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Flights from Chicago to Virginia

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Flight deals from Chicago to Virginia

Looking for cheap flights from Chicago to Virginia, or a last-minute trip? Find the lowest prices on one-way and round-trip flights right here.
Richmond.$175 per passenger.Departing Sat, May 24, returning Sun, May 25.Round-trip flight with Spirit Airlines.Outbound indirect flight with Spirit Airlines, departing from Chicago O'Hare International on Sat, May 24, arriving in Richmond.Inbound indirect flight with Spirit Airlines, departing from Richmond on Sun, May 25, arriving in Chicago O'Hare International.Price includes taxes and charges.From $175, select.
Roanoke.$209 per passenger.Departing Sat, Jul 26, returning Tue, Jul 29.Round-trip flight with United.Outbound direct flight with United departing from Chicago O'Hare International on Sat, Jul 26, arriving in Roanoke.Inbound direct flight with United departing from Roanoke on Tue, Jul 29, arriving in Chicago O'Hare International.Price includes taxes and charges.From $209, select.
Norfolk.$210 per passenger.Departing Sat, May 24, returning Sun, May 25.Round-trip flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departing from Chicago O'Hare International on Sat, May 24, arriving in Norfolk International.Inbound indirect flight with Frontier Airlines, departing from Norfolk International on Sun, May 25, arriving in Chicago O'Hare International.Price includes taxes and charges.From $210, select.
Charlottesville.$219 per passenger.Departing Wed, Oct 1, returning Wed, Oct 8.Round-trip flight with United.Outbound indirect flight with United, departing from Chicago O'Hare International on Wed, Oct 1, arriving in Charlottesville.Inbound indirect flight with United, departing from Charlottesville on Wed, Oct 8, arriving in Chicago O'Hare International.Price includes taxes and charges.From $219, select.
Lynchburg.$349 per passenger.Departing Mon, Jul 28, returning Wed, Aug 6.Round-trip flight with American Airlines.Outbound indirect flight with American Airlines, departing from Chicago O'Hare International on Mon, Jul 28, arriving in Lynchburg.Inbound indirect flight with American Airlines, departing from Lynchburg on Wed, Aug 6, arriving in Chicago O'Hare International.Price includes taxes and charges.From $349, select.
Newport News.$368 per passenger.Departing Thu, Jun 12, returning Thu, Jun 19.Round-trip flight with American Airlines.Outbound indirect flight with American Airlines, departing from Chicago O'Hare International on Thu, Jun 12, arriving in Newport News Williamsburg International.Inbound indirect flight with American Airlines, departing from Newport News Williamsburg International on Thu, Jun 19, arriving in Chicago O'Hare International.Price includes taxes and charges.From $368, select.

Flying from Chicago to Virginia

Arm yourself with these facts on the fly.
Cheapest flight found$175, 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 round-trip flights from Chicago to Virginia we could find over the next 12 months. It looks like $175 is the best price. This is good, compared to the average Virginia ticket price of $302.
The cheapest month to fly from Chicago to Richmond Airport is usually May. The cheapest month to fly from Chicago to Charlottesville Airport is usually October. The cheapest month to fly from Chicago to Roanoke Airport is usually July. And the cheapest month to fly from Chicago to Lynchburg Airport is usually July.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Virginia on Saturday, May 24, 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.

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