How far is San Jose from Chicago?

The distance separating San Jose and Chicago is 1836 miles (2960 km).

What are the departure and arrival stations when taking the bus from San Jose to Chicago?

Most of the buses traveling from San Jose to Chicago leave from Diridon Station and arrive at Downtown Greyhound Station. These are the most popular departure and arrival locations on this route, but you can find others that could fit better into your travel plans.

What are the best sights and things to do in Chicago?

Once in Chicago, you can start exploring the city and discover its surroundings. The top sights and things to do are Architectural River Cruise, Auditorium Building and Theatre, Grant Park, The Field Museum and Shedd Aquarium.

Bus San Jose to Chicago from $179 | Refundable Tickets

Previously seen trips

Next departures for San Jose to Chicago on November 26
Operated by	Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
FlixBus + Greyhound	Bus	12:50pm	Diridon Station	2d 17h	8:20am	Chicago 95Th & Dan Ryan	No tags
Greyhound + FlixBus	Bus	12:50pm	Diridon Station	2d 17h	8:20am	Chicago 95Th & Dan Ryan	No tags
Greyhound + FlixBus	Bus	2:25pm	Diridon Station	3d 1h	5:50pm	Chicago 95Th & Dan Ryan	No tags
FlixBus + Greyhound	Bus	2:25pm	Diridon Station	3d 1h	5:50pm	Chicago 95Th & Dan Ryan	No tags
Greyhound + FlixBus	Bus	11:10pm	Diridon Station	3d 6h	8:05am	537-517 W. Jackson Blvd	No tags

Compare 2 ways to go from San Jose to Chicago

We recommend taking the bus

Among the sustainable travel choices, the bus stands out as the good way to reach Chicago. The journey takes about 2 days, 13 hours 35 minutes and with fares starting at just $108, it presents an excellent value for a comfortable ride.

5bus per day

2d 13hAverage Duration

1835 milesDistance

74kgCO₂ emissions

	Average Price	Average Duration	CO₂ emissions	Actions
Bus	Average Price$108 - $731	Average Duration2d 13h	CO₂ emissions 74kg CO₂e
Train	Average Price$145 - $1,931	Average Duration2d 18h	CO₂ emissions 269kg CO₂e

Where are the popular stops in San Jose and Chicago?

Stops in San Jose

A
Diridon Station
65 Cahill St., San Jose, CA 95110
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B
Santiago Express San Jose
440 S King rd , an Jose CA 95116
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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

A
Downtown Greyhound Station
630 W Harrison St, Chicago, IL 60607, USA
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B
Chicago O'Hare International Airport
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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

Amtrak

4/55,607 reviews

Staff4.7

Timeliness3.8

Cleanliness4.6

Wifi3.6

Greyhound

3.5/587,396 reviews

Staff3.6

Timeliness2.9

Cleanliness3.3

Wifi2.4

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

3.5/511,446 reviews

Staff4.2

Timeliness3.9

Cleanliness4.1

Wifi2.7

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.

US bus companies: FlixBus, BlaBlaCar Bus, ALSA, Greyhound, Intercape, Trenitalia, Sindbad

Frequently asked questions about traveling from San Jose, US to Chicago by bus

How far is San Jose from Chicago?
What are the departure and arrival stations when taking the bus from San Jose to Chicago?
What are the best sights and things to do in Chicago?

Find cheapest prices for buses

Price is for a one-way ticket for one passenger and based on past searches.

Best price found

11/23

$219

11/24

$311

Today

$378

11/26

$219

11/27

$261

11/28

$457

11/29

$453

11/30

$219

The cheapest trip from San Jose, US to Chicago was searched and found on Nov 23, 2025 with a price of $219

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 $219 to $3,421 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 $219 which is on 2025-11-26.

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.