$93 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 8/25. 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, 0 bags

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Flight Deals

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

Sat, Aug 29 - Wed, Sep 2
Southwest Logo
7:30 am - 8:20 am
RDU
-
MDW
1h 50mnonstop
Southwest Logo
8:35 am - 11:35 am
MDW
-
RDU
2h 00mnonstop
$232Southwest
Tue, Jul 28 - Mon, Aug 10
Southwest Logo
11:45 am - 5:05 pm
DCA
-
MDW
6h 20m
2 stops
Southwest Logo
9:00 pm - 11:55 pm
MDW
-
DCA
1h 55mnonstop
$236Southwest
Mon, Aug 10 - Thu, Aug 13
Delta Logo
7:45 pm - 12:02 am
DCA
-
ORD
5h 17m
1 stop
Delta Logo
1:50 pm - 8:38 pm
ORD
-
DCA
5h 48m
1 stop
$238Delta
Mon, Aug 10 - Thu, Aug 13
Delta Logo
7:26 pm - 12:02 am
IAD
-
ORD
5h 36m
1 stop
Delta Logo
5:20 pm - 11:26 pm
ORD
-
IAD
5h 06m
1 stop
$238Delta
Wed, Jul 1 - Sat, Jul 11
Frontier Logo
11:17 am - 7:50 pm
IAD
-
ORD
9h 33m
1 stop
Frontier Logo
9:28 am - 9:12 pm
ORD
-
IAD
10h 44m
1 stop
$240Frontier
Fri, Jul 3 - Tue, Jul 7
Frontier Logo
11:17 am - 10:11 pm
IAD
-
MDW
11h 54m
1 stop
Frontier Logo
12:11 pm - 10:55 pm
MDW
-
IAD
9h 44m
1 stop
$240Frontier
Mon, Jul 6 - Sat, Jul 25
Multiple Airlines Logo
8:29 pm - 11:10 pm
RDU
-
ORD
27h 41m
1 stop
Multiple Airlines Logo
8:05 am - 9:45 am
ORD
-
RDU
24h 40m
2 stops
$240Multiple Airlines
Thu, Jul 16 - Tue, Jul 21
Multiple Airlines Logo
10:25 am - 12:15 pm
RDU
-
ORD
26h 50m
2 stops
Multiple Airlines Logo
5:13 pm - 9:25 am
ORD
-
RDU
15h 12m
1 stop
$241Multiple Airlines
Wed, Jun 24 - Wed, Jul 1
United Airlines Logo
8:15 am - 9:36 am
IAD
-
ORD
2h 21mnonstop
United Airlines Logo
6:30 am - 9:24 am
ORD
-
IAD
1h 54mnonstop
$243United Airlines
Thu, Aug 27 - Mon, Aug 31
United Airlines Logo
5:10 pm - 6:33 pm
DCA
-
ORD
2h 23mnonstop
United Airlines Logo
10:00 am - 1:04 pm
ORD
-
DCA
2h 04mnonstop
$245United Airlines
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$93
Best time to beat the crowds with an average 14% drop in price.
Most popular time to fly with an average 3% increase in price.
Flight from Richmond 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.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Saint Joseph
Hammond
Portage
Lansing
Valparaiso
Schererville
Chesterton
Munster
Porter
Monticello
Saint John
Griffith

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.
First Class flights to Chicagofrom $499
Business Class flights to Chicagofrom $534
Premium Economy Class flights to Chicagofrom $551
Economy Class flights to Chicagofrom $233