Next departures for Chicago to San Jose on November 24
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
FlixBus + Greyhound Lines, Inc.
Bus
Chicago 95Th & Dan Ryan
Diridon Station
Cheapest
Bus
Downtown Greyhound Station
Diridon Station
Fastest
FlixBus + Greyhound Lines, Inc.
Bus
Downtown Greyhound Station
Diridon Station
No tags
Bus
537-517 W. Jackson Blvd
Diridon Station
No tags
FlixBus + Greyhound Lines, Inc.
Bus
Chicago 95Th & Dan Ryan
Diridon Station
No tags
Next departures for Chicago to San Jose on November 25
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
FlixBus + Greyhound Lines, Inc.
Bus
Chicago 95Th & Dan Ryan
Diridon Station
CheapestFastest
FlixBus + Greyhound Lines, Inc.
Bus
Downtown Greyhound Station
Diridon Station
No tags
Bus
537-517 W. Jackson Blvd
Diridon Station
No tags
Next departures for Chicago to San Jose on November 26
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
FlixBus + Greyhound Lines, Inc.
Bus
Chicago 95Th & Dan Ryan
Diridon Station
CheapestFastest
FlixBus + Greyhound Lines, Inc.
Bus
Downtown Greyhound Station
Diridon Station
No tags
Bus
537-517 W. Jackson Blvd
Diridon Station
No tags
Next departures for Chicago to San Jose on November 27
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
FlixBus + Greyhound Lines, Inc.
Bus
Chicago 95Th & Dan Ryan
Diridon Station
Cheapest
FlixBus + Greyhound Lines, Inc.
Bus
Chicago 95Th & Dan Ryan
Diridon Station
Fastest
FlixBus + Greyhound Lines, Inc.
Bus
Downtown Greyhound Station
Diridon Station
No tags
Bus
537-517 W. Jackson Blvd
Diridon Station
No tags
Next departures for Chicago to San Jose on November 28
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
FlixBus + Greyhound Lines, Inc.
Bus
Chicago 95Th & Dan Ryan
Diridon Station
Cheapest
Bus
Downtown Greyhound Station
Diridon Station
Fastest
FlixBus + Greyhound Lines, Inc.
Bus
Chicago 95Th & Dan Ryan
Diridon Station
No tags
Last refresh of the prices: Yesterday at 10:30 PM CST.
Compare 2 ways to go from Chicago to San Jose
We recommend taking the bus
Among the sustainable travel choices, the bus stands out as the good way to reach San Jose. The journey takes about 2 days, 14 hours 15 minutes and with fares starting at just $140, it presents an excellent value for a comfortable ride.
Greyhound Lines offers the most comprehensive intercity bus services in the United States. They operate a modern, environmentally friendly fleet that serves more than 2400 destinations and carries nearly 16 million passengers annually. When traveling with them, you can expect free WiFi, onboard entertainment, bathrooms, power outlets and decent legroom. One of the great perks of Greyhound is that they connect big cities and smaller towns in the US, where you usually can't get to by train or plane. If you're looking for safe and affordable transportation, Greyhound is a great choice.
Flixbus is a European bus operator that offers intercity and bus travel in over 38 countries. Known for their easy-to-spot lime green buses and for offering affordable transportation between cities in Europe and the Americas, Flixbus is a good option for those looking for an affordable, reliable bus company. In their buses, you'll find free WiFi, bathrooms, and power outlets. You can also pay extra to choose your seat and get extra legroom, or even buy a snack or drink onboard directly from the driver. You can reschedule your ticket for a small fee, which varies from $1 to $5, depending on how close you are to the departure date.
Frequently asked questions about traveling from Chicago to San Jose, US by bus
How far is Chicago from San Jose?
The distance separating Chicago and San Jose is 1836 miles (2960 km).
What are the departure and arrival stations when taking the bus from Chicago to San Jose?
Most of the buses traveling from Chicago to San Jose leave from Downtown Greyhound Station and arrive at Diridon Station. These are the most popular departure and arrival locations on this route, there are other pick-up and drop-off locations that could make it easier for you to reach your destination.
What are the best sights and things to do in San Jose?
Once in San Jose, you can start exploring the city and discover its surroundings. The top sights and things to do are San Jose Institute of Contemporary Art, San Jose Earthquakes Soccer, Cinnabar Hills Golf Club, Almaden Quicksilver County Park and Happy Hollow Park and Zoo.
Find cheapest prices for buses
Price is for a one-way ticket for one passenger and based on past searches.
Best price found
11/21
$655
11/22
$556
Today
$575
11/24
$695
11/25
$821
11/26
$644
11/27
$524
11/28
$625
The cheapest trip from Chicago to San Jose, US was searched and found on Nov 27, 2025 with a price of $524
To save money and be sure you have the best seat, it's a good idea to buy your bus tickets from Chicago to San Jose, US, as early as possible.
You can expect to pay from $524 to $880 for a bus ticket from Chicago to San Jose, US based on the last 2 days. You can expect to find the cheapest price for the trip at $524 which is on 2025-11-27.