Journey information
Overview: Virginia Beach, VA to Chicago, IL flight
Flights from Virginia Beach, VA to Chicago, IL depart on average 12 times per day, taking around 2h 22m. Cheap flight tickets for this journey start at $105 (€84) but you can travel from only $93 (€74) by bus.
There are 2 flights per day. The earliest flight runs at 05:00, the last at 21:15. The fastest flight covers the 712 miles (1146 km) distance in 2h 26m. April is the cheapest month to fly.
Distance 712 miles (1146 km) |
Average flight duration 2h 22m |
Cheapest ticket price $105 (€84) |
Flights per day 12 |
Direct flights 2 |
Fastest flight 2h 26m |
Cheapest month to travel April |
First flight 05:00 |
Last flight 21:15 |
The cheapest and fastest flights from Virginia Beach, VA to Chicago, IL
Cheapest price
$344
Average price
$344
Fastest journey
13 h 8 m
Average duration
13 h 8 m
Flights per day
1
Distance
1146 km
The best way to find a cheap flight 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 $344 if you buy it on the day, but the cheapest tickets can be found for only $344.
Of the 1 flights that leave Virginia Beach, VA for Chicago, IL onFri, Feb 06, 1 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Fri, Feb 06 the direct flights cover the 1146 km distance in an average of 13 h 8 m but if you time it right, some flights will get you there in just 13 h 8 m .
On Fri, Feb 06 the longest flights will take 13 h 8 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.


Travel Information
Compare bus, train, and flight for Virginia Beach, VA to Chicago, IL
Omio recommends booking the train 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 prices starting from €74. For those with little time consider booking a flight which can get you there in 2h 22m. The ticket price range depends on the travel mode: a bus costs an average of €74, and a flight costs an average of €84.
Distance: 712 miles (1146 km)
Compare flight with
| Flight | Most popular Train | Bus |
|---|---|---|
€308 Average price | €227 Average price | €187 Average price Cheapest |
5h 22m Average total duration Fastest 2h 22m Onboard + 3h 0m Additional time* | 23h 30m Average total duration 23h 0m Onboard + 30m Additional time* | 31h 4m Average total duration 30h 34m Onboard + 30m Additional time* |
Direct Options | Direct Options | Direct Options |
Live departures
Virginia Beach, VA to Chicago, IL flight times
The table below shows live departures for Virginia Beach, VA to Chicago, IL flights for today, Thursday, February 5. You can also manually refresh the results below to see updated flight journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
![]() | 9:20 PM Virginia Beach, VA | 7h33 | 4:53 AM Chicago, IL | 0 transfersDirect | |
| Friday, February 6 | |||||
![]() | 9:50 AM Virginia Beach, VA | 13h08 | 10:58 PM Chicago, IL | 0 transfersDirect | |
This is the last flight of the day. | |||||
Find all the dates and times for this journey
Compare prices and tickets Virginia Beach, VA to Chicago, IL by bus, train, or flight
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.
Feb 06
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Feb 12
Why should you book Virginia Beach, VA to Chicago, IL flights with Omio?
Why book with Omio vs United?
- Compare with other providers: On Omio, you can not only buy tickets for United, but also compare tickets for the likes of to find the best option for your trip from Virginia Beach, VA to Chicago, IL.
- Designed for International Travelers: Omio is in your language including 24/7 customer service and offers multiple payment options, including PayPal, credit cards, and bank transfer, in your preferred currency.
- Compare all your options: Omio allows you to compare United with all available travel options, which are bus, train and flight to ensure you get the best deal for traveling from Virginia Beach, VA to Chicago, IL.
Why book with Omio over Kayak, Skyscanner or Trip?
- Multiple modes of transport: Omio allows you to compare travel options including bus, train and flight to find the ideal travel option from Virginia Beach, VA to Chicago, IL.
Airlines: United from Virginia Beach, VA to Chicago, ILFind the best flights between Virginia Beach, VA to Chicago, IL with Omio's travel partners United from $93 (€74). We can find you the best deals, schedules and tickets when comparing and booking the best trip.
United
FAQs: Virginia Beach, VA to Chicago, IL Flight
Find answers to the most common questions about traveling from Virginia Beach, VA to Chicago, IL 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 Chicago, IL, this guide helps you travel smarter and with confidence.

- Chicago Air and Water Show, an exhilarating display of military and civilian aircraft performing daring maneuvers over Lake Michigan
- Lollapalooza, a massive music festival featuring top artists across multiple genres in Grant Park
- Chicago Gourmet, a premier culinary event celebrating the city's vibrant food scene with tastings, cooking demonstrations, and wine pairings.
- Memorial Day, the unofficial start of summer with vibrant outdoor activities and events
- Independence Day, spectacular fireworks and festive celebrations throughout the city
- Labor Day, a lively atmosphere with various festivals and pleasant weather.
popular airports
Popular airports from Virginia Beach, VA to Chicago, IL
- Free Wi-Fi available throughout the airport.
- Shops are located in all terminals, including duty-free and brands like Hudson and MAC Cosmetics.
- Parking available with options including hourly, daily, and economy lots, approximately 2.85€ ($3) per hour.
- Restaurants are located in all terminals, offering a variety of cuisines including American and intertiol. Top options include Tortas Frontera and Publican Tavern.
- Available outside the terminal.
- Elevators, ramps, toilets
- Available throughout the airport.
- Hotels such as Hilton Chicago O'Hare are located on airport grounds, with others like the Hyatt Regency nearby.
- Showers are available in some lounges, such as the United Club, but access may require a fee or membership.
- Lounges available, including United Club and American Airlines Admirals Club.
- Lost and Found located in terminal 1, near the baggage claim area.
- Car rental services are available at the Multi-Modal Facility, with companies like Hertz and Avis.
- CTA Blue Line, O'Hare Station, 45 minutes to city center
Most popular flights from Virginia Beach, VA
More options for your journey from Virginia Beach, VA to Chicago, IL
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