- Must visit
Art Institute of Chicago
World-class art museum with masterpieces from Monet to Hopper and the famous Modern Wing.
Buses from Woodbridge, VA to Chicago, IL run on average 2 times per day, taking around 20h 13m. Cheap bus tickets for this journey start at €160 but you can travel from only €151 by train.
The earliest bus runs at 06:55, the last at 23:35. The fastest bus covers the 590 miles (950 km) distance in 19h 35m.
Distance 590 miles (950 km) |
Average bus duration 20h 13m |
Cheapest ticket price €160 |
Buses per day 2 |
Fastest bus 19h 35m |
First bus 6:55 AM |
Last bus 11:35 PM |
Cheapest Month Jun |
Cheapest Day Tue |
High Season Jan - Mar |
Low Season Jul - Sep |
Use these quick route answers to check fares, travel time, departure options, and direct services before booking from Woodbridge, VA to Chicago, IL.
| Operator | Departure Time | Arrival Time | Duration | Departure days | Cheapest price |
|---|---|---|---|---|---|
Operator Greyhound USA | Departure Time 09:35AM | Arrival Time 10:00AM | Duration 24h25 | Departure days Mon, Wed, Fri, Sat, Sun | Cheapest price €150 |
Operator FlixBus | Departure Time 01:35PM | Arrival Time 11:10AM | Duration 21h35 | Departure days Thu | Cheapest price €239 |
Review the details behind your booking, from operators and ticket rules to luggage, onboard amenities, accessibility, and route-specific travel policies.
Discover the best of Chicago, IL — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Chicago, IL trip today.
World-class art museum with masterpieces from Monet to Hopper and the famous Modern Wing.
Major natural history museum with Sue the T. rex, ancient cultures, and strong family appeal.
Hands-on science museum in a grand former fair building, popular for exhibits and a U-505 submarine.
Lively lakefront park with Cloud Gate, Crown Fountain, gardens, and major public art in central Chicago.
Famous shopping boulevard lined with architecture, hotels, riverfront views, and major city energy.
Scenic pedestrian-friendly riverwalk with boat docks, public art, bridges, and standout skyline perspectives.
Deep-dish pizza is Chicago’s iconic pie with a tall buttery crust, layers of cheese and toppings, and chunky tomato sauce baked on top.
The Chicago-style hot dog is an all-beef frank on a poppy seed bun with mustard, relish, onion, tomato, pickle, peppers, and celery salt.
Italian beef is thin-sliced roast beef piled onto a roll, often dipped in savory juices and topped with sweet peppers or spicy giardiniera.
Classic spot for juicy Italian beef sandwiches, especially dipped and topped with spicy giardiniera, with a casual local feel.
Legendary stand for Chicago-style hot dogs and char-grilled sausages, served fast in a no-frills local landmark.
World-famous fine dining destination offering a highly creative tasting menu and refined service in an elegant setting.
Moderate for a major US city: hotels can be pricey, but transit is affordable and dining ranges from cheap eats to upscale options.
Tip 18-20% at restaurants, $1-2 per drink at bars, 10-15% for taxis, and optional small change at cafes.
Get destination-focused answers for the end of your trip, including what to do, when to go, practical entry details, and tips for making the most of your time in Chicago, IL.
Find answers to the most common questions about traveling from Woodbridge, VA to Chicago, IL 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 Chicago, IL, this guide helps you travel smarter and with confidence.

Most Woodbridge, VA to Chicago, IL buses use the Woodbridge, Express Dr (Greyhound Bus Station) to Chicago, Greyhound Bus Station station pair, with some services arriving at Chicago, Union Station (Amtrak). Use this guide to compare Woodbridge, VA and Chicago, IL bus stations on this route, check city-centre transport, alongside checking practicalities like bus station facilities and services.
Woodbridge, Express Dr (Greyhound Bus Station) has practical services for this route, including Wifi, Parking, ATM, Taxis, Accessibility, WC, Shower, and Ticket Office.
Wi-Fi is available at Woodbridge, Express Dr (Greyhound Bus Station). ATMs are available at Woodbridge, Express Dr (Greyhound Bus Station).
Ticket office support is available at Woodbridge, Express Dr (Greyhound Bus Station).
Available at Woodbridge, Express Dr (Greyhound Bus Station): Parking, Taxis, WC.
Accessibility facilities are available at Woodbridge, Express Dr (Greyhound Bus Station): Station facilities accommodate accessibility needs.
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.
Check bus stations information for Woodbridge, VA and Chicago, IL, including where buses depart and arrive on this route.
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