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Flights from Chicago to Virginia

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Flight deals from Chicago to Virginia

Looking for cheap tickets from Chicago to Virginia, or a last-minute trip? Find the lowest prices on one-way and return tickets right here.
Richmond.$274 per passenger.Departing Sat, 24 May, returning Sun, 25 May.Return flight with Spirit Airlines.Outbound indirect flight with Spirit Airlines, departs from Chicago O'Hare International on Sat, 24 May, arriving in Richmond.Inbound indirect flight with Spirit Airlines, departs from Richmond on Sun, 25 May, arriving in Chicago O'Hare International.Price includes taxes and charges.From $274, select.
Roanoke.$328 per passenger.Departing Sat, 26 Jul, returning Tue, 29 Jul.Return flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Sat, 26 Jul, arriving in Roanoke.Inbound direct flight with United departs from Roanoke on Tue, 29 Jul, arriving in Chicago O'Hare International.Price includes taxes and charges.From $328, select.
Norfolk.$329 per passenger.Departing Sat, 24 May, returning Sun, 25 May.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago O'Hare International on Sat, 24 May, arriving in Norfolk International.Inbound indirect flight with Frontier Airlines, departs from Norfolk International on Sun, 25 May, arriving in Chicago O'Hare International.Price includes taxes and charges.From $329, select.
Charlottesville.$343 per passenger.Departing Wed, 1 Oct, returning Wed, 8 Oct.Return flight with United.Outbound indirect flight with United, departs from Chicago O'Hare International on Wed, 1 Oct, arriving in Charlottesville.Inbound indirect flight with United, departs from Charlottesville on Wed, 8 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From $343, select.
Newport News.$578 per passenger.Departing Tue, 10 Jun, returning Tue, 17 Jun.Return flight with American Airlines.Outbound indirect flight with American Airlines, departs from Chicago O'Hare International on Tue, 10 Jun, arriving in Newport News Williamsburg International.Inbound indirect flight with American Airlines, departs from Newport News Williamsburg International on Tue, 17 Jun, arriving in Chicago O'Hare International.Price includes taxes and charges.From $578, select.
Lynchburg.$616 per passenger.Departing Thu, 12 Jun, returning Thu, 19 Jun.Return flight with American Airlines.Outbound indirect flight with American Airlines, departs from Chicago O'Hare International on Thu, 12 Jun, arriving in Lynchburg.Inbound indirect flight with American Airlines, departs from Lynchburg on Thu, 19 Jun, arriving in Chicago O'Hare International.Price includes taxes and charges.From $616, select.
Staunton.$776 per passenger.Departing Wed, 11 Jun, returning Wed, 18 Jun.Return flight with Contour Airlines.Outbound indirect flight with Contour Airlines, departs from Chicago O'Hare International on Wed, 11 Jun, arriving in Staunton.Inbound indirect flight with Contour Airlines, departs from Staunton on Wed, 18 Jun, arriving in Chicago O'Hare International.Price includes taxes and charges.From $776, select.

Flying from Chicago to Virginia

Arm yourself with these facts on the fly.
Cheapest flight found$274, Richmond
Cheapest month to flyMay
Average flight time2 hrs, 3 mins
Cheapest airport to fly fromChicago O'Hare International
Most popular airlineAlaska Airlines

Frequently asked questions

We looked at all of the upcoming return flights from Chicago to Virginia we could find over the next 12 months. It looks like $274 is the best price. This is good, compared to the average Virginia ticket price of $483.
The cheapest month to fly from Chicago to Newport News Williamsburg International Airport is usually June. The cheapest month to fly from Chicago to Lynchburg Airport is usually June. The cheapest month to fly from Chicago to Staunton Airport is usually June. And the cheapest month to fly from Chicago to Charlottesville Airport is usually October.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Virginia on Saturday, 24 May 2025.
Chicago O'Hare International Airport and Chicago Midway Airport all offer direct flights to Virginia.
If you're flying from Chicago, the cheapest city in Virginia to fly into is Richmond. The cheapest airport serving Richmond at the moment is Richmond.
The average flight time between Chicago and Virginia is 2 hours and 3 minutes.