Next departures from Williamsburg to Chicago on 1 December
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Train
Williamsburg Greyhound Bus Stop
Chicago (Union Station), IL
CheapestFastest
Train
Williamsburg Greyhound Bus Stop
Chicago (Union Station), IL
No tags
Train
Williamsburg Greyhound Bus Stop
Chicago (Union Station), IL
No tags
Next departures from Williamsburg to Chicago on 2 December
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Train
Williamsburg Greyhound Bus Stop
Chicago (Union Station), IL
CheapestFastest
Train
Williamsburg Greyhound Bus Stop
Chicago (Union Station), IL
No tags
Train
Williamsburg Greyhound Bus Stop
Chicago (Union Station), IL
No tags
Train
Williamsburg Greyhound Bus Stop
Chicago (Union Station), IL
No tags
Train
Williamsburg Greyhound Bus Stop
Chicago (Union Station), IL
No tags
Next departures from Williamsburg to Chicago on 3 December
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Train
Williamsburg Greyhound Bus Stop
Chicago (Union Station), IL
CheapestFastest
Train
Williamsburg Greyhound Bus Stop
Chicago (Union Station), IL
No tags
Train
Williamsburg Greyhound Bus Stop
Chicago (Union Station), IL
No tags
Train
Williamsburg Greyhound Bus Stop
Chicago (Union Station), IL
No tags
Train
Williamsburg Greyhound Bus Stop
Chicago (Union Station), IL
No tags
Next departures from Williamsburg to Chicago on 5 December
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Train
Williamsburg Greyhound Bus Stop
Chicago (Union Station), IL
CheapestFastest
Train
Williamsburg Greyhound Bus Stop
Chicago (Union Station), IL
No tags
Train
Williamsburg Greyhound Bus Stop
Chicago (Union Station), IL
No tags
Train
Williamsburg Greyhound Bus Stop
Chicago (Union Station), IL
No tags
Train
Williamsburg Greyhound Bus Stop
Chicago (Union Station), IL
No tags
Next departures from Williamsburg to Chicago on 6 December
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Train
Williamsburg Greyhound Bus Stop
Chicago (Union Station), IL
CheapestFastest
Train
Williamsburg Greyhound Bus Stop
Chicago (Union Station), IL
No tags
Train
Williamsburg Greyhound Bus Stop
Chicago (Union Station), IL
No tags
Last refresh of the prices: Yesterday at 08:44 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, 2 hours 40 minutes and with fares starting at just £85, it presents an excellent value for a comfortable ride.
Based on 5615 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 £121
Frequently asked questions about travelling from Williamsburg to Chicago by train
How much does a cheap train ticket from Williamsburg to Chicago cost?
The average train ticket price from Williamsburg to Chicago is £227. The best way to find cheap 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 train 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 your 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.
Find cheapest prices for trains
Price is for a one-way ticket for one passenger and based on past searches.
Best price found
28/11
£257
29/11
No data
Today
£567
01/12
£247
02/12
£166
03/12
£116
04/12
No data
05/12
£144
The cheapest trip from Williamsburg to Chicago was searched and found on 3 Dec 2025 with a price of £116
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 £116 to £1,705 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 £116, which is on 2025-12-03.