- Must visit
Art Institute of Chicago
World-class art museum with masterpieces from Monet to Hopper and the famous Modern Wing.
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The cheapest and fastest buses from San Jose, CA to Chicago, IL
Showing times, prices and bookable tickets for Sep 14
Cheapest price on Sep 14
$328
Average ticket price on Sep 14
$356
Fastest journey on Sep 14
2 d 6 h 10 m
Average journey duration on Sep 14
2 d 17 h 21 m
Buses on Sep 14
4
Distance
2957 km
Cheap tickets
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 $356 if you buy it on the day, but the cheapest tickets can be found for only $328.
Fast buses
It's difficult to get from San Jose, CA to Chicago, IL without transferring at least 3 times.
FlixBus+
· · 8:15 AM54h10San José, Cahill Street (Diridon Station)4:25 PMChicago, Greyhound Bus Station$3281One-way3 transfers- · · · 3:05 PM59h15San José, Cahill Street (Diridon Station)4:20 AMChicago, Greyhound Bus Station$3451One-way3 transfers
- · · · 3:05 PM62h55San José, Cahill Street (Diridon Station)8:00 AMChicago, Union Station (Amtrak), IL$3581One-way3 transfers
- FlixBus+ · · 4:55 PM85h05San José, Cahill Street (Diridon Station)8:00 AMChicago, Union Station (Amtrak), IL$3931One-way5 transfers
- FlixBus+ · · 8:15 AM54h10San José, Cahill Street (Diridon Station)4:25 PMChicago, Greyhound Bus Station$3281One-way3 transfers
- · · · 3:05 PM59h15San José, Cahill Street (Diridon Station)4:20 AMChicago, Greyhound Bus Station$3451One-way3 transfers
- · · · 3:05 PM62h55San José, Cahill Street (Diridon Station)8:00 AMChicago, Union Station (Amtrak), IL$3581One-way3 transfers
- FlixBus+ · · 4:55 PM85h05San José, Cahill Street (Diridon Station)8:00 AMChicago, Union Station (Amtrak), IL$3931One-way5 transfers
Travel Information
Compare train, bus, and flight for San Jose, CA to Chicago, IL
Omio recommends booking the train as it is the most popular option from San Jose, CA to Chicago, IL among Omio's users. If you are prioritising price, take the bus, with an average ticket price of $461 For those with little time, consider booking a flight, which has an average total journey time of 8h 15m. If you are seeking to minimise your carbon footprint, the train is your best option, with estimated CO2 emissions of 0.9 - 2.7kg. Average ticket prices depend on the travel mode: a bus costs an average of $461, while a flight costs an average of $699.
Distance: 1837 miles (2957 km)
Compare bus with
| Bus | Most popular Train | Flight |
|---|---|---|
$461 Average price Cheapest | $623 Average price | $699 Average price |
58h 33m Average total duration 58h 3m Onboard + 30m Additional time* | 60h 11m Average total duration 59h 41m Onboard + 30m Additional time* | 8h 15m Average total duration Fastest 6h 15m Onboard + 2h 0m Additional time* |
3.0 - 7.4kg CO2 emissions | 0.9 - 2.7kg CO2 emissions Lowest | 8.9 - 17.7kg CO2 emissions |
Most popular bus company |  Most popular train company |  Most popular airline |
Direct Options | Direct Options | Direct Options |
Additional time: Average total travel duration to departure point, security checks and transfers.
The cheapest way to travel from San Jose, CA to Chicago, IL is a bus with an average price of $461 (€373).
This is compared to other travel options from San Jose, CA to Chicago, IL:
A bus is $162 (€131) less than a train for this route with tickets for a train from San Jose, CA to Chicago, IL costing on average $623 (€505).
A bus is $238 (€192) less than a flight for this route with tickets for a flight from San Jose, CA to Chicago, IL costing on average $699 (€566).
The fastest way to travel from San Jose, CA to Chicago, IL is by flight with an average journey time of 6h 15m.
Other travel options to Chicago, IL take longer:
Bus takes on average 58h 3m.
Train takes on average 59h 41m.
It's helpful to compare your options as there are 3 ways to travel between San Jose, CA and Chicago, IL including taking a train, bus, and flight.
We recommend using the train as it is the most popular way to get from San Jose, CA to Chicago, IL among Omio's users.
San Jose, CA to Chicago, IL Bus Timetables
| 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 $230 |
Operator Greyhound | Departure Time 05:45AM | Arrival Time 08:00AM | Duration 72h15 | Departure days Fri | Cheapest price $230 |
Operator Greyhound | Departure Time 08:15AM | Arrival Time 04:25PM | Duration 54h10 | Departure days Mon, Tue, Wed, Thu | Cheapest price $188 |
Operator Greyhound | Departure Time 03:05PM | Arrival Time 04:20AM | Duration 59h15 | Departure days Mon, Thu, Sat | Cheapest price $213 |
Operator Greyhound | Departure Time 04:55PM | Arrival Time 08:00AM | Duration 85h05 | Departure days Mon, Tue, Wed, Sun | Cheapest price $217 |
Live departures
San Jose, CA to Chicago, IL bus times
The table below shows live departures for San Jose, CA to Chicago, IL buses for today, Sunday, September 13. You can also manually refresh the results below to see updated bus journeys.
Last updated at
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
| FlixBus+ · · | 4:55 PM San José, Cahill Street (Diridon Station) | 85h05 | 8:00 AM Chicago, Union Station (Amtrak), IL | 5 transfers | |
This is the last bus of the day. | |||||
Find all the dates and times for this journey
Compare prices and tickets San Jose, CA to Chicago, IL by train, bus, or flight
Compare train, bus, and flight prices over the next three weeks. See the best deals at a glance, find the lowest fares, and choose the option that fits your budget.
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Why should you book San Jose, CA to Chicago, IL buses with Omio?
Greyhound operates all buses services from San Jose, CA to Chicago, IL.
Omio is an official ticket reseller for all your travel options from San Jose, CA to Chicago, IL.
Why book with Omio vs Greyhound?
- Designed for International Travelers: Omio is in your language including 24/7 customer service and offers multiple payment options, including PayPal, credit cards, and bank transfer, in your preferred currency.
- Compare all your options: Omio allows you to compare Greyhound with all available travel options, which are train, bus and flight to ensure you get the best deal for traveling from San Jose, CA to Chicago, IL.
Why book with Omio over Wanderu?
- Multiple modes of transport: Omio allows you to compare travel options including train, bus and flight to find the ideal travel option from San Jose, CA to Chicago, IL.
Journey information
Overview: Bus from San Jose, CA to Chicago, IL
USAUSA
Buses from San Jose, CA to Chicago, IL run on average 3 times per day, taking around 58h 3m. Cheap bus tickets for this journey start at $173 (€140) but you can travel from only $153 (€124) 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.
Fares are the lowest economy prices found on Omio. Early booking often means lower prices. Prices change daily and are subject to availability. Discount cards, coach trips, and booking fees are not included.
Price information
Cheapest alternative travel mode
Flight from $153 (€124)
Distance 1837 miles (2957 km) |
Average bus duration 58h 3m |
Cheapest ticket price $173 (€140) |
Buses per day 3 |
Fastest bus 49h 25m |
First bus 12:15 AM |
Last bus 11:45 PM |
Cheapest Month Aug |
Cheapest Day Wed |
High Season Oct - Dec |
Low Season Apr - Jun |
Best time to book 14 days |
Fares are the lowest economy prices found on Omio. Early booking often means lower prices. Prices change daily and are subject to availability. Discount cards, coach trips, and booking fees are not included.
Price information
Cheapest alternative travel mode
Flight from $153 (€124)
Bus providers: Greyhound from San Jose, CA to Chicago, ILYou can travel by bus between San Jose, CA to Chicago, IL with Greyhound for as low as $173 (€140). When you search for schedules and tickets, Omio will show you the best journey
Greyhound
About
Greyhound Lines, Inc. is a prominent American intercity bus transportation provider, established in 1914. It operates the largest intercity bus network in the United States, also extending services to Canada and Mexico. Greyhound is known for offering affordable and reliable long-distance travel, connecting major cities and rural communities across North America. The company's buses are equipped with amenities such as free Wi-Fi, power outlets, and extra legroom to enhance passenger comfort. Greyhound is a subsidiary of Flix SE, which also owns FlixBus, and together they offer an extensive network of over 1,600 destinations.
Luggage & cancellation policy
Average Greyhound Duration
49h 25m
Cheapest Greyhound Price
$173 (€140)
Greyhound frequency
3 a day
Luggage included
One carry-on bag up to 25 lbs (11 kg) and one checked bag up to 50 lbs (23 kg).
Additional luggage
$15 per additional bag.
Cancellation Policy
You can cancel your ticket for a refund or exchange up to 24 hours before departure, for a cancellation fee applied.
Amenities on board the bus
Wifi
Food sold onboard
Seat reservation
Toilets
USB plugs
Accessibility
Assistance; Priority seating; Wheelchair-accessible buses.
Bikes
Bikes are allowed.
Complete guide to Chicago, IL
Things to do in Chicago, IL
Discover the best of Chicago, IL — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Chicago, IL trip today.
- Must visit
Field Museum
Major natural history museum with Sue the T. rex, ancient cultures, and strong family appeal.
- Must visit
Museum of Science and Industry
Hands-on science museum in a grand former fair building, popular for exhibits and a U-505 submarine.
- Must visit
Millennium Park
Lively lakefront park with Cloud Gate, Crown Fountain, gardens, and major public art in central Chicago.
- Must visit
Magnificent Mile
Famous shopping boulevard lined with architecture, hotels, riverfront views, and major city energy.
- Must visit
Chicago Riverwalk
Scenic pedestrian-friendly riverwalk with boat docks, public art, bridges, and standout skyline perspectives.
Deep-Dish Pizza
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.
Chicago-Style Hot Dog
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 Sandwich
Italian beef is thin-sliced roast beef piled onto a roll, often dipped in savory juices and topped with sweet peppers or spicy giardiniera.
Johnnie's Beef
Classic spot for juicy Italian beef sandwiches, especially dipped and topped with spicy giardiniera, with a casual local feel.
Superdawg Drive-In
Legendary stand for Chicago-style hot dogs and char-grilled sausages, served fast in a no-frills local landmark.
Alinea
World-famous fine dining destination offering a highly creative tasting menu and refined service in an elegant setting.
US dollar ($)
Moderate for a major US city: hotels can be pricey, but transit is affordable and dining ranges from cheap eats to upscale options.
Average meal costs
- Budget
- $10-18 for fast food or casual takeout.
- Mid-range
- $20-40 per person for a restaurant meal.
- Fine dining
- $75+ per person for upscale restaurants.
- Coffee
- $3-6 for coffee or cappuccino.
Tipping culture
Tip 18-20% at restaurants, $1-2 per drink at bars, 10-15% for taxis, and optional small change at cafes.
FAQs: Bus from San Jose, CA to 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.
Cheap bus tickets from San Jose, CA to Chicago, IL can start from as little as $173 (€140) when you book in advance. The average bus ticket price for San Jose, CA to Chicago, IL is $461 (€373) ; however, prices vary depending on the time of day and class and they tend to be more expensive on the day.
The average journey time by bus from San Jose, CA to Chicago, IL is 49h 25m to travel the 1837 miles (2957 km) long journey. Journey times can vary on weekends and holidays, so use our Journey Planner to search for a specific date.
The earliest bus from San Jose, CA to Chicago, IL leaves at 12:15 AM. Plan your trip with the Journey Planner from Omio.
The latest bus from San Jose, CA to Chicago, IL leaves at 11:45 PM.
There are 3 buses a day from San Jose, CA to Chicago, IL which require at least one change with Greyhound. Schedules can vary on holidays or weekends with fewer buses.
When taking a bus from San Jose, CA to Chicago, IL, you can count on Greyhound for the best way to get you to Chicago, IL. You can also check all possible bus companies who offer a service between San Jose, CA and Chicago, IL and compare the amenities they offer before buying a bus ticket.
When departing from San Jose, CA , you have various bus station options to start your journey from including San José, Cahill Street (Diridon Station) . When arriving in Chicago, IL , you can end your journey in bus stations like Chicago, Greyhound Bus Station, Chicago, Union Station (Amtrak), IL .Passengers board the bus most frequently from San José, Cahill Street (Diridon Station), which is located around 0 miles (1 km) away from the city centre, and they get off the bus at Chicago, Greyhound Bus Station, located 2 away from the city centre.
A trip to Chicago, IL from San Jose, CA is worth doing but not as a day trip with a journey time of 49h 25m each way. Check with Omio app the best way to travel.
The cheapest month for a bus from San Jose, CA to Chicago, IL is August.
It's helpful to compare your options as there are 3 ways to travel between San Jose, CA and Chicago, IL including taking a train, bus, and flight.
Yes, the following accessibility options are available when taking the bus from San Jose, CA to Chicago, IL:
- Greyhound
- Assistance
- Priority seating
- Wheelchair-accessible buses.
Yes, there are bathrooms on board the bus from San Jose, CA to Chicago, IL for bus company Greyhound.
Some of the most interesting sights to explore in Chicago, IL are:
- Millennium Park, a public park known for its modern art installations and the iconic Cloud Gate sculpture
- Art Institute of Chicago, a renowned museum housing an extensive collection of art from around the world
- Navy Pier, a popular entertainment destination featuring rides, restaurants, and lakefront views
- Willis Tower Skydeck, an observation deck offering panoramic views of the city from one of the tallest buildings in the Western Hemisphere
- Field Museum, a natural history museum with vast exhibits including the famous T. rex skeleton, Sue.
The best things to do in Chicago, IL include:
- Museum of Science and Industry, an interactive museum featuring exhibits on science, technology, and industry
- Explore the vibrant neighborhoods of Chicago, such as Wicker Park and Lincoln Park, known for their unique shops and eateries
- Take a river cruise to see the city's iconic architecture from a different perspective
- Attend a live performance at the historic Chicago Theatre
- Enjoy a day at Lincoln Park Zoo, one of the oldest zoos in the U.S., offering free admission.
Whether you can cancel your bus ticket from San Jose, CA to Chicago, IL depends on the bus companies:
- Greyhound
- You can cancel your ticket for a refund or exchange up to 24 hours before departure, for a cancellation fee applied.
Yes, bikes are allowed on board the bus with bus company Greyhound.
Tickets are often cheaper when booked early. Traveling during off-peak hours or on weekdays can help you save money. Sort results by price to quickly identify the most affordable options. Check for promotions or discounts available on our website and app.
Yes, there is food available to purchase on board the bus from San Jose, CA to Chicago, IL.
Yes, the following luggage options are included when booking a bus ticket from San Jose, CA to Chicago, IL:
- Greyhound
- One carry-on bag up to 25 lbs (11 kg) and one checked bag up to 50 lbs (23 kg).
Yes, the following additional luggage options are available when booking a bus ticket from San Jose, CA to Chicago, IL:
- Greyhound
- $15 per additional bag.
Unfortunately, pets are not allowed on the bus from San Jose, CA to Chicago, IL.
You can reserve your seat on the bus from San Jose, CA to Chicago, IL with the following bus company: Greyhound
Yes, there are USB plugs on board the bus from San Jose, CA to Chicago, IL with the following bus company: Greyhound.
Yes, there is Wifi on board the bus from San Jose, CA to Chicago, IL with the following bus company: Greyhound.
Since neither San Jose, CA nor Chicago, IL are in the Schengen Area, passport requirements depend on the specific immigration rules of United States and United States. Entry and visa requirements can be subject to change. For the latest information, check with your destination's embassy or consulate.
We recommend using the train as it is the most popular way to get from San Jose, CA to Chicago, IL among Omio's users.
The currency used in the United States is the US Dollar (USD). For travelers, using cards is generally more convenient and widely accepted, especially credit and debit cards, while cash is useful for small purchases or places that do not accept cards.
In Chicago, IL, travelers should be cautious of pickpocketing and purse snatching, especially in crowded areas like public transit and popular tourist spots. Common scams include fake charity solicitations and distraction thefts. It is advisable to stay alert in neighborhoods outside downtown after dark and use authorized transportation services to avoid unlicensed taxi scams. Keeping valuables secure and being aware of surroundings helps mitigate these risks.
Pack lightweight, versatile clothing suitable for the destination's climate, and use secure, lockable luggage to protect belongings. Keep essential items like travel documents, medication, and valuables in a carry-on bag for easy access. Use packing organizers or cubes to maximize space and maintain order. Lastly, include a small first aid kit and personal hygiene items for added comfort during travel.
popular bus stations
Popular bus stations from San Jose, CA to Chicago, IL
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.
Departure bus stations in San Jose
Arrival bus stations in Chicago
Which San Jose, CA station do buses to Chicago, IL leave from?
Buses from San Jose, CA to Chicago, IL leave from San José, Cahill Street (Diridon Station). The station is 0 miles (1 km) from San Jose, CA city centre at San Jose Diridon Station, 65 Cahill St, San Jose, CA 95110, USA.
San José, Cahill Street (Diridon Station)San Jose Diridon Station, 65 Cahill St, San Jose, CA 95110, USA
City-centre transport
Getting to San José, Cahill Street (Diridon Station) from San Jose city centre
San José, Cahill Street (Diridon Station) is 1 km from San Jose city centre. Public transport options include:
BusRapid 500, Rapid 568, 64A, 64B, 68, 202 · 7m · $6 · every ~26 min
TramGreen Line · 17m · $4 · every ~7 min
San José, Cahill Street (Diridon Station) bus station facilities and services
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 and drink
Food options include: Various food options available inside the station.
Wi-Fi and ATMs
Wi-Fi is available at San José, Cahill Street (Diridon Station). ATMs are aTMs located near the entrance.
Tickets and information
Ticket office support is available at San José, Cahill Street (Diridon Station).
Parking, taxis and toilets
Available at San José, Cahill Street (Diridon Station): Parking, Taxis, WC.
Accessibility
Accessibility facilities are available at San José, Cahill Street (Diridon Station): Wheelchair accessible with ramps and elevators.
Which Chicago, IL station do buses from San Jose, CA arrive at?
Buses from San Jose, CA to Chicago, IL most often arrive at Chicago, Greyhound Bus Station. Some services arrive at Chicago, Union Station (Amtrak), so check your ticket before travel to confirm your Chicago, IL arrival station.
Chicago, Greyhound Bus Station630 W Harrison St, Chicago, IL 60607, USA
City-centre transport
Getting to Chicago, Greyhound Bus Station from Chicago city centre
Chicago, Greyhound Bus Station is 2 km from Chicago city centre. Public transport options include:
Bus7 · 8m · $4 · every ~6 min
Chicago, Greyhound Bus Station bus station facilities and services
Chicago, Greyhound Bus Station has practical services for this route, including Wifi, Parking, Dining, ATM, Taxis, Accessibility, WC, Shower, and Ticket Office.
Food and drink
Food options include: Snack shop and vending machines available
Wi-Fi and ATMs
Free Wi-Fi in waiting area. ATMs are located near entrance.
Tickets and information
Ticket office support is available at Chicago, Greyhound Bus Station.
Parking, taxis and toilets
Available at Chicago, Greyhound Bus Station: Parking, Taxis, WC.
Accessibility
Accessibility facilities are available at Chicago, Greyhound Bus Station: Wheelchair accessible entrances and seating.
Chicago, Union Station (Amtrak)Chicago Union Station, 225 S Canal St, Chicago, IL 60606, USA
City-centre transport
Getting to Chicago, Union Station (Amtrak) from Chicago city centre
Chicago, Union Station (Amtrak) is 3 km from Chicago city centre. Public transport options include:
Bus28, 151 · 7m · $4 · every ~13 min
Chicago, Union Station (Amtrak) bus station facilities and services
Chicago, Union Station (Amtrak) has practical services for this route, including Wifi, Parking, Dining, ATM, Taxis, Accessibility, WC, Shower, and Ticket Office.
Food and drink
Food options include: Multiple dining options are available inside the station.
Wi-Fi and ATMs
Free Wi-Fi is available in waiting areas. ATMs are aTMs are located near the main entrance.
Tickets and information
Ticket office support is available at Chicago, Union Station (Amtrak).
Parking, taxis and toilets
Available at Chicago, Union Station (Amtrak): Parking, Taxis, WC.
Accessibility
Accessibility facilities are available at Chicago, Union Station (Amtrak): Station is accessible with elevators and ramps.
Most popular bus connections from San Jose, CA
More options for your journey from San Jose, CA to Chicago, IL
Here are some other resources that might have the information you need
Most popular buses to and from Chicago, IL and San Jose, CA
Most popular bus connections to Chicago, IL
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