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$53+ Cheap flights from Chicago (CHI) to Virginia

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/4. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — RIC
Jul 16 — Jul 231
Wed 7/16
Wed 7/23
1 adult, Economy
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Cheap flight deals from Chicago to Virginia

Keep the following information in mind while searching for Chicago to Virginia flight deals. Data was last updated July 11, 2025.

Round-trip from

$132
(United Airlines)

One-way from

$53
(United Airlines)

Popular in

June

Cheapest in

September

Average price

$386

Good round-trip deal

$248 or less

Good one-way deal

$163 or less
From Chicago (CHI) to Virginia
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One-way flight from Chicago (CHI) to Virginia
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Highest demand for flights based on searches. 4% potential increase in price ($18 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Price to beat on a round-trip flight from Chicago (CHI) to Virginia.
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Price to beat on a one-way flight from Chicago (CHI) to Virginia.
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Find flight deals from Chicago to Virginia

Cheapest flights from Chicago to Virginia
Explore the most affordable flight options available from Chicago to Virginia. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 11, 2025.

This United Airlines deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/66:20 pmORD - RDU
Nonstop2h 07mUnited Airlines
Mon 8/115:16 pmRDU - ORD
Nonstop2h 24mUnited Airlines
Deal found 7/10$132
This Frontier deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/111:15 amORD - RDU
Nonstop2h 10mFrontier
Mon 8/43:10 pmRDU - ORD
Nonstop2h 30mFrontier
Deal found 7/10$133
This American Airlines deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/298:45 pmORD - RDU
Nonstop2h 14mAmerican Airlines
Tue 9/23:20 pmRDU - ORD
Nonstop2h 34mAmerican Airlines
Deal found 7/9$137
This United Airlines deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/216:00 amORD - DCA
Nonstop1h 58mUnited Airlines
Sun 8/247:25 amDCA - ORD
Nonstop2h 14mUnited Airlines
Deal found 7/10$143
This United Airlines deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/810:50 amORD - IAD
Nonstop1h 59mUnited Airlines
Mon 8/118:30 amIAD - ORD
Nonstop2h 13mUnited Airlines
Deal found 7/10$143
This American Airlines deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2211:45 amORD - DCA
Nonstop1h 47mAmerican Airlines
Mon 8/2512:35 pmDCA - ORD
Nonstop2h 13mAmerican Airlines
Deal found 7/9$144
This Southwest deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/145:25 pmMDW - DCA
Nonstop1h 55mSouthwest
Mon 8/183:40 pmDCA - MDW
2 stops5h 45mSouthwest
Deal found 7/10$144
This Southwest deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/62:55 pmORD - DCA
1 stop5h 00mSouthwest
Mon 9/86:05 amDCA - ORD
2 stops11h 20mSouthwest
Deal found 7/10$148
This CheapOair deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/1411:36 amORD - RDU
1 stop6h 15mMultiple Airlines
Sun 8/173:13 pmRDU - ORD
Nonstop2h 25mMultiple Airlines
Deal found 7/10$150
This Frontier deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/135:45 pmORD - IAD
1 stop5h 10mFrontier
Sat 9/207:00 amIAD - ORD
1 stop10h 49mFrontier
Deal found 7/10$154
This Southwest deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/241:50 pmORD - RDU
1 stop7h 10mSouthwest
Thu 10/21:15 pmRDU - ORD
1 stop9h 15mSouthwest
Deal found 7/9$156
This Frontier deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/179:00 amMDW - IAD
1 stop9h 46mFrontier
Fri 9/196:10 amIAD - MDW
1 stop10h 48mFrontier
Deal found 7/10$161

Cheapflights Fare Finder

Customize your flight search to find flights from Chicago to Virginia that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 11, 2025.
Use the filters below to find and compare flights from Chicago to Virginia that are best for you.

Fly from

Chicago

Fly to

Virginia

Route

Depart

Return

Price

ChicagoRaleigh

ORD - RDU

ORDRDU

Chicago O'Hare Intl

Wed 8/6

6:20 pm-9:27 pm

Nonstop2h 07m

Raleigh-Durham

Mon 8/11

5:16 pm-6:40 pm

Nonstop2h 24m

$132

ChicagoRaleigh

ORD - RDU

ORDRDU

Chicago O'Hare Intl

Fri 8/1

11:15 am-2:25 pm

Nonstop2h 10m

Raleigh-Durham

Mon 8/4

3:10 pm-4:40 pm

Nonstop2h 30m

$133

ChicagoRaleigh

ORD - RDU

ORDRDU

Chicago O'Hare Intl

Fri 8/29

8:45 pm-11:59 pm

Nonstop2h 14m

Raleigh-Durham

Tue 9/2

3:20 pm-4:54 pm

Nonstop2h 34m

$137

ChicagoWashington, D.C.

ORD - DCA

ORDDCA

Chicago O'Hare Intl

Thu 8/21

6:00 am-8:58 am

Nonstop1h 58m

Washington, D.C. Reagan-National

Sun 8/24

7:25 am-8:39 am

Nonstop2h 14m

$143

ChicagoWashington, D.C.

ORD - IAD

ORDIAD

Chicago O'Hare Intl

Fri 8/8

10:50 am-1:49 pm

Nonstop1h 59m

Washington, D.C. Dulles Intl

Mon 8/11

8:30 am-9:43 am

Nonstop2h 13m

$143

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Thu 8/14

5:25 pm-8:20 pm

Nonstop1h 55m

Washington, D.C. Reagan-National

Mon 8/18

3:40 pm-8:25 pm

2 stops5h 45m

$144

ChicagoWashington, D.C.

ORD - DCA

ORDDCA

Chicago O'Hare Intl

Fri 8/22

11:45 am-2:32 pm

Nonstop1h 47m

Washington, D.C. Reagan-National

Mon 8/25

12:35 pm-1:48 pm

Nonstop2h 13m

$144

ChicagoWashington, D.C.

ORD - DCA

ORDDCA

Chicago O'Hare Intl

Sat 9/6

2:55 pm-8:55 pm

1 stop5h 00m

Washington, D.C. Reagan-National

Mon 9/8

6:05 am-4:25 pm

2 stops11h 20m

$148

ChicagoRaleigh

ORD - RDU

ORDRDU

Chicago O'Hare Intl

Thu 8/14

11:36 am-6:51 pm

1 stop6h 15m

Raleigh-Durham

Sun 8/17

3:13 pm-4:38 pm

Nonstop2h 25m

$150

ChicagoWashington, D.C.

ORD - IAD

ORDIAD

Chicago O'Hare Intl

Sat 9/13

5:45 pm-11:55 pm

1 stop5h 10m

Washington, D.C. Dulles Intl

Sat 9/20

7:00 am-4:49 pm

1 stop10h 49m

$154

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/10

Showing 1-10 of 60 results
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Best time to book a flight from Chicago to Virginia

Have a flexible travel schedule? Discover the best time to fly to Virginia from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Virginia

What is the cheapest month to book a flight from Chicago to Virginia?

Currently, January is the cheapest month in which you can book a flight from Chicago to Virginia (average of $281). Flying from Chicago to Virginia in March is currently the most expensive (average of $351). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to VA?

Find hourly flight availability from Chicago to Virginia. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 11, 2025.

When flying from Chicago to Virginia, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Weekly flight availability from Chicago to Virginia

Explore weekly flight availability from Chicago to Virginia. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated July 11, 2025.

The most flights from CHI to USVA are scheduled on a Thursday (27 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (16 on average).

How much does it cost to fly round-trip from Chicago to Virginia?

Reviews of airlines servicing Virginia

Get insights into the airlines that provide service to Virginia. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Virginia. Reviews last updated July 11, 2025.
Get a feel of what it's like to fly with Southwest, Delta, and United Airlines from Chicago to Virginia by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,249 reviews

Overall

8.0

Crew

8.6

Comfort

8.0

Food

7.0

Boarding

8.1

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,249 reviews
Southwest
8.0
Very good
4,249 reviews

Overall

8.0

Crew

8.6

Comfort

8.0

Food

7.0

Boarding

8.1

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,951 reviews
Southwest
8.0
Very good
4,249 reviews

Overall

8.0

Crew

8.6

Comfort

8.0

Food

7.0

Boarding

8.1

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
United Airlines
7.4
Good
8,846 reviews
Southwest
8.0
Very good
4,249 reviews

Overall

8.0

Crew

8.6

Comfort

8.0

Food

7.0

Boarding

8.1

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
JetBlue
7.3
Good
2,913 reviews
Southwest
8.0
Very good
4,249 reviews

Overall

8.0

Crew

8.6

Comfort

8.0

Food

7.0

Boarding

8.1

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,249 reviews

Overall

8.0

Crew

8.6

Comfort

8.0

Food

7.0

Boarding

8.1

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Virginia. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines to fly from Chicago to Virginia one-way?

    The cheapest airline one-way is United Airlines, with whom users have recently found tickets for as low as $53. However, be on the lookout for offers from Southwest and American Airlines, as they are both options that can get you from Chicago to Virginia for a low price.

  • What are the most popular routes from Chicago to Virginia?

    The most popular route from Chicago to Virginia is Chicago O'Hare Intl - Washington, D.C. Reagan-National. You may also consider Chicago O'Hare Intl - Washington, D.C. Dulles Intl or Chicago Midway - Washington, D.C. Dulles Intl.

  • What are the most reliable airlines from Chicago to Virginia?

    The top 3 most reliable airlines when flying from Chicago to Virginia are Envoy Air (92%), Republic Airways (90%) and GoJet (83%).

  • What are the cheapest flights from Chicago to Virginia?

    Looking at all options, your cheapest flight can be booked for $112. While the most popular route (Chicago O'Hare Intl - Washington, D.C. Reagan-National) can be booked for $106 on average our data indicates $393 when flying from Chicago to Virginia.

  • Can I find deals for flights from Chicago to Virginia that include hotel bookings?

    Yes. In addition to deals on Chicago to Virginia flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Virginia?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Virginia.

  • Can I find deals for business class flights from Chicago to Virginia?

    Yes. Cheapflights offers flight deals from Chicago to Virginia by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Virginia?

    Currently, January is the cheapest month in which you can book a flight from Chicago to Virginia (average of $281). Flying from Chicago to Virginia in March is currently the most expensive (average of $351). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Chicago to Virginia

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Chicago to Virginia

Discover the top 5 airlines that operate flights from Chicago to Virginia. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$79Average$245FlexibilityNo cancel feeOn-time65%
DeltaCheapest$142Average$366FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$207Average$420FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$213Average$356FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$230Average$378FlexibilityNo cancel feeOn-time63%

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