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Cheap flights from Virginia to Chicago from $55

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 1/26. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
1:58 pm - 3:23 pmRDU-ORD
2h 25mnonstop
Frontier Logo
5:30 am - 2:05 pmORD-RDU
7h 35m1 stop
$126Frontier
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Thu, Nov 20 - Mon, Nov 24
Frontier Logo
5:33 pm - 12:10 amRDU-ORD
7h 37m1 stop
Frontier Logo
11:44 am - 12:12 amORD-RDU
11h 28m1 stop
$127Frontier
Find Deal
Sat, Nov 22 - Mon, Dec 15
United Airlines Logo
6:20 am - 7:46 amRDU-ORD
2h 26mnonstop
United Airlines Logo
2:05 pm - 5:08 pmORD-RDU
2h 03mnonstop
$149United Airlines
Find Deal
Tue, Dec 2 - Tue, Dec 9
United Airlines Logo
10:00 am - 11:25 amRDU-ORD
2h 25mnonstop
United Airlines Logo
7:10 am - 10:14 amORD-RDU
2h 04mnonstop
$158United Airlines
Find Deal
Sat, Dec 6 - Thu, Dec 11
Multiple Airlines Logo
9:00 am - 2:31 pmIAD-ORD
6h 31m1 stop
Multiple Airlines Logo
7:41 pm - 4:24 pmORD-IAD
19h 43m2 stops
$160Multiple Airlines
Find Deal
Wed, Dec 10 - Sat, Dec 13
Multiple Airlines Logo
8:44 am - 11:06 pmIAD-ORD
15h 22m1 stop
Multiple Airlines Logo
4:22 pm - 2:29 pmORD-IAD
21h 07m1 stop
$162Multiple Airlines
Find Deal
Sun, Nov 23 - Tue, Dec 2
JetBlue Logo
4:55 pm - 8:52 pmDCA-ORD
4h 57m1 stop
JetBlue Logo
1:43 pm - 10:59 pmORD-DCA
8h 16m1 stop
$169JetBlue
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Tue, Nov 18 - Thu, Nov 20
JetBlue Logo
6:15 am - 1:10 pmDCA-ORD
7h 55m1 stop
JetBlue Logo
2:05 pm - 10:47 pmORD-DCA
7h 42m1 stop
$177JetBlue
Find Deal
Fri, Jan 9 - Sat, Jan 10
Spirit Airlines Logo
8:02 pm - 8:09 pmORF-ORD
25h 07m3 stops
Spirit Airlines Logo
7:10 am - 7:16 pmORD-ORF
11h 06m1 stop
$191Spirit Airlines
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Wed, Dec 3 - Sat, Dec 6
Spirit Airlines Logo
6:45 am - 5:52 pmORF-ORD
12h 07m1 stop
Spirit Airlines Logo
12:44 pm - 9:48 pmORD-ORF
8h 04m1 stop
$193Spirit Airlines
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Fri, Jan 9 - Sun, Jan 11

JetBlue flights from Virginia to Chicago O'Hare Intl Airport

Our best JetBlue deals on Virginia to Chicago O'Hare Intl Airport flight tickets
JetBlue
Nov 18
DCA4:55 pmWashington, D.C. Reagan-National
4h 57m
1 stop
ORD8:52 pmChicago O'Hare Intl
Nov 20
ORD1:43 pmChicago O'Hare Intl
8h 16m
1 stop
DCA10:59 pmWashington, D.C. Reagan-National
$169
Find similar
JetBlue
Jan 9
DCA6:15 amWashington, D.C. Reagan-National
7h 55m
1 stop
ORD1:10 pmChicago O'Hare Intl
Jan 10
ORD2:05 pmChicago O'Hare Intl
7h 42m
1 stop
DCA10:47 pmWashington, D.C. Reagan-National
$177
Find similar
JetBlue
Jan 9
DCA6:15 amWashington, D.C. Reagan-National
7h 55m
1 stop
ORD1:10 pmChicago O'Hare Intl
Jan 12
ORD2:05 pmChicago O'Hare Intl
7h 42m
1 stop
DCA10:47 pmWashington, D.C. Reagan-National
$178
Find similar

Frontier flights from Virginia to Chicago O'Hare Intl Airport

Our best Frontier deals on Virginia to Chicago O'Hare Intl Airport flight tickets
Frontier
Nov 20
RDU1:58 pmRaleigh-Durham
2h 25m
ORD3:23 pmChicago O'Hare Intl
Nov 24
ORD5:30 amChicago O'Hare Intl
7h 35m
1 stop
RDU2:05 pmRaleigh-Durham
$126
Find similar
Frontier
Nov 22
RDU5:33 pmRaleigh-Durham
7h 37m
1 stop
ORD12:10 amChicago O'Hare Intl
Dec 15
ORD11:44 amChicago O'Hare Intl
11h 28m
1 stop
RDU12:12 amRaleigh-Durham
$127
Find similar
Frontier
Nov 18
RDU6:10 amRaleigh-Durham
6h 04m
1 stop
ORD11:14 amChicago O'Hare Intl
Nov 20
ORD6:00 amChicago O'Hare Intl
11h 19m
1 stop
RDU6:19 pmRaleigh-Durham
$128
Find similar

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 November 6, 2025.
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

RaleighChicago

RDU - ORD

RDUORD

Raleigh-Durham

Thu 11/20

1:58 pm-3:23 pm

Nonstop2h 25m

Chicago O'Hare Intl

Mon 11/24

5:30 am-2:05 pm

1 stop7h 35m

$126

RaleighChicago

RDU - ORD

RDUORD

Raleigh-Durham

Sat 11/22

5:33 pm-12:10 am

1 stop7h 37m

Chicago O'Hare Intl

Mon 12/15

11:44 am-12:12 am

1 stop11h 28m

$127

RaleighChicago

RDU - ORD

RDUORD

Raleigh-Durham

Tue 12/2

6:20 am-7:46 am

Nonstop2h 26m

Chicago O'Hare Intl

Tue 12/9

2:05 pm-5:08 pm

Nonstop2h 03m

$149

RaleighChicago

RDU - ORD

RDUORD

Raleigh-Durham

Sat 12/6

10:00 am-11:25 am

Nonstop2h 25m

Chicago O'Hare Intl

Thu 12/11

7:10 am-10:14 am

Nonstop2h 04m

$158

Washington, D.C.Chicago

IAD - ORD

IADORD

Washington, D.C. Dulles Intl

Wed 12/10

9:00 am-2:31 pm

1 stop6h 31m

Chicago O'Hare Intl

Sat 12/13

7:41 pm-4:24 pm

2 stops19h 43m

$160

Washington, D.C.Chicago

IAD - ORD

IADORD

Washington, D.C. Dulles Intl

Sun 11/23

8:44 am-11:06 pm

1 stop15h 22m

Chicago O'Hare Intl

Tue 12/2

4:22 pm-2:29 pm

1 stop21h 07m

$162

Washington, D.C.Chicago

DCA - ORD

DCAORD

Washington, D.C. Reagan-National

Tue 11/18

4:55 pm-8:52 pm

1 stop4h 57m

Chicago O'Hare Intl

Thu 11/20

1:43 pm-10:59 pm

1 stop8h 16m

$169

Washington, D.C.Chicago

DCA - ORD

DCAORD

Washington, D.C. Reagan-National

Fri 1/9

6:15 am-1:10 pm

1 stop7h 55m

Chicago O'Hare Intl

Sat 1/10

2:05 pm-10:47 pm

1 stop7h 42m

$177

NorfolkChicago

ORF - ORD

ORFORD

Norfolk

Wed 12/3

8:02 pm-8:09 pm

3 stops25h 07m

Chicago O'Hare Intl

Sat 12/6

7:10 am-7:16 pm

1 stop11h 06m

$191

NorfolkChicago

ORF - ORD

ORFORD

Norfolk

Fri 1/9

6:45 am-5:52 pm

1 stop12h 07m

Chicago O'Hare Intl

Sun 1/11

12:44 pm-9:48 pm

1 stop8h 04m

$193

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 September is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Virginia averaging around $339.

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 $481. This is often the case because there is less demand to fly during this day of the week. On the other hand, Monday 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 $724.

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 $390 when looking at flights departing in the evening. Try not to purchase tickets in the morning because they tend to be around $542. 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 Richmond Byrd Intl to Chicago O'Hare Intl for the best Virginia - Chicago O'Hare Intl flight prices

How far in advance should I book a flight 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 $370 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 $223 on momondo.

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

There are 4 cabin classes available to choose from on Virginia to Chicago O'Hare Intl 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 49% 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

$184

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 $184. The best round-trip flight deal from Virginia to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $302.
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

  • 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
Spirit AirlinesPriceFrom $65Free CancellationRating
6.3
8,122 reviews
Search Spirit Airlines flights
DeltaPriceFrom $108Free CancellationRating
7.9
8,001 reviews
Search Delta flights
FrontierPriceFrom $168Free CancellationRating
5.8
3,116 reviews
Search Frontier flights
American AirlinesPriceFrom $209Free CancellationRating
7.2
11,040 reviews
Search American Airlines flights
United AirlinesPriceFrom $215Free CancellationRating
7.4
9,007 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
South Haven
Schaumburg
Rockford
Merrillville
Gurnee
Naperville
Rosemont
Kenosha
New Buffalo
Joliet
Oak Brook
Orland Park
Racine
Hammond
Tinley Park
Janesville
Aurora
Elgin
Benton Harbor

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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