- Must visit
Art Museums of Colonial Williamsburg
Main art museum of Colonial Williamsburg with American folk art, decorative arts, changing exhibitions, and family-friendly galleries.
Cheapest price on Sep 19
$209
Average ticket price on Sep 19
$209
Fastest journey on Sep 19
1 d 1 h 45 m
Average journey duration on Sep 19
1 d 1 h 45 m
Buses on Sep 19
1
Distance
1066 km
The best way to find a cheap bus ticket from Chicago, IL to Williamsburg, VA is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from Chicago, IL to Williamsburg, VA will cost around $209 if you buy it on the day, but the cheapest tickets can be found for only $209.
It's difficult to get from Chicago, IL to Williamsburg, VA without transferring at least once.


Omio recommends booking the flight as it is the most popular option from Chicago, IL to Williamsburg, VA among Omio's users. If you are prioritising price, take the bus, with an average ticket price of $277 For those with little time, consider booking a flight, which has an average total journey time of 6h 7m. Average ticket prices depend on the travel mode: a bus costs an average of $277, while a flight costs an average of $723.
Distance: 662 miles (1066 km)
| Bus | Most popular Flight | Train | Driving |
|---|---|---|---|
$277 Average price Cheapest | $723 Average price | $363 Average price | $165 Average price (fuel + tolls) |
23h 0m Average total duration 22h 30m Onboard + 30m Additional time* | 6h 7m Average total duration Fastest 4h 7m Onboard + 2h 0m Additional time* | 21h 39m Average total duration 21h 9m Onboard + 30m Additional time* | 12h 47m Average total duration (door-to-door) |
![]() Most popular bus company | ![]() Most popular airline | ![]() Most popular train company | Your own car or car rental |
Direct Options | Direct Options | Direct Options | Direct Options |
This is compared to other travel options from Chicago, IL to Williamsburg, VA:
A bus is $86 less than a train for this route with tickets for a train from Chicago, IL to Williamsburg, VA costing on average $363.
A bus is $447 less than a flight for this route with tickets for a flight from Chicago, IL to Williamsburg, VA costing on average $723.
Other travel options to Williamsburg, VA take longer:
Train takes on average 21h 9m.
Bus takes on average 22h 30m.
Tickets start at around $277 compared to roughly $165 in fuel and tolls — a saving of about $-111.18. The journey takes 22h 30m versus 12h 47m by car, so you'll arrive a bit later, but you can use the time productively rather than spending it behind the wheel. No parking to sort, no fuel stops, and most coaches have Wi-Fi and power outlets.
Driving is worth considering if you're on a tight schedule, travelling as a group (where fuel costs split several ways), or want the flexibility to stop along the way.
| Operator | Departure Time | Arrival Time | Duration | Departure days | Cheapest price |
|---|---|---|---|---|---|
Operator Greyhound | Departure Time 04:10AM | Arrival Time 12:45PM | Duration 32h35 | Departure days Thu | Cheapest price $137 |
Operator Greyhound | Departure Time 05:10AM | Arrival Time 01:45PM | Duration 32h35 | Departure days Wed | Cheapest price $117 |
Operator Greyhound USA | Departure Time 07:00AM | Arrival Time 08:45AM | Duration 25h45 | Departure days Fri, Sat, Sun | Cheapest price $209 |
Operator Greyhound | Departure Time 12:00PM | Arrival Time 12:45PM | Duration 24h45 | Departure days Thu | Cheapest price $124 |
Operator Greyhound | Departure Time 01:00PM | Arrival Time 01:45PM | Duration 24h45 | Departure days Wed | Cheapest price $115 |
The table below shows live departures for Chicago, IL to Williamsburg, VA buses for tomorrow, Saturday, September 19. You can also manually refresh the results below to see updated bus journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
![]() | 7:00 AM Chicago, IL | 25h45 | 8:45 AM Williamsburg, VA | 1 transfer | |
This is the last bus of the day. | |||||
Find all the dates and times for this journey
Compare train, bus, and flight prices over the next three weeks. See the best deals at a glance, find the lowest fares, and choose the option that fits your budget.
Buses from Chicago, IL to Williamsburg, VA run on average 5 times per day, taking around 22h 30m. Cheap bus tickets for this journey start at $249 if you book in advance.
The earliest bus runs at 06:01, the last at 23:35. The fastest bus covers the 662 miles (1066 km) distance in 19h 55m.
Distance 662 miles (1066 km) |
Average bus duration 22h 30m |
Cheapest ticket price $249 |
Buses per day 5 |
Fastest bus 19h 55m |
First bus 6:01 AM |
Last bus 11:35 PM |
Cheapest Month Aug |
Cheapest Day Tue |
High Season Oct - Dec |
Low Season Jan - Mar |
Discover the best of Williamsburg, VA — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Williamsburg, VA trip today.
Main art museum of Colonial Williamsburg with American folk art, decorative arts, changing exhibitions, and family-friendly galleries.
Living-history museum area with restored and reconstructed buildings, interpreters, trades, and immersive colonial-era experiences.
University art museum featuring rotating exhibitions, American and global works, and a convenient location near campus and downtown.
Main colonial street lined with historic buildings, interpreters, shops, and demonstrations; ideal for a first walk through the city.
Large city park with wooded trails, picnic areas, sports facilities, and quiet green space close to central Williamsburg.
Pedestrian-friendly shopping and entertainment district with historic character, events, and easy access to nearby colonial sites.
Find answers to the most common questions about traveling from Chicago, IL to Williamsburg, VA by bus. From journey times and ticket prices to direct connections, first and last departures, and even whether the route is scenic, our FAQs cover everything you need to plan your trip. Whether you’re looking for the fastest bus, the cheapest option, or tips for making the most of your visit at Williamsburg, VA, this guide helps you travel smarter and with confidence.

Most Chicago, IL to Williamsburg, VA buses use the Chicago, Greyhound Bus Station to Williamsburg, N Boundary St (Greyhound Bus Stop) station pair. Use this guide to compare Chicago, IL and Williamsburg, VA bus stations on this route, check city-centre transport, alongside checking practicalities like bus station facilities and services.
Chicago, Greyhound Bus Station is 2 km from Chicago city centre. Public transport options include:
Chicago, Greyhound Bus Station has practical services for this route, including Wifi, Parking, Dining, ATM, Taxis, Accessibility, WC, Shower, and Ticket Office.
Food options include: Snack shop and vending machines available
Free Wi-Fi in waiting area. ATMs are located near entrance.
Ticket office support is available at Chicago, Greyhound Bus Station.
Available at Chicago, Greyhound Bus Station: Parking, Taxis, WC.
Accessibility facilities are available at Chicago, Greyhound Bus Station: Wheelchair accessible entrances and seating.
Chicago, Union Station (Amtrak) is 3 km from Chicago city centre. Public transport options include:
Chicago, Union Station (Amtrak) has practical services for this route, including Wifi, Parking, Dining, ATM, Taxis, Accessibility, WC, Shower, and Ticket Office.
Food options include: Multiple dining options are available inside the station.
Free Wi-Fi is available in waiting areas. ATMs are aTMs are located near the main entrance.
Ticket office support is available at Chicago, Union Station (Amtrak).
Available at Chicago, Union Station (Amtrak): Parking, Taxis, WC.
Accessibility facilities are available at Chicago, Union Station (Amtrak): Station is accessible with elevators and ramps.
Williamsburg, N Boundary St (Greyhound Bus Stop) has practical services for this route, including Wifi, Parking, ATM, Taxis, Accessibility, WC, Shower, and Ticket Office.
Wi-Fi is available at Williamsburg, N Boundary St (Greyhound Bus Stop). ATMs are available at Williamsburg, N Boundary St (Greyhound Bus Stop).
Ticket office support is available at Williamsburg, N Boundary St (Greyhound Bus Stop).
Available at Williamsburg, N Boundary St (Greyhound Bus Stop): Parking, Taxis, WC.
Accessibility facilities are available at Williamsburg, N Boundary St (Greyhound Bus Stop): The stop is accessible for wheelchairs.
Here are some other resources that might have the information you need