- Must visit
Art Institute Of Chicago
One of the world’s leading art museums, famous for Impressionist masterpieces, American art, and major special exhibitions.
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The cheapest and fastest buses from San Jose, CA to Chicago, IL
Showing times and prices for Jun 15
Cheapest price
$382
Average price
$423
Fastest journey
2 d 5 h 45 m
Average duration
2 d 11 h 21 m
Buses per day
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 $423 if you buy it on the day, but the cheapest tickets can be found for only $382.
Fast buses
It's difficult to get from San Jose, CA to Chicago, IL without transferring at least 2 times.
FlixBus+
· · 8:40 AM53h45San José, Cahill Street (Diridon Station)4:25 PMChicago, Greyhound Bus Station$3821One-way3 transfers- · +FlixBus12:35 AM61h30San José, Cahill Street (Diridon Station)4:05 PMChicago, Greyhound Bus Station$4131One-way2 transfers
- · · · 3:05 PM59h15San José, Cahill Street (Diridon Station)4:20 AMChicago, Greyhound Bus Station$4291One-way3 transfers
- · · · 3:05 PM62h55San José, Cahill Street (Diridon Station)8:00 AMChicago, Union Station (Amtrak), IL$4691One-way3 transfers
- FlixBus+ · · 8:40 AM53h45San José, Cahill Street (Diridon Station)4:25 PMChicago, Greyhound Bus Station$3821One-way3 transfers
- · · · 3:05 PM59h15San José, Cahill Street (Diridon Station)4:20 AMChicago, Greyhound Bus Station$4291One-way3 transfers
- · +FlixBus12:35 AM61h30San José, Cahill Street (Diridon Station)4:05 PMChicago, Greyhound Bus Station$4131One-way2 transfers
- · · · 3:05 PM62h55San José, Cahill Street (Diridon Station)8:00 AMChicago, Union Station (Amtrak), IL$4691One-way3 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 prices starting from $138. For those with little time consider booking a flight which can get you there in 9h 5m. In case you are seeking to minimise your carbon footprint the train is your best bet as it emits only 0.9 - 2.7kg. The ticket price range depends on the travel mode: a bus costs an average of $138, and a flight costs an average of $157.
Distance: 1837 miles (2957 km)
Compare bus with
| Bus | Most popular Train | Flight |
|---|---|---|
$327 Average price Cheapest | $344 Average price | $421 Average price |
59h 21m Average total duration 58h 51m Onboard + 30m Additional time* | 59h 57m Average total duration 59h 27m Onboard + 30m Additional time* | 12h 5m Average total duration Fastest 9h 5m Onboard + 3h 0m Additional time* |
3.0 - 7.4kg CO2 emissions | 0.9 - 2.7kg CO2 emissions Lowest | 8.9 - 17.7kg CO2 emissions |
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 $327 (€266).
This is compared to other travel options from San Jose, CA to Chicago, IL:
A bus is $16 (€13) less than a train for this route with tickets for a train from San Jose, CA to Chicago, IL costing on average $344 (€279).
A bus is $93 (€76) less than a flight for this route with tickets for a flight from San Jose, CA to Chicago, IL costing on average $421 (€341).
The fastest way to travel from San Jose, CA to Chicago, IL is by flight with an average journey time of 9h 5m.
Other travel options to Chicago, IL take longer:
Bus takes on average 58h 51m.
Train takes on average 59h 27m.
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 Mon, Wed | Cheapest price $221 |
Operator Greyhound | Departure Time 07:55AM | Arrival Time 09:05PM | Duration 61h10 | Departure days Fri, Sat | Cheapest price $214 |
Operator Greyhound | Departure Time 08:40AM | Arrival Time 04:25PM | Duration 53h45 | Departure days Mon, Wed | Cheapest price $238 |
Operator Greyhound | Departure Time 12:35PM | Arrival Time 09:10AM | Duration 68h35 | Departure days Fri, Sun | Cheapest price $161 |
Operator Greyhound | Departure Time 01:35PM | Arrival Time 10:10AM | Duration 68h35 | Departure days Sat, Sun | Cheapest price $544 |
Operator Greyhound | Departure Time 03:05PM | Arrival Time 08:00AM | Duration 62h55 | Departure days Mon | Cheapest price $429 |
Operator Greyhound | Departure Time 03:35PM | Arrival Time 09:25PM | Duration 53h50 | Departure days Tue, Thu | Cheapest price $449 |
Operator Greyhound | Departure Time 03:40PM | Arrival Time 09:25PM | Duration 53h45 | Departure days Thu | Cheapest price $273 |
Operator Greyhound | Departure Time 04:25PM | Arrival Time 10:15PM | Duration 53h50 | Departure days Tue, Sun | Cheapest price $138 |
Operator Greyhound | Departure Time 04:35PM | Arrival Time 04:05PM | Duration 69h30 | Departure days Wed | Cheapest price $248 |
Operator Greyhound | Departure Time 10:05PM | Arrival Time 09:10AM | Duration 59h05 | Departure days Sat | Cheapest price $196 |
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 tomorrow, Monday, June 15. You can also manually refresh the results below to see updated bus journeys.
Last updated at
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
| · +FlixBus | 12:35 AM San José, Cahill Street (Diridon Station) | 61h30 | 4:05 PM Chicago, Greyhound Bus Station | 2 transfers | |
| FlixBus+ · · | 8:40 AM San José, Cahill Street (Diridon Station) | 53h45 | 4:25 PM Chicago, Greyhound Bus Station | 3 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 5 times per day, taking around 58h 51m. Cheap bus tickets for this journey start at $138 (€112) if you book in advance.
The earliest bus runs at 00:15, the last at 23:45. The fastest bus covers the 1837 miles (2957 km) distance in 53h 0m.
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
Distance 1837 miles (2957 km) |
Average bus duration 58h 51m |
Cheapest ticket price $138 (€112) |
Buses per day 5 |
Fastest bus 53h 0m |
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
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 $138 (€112). 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 Duration
53h 0m
Cheapest Price
$138 (€112)
Greyhound frequency
1 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
Things to do in Chicago
Discover the best of Chicago — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Chicago trip today.
- Must visit
Field Museum
Major natural history museum known for Sue the T. rex, ancient cultures, and large family-friendly science exhibits.
- Must visit
Museum Of Science And Industry
Large hands-on science museum in Hyde Park with a U-505 submarine, aviation exhibits, and immersive interactive displays.
- Must visit
Millennium Park
Chicago’s signature public space, home to Cloud Gate and major events, with strong appeal for first-time visitors and photographers.
- Must visit
Chicago Riverwalk
Scenic pedestrian route along the Chicago River, popular for architecture views, strolling, and social-media-friendly city scenes.
- Must visit
Magnificent Mile
Famous stretch of North Michigan Avenue known for landmark architecture, flagship stores, and busy big-city energy.
Deep-Dish Pizza
Chicago’s iconic thick-crust pizza baked in a deep pan with layers of cheese, toppings, and chunky tomato sauce.
Chicago-Style Hot Dog
An all-beef hot dog on a poppy seed bun topped with mustard, onions, relish, tomato, pickle spear, sport peppers, and celery salt.
Italian Beef Sandwich
A classic Chicago sandwich of thin-sliced seasoned beef served on a roll, often dipped in jus and topped with giardiniera or sweet peppers.
The Purple Pig
A well-known Magnificent Mile restaurant serving Mediterranean-influenced small plates, charcuterie, and strong wine selections.
Alinea
Chicago’s internationally acclaimed fine-dining restaurant known for inventive tasting menus and a polished, theatrical experience.
Lou Malnati's Pizzeria
A legendary Chicago pizzeria best known for buttery-crust deep-dish pizza in a casual, family-friendly setting.
United States Dollar
Moderate by U.S. big-city standards. Hotels can be pricey downtown, but food and transit offer good value.
Average meal costs
- Budget
- USD 10-18 for fast food or casual takeout.
- Mid-range
- USD 25-45 per person at a mid-range restaurant.
- Fine dining
- USD 80+ per person before drinks and tip.
- Coffee
- USD 4-7 for a regular café coffee.
Tipping culture
Tip 18-20% at sit-down restaurants; 20%+ for great service. USD 1-2 per drink at bars, round up or 10-15% for taxis, and USD 1-2 per bag for hotel staff.
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 $138 (€112) when you book in advance. The average bus ticket price for San Jose, CA to Chicago, IL is $327 (€266) ; 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 53h 0m 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 5 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.
A trip to Chicago, IL from San Jose, CA is worth doing but not as a day trip with a journey time of 53h 0m 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
San Jose
Chicago
The major bus station for departures in San Jose is San José, Cahill Street (Diridon Station). Find all the information you need to know about services, amenities and connections at San José, Cahill Street (Diridon Station) for your trip from San Jose to Chicago.
San José, Cahill Street (Diridon Station)
information
The major bus station for arrivals in Chicago is Chicago, Greyhound Bus Station. Find all the information you need to know about services, amenities and connections at Chicago, Greyhound Bus Station for your trip to Chicago from San Jose.
Chicago, Greyhound Bus Station
information
Chicago, Union Station (Amtrak)
information
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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