Cabo
Below is a list of other cities in USA with flights to San Jose Cabo with either non-stop or connecting flights.
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DFW Dallas Direct
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ATL Atlanta Direct
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DEN Denver Direct
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JFK New York Direct
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MIA Miami
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CLT Charlotte Direct
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LAX Los Angeles Direct
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IAH Houston Direct
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EWR New York Direct
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MSP Minneapolis Direct