- Must visit
Art Institute of Chicago
World-class art museum with masterpieces from Monet to Hopper and the famous Modern Wing.
Cheapest price on Oct 29
CHF 158
Average ticket price on Oct 29
CHF 190
Fastest journey on Oct 29
2 d 6 h 10 m
Average journey duration on Oct 29
2 d 11 h 28 m
Buses on Oct 29
4
Distance
2957 km
The best way to find a cheap bus ticket from San Jose, CA to Chicago, IL is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from San Jose, CA to Chicago, IL will cost around CHF 190 if you buy it on the day, but the cheapest tickets can be found for only CHF 158.
It's difficult to get from San Jose, CA to Chicago, IL without transferring at least 2 times.
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Buses from San Jose, CA to Chicago, IL run on average 3 times per day, taking around 56h 36m. Cheap bus tickets for this journey start at CHF 127 but you can travel from only CHF 120 by flight.
The earliest bus runs at 00:15, the last at 23:45. The fastest bus covers the 1837 miles (2957 km) distance in 49h 25m.
Plan this route
Use these quick route answers to check fares, travel time, departure options, and direct services before booking from San Jose, CA to Chicago, IL.
| Operator | Departure Time | Arrival Time | Duration | Departure days | Cheapest price |
|---|---|---|---|---|---|
Operator Greyhound | Departure Time 12:35AM | Arrival Time 04:05PM | Duration 61h30 | Departure days Wed, Thu, Fri, Sat, Sun | Cheapest price CHF 181 |
Operator Greyhound | Departure Time 05:45AM | Arrival Time 08:00AM | Duration 73h15 | Departure days Fri | Cheapest price CHF 203 |
Operator Greyhound | Departure Time 08:15AM | Arrival Time 04:25PM | Duration 54h10 | Departure days Mon, Tue, Wed, Thu | Cheapest price CHF 146 |
Operator Greyhound | Departure Time 03:05PM | Arrival Time 03:20AM | Duration 59h15 | Departure days Mon, Thu, Sat | Cheapest price CHF 156 |
Operator Greyhound | Departure Time 04:55PM | Arrival Time 08:00AM | Duration 85h05 | Departure days Mon, Tue, Wed, Sun | Cheapest price CHF 176 |
The table below shows live departures for San Jose, CA to Chicago, IL buses for today, Wednesday, October 28. You can also manually refresh the results below to see updated bus journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
FlixBus+ · · | 8:15 AM San José, Cahill Street (Diridon Station) | 69h45 | 8:00 AM Chicago, Union Station (Amtrak), IL | 4 transfers | |
FlixBus+ · · | 8:15 AM San José, Cahill Street (Diridon Station) | 54h10 | 4:25 PM Chicago, Greyhound Bus Station | 3 transfers | |
FlixBus+ · · | 4:55 PM San José, Cahill Street (Diridon Station) | 85h05 | 7:00 AM Chicago, Union Station (Amtrak), IL | 5 transfers | |
| Thursday, October 29 | |||||
· + FlixBus | 12:35 AM San José, Cahill Street (Diridon Station) | 61h30 | 4:05 PM Chicago, Greyhound Bus Station | 2 transfers | |
This is the last bus of the day. | |||||
Find all the dates and times for this journey
Buses from San Jose, CA to Chicago, IL with Greyhound. Overnight buses available on this route with Greyhound. Use the details below to compare onboard facilities.
Review the details behind your booking, from operators and ticket rules to luggage, onboard amenities, accessibility, and route-specific travel policies.
Discover the best of Chicago, IL — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Chicago, IL trip today.
World-class art museum with masterpieces from Monet to Hopper and the famous Modern Wing.
Major natural history museum with Sue the T. rex, ancient cultures, and strong family appeal.
Hands-on science museum in a grand former fair building, popular for exhibits and a U-505 submarine.
Lively lakefront park with Cloud Gate, Crown Fountain, gardens, and major public art in central Chicago.
Famous shopping boulevard lined with architecture, hotels, riverfront views, and major city energy.
Scenic pedestrian-friendly riverwalk with boat docks, public art, bridges, and standout skyline perspectives.
Deep-dish pizza is Chicago’s iconic pie with a tall buttery crust, layers of cheese and toppings, and chunky tomato sauce baked on top.
The Chicago-style hot dog is an all-beef frank on a poppy seed bun with mustard, relish, onion, tomato, pickle, peppers, and celery salt.
Italian beef is thin-sliced roast beef piled onto a roll, often dipped in savory juices and topped with sweet peppers or spicy giardiniera.
Classic spot for juicy Italian beef sandwiches, especially dipped and topped with spicy giardiniera, with a casual local feel.
Legendary stand for Chicago-style hot dogs and char-grilled sausages, served fast in a no-frills local landmark.
World-famous fine dining destination offering a highly creative tasting menu and refined service in an elegant setting.
Moderate for a major US city: hotels can be pricey, but transit is affordable and dining ranges from cheap eats to upscale options.
Tip 18-20% at restaurants, $1-2 per drink at bars, 10-15% for taxis, and optional small change at cafes.
Get destination-focused answers for the end of your trip, including what to do, when to go, practical entry details, and tips for making the most of your time in Chicago, IL.
Find answers to the most common questions about traveling from San Jose, CA to Chicago, IL by bus. From journey times and ticket prices to direct connections, first and last departures, and even whether the route is scenic, our FAQs cover everything you need to plan your trip. Whether you’re looking for the fastest bus, the cheapest option, or tips for making the most of your visit at Chicago, IL, this guide helps you travel smarter and with confidence.

Most San Jose, CA to Chicago, IL buses use the San José, Cahill Street (Diridon Station) to Chicago, Greyhound Bus Station station pair, with some services arriving at Chicago, Union Station (Amtrak). Use this guide to compare San Jose, CA and Chicago, IL bus stations on this route, check city-centre transport, alongside checking practicalities like bus station facilities and services.
San José, Cahill Street (Diridon Station) is 1 km from San Jose city centre. Public transport options include:
San José, Cahill Street (Diridon Station) has practical services for this route, including Wifi, Parking, Dining, ATM, Taxis, Accessibility, WC, Shower, and Ticket Office.
Food options include: Various food options available inside the station.
Wi-Fi is available at San José, Cahill Street (Diridon Station). ATMs are aTMs located near the entrance.
Ticket office support is available at San José, Cahill Street (Diridon Station).
Available at San José, Cahill Street (Diridon Station): Parking, Taxis, WC.
Accessibility facilities are available at San José, Cahill Street (Diridon Station): Wheelchair accessible with ramps and elevators.
Chicago, Greyhound Bus Station is 2 km from Chicago city centre. Public transport options include:
Chicago, Greyhound Bus Station has practical services for this route, including Wifi, Parking, Dining, ATM, Taxis, Accessibility, WC, Shower, and Ticket Office.
Food options include: Snack shop and vending machines available
Free Wi-Fi in waiting area. ATMs are located near entrance.
Ticket office support is available at Chicago, Greyhound Bus Station.
Available at Chicago, Greyhound Bus Station: Parking, Taxis, WC.
Accessibility facilities are available at Chicago, Greyhound Bus Station: Wheelchair accessible entrances and seating.
Chicago, Union Station (Amtrak) is 3 km from Chicago city centre. Public transport options include:
Chicago, Union Station (Amtrak) has practical services for this route, including Wifi, Parking, Dining, ATM, Taxis, Accessibility, WC, Shower, and Ticket Office.
Food options include: Multiple dining options are available inside the station.
Free Wi-Fi is available in waiting areas. ATMs are aTMs are located near the main entrance.
Ticket office support is available at Chicago, Union Station (Amtrak).
Available at Chicago, Union Station (Amtrak): Parking, Taxis, WC.
Accessibility facilities are available at Chicago, Union Station (Amtrak): Station is accessible with elevators and ramps.
Check bus stations information for San Jose, CA and Chicago, IL, including where buses depart and arrive on this route.