$39 Find Cheap Flights from Virginia to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Chicago departing on 11/6. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

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Cheap Flights from Virginia to Chicago

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Virginia to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Virginia to Chicago

Thu, Aug 7 - Thu, Aug 14
Frontier Logo
3:13 pm - 4:38 pmRDU-ORD
2h 25mnonstop
Frontier Logo
11:15 am - 2:28 pmORD-RDU
2h 13mnonstop
$91Frontier
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Mon, Aug 4 - Thu, Aug 7
Frontier Logo
3:10 pm - 4:40 pmRDU-ORD
2h 30mnonstop
Frontier Logo
11:15 am - 2:28 pmORD-RDU
2h 13mnonstop
$98Frontier
Find Deal
Tue, Sep 2 - Mon, Sep 8
 Logo
5:20 pm - 10:22 pmORF-ORD
6h 02m1 stop
 Logo
5:10 am - 11:24 amORD-ORF
5h 14m1 stop
Thu, Aug 14 - Thu, Aug 21
 Logo
5:34 pm - 10:22 pmORF-ORD
5h 48m1 stop
 Logo
5:10 am - 3:17 pmORD-ORF
9h 07m1 stop
Thu, Aug 7 - Mon, Aug 11
American Airlines Logo
6:59 am - 8:15 amDCA-ORD
2h 16mnonstop
American Airlines Logo
6:06 am - 9:00 amORD-DCA
1h 54mnonstop
$157American Airlines
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Thu, Aug 7 - Mon, Aug 11
Southwest Logo
9:00 pm - 10:00 pmDCA-MDW
2h 00mnonstop
Southwest Logo
8:30 pm - 11:25 pmMDW-DCA
1h 55mnonstop
$157Southwest
Find Deal
Wed, Aug 13 - Wed, Aug 20
American Airlines Logo
6:59 am - 8:15 amDCA-ORD
2h 16mnonstop
American Airlines Logo
1:20 pm - 4:16 pmORD-DCA
1h 56mnonstop
$158American Airlines
Find Deal
Wed, Aug 13 - Wed, Aug 13
Southwest Logo
6:05 am - 7:00 amDCA-MDW
1h 55mnonstop
Southwest Logo
8:40 am - 3:45 pmMDW-DCA
6h 05m1 stop
$167Southwest
Find Deal
Wed, Oct 22 - Wed, Nov 5
United Airlines Logo
2:00 pm - 3:13 pmDCA-ORD
2h 13mnonstop
United Airlines Logo
6:02 am - 11:25 amORD-DCA
4h 23m1 stop
$167United Airlines
Find Deal
Thu, Aug 28 - Sun, Aug 31
United Airlines Logo
5:00 pm - 6:16 pmDCA-ORD
2h 16mnonstop
United Airlines Logo
4:00 pm - 7:03 pmORD-DCA
2h 03mnonstop
$168United Airlines
Find Deal
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Good to know

Low seasonJanuary
High seasonJuly
Cheapest flight$39
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly and prices are also 0% lower on average.
Flight from Raleigh to Chicago O'Hare Airport

FAQs for booking flights from Virginia to Chicago

  • How does KAYAK find such low prices on flights from Virginia to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Virginia to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Virginia to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Virginia is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Virginia to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Virginia with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Virginia to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Virginia up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Everything you need to know for your flight to Chicago

Cabin class types available on flights to Virginia

Cabin classes available on flights to Chicago. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.

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