HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Virginia

$73+ 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 9/21. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — RIC
Aug 19 — Aug 261
Tue 8/19
Tue 8/26
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chicago to Virginia with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 August 14, 2025.

Round-trip from

$129
(Priceline)

One-way from

$73
(Priceline)

Popular in

June

Cheapest in

September

Average price

$367

Good round-trip deal

$203 or less

Good one-way deal

$90 or less
From Chicago (CHI) to Virginia
Search Deals
One-way flight from Chicago (CHI) to Virginia
Search Deals
Highest demand for flights based on searches. 3% potential increase in price ($14 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in August 2025
Search Deals
Price to beat on a round-trip flight from Chicago (CHI) to Virginia.
Search Deals
Price to beat on a one-way flight from Chicago (CHI) to Virginia.
Search Deals

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 August 14, 2025.

This Priceline deal was found by Cheapflights users on 8/14. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/3011:36 amORD - RDU
1 stop5h 55mMultiple Airlines
Thu 9/43:35 pmRDU - ORD
Nonstop2h 16mMultiple Airlines
Deal found 8/14$129
This Kiwi.com deal was found by Cheapflights users on 8/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/242:41 pmORD - RDU
Nonstop2h 06mFrontier
Mon 10/272:37 pmRDU - ORD
Nonstop2h 22mFrontier
Deal found 8/12$131
This Frontier deal was found by Cheapflights users on 8/11. 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.
Thu 9/1111:36 amORD - RDU
Nonstop2h 14mFrontier
Sun 9/143:35 pmRDU - ORD
Nonstop2h 16mFrontier
Deal found 8/11$132
This Frontier deal was found by Cheapflights users on 8/13. 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.
Thu 10/3012:32 pmORD - RDU
Nonstop2h 06mFrontier
Fri 10/319:00 pmRDU - ORD
Nonstop2h 22mFrontier
Deal found 8/13$133
This Frontier deal was found by Cheapflights users on 8/12. 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.
Thu 10/162:41 pmORD - RDU
Nonstop2h 06mFrontier
Sun 10/199:44 pmRDU - ORD
Nonstop2h 22mFrontier
Deal found 8/12$134
This Frontier deal was found by Cheapflights users on 8/12. 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.
Thu 10/162:41 pmORD - RDU
Nonstop2h 06mFrontier
Thu 10/169:44 pmRDU - ORD
Nonstop2h 22mFrontier
Deal found 8/12$137
This Southwest deal was found by Cheapflights users on 8/13. 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 9/139:50 amMDW - RDU
Nonstop1h 55mSouthwest
Tue 9/231:35 pmRDU - MDW
Nonstop1h 55mSouthwest
Deal found 8/13$139
This American Airlines deal was found by Cheapflights users on 8/14. 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.
Wed 10/88:30 amORD - RDU
Nonstop2h 12mAmerican Airlines
Tue 10/141:28 pmRDU - ORD
Nonstop2h 25mAmerican Airlines
Deal found 8/14$139
This Kiwi.com deal was found by Cheapflights users on 8/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/1411:36 amORD - RDU
Nonstop2h 14mFrontier
Sun 9/213:35 pmRDU - ORD
Nonstop2h 16mFrontier
Deal found 8/13$140
This Cheapflightsfares deal was found by Cheapflights users on 8/14. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/216:00 pmORD - RDU
1 stop5h 18mFrontier
Sun 8/243:32 pmRDU - ORD
Nonstop2h 25mFrontier
Deal found 8/14$142
This Mytrip deal was found by Cheapflights users on 8/14. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/188:15 amMDW - RDU
1 stop4h 23mFrontier
Sun 9/216:38 pmRDU - MDW
1 stop5h 42mFrontier
Deal found 8/14$143
This Mytrip deal was found by Cheapflights users on 8/14. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/911:45 amORD - RDU
1 stop7h 52mFrontier
Wed 9/106:45 amRDU - ORD
1 stop11h 54mFrontier
Deal found 8/14$143

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 August 14, 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

Thu 9/25

11:36 am-2:50 pm

Nonstop2h 14m

Raleigh-Durham

Sun 9/28

3:35 pm-4:51 pm

Nonstop2h 16m

$131

ChicagoRaleigh

ORD - RDU

ORDRDU

Chicago O'Hare Intl

Fri 10/24

2:41 pm-5:47 pm

Nonstop2h 06m

Raleigh-Durham

Mon 10/27

2:37 pm-3:59 pm

Nonstop2h 22m

$131

ChicagoRaleigh

ORD - RDU

ORDRDU

Chicago O'Hare Intl

Mon 9/22

11:36 am-2:50 pm

Nonstop2h 14m

Raleigh-Durham

Thu 9/25

3:35 pm-4:51 pm

Nonstop2h 16m

$131

ChicagoRaleigh

ORD - RDU

ORDRDU

Chicago O'Hare Intl

Thu 11/6

12:32 pm-3:38 pm

Nonstop2h 06m

Raleigh-Durham

Sun 11/9

9:00 pm-10:22 pm

Nonstop2h 22m

$131

ChicagoRaleigh

ORD - RDU

ORDRDU

Chicago O'Hare Intl

Thu 10/23

2:41 pm-5:47 pm

Nonstop2h 06m

Raleigh-Durham

Mon 10/27

2:37 pm-3:59 pm

Nonstop2h 22m

$131

ChicagoRaleigh

ORD - RDU

ORDRDU

Chicago O'Hare Intl

Fri 11/7

12:32 pm-3:38 pm

Nonstop2h 06m

Raleigh-Durham

Sun 11/9

9:00 pm-10:22 pm

Nonstop2h 22m

$131

ChicagoRaleigh

ORD - RDU

ORDRDU

Chicago O'Hare Intl

Fri 10/10

2:41 pm-5:47 pm

Nonstop2h 06m

Raleigh-Durham

Sun 10/12

9:44 pm-11:06 pm

Nonstop2h 22m

$132

ChicagoRaleigh

ORD - RDU

ORDRDU

Chicago O'Hare Intl

Thu 10/16

2:41 pm-5:47 pm

Nonstop2h 06m

Raleigh-Durham

Fri 10/17

2:37 pm-3:59 pm

Nonstop2h 22m

$132

ChicagoRaleigh

ORD - RDU

ORDRDU

Chicago O'Hare Intl

Thu 9/18

11:36 am-2:50 pm

Nonstop2h 14m

Raleigh-Durham

Sun 9/21

3:35 pm-4:51 pm

Nonstop2h 16m

$132

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Sat 9/27

5:40 pm-8:35 pm

Nonstop1h 55m

Raleigh-Durham

Wed 10/1

6:00 pm-7:00 pm

Nonstop2h 00m

$139

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/14

Showing 1-10 of 60 results
1
2
3
...
6

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 August 14, 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 August 14, 2025.

The most flights from CHI to USVA are scheduled on a Thursday (24 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (6 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 August 14, 2025.
Get a feel of what it's like to fly with Southwest, United Airlines, and American 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
4,244 reviews

Crew

8.6

Comfort

8.0

Overall

8.0

Entertainment

7.5

Boarding

8.1

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Southwest
8.0
Very good
4,244 reviews
Southwest
8.0
Very good
4,244 reviews

Crew

8.6

Comfort

8.0

Overall

8.0

Entertainment

7.5

Boarding

8.1

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
United Airlines
7.4
Good
8,916 reviews
Southwest
8.0
Very good
4,244 reviews

Crew

8.6

Comfort

8.0

Overall

8.0

Entertainment

7.5

Boarding

8.1

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,244 reviews

Crew

8.6

Comfort

8.0

Overall

8.0

Entertainment

7.5

Boarding

8.1

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Spirit Airlines
6.3
Okay
8,045 reviews
Southwest
8.0
Very good
4,244 reviews

Crew

8.6

Comfort

8.0

Overall

8.0

Entertainment

7.5

Boarding

8.1

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Frontier
5.8
Fair
3,219 reviews
Southwest
8.0
Very good
4,244 reviews

Crew

8.6

Comfort

8.0

Overall

8.0

Entertainment

7.5

Boarding

8.1

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

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 Frontier, with whom users have recently found tickets for as low as $73. However, be on the lookout for offers from Southwest and United 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 (83%) and GoJet (81%).

  • What are the cheapest flights from Chicago to Virginia?

    Looking at all options, your cheapest flight can be booked for $90. While the most popular route (Chicago O'Hare Intl - Washington, D.C. Reagan-National) can be booked for $189 on average our data indicates $287 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Chicago to Virginia

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to LaGuardia flights
O'Hare Intl to Newark flights
O'Hare Intl to John F Kennedy Intl flights
O'Hare Intl to Las Vegas flights
O'Hare Intl to Dallas/Fort Worth flights
O'Hare Intl to Los Angeles flights
O'Hare Intl to Seattle flights
O'Hare Intl to Sky Harbor Intl flights
O'Hare Intl to Denver flights
O'Hare Intl to San Francisco flights
Midway to Newark flights
O'Hare Intl to Fort Lauderdale flights
O'Hare Intl to Orlando flights
Midway to LaGuardia flights
Midway to John F Kennedy Intl flights
O'Hare Intl to Miami flights
O'Hare Intl to Boston flights
Midway to Las Vegas flights
O'Hare Intl to Atlanta flights
O'Hare Intl to Reagan-National flights
O'Hare Intl to Tampa flights
O'Hare Intl to Philadelphia flights
O'Hare Intl to Honolulu flights
O'Hare Intl to Dulles Intl flights
O'Hare Intl to Austin flights
O'Hare Intl to Ontario flights
O'Hare Intl to San Diego flights
St. Louis to Las Vegas flights
O'Hare Intl to Baltimore flights
O'Hare Intl to Nashville flights
St. Louis to Seattle flights
O'Hare Intl to Santa Ana flights
Midway to Atlanta flights
Midway to Tampa flights
O'Hare Intl to Hobby flights
Midway to Miami flights
O'Hare Intl to Portland flights
Midway to Orlando flights
Midway to Dallas/Fort Worth flights
O'Hare Intl to New Orleans flights
Midway to Seattle flights
O'Hare Intl to Fort Myers flights
O'Hare Intl to Salt Lake City flights
O'Hare Intl to San Antonio flights
O'Hare Intl to Charlotte flights
St. Louis to Miami flights
O'Hare Intl to Charleston flights
O'Hare Intl to Burbank flights
O'Hare Intl to Cleveland flights
O'Hare Intl to West Palm Beach flights

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 August 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$79Average$245FlexibilityNo cancel feeOn-time65%
DeltaCheapest$142Average$366FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$209Average$359FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$213Average$371FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$214Average$430FlexibilityNo cancel feeOn-time69%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.