Previously seen journeys
| Operated by | Vehicle type | Departure time | Departure location | Trip duration | Arrival time | Arrival location | Recommended | Price and booking link |
|---|---|---|---|---|---|---|---|---|
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 | ||||
FlixBus + Greyhound | Bus | Diridon Station | Chicago 95Th & Dan Ryan | No tags | ||||
Greyhound + FlixBus | Bus | Diridon Station | 537-517 W. Jackson Blvd | No tags |
Compare 2 ways to travel 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 £84, 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 by bus from San Jose, US to Chicago
What's the distance between San Jose and Chicago by coach?
The distance between San Jose and Chicago by coach is approximately 1836 miles (2960 km).
How can I travel from San Jose to Chicago avoiding air travel?
You can choose the coach to travel this route. The coach ensures a pleasant travel experience, granting you the opportunity to appreciate the scenery as you make your way to your final stop. You might also find carpooling options to travel between the two cities.
Find cheapest prices for buses
Price is for a one-way ticket for one passenger and based on past searches.
The cheapest trip from San Jose, US to Chicago was searched and found on 26 Nov 2025 with a price of £170To 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 £170 to £1,704 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 £170, which is on 2025-11-30.
Usually Amtrak will charge you higher prices for tickets closer to the departure date. To find the best prices, you should be flexible on your date of travel.
What's the cheapest way to go from San Jose, US to Chicago?
The bus is the cheapest travel choice for this destination
