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$37 Find cheap flights from Virginia to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Chicago departing on 6/26. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Thu 6/27
Thu 7/4

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In the last 7 days travelers have searched 42,816,550 times on KAYAK, and here is why:

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Good to know

Low season

January

High season

June

Cheapest flight

$37
Best time to beat the crowds with an average 7% drop in price.
Most popular time to fly with an average 14% increase in price.
Flight from Raleigh to Chicago Midway Airport

FAQs for booking flights from Virginia to Chicago

  • 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.

See more FAQs

Prefer to fly non-stop from Virginia to Chicago?

Find which airlines fly direct from Virginia to Chicago, which days they fly and book direct flights.

Nonstop departures

Virginia to Chicago

Monday

ANA, Aer Lingus, Aeromexico, +80 more

ANA, Aer Lingus, +81 more

Tuesday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

Wednesday

ANA, Aer Lingus, Aeromexico, +79 more

ANA, Aer Lingus, +80 more

Thursday

ANA, Aer Lingus, Aeromexico, +78 more

ANA, Aer Lingus, +79 more

Friday

ANA, Aer Lingus, Aerolineas Argentinas, +81 more

ANA, Aer Lingus, +82 more

Saturday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

See more direct flights

Nonstop returns

Chicago to Virginia

Monday

ANA, Aer Lingus, Aeromexico, +80 more

ANA, Aer Lingus, +81 more

Tuesday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

Wednesday

ANA, Aer Lingus, Aeromexico, +79 more

ANA, Aer Lingus, +80 more

Thursday

ANA, Aer Lingus, Aeromexico, +78 more

ANA, Aer Lingus, +79 more

Friday

ANA, Aer Lingus, Aerolineas Argentinas, +81 more

ANA, Aer Lingus, +82 more

Saturday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

See more direct flights
See more direct flights

Book cheap flights from Virginia to Chicago

Recent round-trip flight deals

7/9Tue
nonstopFrontier
2h 15mRDU-ORD
7/16Tue
nonstopFrontier
1h 59mORD-RDU
$61
6/18Tue
nonstopFrontier
2h 15mRDU-ORD
6/25Tue
nonstopFrontier
1h 58mORD-RDU
$78
9/10Tue
1 stopSpirit Airlines
7h 00mRIC-ORD
9/16Mon
1 stopSpirit Airlines
11h 51mORD-RIC
$90
7/9Tue
1 stop
15h 43mRDU-ORD
7/16Tue
nonstop
1h 59mORD-RDU
$99
8/20Tue
nonstop
2h 17mRDU-ORD
8/24Sat
1 stop
9h 16mORD-RDU
$100
9/5Thu
1 stopSpirit Airlines
6h 30mRDU-ORD
9/9Mon
1 stopSpirit Airlines
11h 28mORD-RDU
$106
9/1Sun
1 stopDelta
4h 17mRDU-ORD
9/5Thu
1 stopDelta
4h 38mORD-RDU
$136
7/1Mon
1 stopDelta
3h 49mRDU-MDW
7/3Wed
1 stopDelta
4h 41mMDW-RDU
$136
7/4Thu
nonstopAmerican Airlines
2h 19mRDU-ORD
7/8Mon
nonstopAmerican Airlines
2h 15mORD-RDU
$157
7/24Wed
nonstopAmerican Airlines
2h 07mGSO-ORD
7/31Wed
nonstopAmerican Airlines
2h 08mORD-GSO
$159

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Recent one-way flight deals

6/26Wed
nonstopFrontier
2h 00mRDU-MDW
$37
6/11Tue
nonstopFrontier
2h 15mRDU-ORD
$39
8/27Tue
1 stopSpirit Airlines
6h 30mRDU-ORD
$45
6/4Tue
1 stopSpirit Airlines
12h 46mORF-ORD
$45
7/27Sat
nonstopAmerican Airlines
2h 31mRDU-ORD
$79
7/2Tue
nonstopUnited Airlines
2h 13mDCA-ORD
$85
7/2Tue
nonstopUnited Airlines
2h 22mIAD-ORD
$85
7/9Tue
1 stopSun Country Air
6h 59mIAD-ORD
$86
7/15Mon
1 stopSun Country Air
8h 37mIAD-ORD
$88
6/26Wed
nonstopAmerican Airlines
2h 15mDCA-ORD
$95

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Last minute flights from Virginia to Chicago

Last minute flight, train and bus deals

6/2Sun
nonstopFrontier
2h 17mRDU-ORD
6/4Tue
nonstopFrontier
2h 00mORD-RDU
$118
6/2Sun
nonstop
2h 17mRDU-ORD
6/4Tue
multi-stop
15h 21mORD-RDU
$145
5/30Thu
multi-stopFrontier
27h 27mRDU-ORD
6/11Tue
nonstopFrontier
1h 58mORD-RDU
$192
5/30Thu
multi-stop
13h 07mRDU-ORD
6/4Tue
multi-stop
7h 36mORD-RDU
$199
6/2Sun
multi-stopSpirit Airlines
15h 00mRDU-ORD
6/4Tue
multi-stopSpirit Airlines
11h 05mORD-RDU
$210
5/30Thu
multi-stopSpirit Airlines
9h 53mRDU-ORD
6/11Tue
multi-stopSpirit Airlines
11h 35mORD-RDU
$232
6/1Sat
nonstopAmerican Airlines
2h 16mDCA-ORD
6/18Tue
nonstopAmerican Airlines
1h 49mORD-DCA
$329
6/1Sat
nonstopUnited Airlines
2h 10mIAD-ORD
6/18Tue
nonstopUnited Airlines
2h 01mORD-IAD
$329
6/1Sat
multi-stopAmerican Airlines
4h 42mDCA-ORD
6/18Tue
nonstopAmerican Airlines
1h 50mORD-DCA
$337
6/1Sat
nonstopUnited Airlines
2h 05mIAD-ORD
6/1Sat
multi-stopUnited Airlines
12h 43mORD-IAD
$409

Search by stops

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Search by price