How much is the train ticket from Williamsburg to Chicago?

The cheapest train tickets from Williamsburg to Chicago start from R 1 754. The average price for this train route is around R 5 662. Busbud recommends booking your tickets in advance for a better chance to secure the lowest possible price.

How long is the train journey from Williamsburg to Chicago?

The average train journey time from Williamsburg to Chicago is 1d 3h, covering a distance of 1067 km. The quickest train can get you there in 1d and is operated by Amtrak .

Which train operators serve the Williamsburg to Chicago route?

Several major train operators run on this route, with 1 trains available per day.

What are the earliest and latest departure times for the train from Williamsburg to Chicago?

The earliest train from Williamsburg to Chicago departs at 06:01. And the latest train departs at 08:52.

Train Williamsburg to Chicago from R 2 187 | Refundable Tickets

Next train departures

Next departures from Williamsburg to Chicago on 29 December
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train	06:01	Williamsburg Greyhound Bus Stop	1d 3h	08:45	Chicago (Union Station), IL	CheapestFastest
Train	06:01	Williamsburg Greyhound Bus Stop	1d 3h	08:45	Chicago (Union Station), IL	No tags
Train	06:01	Williamsburg Greyhound Bus Stop	1d 3h	08:45	Chicago (Union Station), IL	No tags
Train	06:01	Williamsburg Greyhound Bus Stop	1d 5h	10:12	Chicago (Union Station), IL	No tags
Train	06:01	Williamsburg Greyhound Bus Stop	1d 5h	10:12	Chicago (Union Station), IL	No tags

Next departures from Williamsburg to Chicago on 30 December
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train	06:01	Williamsburg Greyhound Bus Stop	1d 3h	08:45	Chicago (Union Station), IL	CheapestFastest
Train	06:01	Williamsburg Greyhound Bus Stop	1d 3h	08:45	Chicago (Union Station), IL	No tags
Train	06:01	Williamsburg Greyhound Bus Stop	1d 3h	08:45	Chicago (Union Station), IL	No tags
Train	06:01	Williamsburg Greyhound Bus Stop	1d 5h	10:12	Chicago (Union Station), IL	No tags
Train	06:01	Williamsburg Greyhound Bus Stop	1d 5h	10:12	Chicago (Union Station), IL	No tags

Last refresh of the prices: Today at 12:04 PM EST.

Compare 2 ways to travel from Williamsburg to Chicago

We recommend taking the bus

Among the sustainable travel choices, the bus stands out as a good way to reach Chicago. The journey takes about 1 day, 3 hours 15 minutes and with fares starting at just R 1 874, it presents an excellent value for a comfortable ride.

4bus per day

1d 3hAverage duration

1058 kmDistance

26kgCO₂ emissions

	Average price	Average duration	CO₂ emissions	Actions
Bus	Average priceR 1 874 - R 7 845	Average duration1d 3h	CO₂ emissions 26kg CO₂e
Train	Average priceR 1 754 - R 10 950	Average duration1d 3h	CO₂ emissions 97kg CO₂e

Where are the popular train stations and stops in Williamsburg and Chicago?

Williamsburg

A
Williamsburg Greyhound Bus Stop
468 N Bounadry St , Williamsburg, VA 23186
Visit page

Chicago

A
Union Station
225 S Canal St, Chicago, IL 60606, USA

Train Companies

Amtrak

4/55 686 reviews

Staff4.7

Timeliness3.8

Cleanliness4.6

WiFi3.6

Based on 5686 reviews, the company was rated 4.1 stars on Busbud. Travellers were especially satisfied with the seats and the ticket access but often complained with the Wi-Fi. Amtrak ticket prices on this trip start at R 1 754

US train companies: Amtrak, Trenitalia, Renfe, VIA Rail Canada, Amtrak Acela, NS Nederlandse Spoorwegen, Iryo

Frequently asked questions about travelling from Williamsburg 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.

How much is the train ticket from Williamsburg to Chicago?
The cheapest train tickets from Williamsburg to Chicago start from R 1 754. The average price for this train route is around R 5 662. Busbud recommends booking your tickets in advance for a better chance to secure the lowest possible price.
How long is the train journey from Williamsburg to Chicago?
The average train journey time from Williamsburg to Chicago is 1d 3h, covering a distance of 1067 km. The quickest train can get you there in 1d and is operated by Amtrak.
Which train operators serve the Williamsburg to Chicago route?
Several major train operators run on this route, with 1 trains available per day.
What are the earliest and latest departure times for the train from Williamsburg to Chicago?
The earliest train from Williamsburg to Chicago departs at 06:01. And the latest train departs at 08:52.

Find cheapest prices for trains

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

Best price found

26/12

No data

27/12

No data

Today

R 10 201

29/12

R 5 827

30/12

R 5 656

31/12

No data

The cheapest trip from Williamsburg to Chicago was searched and found on 30 Dec 2025 with a price of R 5 656

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

You can expect to pay from R 5 656 to R 39 724 for a train ticket from Williamsburg to Chicago based on the last 2 days. You can expect to find the cheapest price for the trip at R 5 656, which is on 2025-12-30.