Next departures to Chicago
One passenger / one way
- This trip is recommended because it is: Cheapest
- This trip is recommended because it is: FastestDeparture time: May 12 atDeparture city: San JoseDeparture location: Diridon StationArrival time: May 14 atDestination city: ChicagoDestination location: Chicago (Union Station), ILOperated by: Amtrak
Vehicle: BusDuration: - Departure time: May 12 atDeparture city: San JoseDeparture location: Diridon StationArrival time: May 14 atDestination city: ChicagoDestination location: Chicago (Union Station), ILOperated by: AmtrakVehicle: BusDuration:
- Departure time: May 12 atDeparture city: San JoseDeparture location: Diridon StationArrival time: May 14 atDestination city: ChicagoDestination location: Chicago (Union Station), ILOperated by: AmtrakVehicle: BusDuration:
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Compare 2 ways to go from San Jose to Chicago.
Busbud recommends taking the bus from San Jose to ChicagoAmong the sustainable travel choices, the bus stands out as the good way to reach Chicago. The journey takes about 2 days, 19 hours 30 minutes and with fares starting at just $122, it presents an excellent value for a comfortable ride.
Bus San Jose 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 traveling 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 for your trip San Jose - Chicago
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 to Chicago was searched and found on May 16, 2025 with a price of $169To save money and be sure you have the best seat, it's a good idea to buy your bus tickets from San Jose to Chicago, as early as possible.
You can expect to pay from $169 to $1,495 for a bus ticket from San Jose to Chicago based on the last 2 days. You can expect to find the cheapest price for the trip at $169 which is on 2025-05-16.
About Bus Travel
Bus Travel Tips
Meet and talk to locals at the bus stations while traveling 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 to Chicago?
The bus is the cheapest travel choice for this destinationTop traveled bus routes
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