- Must visit
Art Institute of Chicago
World-class art museum with masterpieces from Monet to Hopper and the famous Modern Wing.
Cheapest price on Sep 21
$233
Average ticket price on Sep 21
$233
Fastest journey on Sep 21
23 h 15 m
Average journey duration on Sep 21
23 h 15 m
Buses on Sep 21
1
Distance
1146 km
The best way to find a cheap bus ticket from Virginia Beach, VA to Chicago, IL is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from Virginia Beach, VA to Chicago, IL will cost around $233 if you buy it on the day, but the cheapest tickets can be found for only $233.
It's difficult to get from Virginia Beach, VA to Chicago, IL without transferring at least 2 times.


Omio recommends booking the flight as it is the most popular option from Virginia Beach, VA to Chicago, IL among Omio's users. If you are prioritising price, take the bus, with an average ticket price of $213 For those with little time, consider booking a flight, which has an average total journey time of 6h 46m. Average ticket prices depend on the travel mode: a bus costs an average of $213, while a flight costs an average of $705.
Distance: 712 miles (1146 km)
| Bus | Most popular Flight | Driving |
|---|---|---|
$213 Average price Cheapest | $705 Average price | $177 Average price (fuel + tolls) |
28h 59m Average total duration 28h 29m Onboard + 30m Additional time* | 6h 46m Average total duration Fastest 4h 46m Onboard + 2h 0m Additional time* | 13h 35m Average total duration (door-to-door) |
![]() Most popular bus company | ![]() Most popular airline | Your own car or car rental |
Direct Options | Direct Options | Direct Options |
This is compared to other travel options from Virginia Beach, VA to Chicago, IL:
A bus is $492 (€402) less than a flight for this route with tickets for a flight from Virginia Beach, VA to Chicago, IL costing on average $705 (€577).
Other travel options to Chicago, IL take longer:
Bus takes on average 28h 29m.
Tickets start at around $213 (€174) compared to roughly $177 (€144) in fuel and tolls — a saving of about $-36.58 (€-29.92). The journey takes 28h 29m versus 13h 35m 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 07:00AM | Arrival Time 10:00AM | Duration 28h00 | Departure days Sun | Cheapest price $273 |
Operator Flixbus USA | Departure Time 10:45AM | Arrival Time 10:00AM | Duration 23h15 | Departure days Mon | Cheapest price $233 |
Operator Greyhound | Departure Time 11:00AM | Arrival Time 03:00PM | Duration 28h00 | Departure days Sat | Cheapest price $380 |
Operator Greyhound | Departure Time 12:00PM | Arrival Time 04:00PM | Duration 28h00 | Departure days Thu | Cheapest price $274 |
Operator FlixBus | Departure Time 02:45PM | Arrival Time 06:55PM | Duration 29h10 | Departure days Sun | Cheapest price $268 |
Operator Greyhound | Departure Time 06:45PM | Arrival Time 01:00PM | Duration 42h15 | Departure days Fri | Cheapest price $250 |
Operator Greyhound | Departure Time 08:10PM | Arrival Time 08:00AM | Duration 36h50 | Departure days Sun | Cheapest price $205 |
The table below shows live departures for Virginia Beach, VA to Chicago, IL buses for today, Sunday, September 20. You can also manually refresh the results below to see updated bus journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
FlixBus · FlixBus+![]() | 2:45 PM Virginia Beach, Virginia Beach Blvd (Circle D Food Mart), VA | 29h10 | 6:55 PM Chicago, Greyhound Bus Station | 2 transfers | |
FlixBus+ · | 8:10 PM Virginia Beach, Virginia Beach Blvd (Circle D Food Mart), VA | 36h50 | 8:00 AM Chicago, Union Station (Amtrak), IL | 2 transfers | |
FlixBus+![]() | 8:10 PM Virginia Beach, Virginia Beach Blvd (Circle D Food Mart), VA | 24h55 | 8:05 PM Chicago, Greyhound Bus Station | 1 transfer | |
| Monday, September 21 | |||||
![]() | 10:45 AM Virginia Beach, VA | 23h15 | 10:00 AM Chicago, IL | 2 transfers | |
This is the last bus of the day. | |||||
Find all the dates and times for this journey
Compare 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 Virginia Beach, VA to Chicago, IL run on average 3 times per day, taking around 28h 29m. Cheap bus tickets for this journey start at $175 (€143) if you book in advance.
The earliest bus runs at 05:15, the last at 23:15. The fastest bus covers the 712 miles (1146 km) distance in 25h 15m.
Distance 712 miles (1146 km) |
Average bus duration 28h 29m |
Cheapest ticket price $175 (€143) |
Buses per day 3 |
Fastest bus 25h 15m |
First bus 5:15 AM |
Last bus 11:15 PM |
Cheapest Month Sep |
Cheapest Day Mon |
High Season Apr - Jun |
Low Season Oct - Dec |
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.
Find answers to the most common questions about traveling from Virginia Beach, 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 Virginia Beach, VA to Chicago, IL buses use the Virginia Beach, Virginia Beach Blvd (Circle D Food Mart) to Chicago, Greyhound Bus Station station pair, with some services arriving at Chicago, Union Station (Amtrak). Use this guide to compare Virginia Beach, VA and Chicago, IL bus stations on this route, check city-centre transport, alongside checking practicalities like bus station facilities and services.
Virginia Beach, Virginia Beach Blvd (Circle D Food Mart) is 1 km from Virginia Beach city centre. Public transport options include:
Virginia Beach, Virginia Beach Blvd (Circle D Food Mart) has practical services for this route, including Wifi, Parking, ATM, Taxis, Accessibility, WC, Shower, and Ticket Office.
Wi-Fi is available at Virginia Beach, Virginia Beach Blvd (Circle D Food Mart). ATMs are available at Virginia Beach, Virginia Beach Blvd (Circle D Food Mart).
Ticket office support is available at Virginia Beach, Virginia Beach Blvd (Circle D Food Mart).
Available at Virginia Beach, Virginia Beach Blvd (Circle D Food Mart): Parking, Taxis, WC.
Accessibility facilities are available at Virginia Beach, Virginia Beach Blvd (Circle D Food Mart): Limited accessibility features available.
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.
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