Trains tickets from Oakland to Chicago

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Tomorrow11 May
Mon12 May
from US$347
Tue13 May
Wed14 May
Thu15 May
Fri16 May
Sat17 May
Sun18 May

Next departures to Chicago

One passenger / one way

  • This trip is recommended because it is the: Cheapest
    Departure time: 12 May at
    Departure city: Oakland
    Departure location: Emeryville Station
    Arrival time: 14 May at
    Destination city: Chicago
    Destination location: Chicago (Union Station), IL
    Operated by: AmtrakAmtrak
    Vehicle: BusDuration:
  • This trip is recommended because it is the: Fastest
    Departure time: 12 May at
    Departure city: Oakland
    Departure location: Emeryville Station
    Arrival time: 14 May at
    Destination city: Chicago
    Destination location: Chicago (Union Station), IL
    Operated by: AmtrakAmtrak
    Vehicle: BusDuration:
  • Departure time: 12 May at
    Departure city: Oakland
    Departure location: Coliseum/Airport
    Arrival time: 14 May at
    Destination city: Chicago
    Destination location: Chicago (Union Station), IL
    Operated by: AmtrakAmtrak
    Vehicle: BusDuration:
  • Departure time: 12 May at
    Departure city: Oakland
    Departure location: Coliseum/Airport
    Arrival time: 14 May at
    Destination city: Chicago
    Destination location: Chicago (Union Station), IL
    Operated by: AmtrakAmtrak
    Vehicle: BusDuration:
  • Departure time: 12 May at
    Departure city: Oakland
    Departure location: Jack London Square
    Arrival time: 14 May at
    Destination city: Chicago
    Destination location: Chicago (Union Station), IL
    Operated by: AmtrakAmtrak
    Vehicle: BusDuration:

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Compare 2 ways to travel from Oakland to Chicago

Bus
Average priceUS$226 - US$689Average duration2d 17h
74kg CO₂e5 out of 5 stars
CheapestMost eco-friendly
Train
Average priceUS$1,292 - US$1,293Average duration2d 17h
270kg CO₂e1 out of 5 stars
Fastest
busbud logoBusbud recommends taking the bus from Oakland to Chicago

Among the sustainable travel choices, the bus stands out as a good way to reach Chicago. The journey takes about 2 days, 17 hours 45 minutes and with fares starting at just US$226, it presents an excellent value for a comfortable ride.

11bus per day
2d 17hAverage duration
US$226Cheapest ticket
74kgCO₂ emissions

Train Oakland to Chicago: Trip Overview

Please note, this information is subject to change.

Average ticket priceUS$1,292
Average train trip duration2d 17h
Number of daily trains2
Earliest train departure21:21
Distance1843 miles
Latest train departure21:41

Oakland to Chicago Train

With Busbud, comparing and booking tickets for a train from Oakland to Chicago is a breeze. Browse through an extensive selection of train fares and train schedules to find the best deals.

We make sure you can find a train service from Oakland to Chicago from the most reliable train companies operating this trip.

Discover how much the train trip from Oakland to Chicago will cost you. Use our filters and sorting features to find the cheapest train tickets or high-end trains.

Frequently asked questions on the trip Oakland - Chicago

  1. How much does a cheap train ticket from Oakland to Chicago cost?

    The average train ticket price from Oakland to Chicago is US$1,292. The best way to find cheap train tickets from Oakland to Chicago is to book your tickets as early as possible. Prices tend to rise as your travel date approaches, so book in advance to secure the best prices!

  2. How long is the train trip from Oakland to Chicago?

    A train trip between Oakland and Chicago is around 2d 17h, although the fastest train will take about 2d 17h. This is the time it takes to travel the 1844 miles that separates the two cities.

  3. How many daily train are there between Oakland and Chicago?

    The number of trains from Oakland to Chicago can differ depending on the day of the week. On average, there are 2. Some trains are direct while others include transferring trains. Simplify your train trip from Oakland to Chicago by comparing and selecting the train that fits your travel style and budget on Busbud.

Find cheapest prices for trains

Price is for a one-way ticket for one passenger and based on past searches.

Best price found
08/05
US$425
09/05
No data
Today
US$245
11/05
No data
12/05
US$347
13/05
No data
14/05
No data
15/05
No data
busbud logoThe cheapest trip from Oakland to Chicago was searched and found on 10 May 2025 with a price of US$245

To save money and be sure you have the best seat, it's a good idea to buy your train tickets from Oakland to Chicago as early as possible.

You can expect to pay from US$245 to US$1,721 for a train ticket from Oakland to Chicago based on the last 2 days. You can expect to find the cheapest price for the trip at US$347, which is on 2025-05-12.

About Train Travel

Train Travel Tips

Taking the fastest trains allows you to travel at speeds greater than 300 km/h. Taking a trip from Oakland to Chicago is not only much quicker but more comfortable too! You can usually travel directly to the city centre and save time while you're at it.

Regional train? High-speed train? Whichever train to Chicago you take, you’ll help reduce the environmental impact and carbon footprint of your trip. As you watch the landscapes unfold before your eyes, you can tell yourself that with this choice, you are making sure they remain protected.

With up to 30x less CO2 emissions for your train journey between Oakland and Chicago, the train is an ecological alternative to flights or personal cars.

Create your own real-life musical score by curating a personalised train travel playlist – the perfect accompaniment for your journey from Oakland to Chicago.

Did you know?

You can find the straightest railway in the world in Australia. This railway line is 478 kilometres long and is also considered the longest and straightest railway line in the world.

Japanese trains are always on time. It is extremely infrequent to see breakdowns during peak periods. In the event of a delay of more than 5 minutes, the crew will personally apologise to each passenger.

One of the deepest train stations in the world is in Kiev. Located at a depth of 105m, it was designed in this way to serve as a shelter in the event of an attack. The second deepest station is in China. Badaling station is located 60m under the Great Wall of China!

Will you be returning to Oakland by train?

Train from Chicago to Oakland

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