How much does a train ticket from Williamsburg to Chicago cost?

The average train ticket price from Williamsburg to Chicago is $294. The best way to find train tickets from Williamsburg 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!

How long is the train trip from Williamsburg to Chicago?

A train trip between Williamsburg and Chicago is around 1d 3h, although the fastest train will take about 1d . This is the time it takes to travel the 663 miles that separates the two cities.

How many daily trains are there between Williamsburg and Chicago?

The number of trains from Williamsburg to Chicago can differ depending on the day of the week. On average, there is 1. Some trains are direct while others have layovers. Simplify your train trip from Williamsburg to Chicago by comparing and selecting the train that fits you travel style and budget on Busbud.

Which train companies travel from Williamsburg to Chicago?

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

What are the best sights and things to do in Chicago?

Once in Chicago, you can explore the city. The top sights and things to do are Museum of Contemporary Art, Willis Tower (Sears Tower), Chicago Shakespeare Theater on Navy Pier, Navy Pier, Lincoln Park Zoo.

Train Williamsburg to Chicago from $98 | Refundable Tickets

Next train departures

Next departures for Williamsburg to Chicago on December 1
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train	6:01am	Williamsburg Greyhound Bus Stop	1d 3h	8:45am	Chicago (Union Station), IL	CheapestFastest
Train	6:01am	Williamsburg Greyhound Bus Stop	1d 3h	8:45am	Chicago (Union Station), IL	No tags
Train	6:01am	Williamsburg Greyhound Bus Stop	1d 3h	8:45am	Chicago (Union Station), IL	No tags

Next departures for Williamsburg to Chicago on December 2
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train	6:01am	Williamsburg Greyhound Bus Stop	1d 3h	8:45am	Chicago (Union Station), IL	CheapestFastest
Train	6:01am	Williamsburg Greyhound Bus Stop	1d 3h	8:45am	Chicago (Union Station), IL	No tags
Train	6:01am	Williamsburg Greyhound Bus Stop	1d 3h	8:45am	Chicago (Union Station), IL	No tags
Train	6:01am	Williamsburg Greyhound Bus Stop	1d 5h	10:12am	Chicago (Union Station), IL	No tags
Train	6:01am	Williamsburg Greyhound Bus Stop	1d 5h	10:12am	Chicago (Union Station), IL	No tags

Next departures for Williamsburg to Chicago on December 3
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train	6:01am	Williamsburg Greyhound Bus Stop	1d 3h	8:45am	Chicago (Union Station), IL	CheapestFastest
Train	6:01am	Williamsburg Greyhound Bus Stop	1d 3h	8:45am	Chicago (Union Station), IL	No tags
Train	6:01am	Williamsburg Greyhound Bus Stop	1d 3h	8:45am	Chicago (Union Station), IL	No tags
Train	6:01am	Williamsburg Greyhound Bus Stop	1d 5h	10:12am	Chicago (Union Station), IL	No tags
Train	6:01am	Williamsburg Greyhound Bus Stop	1d 5h	10:12am	Chicago (Union Station), IL	No tags

Next departures for Williamsburg to Chicago on December 5
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train	6:01am	Williamsburg Greyhound Bus Stop	1d 3h	8:45am	Chicago (Union Station), IL	CheapestFastest
Train	6:01am	Williamsburg Greyhound Bus Stop	1d 3h	8:45am	Chicago (Union Station), IL	No tags
Train	6:01am	Williamsburg Greyhound Bus Stop	1d 3h	8:45am	Chicago (Union Station), IL	No tags
Train	6:01am	Williamsburg Greyhound Bus Stop	1d 5h	10:12am	Chicago (Union Station), IL	No tags
Train	6:01am	Williamsburg Greyhound Bus Stop	1d 5h	10:12am	Chicago (Union Station), IL	No tags

Next departures for Williamsburg to Chicago on December 6
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train	8:52am	Williamsburg Greyhound Bus Stop	1d	8:45am	Chicago (Union Station), IL	CheapestFastest
Train	8:52am	Williamsburg Greyhound Bus Stop	1d	8:45am	Chicago (Union Station), IL	No tags
Train	8:52am	Williamsburg Greyhound Bus Stop	1d	8:45am	Chicago (Union Station), IL	No tags

Last refresh of the prices: Yesterday at 8:44 AM EST.

Compare 2 ways to go from Williamsburg to Chicago

We recommend taking the bus

Among the sustainable travel choices, the bus stands out as the good way to reach Chicago. The journey takes about 1 day, 2 hours 40 minutes and with fares starting at just $110, it presents an excellent value for a comfortable ride.

3bus per day

1d 2hAverage Duration

662 milesDistance

27kgCO₂ emissions

	Average Price	Average Duration	CO₂ emissions	Actions
Bus	Average Price$110 - $350	Average Duration1d 2h	CO₂ emissions 27kg CO₂e
Train	Average Price$156 - $1,046	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

4/55,615 reviews

Staff4.7

Timeliness3.8

Cleanliness4.6

Wifi3.6

Based on 5615 reviews, the company was rated 4.1 stars on Busbud. Travelers were especially satisfied with the seats and the ticket access but often complained with the wifi. Amtrak ticket prices on this trip start at $156

Train and bus companies in US:Amtrak, Trenitalia, Renfe, VIA Rail Canada, Amtrak Acela, NS Nederlandse Spoorwegen, Iryo

Frequently asked questions about traveling from Williamsburg to Chicago by train

How much does a train ticket from Williamsburg to Chicago cost?
How long is the train trip from Williamsburg to Chicago?
How many daily trains are there between Williamsburg and Chicago?
Which train companies travel from Williamsburg to Chicago?
What are the best sights and things to do in Chicago?

Find cheapest prices for trains

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

Best price found

11/28

$331

11/29

No data

Today

$732

12/01

$319

12/02

$214

12/03

$149

12/04

No data

12/05

$185

The cheapest trip from Williamsburg to Chicago was searched and found on Dec 3, 2025 with a price of $149

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 $149 to $2,204 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 $149 which is on 2025-12-03.