There are 8 ways to get from Chicago to San Jose by plane, bus, train or car

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2rio's travel planner.

Recommended option

Fly Chicago Midway to San Jose  •  6 h 20 min

  1. Fly from Chicago Midway (MDW) to San Jose (SJC) MDW - SJC

$174 - $426

Cheapest option

Fly Chicago O'Hare to San Francisco, Caltrain  •  8 h 20 min

  1. Fly from Chicago O'Hare (ORD) to San Francisco (SFO) ORD - SFO
  2. Take the Caltrain from Millbrae Caltrain to San Jose Diridon Caltrain

$83 - $332

6 alternative options

Fly Chicago O'Hare to San Jose  •  6 h 32 min

  1. Fly from Chicago O'Hare (ORD) to San Jose (SJC) ORD - SJC

$144 - $457

Fly Chicago Midway to Oakland, bus  •  7 h 35 min

  1. Fly from Chicago Midway (MDW) to Oakland (OAK) MDW - OAK
  2. Take the bus from Hayward, Ca to San Jose, Ca

$160 - $636

Fly Chicago Midway to San Francisco, Caltrain  •  8 h 18 min

  1. Fly from Chicago Midway (MDW) to San Francisco (SFO) MDW - SFO
  2. Take the Caltrain from Millbrae Caltrain to San Jose Diridon Caltrain

$153 - $411

Train  •  2 days 6 h

  1. Take the train from Chicago Union Station to Emeryville Amtrak California Zephyr
  2. Take the train from Emeryville Amtrak to San Jose Diridon Station Capitol Corridor / ...

$320 - $930

Bus  •  2 days 6 h

  1. Take the bus from Chicago, Il to Los Angeles, Ca 1351
  2. Take the bus from Los Angeles, Ca to San Jose, Ca 6860 / ...

$238 - $599

Drive  •  33 h 7 min

  1. Drive from Chicago to San Jose 2174 miles

$210 - $310

Questions & Answers

No, there is no direct bus from Chicago to San Jose. However, there are services departing from Chicago, Il and arriving at San Jose, Ca via Los Angeles, Ca. The journey, including transfers, takes approximately 2 days 6 h.

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No, there is no direct train from Chicago station to San Jose station. However, there are services departing from Chicago Union Station and arriving at San Jose Diridon Station via Emeryville Amtrak. The journey, including transfers, takes approximately 2 days 6 h.

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The distance between Chicago and San Jose is 1849 miles. The road distance is 2174 miles.

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The best way to get from Chicago to San Jose without a car is to train which takes 2 days 6 h and costs .

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It takes approximately 6 h 20 min to get from Chicago to San Jose, including transfers.

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Chicago to San Jose bus services, operated by Greyhound USA, depart from Chicago, Il station.

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Chicago to San Jose train services, operated by Amtrak, arrive at Chicago Union Station.

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The best way to get from Chicago to San Jose is to fly which takes 6 h 20 min and costs . Alternatively, you can train, which costs and takes 2 days 6 h, you could also bus, which costs and takes 2 days 6 h.

Mode details

The quickest flight from Chicago Midway Airport to San Jose Airport is the direct flight which takes 4 h 35 min.

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Chicago to San Jose bus services, operated by Greyhound USA, arrive at San Jose, Ca station.

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Map of how to get from Chicago to San Jose.
Launch map view
  • Distance: 1849 miles
  • Duration: 6 h 20 min

What companies run services between Chicago, IL, USA and San Jose, CA, USA?

Southwest Airlines and Delta fly from Chicago to San Jose hourly. Alternatively, you can take a train from Chicago to San Jose via Emeryville Amtrak in around 2 days 6 h.

Airlines
Southwest Airlines
Website
southwest.com
Flights from Chicago Midway to San Jose
Ave. Duration
4 h 36 min
When
Every day
Estimated price
$270 - $650
Flights from Chicago Midway to San Jose via Las Vegas
Ave. Duration
6 h 16 min
When
Every day
Estimated price
$270 - $650
Flights from Chicago Midway to San Jose via San Diego
Ave. Duration
6 h 27 min
When
Saturday and Sunday
Estimated price
$270 - $650
Flights from Chicago Midway to San Jose via Denver
Ave. Duration
6 h 37 min
When
Monday, Tuesday, Wednesday, Thursday, Friday and Sunday
Estimated price
$270 - $650
Flights from Chicago Midway to San Jose via Phoenix
Ave. Duration
6 h 35 min
When
Saturday and Sunday
Estimated price
$270 - $650
Flights from Chicago Midway to San Jose via Los Angeles
Ave. Duration
6 h 40 min
When
Monday to Friday
Estimated price
$270 - $650
Flights from Chicago Midway to Oakland
Ave. Duration
4 h 40 min
When
Every day
Estimated price
$240 - $700
Flights from Chicago Midway to Oakland via Las Vegas
Ave. Duration
6 h 29 min
When
Monday, Tuesday, Wednesday, Thursday, Friday and Sunday
Estimated price
$240 - $700
Flights from Chicago Midway to Oakland via Minneapolis
Ave. Duration
6 h 30 min
When
Monday to Friday
Estimated price
$240 - $700
Flights from Chicago Midway to Oakland via Los Angeles
Ave. Duration
6 h 35 min
When
Sunday
Estimated price
$240 - $700
Flights from Chicago Midway to Oakland via Denver
Ave. Duration
6 h 35 min
When
Monday to Friday
Estimated price
$240 - $700
Flights from Chicago Midway to San Francisco
Ave. Duration
4 h 45 min
When
Every day
Estimated price
$240 - $800
Flights from Chicago Midway to San Francisco via Denver
Ave. Duration
6 h 20 min
When
Monday, Tuesday, Wednesday, Thursday, Friday and Sunday
Estimated price
$240 - $800
Flights from Chicago Midway to San Francisco via Las Vegas
Ave. Duration
6 h 25 min
When
Saturday and Sunday
Estimated price
$240 - $800
Flights from Chicago Midway to San Francisco via St. Louis
Ave. Duration
6 h 27 min
When
Monday, Tuesday, Wednesday, Thursday, Friday and Sunday
Estimated price
$240 - $800
Flights from Chicago Midway to San Francisco via San Diego
Ave. Duration
6 h 40 min
When
Sunday
Estimated price
$240 - $800
United Airlines
Website
united.com
Flights from Chicago O'Hare to San Jose
Ave. Duration
4 h 37 min
When
Every day
Estimated price
$220 - $800
Flights from Chicago O'Hare to San Jose via Denver
Ave. Duration
6 h 16 min
When
Every day
Estimated price
$220 - $800
Flights from Chicago O'Hare to San Francisco
Ave. Duration
4 h 37 min
When
Every day
Estimated price
$110 - $550
Flights from Chicago O'Hare to San Francisco via Denver
Ave. Duration
6 h 15 min
When
Every day
Estimated price
$110 - $550
American Airlines
Website
aa.com
Flights from Chicago O'Hare to San Jose
Ave. Duration
4 h 36 min
When
Every day
Estimated price
$200 - $800
Flights from Chicago O'Hare to San Jose via Phoenix
Ave. Duration
6 h 44 min
When
Every day
Estimated price
$200 - $800
Flights from Chicago O'Hare to San Francisco
Ave. Duration
4 h 43 min
When
Every day
Estimated price
$190 - $600
Delta
Website
delta.com
Flights from Chicago Midway to San Jose via Minneapolis
Ave. Duration
6 h 44 min
When
Monday, Tuesday, Wednesday, Thursday, Friday and Sunday
Estimated price
$250 - $700
Flights from Chicago O'Hare to San Jose via Salt Lake City
Ave. Duration
6 h 42 min
When
Every day
Estimated price
$230 - $700
Flights from Chicago O'Hare to San Jose via Minneapolis
Ave. Duration
6 h 50 min
When
Monday, Thursday, Friday, Saturday and Sunday
Estimated price
$230 - $700
Flights from Chicago Midway to San Francisco via Minneapolis
Ave. Duration
6 h 39 min
When
Monday, Tuesday, Wednesday, Thursday, Friday and Sunday
Estimated price
$200 - $700
Alaska Airlines, Inc.
Website
alaskaair.com
Flights from Chicago O'Hare to San Francisco
Ave. Duration
4 h 48 min
When
Every day
Estimated price
$190 - $550
Frontier Airlines
Website
flyfrontier.com
Flights from Chicago O'Hare to San Jose via Denver
Ave. Duration
6 h 18 min
When
Every day
Estimated price
$130 - $550
Train operators
Amtrak

Amtrak is a rail service that connects the US and three Canadian provinces. Covering 21,000 route miles (34,000km) Amtrak operates more than 300 trains daily. These medium and long distance intercity services operate at speeds of up to 240km/h, to more than 500 destinations. Founded in 1971, it is based in Washington, D.C. and offers four classes of travel: First Class, Sleeper, Business and Coach. Ticket fares are divided into five subclasses: Saver, Value, Flexible, Business and Premium. Amtrak trains are known for their wide seats, plug-in power, big windows and storage capabilities.

Rome2rio's guide to Amtrak
Contact Details
Phone
+1 1-800-872-7245
Website
amtrak.com
Train from Chicago Union Station to Emeryville Amtrak
Ave. Duration
2 days 4 h
Frequency
Once daily
Estimated price
$290 - $900
Website
amtrak.com
Coach Seat
$290 - $430
Flexi Coach Seat
$500 - $750
Business Coach Seat
$600 - $900
Room
$1,100 - $1,600
Train from Emeryville Amtrak to San Jose Diridon Station
Ave. Duration
1 h 28 min
Frequency
Every 4 hours
Estimated price
$24 - $50
Website
amtrak.com
Coach Seat
$24 - $35
Flexi Coach Seat
$40 - $65
Business Coach Seat
$30 - $50
Room
$140 - $190
Bus operators
Greyhound USA

Greyhound is a leading bus company based in Dallas, Texas, serving over 3800 destinations across North America, Mexico and Canada. Greyhound carries around 18 million passengers a year who travel 5.4 billion miles (8.6 billion km) a year on their fleet of around 1700 vehicles. For travel flexibility, you can board or get off a Greyhound bus at official Greyhound stations, partner stations and curbside stops. There are around 230 Greyhound stations across the US where you can both catch your bus and buy tickets, that are also available on the official website and via the mobile app.

Rome2rio's guide to Greyhound USA
Contact Details
Phone
+1 214-849-8100/1-800-231-2222
Email
ifsr@greyhound.com
Website
greyhound.com
Bus from Hayward, Ca to San Jose, Ca
Ave. Duration
45 min
Frequency
Every 30 minutes
Estimated price
$9 - $21
Website
greyhound.com
Economy
$9 - $14
Flexible
$16 - $21
Bus from Chicago, Il to Los Angeles, Ca
Ave. Duration
47 h 55 min
Frequency
Hourly
Estimated price
$200 - $550
Website
greyhound.com
Economy
$200 - $330
Flexible
$390 - $550
Bus from Los Angeles, Ca to San Jose, Ca
Ave. Duration
6 h 45 min
Frequency
Every 30 minutes
Estimated price
$35 - $90
Website
greyhound.com
Economy
$35 - $60
Flexible
$70 - $90

Want to know more about travelling around United States

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More Questions & Answers

San Jose is 2 h behind Chicago. It is currently 6:16 AM in Chicago and 4:16 AM in San Jose.

Chicago to San Jose train services, operated by Amtrak, arrive at San Jose Diridon Station.

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Yes, the driving distance between Chicago to San Jose is 2174 miles. It takes approximately 33 h 7 min to drive from Chicago to San Jose.

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Delta and Southwest Airlines offer flights from Chicago Midway Airport to San Jose Airport.

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Book your Chicago to San Jose train tickets online with Rome2rio.

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Book your Chicago to San Jose bus tickets online with Greyhound and Greyhound.

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There are 339+ hotels available in San Jose. Prices start at $103 USD per night.

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The best way to get from Chicago to Chicago Midway Airport is to subway which takes 23 min and costs .

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