- Must visit
Military Aviation Museum
Large aviation museum displaying restored World War I and World War II aircraft, with one of the country's best historic flying collections.
Flights from Chicago, IL to Virginia Beach, VA depart on average 44 times per day, taking around 7h 21m. Cheap flight tickets for this journey start at $186 (€152) but you can travel from only $114 (€94) by bus.
There are 3 flights per day. The earliest flight runs at 05:00, the last at 21:19. The fastest flight covers the 712 miles (1146 km) distance in 2h 15m. July is the cheapest month to fly.
Distance 712 miles (1146 km) |
Average flight duration 7h 21m |
Cheapest ticket price $186 (€152) |
Flights per day 44 |
Direct flights 3 |
Fastest flight 2h 15m |
First flight 5:00 AM |
Last flight 9:19 PM |
Cheapest Month Jul |
Cheapest Day Sat |
High Season Apr - Jun |
Low Season Oct - Dec |
Cheapest price
$186
Average price
$212
Fastest journey
2 h 15 m
Average duration
5 h 20 m
Flights per day
4
Distance
1146 km
The best way to find a cheap flight ticket from Chicago, IL to Virginia Beach, 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 Virginia Beach, VA will cost around $212 if you buy it on the day, but the cheapest tickets can be found for only $186.
Of the 4 flights that leave Chicago, IL for Virginia Beach, VA onSat, Jun 20, 4 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Sat, Jun 20 the direct flights cover the 1146 km distance in an average of 5 h 20 m but if you time it right, some flights will get you there in just 2 h 15 m .
On Sat, Jun 20 the longest flights will take 8 h 2 m and usually involve a change or two along the way, but you might be able to save a few pennies if you’re on a budget.








Omio recommends booking the train as it is the most popular option from Chicago, IL to Virginia Beach, VA among Omio's users. If you are prioritising price take the bus with prices starting from $114. For those with little time consider booking a flight which can get you there in 7h 21m. The ticket price range depends on the travel mode: a bus costs an average of $114, and a flight costs an average of $186.
Distance: 712 miles (1146 km)
| Flight | Most popular Train | Bus | Driving |
|---|---|---|---|
$256 Average price | $255 Average price | $208 Average price Cheapest | $275 Average price (fuel + tolls) |
10h 21m Average total duration Fastest 7h 21m Onboard + 3h 0m Additional time* | 23h 28m Average total duration 22h 58m Onboard + 30m Additional time* | 30h 33m Average total duration 30h 3m Onboard + 30m Additional time* | 13h 38m Average total duration (door-to-door) |
Direct Options | Direct Options | Direct Options | Direct Options |
This is compared to other travel options from Chicago, IL to Virginia Beach, VA:
A bus is $47 (€39) less than a train for this route with tickets for a train from Chicago, IL to Virginia Beach, VA costing on average $255 (€209).
A bus is $49 (€40) less than a flight for this route with tickets for a flight from Chicago, IL to Virginia Beach, VA costing on average $256 (€210).
Other travel options to Virginia Beach, VA take longer:
Train takes on average 22h 58m.
Bus takes on average 30h 3m.
The table below shows live departures for Chicago, IL to Virginia Beach, VA flights for tomorrow, Saturday, June 20. You can also manually refresh the results below to see updated flight journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
![]() | 11:10 AM Chicago, IL | 4h24 | 3:34 PM Virginia Beach, VA | 0 transfersDirect | |
![]() | 5:45 PM Chicago, IL | 8h02 | 1:47 AM Virginia Beach, VA | 0 transfersDirect | |
This is the last flight of the day. | |||||
Find all the dates and times for this journey
Compare bus, train, 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.
Discover the best of Virginia Beach — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Virginia Beach trip today.
Large aviation museum displaying restored World War I and World War II aircraft, with one of the country's best historic flying collections.
Contemporary art museum with rotating exhibitions, education programs, and a strong local cultural role near the Oceanfront.
Seasonal museum in a historic Coast Guard station telling the story of shipwreck rescue, surfing, and life-saving services on the coast.
Three-mile oceanfront promenade lined with public art, beach access, events, and classic coastal energy; the city's essential walking area.
Major coastal park with beaches, forested trails, cypress swamp scenery, and strong historical significance tied to early English landing narratives.
Protected coastal refuge with trails, marshes, dunes, and birdwatching opportunities, popular with nature photographers and locals.
Pan-seared cakes made with sweet local blue crab and minimal filler. A Tidewater staple that highlights the region’s seafood heritage.
A rich coastal soup made with crab meat, crab roe, cream, and sherry. Popular across Hampton Roads and closely associated with the local seafood tradition.
Fresh oysters from nearby Virginia waters, often served raw, roasted, or grilled. They are a signature local delicacy tied to the state’s oyster-growing regions.
Well-regarded casual seafood spot praised for refined plates, fresh fish, and a polished but relaxed neighborhood feel.
A well-known casual breakfast and lunch venue in a converted beach cottage, loved for Southern comfort food and local character.
A long-running cottage restaurant near the oceanfront known for fresh local seafood, crab cakes, and a cozy coastal atmosphere.
Moderate by U.S. beach-city standards. Hotels rise in summer, but casual dining and everyday transport stay fairly reasonable.
Tip 18-20% in restaurants; 20%+ for great service. Tip bartenders USD 1-2 per drink, taxis 10-15%, hotel staff a few USD, and round up for cafés.
Find answers to the most common questions about traveling from Chicago, IL to Virginia Beach, VA by flight. 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 flight, the cheapest option, or tips for making the most of your visit at Virginia Beach, VA, this guide helps you travel smarter and with confidence.

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