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.

$114 CHEAP FLIGHTS from Virginia to Chicago

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Cheap Flights from Virginia to Chicago

Discover the best prices for you by selecting your travel dates on KAYAK.

Round-trip

One-way

Last minute

Direct

Recent round-trip flight deals from Virginia to Chicago

Wed, Nov 18 - Sun, Nov 22

1:43 pm - 3:00 pmSHD Staunton Shenandoah Valley-ORD Chicago O'Hare Intl

2h 17mnonstop

6:27 pm - 9:32 pmORD Chicago O'Hare Intl-SHD Staunton Shenandoah Valley

2h 05mnonstop

$234American Airlines

Fri, Dec 18 - Mon, Dec 21

1:13 pm - 2:32 pmSHD Staunton Shenandoah Valley-ORD Chicago O'Hare Intl

2h 19mnonstop

6:59 pm - 10:08 pmORD Chicago O'Hare Intl-SHD Staunton Shenandoah Valley

2h 09mnonstop

$234American Airlines

Thu, Nov 12 - Wed, Nov 18

8:40 am - 1:09 pmRIC Richmond Byrd Intl-ORD Chicago O'Hare Intl

5h 29m1 stop Newark

7:44 am - 11:02 amORD Chicago O'Hare Intl-RIC Richmond Byrd Intl

2h 18mnonstop

$307United Airlines

Thu, Dec 10 - Fri, Dec 11

7:05 am - 8:10 amRIC Richmond Byrd Intl-MDW Chicago Midway

2h 05mnonstop

5:05 am - 10:50 amMDW Chicago Midway-RIC Richmond Byrd Intl

4h 45m1 stop Baltimore/Washington

$307Southwest

Tue, Dec 22 - Fri, Dec 25

6:15 pm - 11:10 pmRIC Richmond Byrd Intl-MDW Chicago Midway

5h 55m1 stop Baltimore/Washington

1:15 pm - 4:00 pmMDW Chicago Midway-RIC Richmond Byrd Intl

1h 45mnonstop

$307Southwest

Sat, Nov 21 - Sun, Nov 22

3:29 pm - 12:43 amRIC Richmond Byrd Intl-ORD Chicago O'Hare Intl

10h 14m1 stop Orlando

5:12 pm - 2:34 pmORD Chicago O'Hare Intl-RIC Richmond Byrd Intl

20h 22m1 stop Orlando

$310Frontier

Thu, Nov 5 - Mon, Nov 9

1:31 pm - 6:45 pmORF Norfolk-ORD Chicago O'Hare Intl

6h 14m1 stop Atlanta Hartsfield-Jackson

7:55 am - 12:04 pmORD Chicago O'Hare Intl-ORF Norfolk

27h 09m2 stops Fort Lauderdale Jacksonville

$311Multiple Airlines

Fri, Dec 11 - Mon, Dec 14

1:59 pm - 1:08 amRIC Richmond Byrd Intl-ORD Chicago O'Hare Intl

12h 09m1 stop Orlando

5:35 am - 1:04 pmORD Chicago O'Hare Intl-RIC Richmond Byrd Intl

6h 29m1 stop Orlando

$315Frontier

Wed, Dec 9 - Fri, Dec 11

7:00 am - 10:00 pmORF Norfolk-ORD Chicago O'Hare Intl

16h 00m2 stops Tampa Atlanta Hartsfield-Jackson

10:37 pm - 6:31 pmORD Chicago O'Hare Intl-ORF Norfolk

18h 54m1 stop Atlanta Hartsfield-Jackson

$315Multiple Airlines

Tue, Dec 22 - Tue, Jan 5

6:00 am - 7:45 amORF Norfolk-ORD Chicago O'Hare Intl

2h 45mnonstop

5:59 pm - 9:27 pmORD Chicago O'Hare Intl-ORF Norfolk

2h 28mnonstop

$317United Airlines

Recent last minute flight deals from Virginia to Chicago

Tue, Oct 20 - Tue, Nov 3

1:19 pm - 11:43 pmORF Norfolk-MDW Chicago Midway

11h 24m1 stop Atlanta Hartsfield-Jackson

6:16 am - 12:49 pmMDW Chicago Midway-ORF Norfolk

5h 33m1 stop Atlanta Hartsfield-Jackson

$320Frontier

Tue, Oct 20 - Tue, Nov 3

1:19 pm - 6:31 pmORF Norfolk-ORD Chicago O'Hare Intl

6h 12m1 stop Atlanta Hartsfield-Jackson

9:51 am - 6:44 pmORD Chicago O'Hare Intl-ORF Norfolk

7h 53m1 stop Orlando

$329Frontier

Fri, Oct 23 - Fri, Oct 30

1:46 pm - 3:00 pmSHD Staunton Shenandoah Valley-ORD Chicago O'Hare Intl

2h 14mnonstop

6:20 pm - 9:26 pmORD Chicago O'Hare Intl-SHD Staunton Shenandoah Valley

2h 06mnonstop

$334American Airlines

Sat, Oct 24 - Sat, Oct 31

4:49 pm - 6:15 pmROA Roanoke-ORD Chicago O'Hare Intl

2h 26mnonstop

1:23 pm - 4:18 pmORD Chicago O'Hare Intl-ROA Roanoke

1h 55mnonstop

$394American Airlines

Sat, Oct 24 - Thu, Nov 12

10:53 am - 11:59 amROA Roanoke-ORD Chicago O'Hare Intl

2h 06mnonstop

5:55 pm - 9:01 pmORD Chicago O'Hare Intl-ROA Roanoke

2h 06mnonstop

$394United Airlines

Fri, Oct 23 - Fri, Oct 30

6:49 am - 8:00 amROA Roanoke-ORD Chicago O'Hare Intl

2h 11mnonstop

5:55 pm - 9:01 pmORD Chicago O'Hare Intl-ROA Roanoke

2h 06mnonstop

$414United Airlines

Tue, Oct 20 - Tue, Nov 3

1:19 pm - 11:43 pmORF Norfolk-MDW Chicago Midway

11h 24m1 stop Atlanta Hartsfield-Jackson

6:16 am - 6:03 pmMDW Chicago Midway-ORF Norfolk

34h 47m2 stops Atlanta Hartsfield-Jackson Jacksonville

$421Multiple Airlines

Sat, Oct 24 - Wed, Oct 28

9:19 am - 4:23 pmROA Roanoke-ORD Chicago O'Hare Intl

8h 04m1 stop New York LaGuardia

1:55 pm - 10:49 pmORD Chicago O'Hare Intl-ROA Roanoke

7h 54m2 stops Detroit Metropolitan Wayne County New York LaGuardia

$439Delta

Fri, Oct 23 - Wed, Oct 28

6:00 am - 10:11 amROA Roanoke-ORD Chicago O'Hare Intl

5h 11m1 stop Atlanta Hartsfield-Jackson

1:55 pm - 10:49 pmORD Chicago O'Hare Intl-ROA Roanoke

7h 54m2 stops Detroit Metropolitan Wayne County New York LaGuardia

$439Delta

Sun, Oct 25 - Sun, Nov 1

7:41 pm - 7:31 amORF Norfolk-ORD Chicago O'Hare Intl

12h 50m1 stop Orlando

7:00 am - 8:59 pmORD Chicago O'Hare Intl-ORF Norfolk

12h 59m1 stop Fort Lauderdale

$463Multiple Airlines

Recent direct flight deals from Virginia to Chicago

Wed, Nov 18 - Sun, Nov 22

1:43 pm - 3:00 pmSHD Staunton Shenandoah Valley-ORD Chicago O'Hare Intl

2h 17mnonstop

6:27 pm - 9:32 pmORD Chicago O'Hare Intl-SHD Staunton Shenandoah Valley

2h 05mnonstop

$234American Airlines

Fri, Dec 18 - Mon, Dec 21

1:13 pm - 2:32 pmSHD Staunton Shenandoah Valley-ORD Chicago O'Hare Intl

2h 19mnonstop

6:59 pm - 10:08 pmORD Chicago O'Hare Intl-SHD Staunton Shenandoah Valley

2h 09mnonstop

$234American Airlines

Thu, Dec 3 - Sat, Dec 5

1:41 pm - 3:00 pmSHD Staunton Shenandoah Valley-ORD Chicago O'Hare Intl

2h 19mnonstop

6:50 pm - 9:59 pmORD Chicago O'Hare Intl-SHD Staunton Shenandoah Valley

2h 09mnonstop

$234American Airlines

Sat, Nov 7 - Sun, Nov 8

1:43 pm - 3:00 pmSHD Staunton Shenandoah Valley-ORD Chicago O'Hare Intl

2h 17mnonstop

6:20 pm - 9:19 pmORD Chicago O'Hare Intl-SHD Staunton Shenandoah Valley

1h 59mnonstop

$234American Airlines

Tue, Nov 17 - Sat, Nov 21

8:00 am - 9:15 amORF Norfolk-MDW Chicago Midway

2h 15mnonstop

6:45 pm - 9:50 pmMDW Chicago Midway-ORF Norfolk

2h 05mnonstop

$317Southwest

Tue, Dec 22 - Tue, Jan 5

6:00 am - 7:45 amORF Norfolk-ORD Chicago O'Hare Intl

2h 45mnonstop

5:59 pm - 9:27 pmORD Chicago O'Hare Intl-ORF Norfolk

2h 28mnonstop

$317United Airlines

Wed, Nov 11 - Wed, Nov 18

6:10 am - 7:52 amORF Norfolk-ORD Chicago O'Hare Intl

2h 42mnonstop

7:29 am - 10:53 amORD Chicago O'Hare Intl-ORF Norfolk

2h 24mnonstop

$317United Airlines

Mon, Mar 29 - Fri, Apr 2

10:24 am - 11:42 amLYH Lynchburg Preston-Glenn Field-ORD Chicago O'Hare Intl

2h 18mnonstop

4:15 pm - 7:21 pmORD Chicago O'Hare Intl-LYH Lynchburg Preston-Glenn Field

2h 06mnonstop

$327United Airlines

Thu, Dec 10 - Fri, Dec 11

7:05 am - 8:10 amRIC Richmond Byrd Intl-MDW Chicago Midway

2h 05mnonstop

7:00 pm - 10:00 pmMDW Chicago Midway-RIC Richmond Byrd Intl

2h 00mnonstop

$331Southwest

Fri, Jan 15 - Mon, Jan 18

8:05 am - 9:30 amORF Norfolk-MDW Chicago Midway

2h 25mnonstop

5:50 pm - 8:50 pmMDW Chicago Midway-ORF Norfolk

2h 00mnonstop

$336Southwest

Useful Info

Low season	January
High season	July
Cheapest flight	$114

Best time to beat the crowds with an average 22% drop in price.

Most popular time to fly with an average 6% increase in price.

Flight from Norfolk to Chicago O'Hare Airport

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.

Merrillville

Hammond

Saint Joseph

Portage

Lansing

Valparaiso

Munster

Chesterton

Schererville

Porter

Monticello

Saint John

Griffith

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$114 Find Cheap Flights from Virginia to Chicago - Compare and Save

Cheap Flights from Virginia to Chicago

Recent round-trip flight deals from Virginia to Chicago

Recent one-way flight deals from Virginia to Chicago

Recent last minute flight deals from Virginia to Chicago

Recent direct flight deals from Virginia to Chicago

Good to know

Low season

High season

Cheapest flight

FAQs for booking flights from Virginia to Chicago

Traveling to a place near Chicago?

More options for your flight to Chicago

Complete your trip to Chicago with a hotel stay or car rental

Cabin class types available on flights to Virginia

Find direct flights for Chicago

Flights from domestic origins to Chicago

Choose which airport to fly into in Chicago

Flights to other popular destinations

Find deals for your return flight