Next departures to Chicago
One passenger / one way
- This trip is recommended because it is the: Cheapest
- This trip is recommended because it is the: FastestDeparture time: 6 June atDeparture city: San JoseDeparture location: Diridon StationArrival time: 8 June atDestination city: ChicagoDestination location: Chicago (Union Station), ILOperated by: Amtrak
Vehicle: BusDuration: - Departure time: 6 June atDeparture city: San JoseDeparture location: Diridon StationArrival time: 8 June atDestination city: ChicagoDestination location: Chicago (Union Station), ILOperated by: AmtrakVehicle: BusDuration:
- Departure time: 6 June atDeparture city: San JoseDeparture location: Diridon StationArrival time: 8 June atDestination city: ChicagoDestination location: Chicago (Union Station), ILOperated by: AmtrakVehicle: BusDuration:
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Compare 2 ways to travel from San Jose to Chicago
Busbud recommends taking the bus from San Jose to ChicagoAmong the sustainable travel choices, the bus stands out as a good way to reach Chicago. The journey takes about 2 days, 17 hours 5 minutes and with fares starting at just US$114, 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 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 (CA), US - Chicago
How much does a coach ticket from San Jose to Chicago cost?
For coach travel from San Jose to Chicago, ticket prices typically start at US$114 and can reach a maximum of US$672. The exact cost can vary based on different factors such as the time of travel, the day of the week, and the coach service provider. Keep in mind that booking tickets on the day of travel might result in higher prices.
How long does the coach from San Jose to Chicago take?
The average duration for a trip from San Jose to Chicago by coach is around 2d 17h. If you're looking for the fastest trip, you can get there in just about 2d 10h. However, please keep in mind that your specific travel time may vary due to the prevailing traffic conditions along the route.
At what time does the first coach from San Jose to Chicago leave?
The first coach to Chicago from San Jose departs at 00:55. Times and services may vary during weekends and holidays.
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.
Can I catch a night coach from San Jose to Chicago?
You can hop on buses departing from San Jose until 23:10 and reaching Chicago the following day. Remember to bring along some essentials like a snuggly blanket and a few treats for a comfortable trip.
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 6 Jun 2025 with a price of US$311To 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 US$311 to US$2,606 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 US$311, which is on 2025-06-06.
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 to Chicago?
The bus is the cheapest travel choice for this destinationTop travelled bus routes
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