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Cheap flights from Virginia to Chicago from $111

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
2:10 pm - 3:30 pmSHD  Staunton Shenandoah Valley-ORD Chicago O'Hare Intl
2h 20mnonstop
American Airlines Logo
6:20 pm - 9:24 pmORD  Chicago O'Hare Intl-SHD Staunton Shenandoah Valley
2h 04mnonstop
$234American Airlines
Wed, Jan 6 - Sat, Jan 9
American Airlines Logo
1:41 pm - 3:00 pmSHD  Staunton Shenandoah Valley-ORD Chicago O'Hare Intl
2h 19mnonstop
American Airlines Logo
6:50 pm - 9:59 pmORD  Chicago O'Hare Intl-SHD Staunton Shenandoah Valley
2h 09mnonstop
$234American Airlines
Thu, Dec 3 - Sun, Dec 6
JetBlue Logo
6:30 am - 11:33 pmORF  Norfolk-ORD Chicago O'Hare Intl
18h 03m1 stop Fort Lauderdale
JetBlue Logo
7:00 am - 8:59 pmORD  Chicago O'Hare Intl-ORF Norfolk
12h 59m1 stop Fort Lauderdale
$303JetBlue
Tue, Dec 8 - Tue, Dec 15
JetBlue Logo
6:30 am - 11:33 pmORF  Norfolk-ORD Chicago O'Hare Intl
18h 03m1 stop Fort Lauderdale
JetBlue Logo
7:00 am - 8:59 pmORD  Chicago O'Hare Intl-ORF Norfolk
12h 59m1 stop Fort Lauderdale
$303JetBlue
Tue, Dec 8 - Tue, Dec 15
Frontier Logo
7:24 pm - 7:17 amORF  Norfolk-ORD Chicago O'Hare Intl
12h 53m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
10:29 pm - 6:31 pmORD  Chicago O'Hare Intl-ORF Norfolk
19h 02m1 stop Atlanta Hartsfield-Jackson
$306Frontier
Wed, Dec 2 - Thu, Dec 10
Multiple Airlines Logo
6:00 am - 9:29 pmORF  Norfolk-ORD Chicago O'Hare Intl
16h 29m2 stops Orlando Atlanta Hartsfield-Jackson
Multiple Airlines Logo
8:30 am - 6:31 pmORD  Chicago O'Hare Intl-ORF Norfolk
9h 01m1 stop Atlanta Hartsfield-Jackson
$306Multiple Airlines
Mon, Dec 7 - Wed, Dec 9
Frontier Logo
5:14 pm - 1:08 amORF  Norfolk-ORD Chicago O'Hare Intl
8h 54m1 stop Orlando
Frontier Logo
5:58 am - 6:21 pmORD  Chicago O'Hare Intl-ORF Norfolk
11h 23m1 stop Atlanta Hartsfield-Jackson
$308Frontier
Wed, Dec 30 - Sat, Jan 2
Multiple Airlines Logo
8:30 pm - 10:15 amRIC  Richmond Byrd Intl-ORD Chicago O'Hare Intl
14h 45m1 stop Tampa
Multiple Airlines Logo
4:47 pm - 2:18 pmORD  Chicago O'Hare Intl-RIC Richmond Byrd Intl
20h 31m2 stops Fort Lauderdale Jacksonville
$313Multiple Airlines
Tue, Jan 12 - Sat, Jan 16
United Airlines Logo
8:00 am - 9:34 amRIC  Richmond Byrd Intl-ORD Chicago O'Hare Intl
2h 34mnonstop
United Airlines Logo
4:20 pm - 7:40 pmORD  Chicago O'Hare Intl-RIC Richmond Byrd Intl
2h 20mnonstop
$319United Airlines
Wed, Dec 23 - Wed, Dec 23
United Airlines Logo
12:15 pm - 1:59 pmORF  Norfolk-ORD Chicago O'Hare Intl
2h 44mnonstop
United Airlines Logo
5:59 pm - 9:21 pmORD  Chicago O'Hare Intl-ORF Norfolk
2h 22mnonstop
$319United Airlines
Tue, Dec 8 - Tue, Dec 15

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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
Dec 3
SHD1:41 pmStaunton Shenandoah Valley
2h 19m
ORD3:00 pmChicago O'Hare Intl
Dec 6
ORD6:50 pmChicago O'Hare Intl
2h 09m
SHD9:59 pmStaunton Shenandoah Valley
$234
American Airlines
Mar 2
SHD1:38 pmStaunton Shenandoah Valley
2h 22m
ORD3:00 pmChicago O'Hare Intl
Mar 7
ORD6:24 pmChicago O'Hare Intl
2h 08m
SHD9:32 pmStaunton Shenandoah Valley
$254
American Airlines
Jan 4
SHD1:13 pmStaunton Shenandoah Valley
2h 19m
ORD2:32 pmChicago O'Hare Intl
Jan 9
ORD6:20 pmChicago O'Hare Intl
2h 04m
SHD9:24 pmStaunton Shenandoah Valley
$284

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
Dec 2
ORF7:24 pmNorfolk
12h 53m
1 stop
ORD7:17 amChicago O'Hare Intl
Dec 10
ORD10:29 pmChicago O'Hare Intl
19h 02m
1 stop
ORF6:31 pmNorfolk
$306
Frontier
Dec 30
ORF5:14 pmNorfolk
8h 54m
1 stop
ORD1:08 amChicago O'Hare Intl
Jan 4
ORD5:58 amChicago O'Hare Intl
11h 23m
1 stop
ORF6:21 pmNorfolk
$308
Frontier
Jan 15
ORF6:24 pmNorfolk
7h 06m
1 stop
ORD12:30 amChicago O'Hare Intl
Jan 18
ORD1:33 pmChicago O'Hare Intl
5h 20m
1 stop
ORF7:53 pmNorfolk
$310

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
Quickest round-trip

StauntonChicago

SHD Staunton Shenandoah Valley - ORD Chicago O'Hare Intl

SHDORD

Staunton Shenandoah Valley

Wed 1/6

2:10 pm-3:30 pm

Nonstop2h 20m

Chicago O'Hare Intl

Sat 1/9

6:20 pm-9:24 pm

Nonstop2h 04m

$234

StauntonChicago

SHD Staunton Shenandoah Valley - ORD Chicago O'Hare Intl

SHDORD

Staunton Shenandoah Valley

Thu 12/3

1:41 pm-3:00 pm

Nonstop2h 19m

Chicago O'Hare Intl

Sun 12/6

6:50 pm-9:59 pm

Nonstop2h 09m

$234

NorfolkChicago

ORF Norfolk - ORD Chicago O'Hare Intl

ORFORD

Norfolk

Tue 12/8

6:30 am-11:33 pm

1 stop18h 03m

Chicago O'Hare Intl

Tue 12/15

7:00 am-8:59 pm

1 stop12h 59m

$303

NorfolkChicago

ORF Norfolk - ORD Chicago O'Hare Intl

ORFORD

Norfolk

Tue 12/8

6:30 am-11:33 pm

1 stop18h 03m

Chicago O'Hare Intl

Tue 12/15

7:00 am-8:59 pm

1 stop12h 59m

$303

NorfolkChicago

ORF Norfolk - ORD Chicago O'Hare Intl

ORFORD

Norfolk

Wed 12/2

7:24 pm-7:17 am

1 stop12h 53m

Chicago O'Hare Intl

Thu 12/10

10:29 pm-6:31 pm

1 stop19h 02m

$306

NorfolkChicago

ORF Norfolk - ORD Chicago O'Hare Intl

ORFORD

Norfolk

Mon 12/7

6:00 am-9:29 pm

2 stops16h 29m

Chicago O'Hare Intl

Wed 12/9

8:30 am-6:31 pm

1 stop9h 01m

$306

NorfolkChicago

ORF Norfolk - ORD Chicago O'Hare Intl

ORFORD

Norfolk

Wed 12/30

5:14 pm-1:08 am

1 stop8h 54m

Chicago O'Hare Intl

Sat 1/2

5:58 am-6:21 pm

1 stop11h 23m

$308

RichmondChicago

RIC Richmond Byrd Intl - ORD Chicago O'Hare Intl

RICORD

Richmond Byrd Intl

Tue 1/12

8:30 pm-10:15 am

1 stop14h 45m

Chicago O'Hare Intl

Sat 1/16

4:47 pm-2:18 pm

2 stops20h 31m

$313

RichmondChicago

RIC Richmond Byrd Intl - ORD Chicago O'Hare Intl

RICORD

Richmond Byrd Intl

Wed 12/23

8:00 am-9:34 am

Nonstop2h 34m

Chicago O'Hare Intl

Wed 12/23

4:20 pm-7:40 pm

Nonstop2h 20m

$319

NorfolkChicago

ORF Norfolk - ORD Chicago O'Hare Intl

ORFORD

Norfolk

Tue 12/8

12:15 pm-1:59 pm

Nonstop2h 44m

Chicago O'Hare Intl

Tue 12/15

5:59 pm-9:21 pm

Nonstop2h 22m

$319

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 January is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Virginia averaging around $387.

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 $465. 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 $662.

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 $552. 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 $428 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 $367 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 25% 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

$111

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 $111. 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 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
United AirlinesPriceFrom $219Free CancellationRating
7.3
10,481 reviews
Search United Airlines flights
JetBluePriceFrom $220Free CancellationRating
7.1
3,072 reviews
Search JetBlue flights
FrontierPriceFrom $222Free CancellationRating
5.5
2,504 reviews
Search Frontier flights
American AirlinesPriceFrom $233Free CancellationRating
7.0
12,227 reviews
Search American Airlines flights

Traveling to a place near Chicago?

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

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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