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.

$38 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 4 - Mon, Nov 9

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

Fri, Oct 30 - Sun, Nov 1

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

2h 14mnonstop

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

1h 59mnonstop

$234American Airlines

Fri, Oct 23 - Wed, Oct 28

6:20 am - 7:42 amRIC Richmond Byrd Intl-ORD Chicago O'Hare Intl

2h 22mnonstop

9:20 pm - 12:34 amORD Chicago O'Hare Intl-RIC Richmond Byrd Intl

2h 14mnonstop

$308United Airlines

Fri, Dec 25 - Thu, Dec 31

5:30 pm - 7:00 pmRIC Richmond Byrd Intl-ORD Chicago O'Hare Intl

2h 30mnonstop

6:15 pm - 9:26 pmORD Chicago O'Hare Intl-RIC Richmond Byrd Intl

2h 11mnonstop

$308United Airlines

Sat, Oct 24 - Fri, Oct 30

8:35 am - 9:35 amRIC Richmond Byrd Intl-MDW Chicago Midway

2h 00mnonstop

12:45 pm - 3:40 pmMDW Chicago Midway-RIC Richmond Byrd Intl

1h 55mnonstop

$308Southwest

Fri, Dec 11 - Thu, Dec 17

8:10 am - 9:15 amRIC Richmond Byrd Intl-MDW Chicago Midway

2h 05mnonstop

7:00 pm - 9:55 pmMDW Chicago Midway-RIC Richmond Byrd Intl

1h 55mnonstop

$308Southwest

Fri, Dec 4 - Sun, Dec 6

1:59 pm - 9:18 amRIC Richmond Byrd Intl-ORD Chicago O'Hare Intl

20h 19m1 stop Orlando

5:24 pm - 1:04 pmORD Chicago O'Hare Intl-RIC Richmond Byrd Intl

18h 40m1 stop Orlando

$310Frontier

Fri, Dec 4 - Sun, Dec 6

1:59 pm - 8:48 pmRIC Richmond Byrd Intl-MDW Chicago Midway

7h 49m1 stop Orlando

9:37 pm - 1:04 pmMDW Chicago Midway-RIC Richmond Byrd Intl

14h 27m1 stop Orlando

$310Frontier

Wed, Oct 28 - Wed, Nov 4

5:36 pm - 11:57 pmRIC Richmond Byrd Intl-ORD Chicago O'Hare Intl

7h 21m1 stop Atlanta Hartsfield-Jackson

10:05 am - 4:55 pmORD Chicago O'Hare Intl-RIC Richmond Byrd Intl

5h 50m1 stop New York LaGuardia

$317Delta

Sat, Nov 7 - Wed, Nov 11

2:55 pm - 7:11 pmRIC Richmond Byrd Intl-ORD Chicago O'Hare Intl

5h 16m1 stop Atlanta Hartsfield-Jackson

6:00 am - 12:13 pmORD Chicago O'Hare Intl-RIC Richmond Byrd Intl

5h 13m1 stop New York LaGuardia

$317Delta

Recent last minute flight deals from Virginia to Chicago

Fri, Oct 9 - Sun, Oct 11

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

Fri, Oct 9 - Mon, Oct 12

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

Mon, Oct 5 - Wed, Oct 7

5:51 pm - 10:59 pmRIC Richmond Byrd Intl-ORD Chicago O'Hare Intl

6h 08m1 stop Orlando

3:50 pm - 3:05 pmORD Chicago O'Hare Intl-RIC Richmond Byrd Intl

22h 15m1 stop Orlando

$376Frontier

Sun, Oct 4 - Tue, Oct 6

1:18 pm - 6:23 pmORF Norfolk-ORD Chicago O'Hare Intl

6h 05m1 stop Atlanta Hartsfield-Jackson

3:50 pm - 6:48 pmORD Chicago O'Hare Intl-ORF Norfolk

25h 58m1 stop Orlando

$376Frontier

Thu, Oct 8 - Sat, Oct 10

6:45 am - 7:52 amCHO Charlottesville Albemarle-ORD Chicago O'Hare Intl

2h 07mnonstop

2:07 pm - 5:18 pmORD Chicago O'Hare Intl-CHO Charlottesville Albemarle

2h 11mnonstop

$429United Airlines

Thu, Oct 8 - Sat, Oct 10

6:25 am - 11:46 amCHO Charlottesville Albemarle-ORD Chicago O'Hare Intl

6h 21m1 stop Washington, D.C. Dulles Intl

5:50 pm - 8:59 pmORD Chicago O'Hare Intl-CHO Charlottesville Albemarle

2h 09mnonstop

$439United Airlines

Tue, Oct 6 - Wed, Oct 14

6:38 pm - 11:57 pmROA Roanoke-ORD Chicago O'Hare Intl

6h 19m1 stop Atlanta Hartsfield-Jackson

2:30 pm - 10:49 pmORD Chicago O'Hare Intl-ROA Roanoke

7h 19m1 stop New York LaGuardia

$444Delta

Tue, Oct 6 - Tue, Oct 13

7:10 am - 1:08 pmROA Roanoke-ORD Chicago O'Hare Intl

6h 58m1 stop New York LaGuardia

2:30 pm - 10:49 pmORD Chicago O'Hare Intl-ROA Roanoke

7h 19m1 stop New York LaGuardia

$444Delta

Wed, Oct 7 - Tue, Oct 13

8:00 am - 10:59 pmORF Norfolk-ORD Chicago O'Hare Intl

15h 59m1 stop Orlando

7:44 pm - 6:46 pmORD Chicago O'Hare Intl-ORF Norfolk

22h 02m2 stops Atlanta Hartsfield-Jackson Orlando

$469Multiple Airlines

Sat, Oct 3 - Mon, Oct 5

8:00 am - 10:59 pmORF Norfolk-ORD Chicago O'Hare Intl

15h 59m1 stop Orlando

3:50 pm - 6:48 pmORD Chicago O'Hare Intl-ORF Norfolk

25h 58m1 stop Orlando

$506Multiple Airlines

Recent direct flight deals from Virginia to Chicago

Wed, Nov 4 - Mon, Nov 9

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

Sun, Nov 22 - Fri, Nov 27

1:43 pm - 3:06 pmSHD Staunton Shenandoah Valley-ORD Chicago O'Hare Intl

2h 23mnonstop

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

2h 05mnonstop

$234American Airlines

Wed, Feb 24 - Sat, Feb 27

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

$234American Airlines

Sat, Jan 23 - Wed, Jan 27

2:10 pm - 3:30 pmSHD Staunton Shenandoah Valley-ORD Chicago O'Hare Intl

2h 20mnonstop

6:29 pm - 9:33 pmORD Chicago O'Hare Intl-SHD Staunton Shenandoah Valley

2h 04mnonstop

$234American Airlines

Fri, Oct 23 - Wed, Oct 28

6:20 am - 7:42 amRIC Richmond Byrd Intl-ORD Chicago O'Hare Intl

2h 22mnonstop

9:20 pm - 12:34 amORD Chicago O'Hare Intl-RIC Richmond Byrd Intl

2h 14mnonstop

$308United Airlines

Fri, Dec 25 - Thu, Dec 31

5:30 pm - 7:00 pmRIC Richmond Byrd Intl-ORD Chicago O'Hare Intl

2h 30mnonstop

6:15 pm - 9:26 pmORD Chicago O'Hare Intl-RIC Richmond Byrd Intl

2h 11mnonstop

$308United Airlines

Sat, Oct 24 - Fri, Oct 30

8:35 am - 9:35 amRIC Richmond Byrd Intl-MDW Chicago Midway

2h 00mnonstop

12:45 pm - 3:40 pmMDW Chicago Midway-RIC Richmond Byrd Intl

1h 55mnonstop

$308Southwest

Fri, Dec 11 - Thu, Dec 17

8:10 am - 9:15 amRIC Richmond Byrd Intl-MDW Chicago Midway

2h 05mnonstop

7:00 pm - 9:55 pmMDW Chicago Midway-RIC Richmond Byrd Intl

1h 55mnonstop

$308Southwest

Fri, Oct 23 - Wed, Oct 28

7:35 pm - 8:35 pmRIC Richmond Byrd Intl-MDW Chicago Midway

2h 00mnonstop

6:05 pm - 9:05 pmMDW Chicago Midway-RIC Richmond Byrd Intl

2h 00mnonstop

$308Southwest

Wed, Oct 28 - Sat, Oct 31

12:04 pm - 1:48 pmORF Norfolk-ORD Chicago O'Hare Intl

2h 44mnonstop

10:59 am - 2:22 pmORD Chicago O'Hare Intl-ORF Norfolk

2h 23mnonstop

$317United Airlines

Useful Info

Low season	January
High season	October
Cheapest flight	$38

Best time to beat the crowds with an average 20% drop in price.

Most popular time to fly with an average 5% 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

Schererville

Munster

Chesterton

Porter

Monticello

Saint John

Griffith

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$38 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