Train tickets from Oakland to Chicago

Next departures

Next departures for Oakland to Chicago on November 24
Operated byVehicle typeDeparture timeDeparture locationTrip durationArrival timeArrival locationRecommendedPrice and booking link
Amtrak
Jack London Square
Chicago (Union Station), ILCheapest
Amtrak
Emeryville Station
Chicago (Union Station), ILFastest
Amtrak
Coliseum/Airport
Chicago (Union Station), ILNo tags
Amtrak
Jack London Square
Chicago (Union Station), ILNo tags
Amtrak
Jack London Square
Chicago (Union Station), ILNo tags

Last refresh of the prices: Yesterday at 8:06 PM PST.

Compare 2 ways to go from Oakland to Chicago

We recommend taking the train

Among the sustainable travel choices, the train stands out as a good way to reach Chicago. The journey takes about 2 days, 5 hours 27 minutes, and with fares starting at just $180, it presents an excellent value for a comfortable ride.

7train per day
2d 5hAverage Duration
2967 kmDistance
270kgCO₂ emissions
Average Price$247 - $651Average Duration2d 15h
74kg CO₂e
Average Price$180 - $756Average Duration2d 5h
270kg CO₂e

Frequently asked questions about travelling from Oakland to Chicago by train

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

    The average train ticket price from Oakland to Chicago is $327. 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 trip from Oakland to Chicago?

    A train trip between Oakland and Chicago is around 2d 5h, although the fastest train will take about 2d 4h. This is the time it takes to travel the 2974 km that separates the two cities.

  3. How many daily trains 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 7. 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.

  4. Which train companies travel from Oakland to Chicago?

    When taking the train from Oakland to Chicago, you can travel comfortably and safely with Amtrak.

Find cheapest prices for trains

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

Best price found
11-21
$648
11-22
$943
Today
$648
11-24
$1,011
11-25
$534
11-26
$728
11-27
$559
11-28
$728
busbud logoThe cheapest trip from Oakland to Chicago was searched and found on Nov 25, 2025 with a price of $534

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 $534 to $3,826 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 $534 which is on 2025-11-25.

What's the cheapest way to go from Oakland to Chicago?

busbud logoThe train is the cheapest travel choice for this destination

The best way to travel between Oakland and Chicago is by train. By choosing the train, you'll get to save some money as you travel to your destination, as ticket prices cost $327 on average. If you're on a budget, you'll find cheap tickets from $180. If you're looking for the fastest way to get to Chicago, choose the train, as it will take you from Oakland to Chicago in about 2d 5h —that's the fastest way to get there!

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