- San Jose to Chicago buses
Next departures
| Operated by | Vehicle type | Departure time | Departure location | Trip duration | Arrival time | Arrival location | Recommended | Price and booking link | 
|---|---|---|---|---|---|---|---|---|
| FlixBus + Greyhound Lines, Inc. | Diridon Station | Downtown Greyhound Station | CheapestFastest | |||||
|  | Diridon Station | Chicago (Union Station), IL | No tags | |||||
| FlixBus + Greyhound Lines, Inc. | Diridon Station | Downtown Greyhound Station | No tags | |||||
|  | Diridon Station | Chicago (Union Station), IL | No tags | |||||
| FlixBus + Greyhound Lines, Inc. | Diridon Station | 537-517 W. Jackson Blvd | No tags | 
Last refresh of the prices: Last Sunday at 5:29 PM PDT.
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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 US$157, it presents an excellent value for a comfortable ride.
Bus San Jose, US to Chicago: Trip Overview
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San Jose to Chicago Bus
With Busbud, comparing and booking tickets for a bus from San Jose to Chicago is a breeze. Browse through an extensive selection of bus fares and bus schedules to find the best deals.
We make it our job to connect you with the most dependable bus companies that cover bus service from San Jose to Chicago.
From cheap bus tickets to more luxurious buses travelling from San Jose to Chicago, we offer a wide range of bus services to best suit your needs depending on how much your budget is.
Where are the popular stops in San Jose and Chicago?
Frequently asked questions on the trip San Jose, US - Chicago
- How much does a bus ticket from San Jose to Chicago cost?- The bus ticket price from San Jose to Chicago starts at US$157. The best way to find cheap bus tickets from San Jose to Chicago is to book your tickets as early as possible. Prices tend to rise as your travel date approaches, so book in advance to secure the best prices! 
- How long is the bus ride from San Jose to Chicago?- The average travel time between San Jose and Chicago is around 2d 13h, although the fastest bus will take about 2d 5h. This is the time it takes to travel the 2960 km that separates the two cities. 
- How many daily bus connections are there between San Jose and Chicago?- The number of buses from San Jose to Chicago can differ depending on the day of the week. On average, there are 9 on this route. Some buses run direct routes, while others have layovers. Simplify your bus trip from San Jose to Chicago by comparing and selecting the bus that fits your travel style and budget on Busbud. 
- Which bus companies travel from San Jose to Chicago?- When taking the bus from San Jose to Chicago, you can travel comfortably and safely with Amtrak, Greyhound, FlixBus. 
- What are the departure and arrival stations when taking the bus from San Jose to Chicago?- Buses travelling between San Jose and Chicago leave from Diridon Station or Santiago Express San Jose and arrive at Downtown Greyhound Station, Chicago O'Hare International Airport, Polk St & Canal St. 
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 US$152 to US$3 008 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 US$152, which is on 2025-11-01.
About Bus Travel
Bus Travel Tips
Meet and talk to locals at the bus stations while travelling from San Jose to Chicago.There is no better way to get inside travel information while exploring a new city than to go straight to its people.
From miles long of beauteous natural landscapes to impressive man-crafted sights, you’re bound to be in for a visual treat on your bus trip from San Jose to Chicago.
Taking the bus creates the smallest carbon footprint compared to other modes of transport. Not to mention that buses will allow you to discover scenic gems from San Jose to Chicago that are otherwise impossible to come by with a plane.
Make a music playlist for your bus ride from San Jose to Chicago, and enjoy the scenery to tunes from your own personal soundtrack.
Did you know?
One of the longest bus route in the world goes all the way from Ontario to Alberta in Canada (with the same bus). This trip is 3,435 km or 2,135 miles long and the price is a bit under $100.
Did you know some bus companies in Germany offer to their passenger low-costs snacks and regional beer based on their destination? Prosit!
The Superbus, created by a Dutch engineer is the world's fastest bus with 250 km/h. Too bad it's only a prototype for now.
What's the cheapest way to go from San Jose, US to Chicago?
Top travelled bus routes
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Popular Buses Connecting San Jose
Buses Leaving from San Jose
- Bus from San Jose to Los Angeles
- Coach San Jose - Las Vegas
- Bus San Jose - Sacramento
- Bus from San Jose to Del Rio
- Coach San Jose - Temple
- Bus San Jose - Austin
- Bus from San Jose to Springfield
- Coach San Jose - Portland
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- Bus from San Jose to Gary
- Coach San Jose - Redding
- Bus San Jose - Springfield
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- Coach San Jose - Kansas City
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Buses Going to San Jose
- Bus from Los Angeles to San Jose
- Coach Carpinteria - San Jose
- Bus Las Vegas - San Jose
- Bus from Temple to San Jose
- Coach New York City - San Jose
- Bus Denver - San Jose
- Bus from Kalamazoo to San Jose
- Coach Round Rock - San Jose
- Bus Birmingham - San Jose
- Bus from Medford to San Jose
- Coach San Fernando - San Jose
- Bus Greensboro - San Jose
- Bus from Merced to San Jose
- Coach Memphis - San Jose
- Bus Los Banos - San Jose
Popular Buses Connecting Chicago
Buses Leaving from Chicago
- Bus from Chicago to Columbia
- Coach Chicago - Toronto
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- Coach Chicago - West Salem
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- Bus from Chicago to Mount Pocono
- Coach Chicago - Chico
- Bus Chicago - Hempstead
Buses Going to Chicago
- Bus from Boston to Chicago
- Coach Toronto - Chicago
- Bus Atlanta - Chicago
- Bus from Indianapolis to Chicago
- Coach Bridgeport - Chicago
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- Bus from Naperville to Chicago
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- Bus Quincy - Chicago
- Bus from Maple Grove to Chicago
- Coach Columbus - Chicago
- Bus Springfield - Chicago
- Bus from Tampa to Chicago
- Coach Livingston - Chicago
- Bus New Carrollton - Chicago
Popular routes in this country
- Bus from Buffalo to Niagara Falls
- Coach Houston - Brownsville
- Bus New York City - Fleischmanns
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- Coach Milwaukee - Appleton
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- Coach Harrisonburg - Blacksburg
- Bus New York City - Pittsburgh
- Bus from Norfolk to Newark
- Coach Hartford - New York City







