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.

$100 CHEAP FLIGHTS from Virginia to Chicago

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Flight Deals

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

Sat, Nov 21 - Mon, Nov 30

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

Fri, Nov 20 - Mon, Nov 30

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

Thu, Dec 10 - Mon, Dec 14

6:05 pm - 9:30 pmORF Norfolk-MDW Chicago Midway

4h 25m1 stop Baltimore/Washington

1:20 pm - 9:15 pmMDW Chicago Midway-ORF Norfolk

6h 55m2 stops Atlanta Hartsfield-Jackson Baltimore/Washington

$309Southwest

Thu, Dec 10 - Fri, Dec 11

6:05 pm - 9:30 pmORF Norfolk-MDW Chicago Midway

4h 25m1 stop Baltimore/Washington

7:50 am - 5:15 pmMDW Chicago Midway-ORF Norfolk

8h 25m2 stops Buffalo Baltimore/Washington

$309Southwest

Thu, Dec 3 - Sun, Dec 6

5:30 pm - 6:03 pmORF Norfolk-ORD Chicago O'Hare Intl

25h 33m2 stops Orlando Atlanta Hartsfield-Jackson

10:37 pm - 4:14 pmORD Chicago O'Hare Intl-ORF Norfolk

16h 37m2 stops Atlanta Hartsfield-Jackson Orlando

$311Frontier

Fri, Dec 4 - Wed, Dec 16

5:30 pm - 11:33 amORF Norfolk-MDW Chicago Midway

19h 03m2 stops Orlando Atlanta Hartsfield-Jackson

12:28 pm - 4:19 pmMDW Chicago Midway-ORF Norfolk

26h 51m2 stops Atlanta Hartsfield-Jackson Orlando

$311Frontier

Fri, Dec 11 - Mon, Dec 14

5:25 pm - 10:54 pmORF Norfolk-MDW Chicago Midway

6h 29m1 stop Atlanta Hartsfield-Jackson

6:41 pm - 11:43 pmMDW Chicago Midway-ORF Norfolk

4h 02m1 stop Detroit Metropolitan Wayne County

$311Delta

Thu, Nov 19 - Mon, Nov 23

7:30 am - 12:13 amORF Norfolk-ORD Chicago O'Hare Intl

17h 43m2 stops Tampa Atlanta Hartsfield-Jackson

7:49 am - 6:49 pmORD Chicago O'Hare Intl-ORF Norfolk

10h 00m1 stop Atlanta Hartsfield-Jackson

$314Multiple Airlines

Thu, Dec 3 - Mon, Dec 7

7:30 am - 9:40 pmORF Norfolk-ORD Chicago O'Hare Intl

15h 10m2 stops Tampa Atlanta Hartsfield-Jackson

8:15 am - 6:31 pmORD Chicago O'Hare Intl-ORF Norfolk

9h 16m1 stop Atlanta Hartsfield-Jackson

$315Multiple Airlines

Sat, Nov 21 - Sat, Nov 21

6:00 am - 9:46 amRIC Richmond Byrd Intl-MDW Chicago Midway

4h 46m1 stop Detroit Metropolitan Wayne County

6:44 pm - 11:33 pmMDW Chicago Midway-RIC Richmond Byrd Intl

3h 49m1 stop Detroit Metropolitan Wayne County

$319Delta

Recent last minute flight deals from Virginia to Chicago

Fri, Oct 30 - Tue, Nov 3

3:44 pm - 8:46 amORF Norfolk-ORD Chicago O'Hare Intl

18h 02m1 stop Orlando

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

7h 53m1 stop Orlando

$349Frontier

Sat, Oct 31 - Thu, Dec 3

8:16 pm - 9:50 pmRIC Richmond Byrd Intl-ORD Chicago O'Hare Intl

2h 34mnonstop

4:38 pm - 7:58 pmORD Chicago O'Hare Intl-RIC Richmond Byrd Intl

2h 20mnonstop

$360American Airlines

Thu, Nov 5 - Mon, Nov 9

1:31 pm - 5:47 pmORF Norfolk-MDW Chicago Midway

5h 16m1 stop Atlanta Hartsfield-Jackson

6:08 am - 12:18 amMDW Chicago Midway-ORF Norfolk

17h 10m2 stops Atlanta Hartsfield-Jackson Jacksonville

$366Multiple Airlines

Sat, Oct 31 - Thu, Dec 3

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

2h 00mnonstop

6:00 am - 11:40 amMDW Chicago Midway-RIC Richmond Byrd Intl

4h 40m1 stop Baltimore/Washington

$370Southwest

Sat, Oct 31 - Thu, Dec 3

1:29 pm - 7:51 pmRIC Richmond Byrd Intl-ORD Chicago O'Hare Intl

7h 22m1 stop Charlotte Douglas

1:54 pm - 5:07 pmORD Chicago O'Hare Intl-RIC Richmond Byrd Intl

2h 13mnonstop

$370American Airlines

Fri, Oct 30 - Sun, Nov 1

3:44 pm - 8:46 amORF Norfolk-ORD Chicago O'Hare Intl

18h 02m1 stop Orlando

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

7h 53m1 stop Orlando

$374Frontier

Sat, Oct 31 - Thu, Dec 3

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

2h 00mnonstop

9:55 am - 9:20 pmMDW Chicago Midway-RIC Richmond Byrd Intl

10h 25m2 stops Atlanta Hartsfield-Jackson Baltimore/Washington

$375Southwest

Wed, Nov 4 - Sat, Nov 7

6:00 am - 11:57 pmORF Norfolk-ORD Chicago O'Hare Intl

18h 57m1 stop Fort Lauderdale

4:00 pm - 6:44 pmORD Chicago O'Hare Intl-ORF Norfolk

25h 44m1 stop Orlando

$398Multiple Airlines

Wed, Nov 4 - Sat, Jan 9

4:58 pm - 9:43 pmRIC Richmond Byrd Intl-ORD Chicago O'Hare Intl

5h 45m1 stop New York John F Kennedy Intl

6:00 am - 12:35 pmORD Chicago O'Hare Intl-RIC Richmond Byrd Intl

5h 35m1 stop New York LaGuardia

$409Delta

Tue, Nov 3 - Tue, Jan 5

7:40 am - 12:13 pmRIC Richmond Byrd Intl-ORD Chicago O'Hare Intl

5h 33m1 stop Atlanta Hartsfield-Jackson

5:18 pm - 11:28 pmORD Chicago O'Hare Intl-RIC Richmond Byrd Intl

5h 10m1 stop Detroit Metropolitan Wayne County

$409Delta

Recent direct flight deals from Virginia to Chicago

Sat, Nov 21 - Mon, Nov 30

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

Sat, Jan 23 - Thu, Jan 28

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

2h 20mnonstop

6:20 pm - 9:24 pmORD Chicago O'Hare Intl-SHD Staunton Shenandoah Valley

2h 04mnonstop

$234American Airlines

Fri, Nov 20 - Mon, Nov 30

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, Dec 30 - Fri, Jan 1

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, Feb 18 - Sat, Feb 20

6:15 am - 7:51 amRIC Richmond Byrd Intl-ORD Chicago O'Hare Intl

2h 36mnonstop

1:55 pm - 5:16 pmORD Chicago O'Hare Intl-RIC Richmond Byrd Intl

2h 21mnonstop

$317United Airlines

Tue, Dec 29 - Wed, Dec 30

11:45 am - 1:15 pmRIC Richmond Byrd Intl-ORD Chicago O'Hare Intl

2h 30mnonstop

4:20 pm - 7:40 pmORD Chicago O'Hare Intl-RIC Richmond Byrd Intl

2h 20mnonstop

$317United Airlines

Tue, Jan 5 - Tue, Jan 12

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

2h 05mnonstop

5:40 pm - 8:40 pmMDW Chicago Midway-RIC Richmond Byrd Intl

2h 00mnonstop

$317Southwest

Thu, Nov 19 - Mon, Nov 23

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

$317Southwest

Thu, Feb 18 - Sat, Feb 20

8:00 am - 9:05 amRIC Richmond Byrd Intl-MDW Chicago Midway

2h 05mnonstop

2:20 pm - 5:15 pmMDW Chicago Midway-RIC Richmond Byrd Intl

1h 55mnonstop

$317Southwest

Sat, Dec 5 - Tue, Dec 8

10:25 am - 11:43 amLYH Lynchburg Preston-Glenn Field-ORD Chicago O'Hare Intl

2h 18mnonstop

9:30 pm - 12:28 amORD Chicago O'Hare Intl-LYH Lynchburg Preston-Glenn Field

1h 58mnonstop

$327United Airlines

Useful Info

Low season	February
High season	July
Cheapest flight	$100

Best time to beat the crowds with an average 19% 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

Munster

Chesterton

Schererville

Porter

Monticello

Saint John

Griffith

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$100 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