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How to Travel from

San Jose to Chicago

by Plane, Route or Car

San Jose
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Chicago
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San Jose
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Chicago
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Seven ways to Travel from San Jose to Chicago

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Transport providers

Airlines

American Airlines

Website:
aa.com/
Plane from San Francisco International Airport to Chicago
Ave. Duration:
4h 15m
Frequency:
Every day
Estimated price:
$119.57–$478.26
Plane from Sacramento International Airport to Chicago
Ave. Duration:
3h 59m
Frequency:
Every day
Estimated price:
$152.17–$652.17

Delta

Website:
delta.com/
Plane from Norman Y. Mineta San José International Airport to Chicago
Ave. Duration:
6h 10m
Frequency:
Every day
Estimated price:
$173.91–$282.61
Plane from San Francisco International Airport to Midway
Ave. Duration:
6h 45m
Frequency:
Every day
Estimated price:
$184.78–$293.48
Plane from San Francisco International Airport to Chicago
Ave. Duration:
5h 54m
Frequency:
Every day
Estimated price:
$141.30–$228.26
Plane from Sacramento International Airport to Chicago
Ave. Duration:
5h 55m
Frequency:
Every day
Estimated price:
$206.52–$336.96

United Airlines

Website:
united.com/
Plane from Norman Y. Mineta San José International Airport to Chicago
Ave. Duration:
4h 15m
Frequency:
Every day
Estimated price:
$184.78–$706.52
Plane from San Francisco International Airport to Chicago
Ave. Duration:
4h 21m
Frequency:
Every day
Estimated price:
$141.30–$456.52
Plane from Sacramento International Airport to Chicago
Ave. Duration:
4h 5m
Frequency:
Every day
Estimated price:
$195.65–$652.17

Frontier Airlines

Website:
flyfrontier.com/
Plane from Norman Y. Mineta San José International Airport to Midway
Ave. Duration:
6h 24m
Frequency:
Monday, Wednesday, Friday, and Saturday
Estimated price:
$70.65–$304.35
Plane from Norman Y. Mineta San José International Airport to Chicago
Ave. Duration:
6h 30m
Frequency:
Monday, Wednesday, and Friday
Estimated price:
$54.35–$239.13
Plane from San Francisco International Airport to Midway
Ave. Duration:
7h 24m
Frequency:
Wednesday
Estimated price:
$50.00–$239.13
Plane from Sacramento International Airport to Chicago
Ave. Duration:
7h 5m
Frequency:
Thursday and Sunday
Estimated price:
$70.65–$293.48

Alaska Airlines, Inc.

Website:
alaskaair.com/
Plane from San Francisco International Airport to Chicago
Ave. Duration:
4h 12m
Frequency:
Every day
Estimated price:
$108.70–$467.39

Southwest Airlines

Website:
southwest.com/
Plane from Norman Y. Mineta San José International Airport to Midway
Ave. Duration:
4h 5m
Frequency:
Every day
Estimated price:
$184.78–$467.39
Plane from Norman Y. Mineta San José International Airport to Chicago
Ave. Duration:
7h 52m
Frequency:
Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
Estimated price:
$152.17–$369.57
Plane from Oakland International Airport to Midway
Ave. Duration:
4h 5m
Frequency:
Every day
Estimated price:
$136.72
Plane from San Francisco International Airport to Midway
Ave. Duration:
4h 7m
Frequency:
Every day
Estimated price:
$145.84
Plane from Sacramento International Airport to Chicago
Ave. Duration:
6h 20m
Frequency:
Tuesday and Wednesday
Estimated price:
$184.78–$445.65

Train operators

Caltrain

Phone:
+1 800-660-4287
Website:
caltrain.com
Train from San Jose Diridon Caltrain Northbound to Millbrae
Ave. Duration:
56 min
Frequency:
Every 30 minutes
Estimated price:
$7.07–$9.24

Amtrak

Phone:
+1 800-872-7245
Website:
amtrak.com/home.html
Train from San Jose to Emeryville
Ave. Duration:
1h 15m
Frequency:
Every 4 hours
Estimated price:
$7.61–$65.22
Train from Emeryville to Chicago
Ave. Duration:
2d 4h
Frequency:
Once daily
Estimated price:
$184.78–$597.83
Train from San Jose to Sacramento
Ave. Duration:
3h 5m
Frequency:
Every 4 hours
Estimated price:
$16.30–$81.52

BART

Phone:
+1-510-464-6000
Website:
bart.gov
Train from Berryessa / North San Jose to Coliseum
Ave. Duration:
44 min
Frequency:
Every 15 minutes
Estimated price:
$5.22–$7.07

Bus operators

Greyhound USA

Phone:
+1 214-849-8100
Website:
greyhound.com/
Bus from El Monte Bus Stop to St
Ave. Duration:
39h 40m
Frequency:
Twice daily
Estimated price:
$119.57–$706.52
Bus from St Louis Bus Station to Chicago
Ave. Duration:
7h 15m
Frequency:
Once daily
Estimated price:
$22.83–$163.04

Hoang Express

Phone:
+1 714-839-3500
Website:
xedohoang.com/en
Bus from San Jose - Huong Lan Sandwich to Thuan
Ave. Duration:
5h 19m
Frequency:
Once daily
Estimated price:
$47.62

Questions and Answers

What is the cheapest way to get from San Jose to Chicago?

The cheapest way to get from San Jose to Chicago is to Caltrain and fly which costs $70.65 - $271.74 and takes 6h 48m.

What is the fastest way to get from San Jose to Chicago?

The fastest way to get from San Jose to Chicago is to fly which takes 5h 53m and costs $86.96 - $358.70 .

Is there a direct bus between San Jose and Chicago?

No, there is no direct bus from San Jose to Chicago station. However, there are services departing from Santa Clara & 1st and arriving at Chicago Bus Station via San Jose - Huong Lan Sandwich, Rosemead / Fern, El Monte Bus Stop and St Louis Bus Station. The journey, including transfers, takes approximately 2 days 8h.

Is there a direct train between San Jose and Chicago?

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

How far is it from San Jose to Chicago?

The distance between San Jose and Chicago is 2970 km. The road distance is 3477.8 km.

How do I travel from San Jose to Chicago without a car?

The best way to get from San Jose to Chicago without a car is to train which takes 2 days 6h and costs $184.78 - $706.52 .

How long does it take to get from San Jose to Chicago?

It takes approximately 5h 53m to get from San Jose to Chicago, including transfers.

Where do I catch the San Jose to Chicago bus from?

San Jose to Chicago bus services, operated by Hoang Express, depart from San Jose - Huong Lan Sandwich station.

Where do I catch the San Jose to Chicago train from?

San Jose to Chicago train services, operated by Amtrak, depart from San Jose station.

Train, bus or fly from San Jose to Chicago?

The best way to get from San Jose to Chicago is to fly which takes 5h 53m and costs $86.96 - $358.70 . Alternatively, you can train, which costs $184.78 - $706.52 and takes 2 days 6h, you could also bus, which costs $184.78 - $923.91 and takes 2 days 8h.

Where does the San Jose to Chicago bus arrive?

San Jose to Chicago bus services, operated by Hoang Express, arrive at Thuan Phat Supermarket - El Monte station.

What is the time difference between San Jose and Chicago?

Chicago is 2h ahead of San Jose. It is currently 02:36 in San Jose and 04:36 in Chicago.

Where does the San Jose to Chicago train arrive?

San Jose to Chicago train services, operated by Amtrak, arrive at Emeryville station.

Can I drive from San Jose to Chicago?

Yes, the driving distance between San Jose to Chicago is 3478 km. It takes approximately 33h 7m to drive from San Jose to Chicago.

How do I get a train ticket from San Jose to Chicago?

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

Where can I stay near Chicago?

There are 1325+ hotels available in Chicago. Prices start at $55.23 per night.
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