Train from Oakland to Chicago: Tickets & Timetables

Next train departures

Next departures from Oakland to Chicago on 27 January
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 travel 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 R 2 033, it presents an excellent value for a comfortable ride.

8train per day
2d 5hAverage duration
2971 kmDistance
270kgCO₂ emissions
Average priceR 3 663 - R 8 908Average duration2d 14h
74kg CO₂e
Average priceR 2 033 - R 53 867Average duration2d 5h
270kg CO₂e

Frequently asked questions about travelling from Oakland to Chicago by train

Please note that timetables, routes, or operator details shown here may be updated or differ 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 R 2 033. The average price for this train route is around R 3 656. Busbud recommends booking your tickets in advance for a better chance to secure the lowest possible price.

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

    The average train journey time from Oakland to Chicago is 2d 5h, covering a distance of 2971 km. The quickest train can get you there in 2d 3h and is operated by Amtrak.

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

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

  4. What are the earliest and latest departure times for the train from Oakland to Chicago?

    The earliest train from Oakland to Chicago departs at 07:12. And the latest train departs at 21:41.

Find cheapest prices for trains

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

Best price found
24/01
R 4 184
25/01
R 6 602
Today
R 4 249
27/01
R 3 432
28/01
R 5 540
29/01
R 5 997
30/01
R 3 791
31/01
R 5 703
busbud logoThe cheapest trip from Oakland to Chicago was searched and found on 27 Jan 2026 with a price of R 3 432

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 R 3 432 to R 44 772 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 R 3 432, 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 R 3 656 on average. If you're on a budget, you'll find cheap tickets from R 2 033. 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!

People from around the world trust Busbud