Find coaches from San Jose, US to Chicago

Next departures

Next departures from San Jose to Chicago on 17 November
Operated byVehicle typeDeparture timeDeparture locationTrip durationArrival timeArrival locationRecommendedPrice and booking link
FlixBus + Greyhound Lines, Inc.
Diridon Station
Chicago 95Th & Dan RyanCheapest
FlixBus + Greyhound Lines, Inc.
Diridon Station
Downtown Greyhound StationFastest
Amtrak
Diridon Station
Chicago (Union Station), ILNo tags
FlixBus + Greyhound Lines, Inc.
Diridon Station
537-517 W. Jackson BlvdNo tags
Amtrak
Diridon Station
Chicago (Union Station), ILNo tags
Amtrak
Diridon Station
Chicago (Union Station), ILNo tags
Amtrak
Diridon Station
Chicago (Union Station), ILNo tags

Last refresh of the prices: Last Saturday at 8:42 AM PST.

Compare 2 ways to travel from San Jose to Chicago

We recommend taking the bus

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 R 2 753, it presents an excellent value for a comfortable ride.

9bus per day
2d 13hAverage duration
2959 kmDistance
74kgCO₂ emissions
Bus
Average priceR 2 753 - R 10 985Average duration2d 13h
74kg CO₂e
Train
Average priceR 2 968 - R 33 142Average duration2d 18h
269kg CO₂e

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

  1. How much does a bus ticket from San Jose to Chicago cost?

    The bus ticket price from San Jose to Chicago starts at R 2 753. 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!

  2. 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.

  3. 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.

  4. 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.

  5. 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.

Best price found
12/11
R 4 587
13/11
R 4 587
Today
R 4 376
15/11
No data
16/11
No data
17/11
R 4 587
18/11
No data
19/11
No data
busbud logoThe cheapest trip from San Jose, US to Chicago was searched and found on 14 Nov 2025 with a price of R 4 376

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 R 4 376 to R 26 588 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 R 4 587, which is on 2025-11-17.

What's the cheapest way to go from San Jose, US to Chicago?

busbud logoThe bus is the cheapest travel choice for this destination

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