- San Jose to Chicago buses
Previously seen trips
| Operated by | Vehicle type | Departure time | Departure location | Trip duration | Arrival time | Arrival location | Recommended | Price and booking link |
|---|---|---|---|---|---|---|---|---|
Greyhound + FlixBus | Bus | Diridon Station | Chicago 95Th & Dan Ryan | No tags | ||||
FlixBus + Greyhound | Bus | Diridon Station | Chicago 95Th & Dan Ryan | No tags | ||||
FlixBus + Greyhound | Bus | Diridon Station | Chicago 95Th & Dan Ryan | No tags | ||||
Greyhound + FlixBus | Bus | Diridon Station | Chicago 95Th & Dan Ryan | No tags | ||||
Greyhound + FlixBus | Bus | Diridon Station | Chicago 95Th & Dan Ryan | No tags |
Compare 2 ways to go from San Jose to Chicago
Among the sustainable travel choices, the bus stands out as a good way to reach Chicago. The journey takes about 2 days, 13 hours 35 minutes, and with fares starting at just $227, it presents an excellent value for a comfortable ride.
Where are the popular stops in San Jose and Chicago?
Stops in San Jose
- A65 Cahill St., San Jose, CA 95110
- B440 S King rd , an Jose CA 95116
- C
1118 E William St
1118 E William St, San Jose, CA 95116, USA - D
San Jose Bus Stop
100 W San Carlos St, San Jose, CA 95113, USA - E
Tamien Station
Guadalupe Fwy, San Jose, CA 95110, USA - F
Diridon Station
65 Cahill St, San Jose, CA 95110, USA
Stops in Chicago
- A630 W Harrison St, Chicago, IL 60607, USA
- C
Polk St & Canal St
500-536 W Polk St, Chicago IL 60607, USA - D
Tornado Bus S Kedzie Ave
2807 S Kedzie Ave, Chicago, IL 60623, USA - E
Cumberland CTA
5800 N Cumberland Ave, Chicago, IL 60631, USA - F
Turimex California Ave
2139 S California Ave, Chicago, IL 60608, USA
Compare bus companies
Frequently asked questions about travelling from San Jose, US to Chicago by bus
How far is San Jose from Chicago?
The distance between San Jose and Chicago is around 2960 km (1836 miles).
What are the departure and arrival locations for buses traveling from San Jose to Chicago?
Buses traveling this route start their trip at Diridon Station, in San Jose, and end it at Downtown Greyhound Station, in Chicago.
Find cheapest prices for buses
Price is for a one-way ticket for one passenger and based on past searches.
To save money and be sure you have the best seat, it's a good idea to buy your bus tickets from San Jose, US to Chicago, as early as possible.
You can expect to pay from $259 to $4,947 for a bus ticket from San Jose, US to Chicago based on the last 2 days. You can expect to find the cheapest price for the trip at $317 which is on 2025-11-23.








