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Cheap flights from Virginia to Chicago from $99

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Virginia to Chicago departing on 7/25. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Virginia to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
1:59 pm - 8:52 pm
DCA
-
ORD
7h 53m
1 stop
Multiple Airlines Logo
10:56 am - 5:56 pm
ORD
-
DCA
6h 00m
1 stop
$246Multiple Airlines
Fri, Jul 10 - Tue, Jul 14
American Airlines Logo
1:00 pm - 4:46 pm
DCA
-
ORD
4h 46m
1 stop
American Airlines Logo
9:42 am - 12:44 pm
ORD
-
DCA
2h 02mnonstop
$247American Airlines
Sat, Jul 25 - Tue, Jul 28
JetBlue Logo
2:25 pm - 7:27 pm
DCA
-
ORD
6h 02m
1 stop
JetBlue Logo
11:01 am - 6:01 pm
ORD
-
DCA
6h 00m
1 stop
$248JetBlue
Fri, Aug 21 - Mon, Aug 24
Frontier Logo
4:52 pm - 11:08 pm
IAD
-
ORD
7h 16m
1 stop
Frontier Logo
8:05 am - 7:44 pm
ORD
-
IAD
10h 39m
1 stop
$248Frontier
Thu, Aug 20 - Sat, Aug 22
JetBlue Logo
2:25 pm - 7:27 pm
DCA
-
ORD
6h 02m
1 stop
JetBlue Logo
11:01 am - 7:05 pm
ORD
-
DCA
7h 04m
1 stop
$249JetBlue
Thu, Aug 20 - Mon, Aug 24
Frontier Logo
8:33 pm - 7:53 am
IAD
-
ORD
12h 20m
1 stop
Frontier Logo
1:50 pm - 10:55 pm
ORD
-
IAD
8h 05m
1 stop
$249Frontier
Wed, Jul 22 - Thu, Jul 23
United Airlines Logo
5:47 pm - 6:47 pm
TRI
-
ORD
2h 00mnonstop
United Airlines Logo
1:55 pm - 4:40 pm
ORD
-
TRI
1h 45mnonstop
$249United Airlines
Thu, Nov 12 - Mon, Nov 16
Frontier Logo
1:59 pm - 8:52 pm
DCA
-
ORD
7h 53m
1 stop
Frontier Logo
9:57 pm - 12:51 pm
ORD
-
DCA
13h 54m
1 stop
$250Frontier
Fri, Aug 14 - Sun, Aug 16
Multiple Airlines Logo
12:10 pm - 7:22 pm
DCA
-
ORD
8h 12m
1 stop
Multiple Airlines Logo
11:06 am - 9:58 pm
ORD
-
DCA
9h 52m
1 stop
$251Multiple Airlines
Sat, Sep 26 - Sun, Sep 27
United Airlines Logo
5:15 pm - 6:37 pm
IAD
-
ORD
2h 22mnonstop
United Airlines Logo
2:30 pm - 5:37 pm
ORD
-
IAD
2h 07mnonstop
$257United Airlines
Sat, Sep 5 - Sat, Sep 12

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Delta flights from Virginia to Chicago O'Hare Intl Airport

Our best Delta deals on Virginia to Chicago O'Hare Intl Airport flight tickets
Delta
Jul 15
DCA1:30 pmWashington, D.C. Reagan-National
5h 33m
1 stop
ORD6:03 pmChicago O'Hare Intl
Jul 18
ORD7:00 amChicago O'Hare Intl
5h 05m
1 stop
DCA1:05 pmWashington, D.C. Reagan-National
$258
Delta
Jul 18
DCA12:00 pmWashington, D.C. Reagan-National
8h 59m
1 stop
ORD7:59 pmChicago O'Hare Intl
Jul 22
ORD6:00 amChicago O'Hare Intl
5h 42m
1 stop
DCA12:42 pmWashington, D.C. Reagan-National
$261
Delta
Aug 20
IAD11:10 amWashington, D.C. Dulles Intl
6h 07m
1 stop
ORD4:17 pmChicago O'Hare Intl
Aug 24
ORD5:20 pmChicago O'Hare Intl
5h 06m
1 stop
IAD11:26 pmWashington, D.C. Dulles Intl
$265

American Airlines flights from Virginia to Chicago O'Hare Intl Airport

Our best American Airlines deals on Virginia to Chicago O'Hare Intl Airport flight tickets
American Airlines
Jul 25
DCA1:00 pmWashington, D.C. Reagan-National
4h 46m
1 stop
ORD4:46 pmChicago O'Hare Intl
Jul 28
ORD9:42 amChicago O'Hare Intl
2h 02m
DCA12:44 pmWashington, D.C. Reagan-National
$247
American Airlines
Aug 7
DCA5:00 amWashington, D.C. Reagan-National
5h 00m
1 stop
ORD9:00 amChicago O'Hare Intl
Aug 11
ORD5:55 pmChicago O'Hare Intl
2h 04m
DCA8:59 pmWashington, D.C. Reagan-National
$253
American Airlines
Aug 6
DCA6:59 amWashington, D.C. Reagan-National
4h 31m
1 stop
ORD10:30 amChicago O'Hare Intl
Aug 10
ORD7:03 amChicago O'Hare Intl
1h 57m
DCA10:00 amWashington, D.C. Reagan-National
$255

momondo Fare Finder

 
Customize your flight search to find flights from Virginia to Chicago O'Hare Intl Airport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated June 28, 2026.
Use the filters below to find and compare flights from Virginia to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Washington, D.C.Chicago

DCA - ORD

DCAORD

Washington, D.C. Reagan-National

Fri 7/10

1:59 pm-8:52 pm

1 stop7h 53m

Chicago O'Hare Intl

Tue 7/14

10:56 am-5:56 pm

1 stop6h 00m

$246

Washington, D.C.Chicago

DCA - ORD

DCAORD

Washington, D.C. Reagan-National

Sat 7/25

1:00 pm-4:46 pm

1 stop4h 46m

Chicago O'Hare Intl

Tue 7/28

9:42 am-12:44 pm

Nonstop2h 02m

$247

Washington, D.C.Chicago

DCA - ORD

DCAORD

Washington, D.C. Reagan-National

Fri 8/21

2:25 pm-7:27 pm

1 stop6h 02m

Chicago O'Hare Intl

Mon 8/24

11:01 am-6:01 pm

1 stop6h 00m

$248

Washington, D.C.Chicago

IAD - ORD

IADORD

Washington, D.C. Dulles Intl

Thu 8/20

4:52 pm-11:08 pm

1 stop7h 16m

Chicago O'Hare Intl

Sat 8/22

8:05 am-7:44 pm

1 stop10h 39m

$248

Washington, D.C.Chicago

DCA - ORD

DCAORD

Washington, D.C. Reagan-National

Thu 8/20

2:25 pm-7:27 pm

1 stop6h 02m

Chicago O'Hare Intl

Mon 8/24

11:01 am-7:05 pm

1 stop7h 04m

$249

Washington, D.C.Chicago

IAD - ORD

IADORD

Washington, D.C. Dulles Intl

Wed 7/22

8:33 pm-7:53 am

1 stop12h 20m

Chicago O'Hare Intl

Thu 7/23

1:50 pm-10:55 pm

1 stop8h 05m

$249
Quickest round-trip

BlountvilleChicago

TRI - ORD

TRIORD

Blountville Tri Cities TN/VA

Thu 11/12

5:47 pm-6:47 pm

Nonstop2h 00m

Chicago O'Hare Intl

Mon 11/16

1:55 pm-4:40 pm

Nonstop1h 45m

$249

Washington, D.C.Chicago

DCA - ORD

DCAORD

Washington, D.C. Reagan-National

Fri 8/14

1:59 pm-8:52 pm

1 stop7h 53m

Chicago O'Hare Intl

Sun 8/16

9:57 pm-12:51 pm

1 stop13h 54m

$250

Washington, D.C.Chicago

DCA - ORD

DCAORD

Washington, D.C. Reagan-National

Sat 9/26

12:10 pm-7:22 pm

1 stop8h 12m

Chicago O'Hare Intl

Sun 9/27

11:06 am-9:58 pm

1 stop9h 52m

$251

Washington, D.C.Chicago

IAD - ORD

IADORD

Washington, D.C. Dulles Intl

Sat 9/5

5:15 pm-6:37 pm

Nonstop2h 22m

Chicago O'Hare Intl

Sat 9/12

2:30 pm-5:37 pm

Nonstop2h 07m

$257

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Virginia to Chicago O'Hare Intl Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Chicago O'Hare Intl Airport?

The month of December is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Virginia averaging around $73.

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Thursday when prices can be found for as low as $453. This is often the case because there is less demand to fly during this day of the week. On the other hand, Sunday is the most expensive day to depart from Virginia because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $653.

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

Flying to Chicago O'Hare Intl Airport from Virginia in the evening is the least expensive time of day to depart. momondo users have found prices as low as $463 when looking at flights departing in the evening. Try not to purchase tickets in the morning because they tend to be around $535. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Virginia to Chicago O'Hare Intl flight route?

Fly from Lynchburg Preston-Glenn Field to Chicago O'Hare Intl for the best Virginia - Chicago O'Hare Intl flight prices

How far in advance should I book a flight from Virginia to Chicago O'Hare Intl Airport?

You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from Virginia when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around $386 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago O'Hare Intl Airport from Virginia for as low as $298 on momondo.

What cabin class options are available on Virginia to Chicago O'Hare Intl Airport flights?

There are 4 cabin classes available to choose from on Virginia to Chicago O'Hare Intl Airport flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Virginia to Chicago O'Hare Intl Airport flights?

You could potentially save up to 13% on your flight if you consider stops on a Virginia to Chicago O'Hare Intl Airport flight.

Cheap Virginia to Chicago O'Hare Intl Airport flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Virginia to Chicago O'Hare Intl Airport

Best Price Found

$227

Fastest flight time

1h 53m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from Virginia in the past 72 hours is $227. The best round-trip flight deal from Virginia to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $308.
The fastest flight from Virginia to Chicago O'Hare Intl Airport takes 1h 53m
Direct flights go from Virginia to Chicago O'Hare Intl Airport every day.
Search flight deals

Frequently asked questions about flying from Virginia to Chicago O'Hare Intl Airport

  • When did momondo last update prices for flights from Virginia to Chicago O'Hare Intl Airport?

    Prices for flights from Virginia to Chicago O'Hare Intl Airport are updated daily.

  • How many operators does momondo search for flights from Virginia to Chicago O'Hare Intl Airport?

  • How old do you have to be to fly from Virginia to Chicago O'Hare Intl Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Virginia to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The travel and health documents you'll need for your trip to Chicago O'Hare Intl Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago O'Hare Intl Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Virginia to Chicago O'Hare Intl Airport?

Best airlines flying from Virginia to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Virginia to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $72Free CancellationRating
5.6
2,856 reviews
Search Frontier flights
JetBluePriceFrom $126Free CancellationRating
7.1
3,014 reviews
Search JetBlue flights
DeltaPriceFrom $200Free CancellationRating
7.8
8,455 reviews
Search Delta flights
American AirlinesPriceFrom $203Free CancellationRating
7.1
11,776 reviews
Search American Airlines flights
United AirlinesPriceFrom $209Free CancellationRating
7.4
9,899 reviews
Search United Airlines flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lake Geneva
Schaumburg
South Haven
Rockford
Merrillville
Gurnee
Rosemont
Naperville
Orland Park
Oak Brook
New Buffalo
Joliet
Kenosha
Hammond
Aurora
Racine
Janesville
Elgin
Evanston
South Holland

Why use momondo?

Why should I use momondo to find a flight deal from Virginia to Chicago?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Virginia to Chicago. momondo saves you time and could save you money on your trip.

Can I find flights from Virginia to Chicago with flexible booking policies on momondo?

momondo does allow users to show only those flights to Chicago from Virginia which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Virginia to Chicago?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Virginia.

I’m not ready to book a flight from Virginia to Chicago right now. Can momondo alert me if prices change?

Price alerts on flights to Chicago from Virginia are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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