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$45 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 5/29. 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
Sat 6/8
Sat 6/15

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In the last 7 days travelers have searched 43,895,468 times on KAYAK, and here is why:

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Good to know

Low season

January

High season

June

Cheapest flight

$45
Best time to beat the crowds with an average 7% drop in price.
Most popular time to fly with an average 17% increase in price.
Flight from Richmond to Chicago O'Hare 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

5/29Wed
1 stopSpirit Airlines
8h 37mRIC-ORD
6/5Wed
1 stopSpirit Airlines
11h 46mORD-RIC
$89
5/29Wed
1 stopSpirit Airlines
7h 32mRIC-ORD
5/30Thu
1 stopSpirit Airlines
8h 05mORD-RIC
$99
6/5Wed
1 stop
22h 53mORF-ORD
6/12Wed
1 stop
5h 38mORD-ORF
$129
6/11Tue
1 stop
8h 12mORF-ORD
6/12Wed
1 stop
5h 38mORD-ORF
$142
9/19Thu
1 stopFrontier
16h 54mORF-ORD
9/23Mon
1 stopFrontier
21h 29mORD-ORF
$148
9/13Fri
1 stopFrontier
25h 08mORF-MDW
9/15Sun
1 stopFrontier
16h 07mMDW-ORF
$165
8/31Sat
1 stopAmerican Airlines
6h 15mROA-ORD
9/3Tue
1 stopAmerican Airlines
4h 56mORD-ROA
$195
9/3Tue
1 stopAmerican Airlines
5h 00mROA-ORD
9/10Tue
1 stopAmerican Airlines
6h 34mORD-ROA
$196
8/21Wed
1 stopDelta
6h 09mCHO-MDW
8/24Sat
1 stopDelta
7h 30mMDW-CHO
$198
8/21Wed
1 stopDelta
4h 48mCHO-ORD
8/24Sat
1 stopDelta
6h 32mORD-CHO
$198

Search by stops

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Search by price

Recent one-way flight deals

5/29Wed
1 stopSpirit Airlines
8h 37mRIC-ORD
$45
6/1Sat
1 stopSpirit Airlines
6h 17mRIC-ORD
$48
6/6Thu
1 stop
7h 09mORF-ORD
$83
6/24Mon
1 stopSun Country Air
7h 00mRIC-ORD
$86
8/31Sat
1 stopFrontier
8h 41mORF-ORD
$89
7/2Tue
1 stopFrontier
26h 31mORF-ORD
$90
6/14Fri
1 stopSun Country Air
7h 09mRIC-ORD
$96
9/7Sat
1 stopAmerican Airlines
6h 13mCHO-ORD
$98
6/24Mon
2 stops
22h 11mRIC-ORD
$107
5/29Wed
nonstopAmerican Airlines
2h 14mRIC-ORD
$125

Search by stops

Search by airline

Search by price

Last minute flights from Virginia to Chicago

Last minute flight, train and bus deals

5/14Tue
multi-stopSpirit Airlines
14h 26mRIC-ORD
5/15Wed
multi-stopSpirit Airlines
13h 33mORD-RIC
$192
5/14Tue
multi-stopSpirit Airlines
7h 09mRIC-ORD
5/21Tue
multi-stopSpirit Airlines
8h 19mORD-RIC
$212
5/14Tue
multi-stopFrontier
14h 42mORF-MDW
5/16Thu
multi-stopFrontier
12h 17mMDW-ORF
$243
5/14Tue
multi-stopFrontier
28h 00mORF-ORD
5/16Thu
multi-stopFrontier
9h 18mORD-ORF
$257
5/14Tue
multi-stopAmerican Airlines
4h 51mCHO-ORD
5/22Wed
multi-stopAmerican Airlines
6h 58mORD-CHO
$300
5/14Tue
multi-stopDelta
7h 18mCHO-ORD
5/22Wed
multi-stopDelta
4h 30mORD-CHO
$308
5/13Mon
multi-stop
20h 10mORF-ORD
5/20Mon
multi-stop
15h 17mORD-ORF
$362
5/11Sat
multi-stopAmerican Airlines
7h 27mCHO-ORD
5/13Mon
multi-stopAmerican Airlines
6h 43mORD-CHO
$375
5/10Fri
multi-stopDelta
5h 00mCHO-ORD
5/11Sat
multi-stopDelta
6h 29mORD-CHO
$378
5/13Mon
multi-stop
27h 42mORF-ORD
5/20Mon
multi-stop
25h 43mORD-ORF
$390

Search by stops

Search by airline

Search by price

Flights to Chicago

Return flight deals:

Chicago - Virginia

Cabin classes:

$610
$820
$422
$247