Train from Oakland to Chicago: Tickets & Schedules

Next train departures

Next departures for Oakland to Chicago on January 27
Operated byVehicle typeDeparture timeDeparture locationTrip durationArrival timeArrival locationRecommendedPrice and booking link
AmtrakTrain
Emeryville Station
Chicago (Union Station), ILCheapestFastest
AmtrakTrain
Coliseum/Airport
Chicago (Union Station), ILNo tags
AmtrakTrain
Coliseum/Airport
Chicago (Union Station), ILNo tags
AmtrakTrain
Jack London Square
Chicago (Union Station), ILNo tags
AmtrakTrain
Jack London Square
Chicago (Union Station), ILNo tags

Last refresh of the prices: Yesterday at 10:10 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 19 minutes and with fares starting at just $125, it presents an excellent value for a comfortable ride.

8train per day
2d 5hAverage Duration
1842 milesDistance
270kgCO₂ emissions
Average Price$225 - $546Average Duration2d 14h
74kg CO₂e
Average Price$125 - $3,297Average Duration2d 5h
270kg CO₂e

Frequently asked questions about traveling from Oakland to Chicago by train

Please note that schedules, routes, or operator details shown here may be updated or vary at the time of your trip.

  1. How much is the train ticket from Oakland to Chicago?

    The cheapest train tickets from Oakland to Chicago start from $125. The average price for this train route is around $224. Busbud recommends that you book your tickets in advance for a better chance to get the lowest possible price.

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

    The average train ride duration from Oakland to Chicago is 2d 5h, covering a distance of 1842 miles (2971 km). The quickest train can get you there in 2d 3h and is operated by Amtrak.

  3. Which train operators service the Oakland to Chicago route?

    Several major train operators operate on this route with 8 trains available per day.

  4. What is the earliest and latest departure time for the train from Oakland to Chicago?

    The earliest train departs from Oakland to Chicago at 7:12am. And the latest train departs at 9:41pm.

Find cheapest prices for trains

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

Best price found
01/24
$256
01/25
$404
Today
$260
01/27
$210
01/28
$339
01/29
$367
01/30
$232
01/31
$349
busbud logoThe cheapest trip from Oakland to Chicago was searched and found on Jan 27, 2026 with a price of $210

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 $210 to $2,740 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 $210 which is on 2026-01-27.

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 $224 on average. If you're on a budget, you'll find cheap tickets from $125. 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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