Trains tickets from Williamsburg to Chicago

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Mon23 Jun
from US$332
Tue24 Jun
from US$306
Wed25 Jun
from US$261
Thu26 Jun
Fri27 Jun
Sat28 Jun
Sun29 Jun
Mon30 Jun

Trains leaving Tuesday

One passenger / one way

  • This trip is recommended because it is the: Cheapest + Fastest
    Departure time: 24 June at
    Departure city: Williamsburg
    Departure location: Williamsburg Greyhound Bus Stop
    Arrival time: 25 June at
    Destination city: Chicago
    Destination location: Chicago (Union Station), IL
    Operated by: AmtrakAmtrak
    Vehicle: TrainDuration:
  • Departure time: 24 June at
    Departure city: Williamsburg
    Departure location: Williamsburg Greyhound Bus Stop
    Arrival time: 25 June at
    Destination city: Chicago
    Destination location: Chicago (Union Station), IL
    Operated by: AmtrakAmtrak
    Vehicle: TrainDuration:
  • Departure time: 24 June at
    Departure city: Williamsburg
    Departure location: Williamsburg Greyhound Bus Stop
    Arrival time: 25 June at
    Destination city: Chicago
    Destination location: Chicago (Union Station), IL
    Operated by: AmtrakAmtrak
    Vehicle: TrainDuration:
  • Departure time: 24 June at
    Departure city: Williamsburg
    Departure location: Williamsburg Greyhound Bus Stop
    Arrival time: 25 June at
    Destination city: Chicago
    Destination location: Chicago (Union Station), IL
    Operated by: AmtrakAmtrak
    Vehicle: TrainDuration:
  • Departure time: 24 June at
    Departure city: Williamsburg
    Departure location: Williamsburg Greyhound Bus Stop
    Arrival time: 25 June at
    Destination city: Chicago
    Destination location: Chicago (Union Station), IL
    Operated by: AmtrakAmtrak
    Vehicle: TrainDuration:

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Compare 2 ways to travel from Williamsburg to Chicago

Average priceUS$82 - US$222Average duration1d 12h
27kg CO₂e5 out of 5 stars
CheapestMost eco-friendly
Average priceUS$209 - US$506Average duration1d 3h
97kg CO₂e1 out of 5 stars
Fastest
busbud logoBusbud recommends taking the train from Williamsburg to Chicago

Among the sustainable travel choices, the train stands out as a good way to reach Chicago. The journey takes about 1 day, 3 hours 44 minutes and with fares starting at just US$209, it presents an excellent value for a comfortable ride.

2train per day
1d 3hAverage duration
US$209Cheapest ticket
97kgCO₂ emissions

Train Williamsburg to Chicago: Trip Overview

Please note, this information is subject to change.

Average ticket priceUS$315
Average train trip duration1d 3h
Number of daily trains1.6315789473684208
Earliest train departure06:01
Distance661 miles
Latest train departure08:52

Williamsburg to Chicago Train

Busbud helps you find a train from Williamsburg to Chicago. Get the best fare and schedule, book a round trip ticket or find trains with WiFi and electrical outlets.

Train services from Williamsburg to Chicago will be provided by the most trusted companies.

Discover how much the train trip from Williamsburg to Chicago will cost you. Use our filters and sorting features to find the cheapest train tickets or high-end trains.

Frequently asked questions on the trip Williamsburg - Chicago

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

    The average train ticket price from Williamsburg to Chicago is US$315. 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!

  2. 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.

  3. 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 are 1.6315789473684208. Some trains are direct while others include transferring trains. Simplify your train trip from Williamsburg to Chicago by comparing and selecting the train that fits your travel style and budget on Busbud.

  4. 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
19/06
US$251
20/06
US$278
Today
US$251
22/06
No data
23/06
US$319
24/06
US$294
25/06
US$251
26/06
No data
busbud logoThe cheapest trip from Williamsburg to Chicago was searched and found on 19 Jun 2025 with a price of US$251

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 US$251 to US$2,273 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 US$251, which is on 2025-06-25.

About Train Travel

Train Travel Tips

There are many train stations in the world, explore station pages on Busbud to get all information you need.

No matter if you plan to take a regional or high-speed train to Chicago, the planet will thank you. You’ll help to protect the beautiful landscapes that will unfold before your very eyes.

With up to 30x less CO2 emissions for your train journey between Williamsburg and Chicago, the train is an ecological alternative to flights or personal cars.

Create your own real-life musical score by curating a personalised train travel playlist – the perfect accompaniment for your journey from Williamsburg to Chicago.

Did you know?

One of the deepest train stations in the world is in Kiev. Located at a depth of 105m, it was designed in this way to serve as a shelter in the event of an attack. The second deepest station is in China. Badaling station is located 60m under the Great Wall of China!

The first high-speed train line was inaugurated in 1964, in Japan, to connect Tokyo with Osaka. It was during the Olympics that the first passengers travelled aboard the Shinkansen at a speed of 210 km / h.

The longest train journey in the world is between Europe and Asia. This long journey starts from Porto in Portugal and crosses the whole European continent to reach Hanoi in Vietnam in 12 days while travelling more than 17,000 km.

Will you be returning to Williamsburg by train?

Train from Chicago to Williamsburg

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