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 train with prices starting from $169. For those with little time consider booking a flight which can get you there in 4h 55m. 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 train costs an average of $169, and a flight costs an average of $165.
Distance: 1837 miles (2957 km)
Compare train with
Most popular Train | Flight | Bus |
|---|---|---|
$380 Average price Cheapest | $431 Average price | $391 Average price |
58h 26m Average total duration 57h 56m Onboard + 30m Additional time* | 7h 55m Average total duration Fastest 4h 55m Onboard + 3h 0m Additional time* | 60h 22m Average total duration 59h 52m Onboard + 30m Additional time* |
0.9 - 2.7kg CO2 emissions Lowest | 8.9 - 17.7kg CO2 emissions | 3.0 - 7.4kg CO2 emissions |
![]() 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.
Travel optionsfrom San Jose, CA to Chicago, IL
How to get from San Jose, CA to Chicago, IL by train, bus or flight.
Our recommendation
The best way to travel from San Jose, CA to Chicago, IL is by taking a bus because it’s the best combination of price and speed.

Cheapest

Fastest

Find all the dates and times for this journey by train, bus, flight, and ferry .
Compare prices and tickets Prices for trains, buses and flights
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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FAQs: Travel from San Jose, CA to Chicago, IL
Travel to Chicago, IL easily. Whether you want fast, cheap or something entirely different, our travel experts have collected everything you need to know so you can find the best option from San Jose, CA to Chicago, IL.

This is compared to other travel options from San Jose, CA to Chicago, IL:
A bus is $10 (€8) less than a flight for this route with tickets for a flight from San Jose, CA to Chicago, IL costing on average $165 (€134).
A bus is $15 (€12) less than a train for this route with tickets for a train from San Jose, CA to Chicago, IL costing on average $169 (€137).
Other travel options to Chicago, IL take longer:
Train takes on average 54h 14m.
Bus takes on average 52h 55m.
- Around 50 flights per day.
- Around 5 trains per day.
- Around 5 buses per day.
However, we recommend checking specific travel dates for your route between San Jose, CA and Chicago, IL as scheduled services by train, bus, and flight can vary by season or day of the week.
- Flights mostly depart from Norman Y. Mineta San Jose International Airport and arrive in O'Hare International Airport.
- Trains mostly depart from San José Diridon Station, San Jose, CA and arrive in Chicago Union Station, Chicago, IL.
- Buses mostly depart from San José, Cahill Street (Diridon Station) and arrive in Chicago, Union Station (Amtrak), IL.
- Travel with FlixBus to go to Chicago, IL by bus.
- Travel with United to go to Chicago, IL by flight.
- Travel with Amtrak to go to Chicago, IL by train.
- 1 direct flights per day with United.
Travelling from San Jose, CA to Chicago, IL: related information
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