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Cheap flights from Virginia to Chicago from $107

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.
American Airlines Logo
1:46 pm - 3:00 pmSHD  Staunton Shenandoah Valley-ORD Chicago O'Hare Intl
2h 14mnonstop
American Airlines Logo
6:20 pm - 9:26 pmORD  Chicago O'Hare Intl-SHD Staunton Shenandoah Valley
2h 06mnonstop
$234American Airlines
Thu, Oct 15 - Sun, Oct 18
American Airlines Logo
1:46 pm - 3:00 pmSHD  Staunton Shenandoah Valley-ORD Chicago O'Hare Intl
2h 14mnonstop
American Airlines Logo
6:20 pm - 9:19 pmORD  Chicago O'Hare Intl-SHD Staunton Shenandoah Valley
1h 59mnonstop
$234American Airlines
Thu, Oct 29 - Sun, Nov 1
United Airlines Logo
6:00 am - 7:32 amRIC  Richmond Byrd Intl-ORD Chicago O'Hare Intl
2h 32mnonstop
United Airlines Logo
3:35 pm - 11:16 pmORD  Chicago O'Hare Intl-RIC Richmond Byrd Intl
6h 41m1 stop Newark
$307United Airlines
Sat, Dec 12 - Sat, Dec 12
United Airlines Logo
7:30 am - 12:00 pmRIC  Richmond Byrd Intl-ORD Chicago O'Hare Intl
5h 30m1 stop Newark
United Airlines Logo
11:10 am - 2:25 pmORD  Chicago O'Hare Intl-RIC Richmond Byrd Intl
2h 15mnonstop
$307United Airlines
Wed, Oct 21 - Wed, Oct 28
Frontier Logo
3:21 pm - 12:42 amRIC  Richmond Byrd Intl-ORD Chicago O'Hare Intl
10h 21m1 stop Orlando
Frontier Logo
5:12 pm - 2:26 pmORD  Chicago O'Hare Intl-RIC Richmond Byrd Intl
20h 14m1 stop Orlando
$316Frontier
Fri, Nov 20 - Sun, Nov 22
Frontier Logo
1:31 pm - 6:45 pmORF  Norfolk-ORD Chicago O'Hare Intl
6h 14m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
7:50 pm - 12:49 pmORD  Chicago O'Hare Intl-ORF Norfolk
15h 59m1 stop Atlanta Hartsfield-Jackson
$317Frontier
Thu, Nov 5 - Mon, Nov 9
Delta Logo
4:58 pm - 9:43 pmRIC  Richmond Byrd Intl-ORD Chicago O'Hare Intl
5h 45m1 stop New York John F Kennedy Intl
Delta Logo
5:30 am - 11:40 amORD  Chicago O'Hare Intl-RIC Richmond Byrd Intl
5h 10m1 stop Atlanta Hartsfield-Jackson
$317Delta
Sat, Nov 7 - Wed, Nov 11
Delta Logo
7:40 am - 12:13 pmRIC  Richmond Byrd Intl-ORD Chicago O'Hare Intl
5h 33m1 stop Atlanta Hartsfield-Jackson
Delta Logo
8:45 am - 5:02 pmORD  Chicago O'Hare Intl-RIC Richmond Byrd Intl
7h 17m1 stop New York LaGuardia
$317Delta
Wed, Nov 4 - Mon, Nov 9
Multiple Airlines Logo
1:31 pm - 6:45 pmORF  Norfolk-ORD Chicago O'Hare Intl
6h 14m1 stop Atlanta Hartsfield-Jackson
Multiple Airlines Logo
7:50 pm - 12:18 amORD  Chicago O'Hare Intl-ORF Norfolk
27h 28m2 stops Atlanta Hartsfield-Jackson Jacksonville
$318Multiple Airlines
Thu, Oct 29 - Sun, Nov 1
Multiple Airlines Logo
8:00 am - 5:03 pmORF  Norfolk-ORD Chicago O'Hare Intl
10h 03m1 stop Orlando
Multiple Airlines Logo
7:50 pm - 12:49 pmORD  Chicago O'Hare Intl-ORF Norfolk
15h 59m1 stop Atlanta Hartsfield-Jackson
$328Multiple Airlines
Wed, Nov 4 - Mon, Nov 9

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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
RIC3:21 pmRichmond Byrd Intl
10h 21m
1 stop
ORD12:42 amChicago O'Hare Intl
Nov 22
ORD5:12 pmChicago O'Hare Intl
20h 14m
1 stop
RIC2:26 pmRichmond Byrd Intl
$316
Frontier
Oct 22
ORF1:23 pmNorfolk
6h 08m
1 stop
ORD6:31 pmChicago O'Hare Intl
Oct 25
ORD7:44 pmChicago O'Hare Intl
18h 09m
2 stops
ORF2:53 pmNorfolk
$318
Frontier
Oct 22
RIC3:50 pmRichmond Byrd Intl
16h 41m
1 stop
ORD7:31 amChicago O'Hare Intl
Oct 25
ORD8:26 amChicago O'Hare Intl
5h 39m
1 stop
RIC3:05 pmRichmond Byrd Intl
$320

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
Oct 29
SHD1:46 pmStaunton Shenandoah Valley
2h 14m
ORD3:00 pmChicago O'Hare Intl
Nov 2
ORD6:20 pmChicago O'Hare Intl
1h 59m
SHD9:19 pmStaunton Shenandoah Valley
$234
American Airlines
Nov 5
RIC7:59 pmRichmond Byrd Intl
5h 02m
1 stop
ORD12:01 amChicago O'Hare Intl
Nov 9
ORD7:07 pmChicago O'Hare Intl
2h 10m
RIC10:17 pmRichmond Byrd Intl
$307
American Airlines
Oct 15
SHD1:46 pmStaunton Shenandoah Valley
2h 14m
ORD3:00 pmChicago O'Hare Intl
Oct 18
ORD6:20 pmChicago O'Hare Intl
2h 06m
SHD9:26 pmStaunton Shenandoah Valley
$309

momondo Fare Finder

 
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

StauntonChicago

SHD Staunton Shenandoah Valley - ORD Chicago O'Hare Intl

SHDORD

Staunton Shenandoah Valley

Thu 10/15

1:46 pm-3:00 pm

Nonstop2h 14m

Chicago O'Hare Intl

Sun 10/18

6:20 pm-9:26 pm

Nonstop2h 06m

$234
Quickest round-trip

StauntonChicago

SHD Staunton Shenandoah Valley - ORD Chicago O'Hare Intl

SHDORD

Staunton Shenandoah Valley

Thu 10/29

1:46 pm-3:00 pm

Nonstop2h 14m

Chicago O'Hare Intl

Sun 11/1

6:20 pm-9:19 pm

Nonstop1h 59m

$234

RichmondChicago

RIC Richmond Byrd Intl - ORD Chicago O'Hare Intl

RICORD

Richmond Byrd Intl

Sat 12/12

6:00 am-7:32 am

Nonstop2h 32m

Chicago O'Hare Intl

Sat 12/12

3:35 pm-11:16 pm

1 stop6h 41m

$307

RichmondChicago

RIC Richmond Byrd Intl - ORD Chicago O'Hare Intl

RICORD

Richmond Byrd Intl

Wed 10/21

7:30 am-12:00 pm

1 stop5h 30m

Chicago O'Hare Intl

Wed 10/28

11:10 am-2:25 pm

Nonstop2h 15m

$307

RichmondChicago

RIC Richmond Byrd Intl - ORD Chicago O'Hare Intl

RICORD

Richmond Byrd Intl

Fri 11/20

3:21 pm-12:42 am

1 stop10h 21m

Chicago O'Hare Intl

Sun 11/22

5:12 pm-2:26 pm

1 stop20h 14m

$316

NorfolkChicago

ORF Norfolk - ORD Chicago O'Hare Intl

ORFORD

Norfolk

Thu 11/5

1:31 pm-6:45 pm

1 stop6h 14m

Chicago O'Hare Intl

Mon 11/9

7:50 pm-12:49 pm

1 stop15h 59m

$317

RichmondChicago

RIC Richmond Byrd Intl - ORD Chicago O'Hare Intl

RICORD

Richmond Byrd Intl

Sat 11/7

4:58 pm-9:43 pm

1 stop5h 45m

Chicago O'Hare Intl

Wed 11/11

5:30 am-11:40 am

1 stop5h 10m

$317

RichmondChicago

RIC Richmond Byrd Intl - ORD Chicago O'Hare Intl

RICORD

Richmond Byrd Intl

Wed 11/4

7:40 am-12:13 pm

1 stop5h 33m

Chicago O'Hare Intl

Mon 11/9

8:45 am-5:02 pm

1 stop7h 17m

$317

NorfolkChicago

ORF Norfolk - ORD Chicago O'Hare Intl

ORFORD

Norfolk

Thu 10/29

1:31 pm-6:45 pm

1 stop6h 14m

Chicago O'Hare Intl

Sun 11/1

7:50 pm-12:18 am

2 stops27h 28m

$318

NorfolkChicago

ORF Norfolk - ORD Chicago O'Hare Intl

ORFORD

Norfolk

Wed 11/4

8:00 am-5:03 pm

1 stop10h 03m

Chicago O'Hare Intl

Mon 11/9

7:50 pm-12:49 pm

1 stop15h 59m

$328

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 April is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Virginia averaging around $380.

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 $462. 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 $650.

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 $549. 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 Staunton Shenandoah Valley 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 $418 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 $341 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 5% 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

$107

Fastest flight time

2h 05m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from Virginia in the past 72 hours is $107. The best round-trip flight deal from Virginia to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $234.
The fastest flight from Virginia to Chicago O'Hare Intl Airport takes 2h 05m
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 $176Free CancellationRating
5.6
2,568 reviews
Search Frontier flights
United AirlinesPriceFrom $209Free CancellationRating
7.4
10,245 reviews
Search United Airlines flights
JetBluePriceFrom $220Free CancellationRating
7.1
3,039 reviews
Search JetBlue flights
American AirlinesPriceFrom $229Free CancellationRating
7.0
12,097 reviews
Search American Airlines flights
DeltaPriceFrom $260Free CancellationRating
7.8
8,605 reviews
Search Delta flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
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Hammond
Aurora
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Janesville
Evanston
Skokie

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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