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$55+ 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 1/15. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — RIC
Dec 13 — Dec 201
Sat 12/13
Sat 12/20
1 adult, Economy
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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 November 13, 2025.

This CheapOair deal was found by Cheapflights users on 11/12. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/117:40 amORD - RDU
Nonstop2h 05mFrontier
Sun 12/149:23 pmRDU - ORD
1 stop13h 33mFrontier
Deal found 11/12$106
This Kiwi.com deal was found by Cheapflights users on 11/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/53:14 pmORD - RDU
Nonstop2h 05mFrontier
Sun 12/710:00 amRDU - ORD
Nonstop2h 28mFrontier
Deal found 11/11$107
This Super.com deal was found by Cheapflights users on 11/12. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/47:40 amORD - RDU
Nonstop2h 05mFrontier
Mon 12/88:31 amRDU - ORD
1 stop6h 32mFrontier
Deal found 11/12$108
This CheapOair deal was found by Cheapflights users on 11/12. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/34:01 pmORD - RDU
1 stop7h 11mFrontier
Sun 12/710:00 amRDU - ORD
Nonstop2h 28mFrontier
Deal found 11/12$109
This Frontier deal was found by Cheapflights users on 11/11. 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.
Wed 12/32:49 pmMDW - RDU
1 stop8h 23mFrontier
Thu 12/412:53 pmRDU - MDW
1 stop10h 19mFrontier
Deal found 11/11$110
This Frontier deal was found by Cheapflights users on 11/11. 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.
Wed 12/34:01 pmORD - RDU
1 stop7h 11mFrontier
Thu 12/412:53 pmRDU - ORD
1 stop5h 34mFrontier
Deal found 11/11$110
This Booking.com deal was found by Cheapflights users on 11/11. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/117:00 amORD - RDU
1 stop9h 31mFrontier
Thu 12/118:37 pmRDU - ORD
1 stop15h 28mFrontier
Deal found 11/11$111
This Frontier deal was found by Cheapflights users on 11/12. 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.
Fri 12/123:14 pmORD - RDU
Nonstop2h 05mFrontier
Sun 1/410:10 amRDU - ORD
Nonstop2h 28mFrontier
Deal found 11/12$112
This Booking.com deal was found by Cheapflights users on 11/12. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/117:40 amORD - RDU
Nonstop2h 05mFrontier
Sat 12/138:14 pmRDU - ORD
1 stop18h 17mFrontier
Deal found 11/12$113
This Kiwi.com deal was found by Cheapflights users on 11/12. 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.
Mon 12/293:10 pmMDW - RDU
1 stop16h 04mFrontier
Wed 12/3111:48 amRDU - MDW
1 stop11h 10mFrontier
Deal found 11/12$114
This Kiwi.com deal was found by Cheapflights users on 11/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/76:00 amORD - RDU
Nonstop2h 05mFrontier
Sun 12/1410:00 amRDU - ORD
Nonstop2h 28mFrontier
Deal found 11/11$116
This Kiwi.com deal was found by Cheapflights users on 11/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/2412:17 pmORD - RDU
Nonstop2h 03mFrontier
Tue 12/28:15 amRDU - ORD
1 stop7h 57mFrontier
Deal found 11/11$118

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 November 13, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$106
(CheapOair)

One-way from

$55
(Priceline)

Popular in

December

Cheapest in

September

Average price

$409

Good round-trip deal

$236 or less

Good one-way deal

$142 or less
Provider with most accurate pricing for Chicago (CHI)-Norfolk flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Norfolk flights.
Search Deals
From Chicago (CHI) to Virginia
Search Deals
One-way flight from Chicago (CHI) to Virginia
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($28 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 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

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 November 13, 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

MDW - RDU

MDWRDU

Chicago Midway

Sat 11/22

9:38 am-3:55 pm

1 stop5h 17m

Raleigh-Durham

Thu 12/4

3:21 pm-9:53 pm

1 stop7h 32m

$143

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Sat 12/13

9:50 am-12:45 pm

Nonstop1h 55m

Raleigh-Durham

Mon 12/15

6:30 pm-7:35 pm

Nonstop2h 05m

$158

ChicagoRaleigh

ORD - RDU

ORDRDU

Chicago O'Hare Intl

Thu 12/11

7:10 am-10:14 am

Nonstop2h 04m

Raleigh-Durham

Sat 12/13

5:26 pm-6:55 pm

Nonstop2h 29m

$158

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Sun 1/11

9:50 am-12:40 pm

Nonstop1h 50m

Raleigh-Durham

Sun 1/18

4:55 pm-6:00 pm

Nonstop2h 05m

$158

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Fri 12/12

6:15 am-4:24 pm

1 stop9h 09m

Washington, D.C. Dulles Intl

Mon 12/15

6:58 pm-8:46 am

1 stop14h 48m

$162

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Mon 12/15

6:15 am-5:25 pm

1 stop10h 10m

Washington, D.C. Dulles Intl

Sun 12/28

5:55 pm-10:12 pm

1 stop5h 17m

$166

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Wed 11/26

5:57 pm-5:46 pm

2 stops22h 49m

Washington, D.C. Dulles Intl

Mon 12/1

6:46 pm-9:17 am

1 stop15h 31m

$170

ChicagoRaleigh

ORD - RDU

ORDRDU

Chicago O'Hare Intl

Fri 1/16

11:00 am-2:02 pm

Nonstop2h 02m

Raleigh-Durham

Thu 1/22

10:00 am-11:26 am

Nonstop2h 26m

$177

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Wed 1/7

1:25 pm-4:15 pm

Nonstop1h 50m

Raleigh-Durham

Sun 1/11

6:20 pm-7:25 pm

Nonstop2h 05m

$177

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Fri 12/12

9:45 am-12:40 pm

Nonstop1h 55m

Raleigh-Durham

Sun 12/14

5:45 am-6:50 am

Nonstop2h 05m

$177

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/13

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, February is the cheapest month in which you can book a flight from Chicago to Virginia (average of $118). Flying from Chicago to Virginia in December is currently the most expensive (average of $259). 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 November 13, 2025.

A simple way to save on the total cost of your ticket is to fly from Chicago to Virginia in the evening. If you’re flexible enough to do this you can expect to save up to 12% on your trip compared to booking a flight in the afternoon.

What is the cheapest day to fly from Chicago to Virginia?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Virginia. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Chicago to Virginia flight should consider departing on Saturday afternoons when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

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 November 13, 2025.

The most flights from CHI to USVA are scheduled on a Thursday (25 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (6 on average).

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 November 13, 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
4,242 reviews

Comfort

8.0

Crew

8.6

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Crew

8.6

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
9,017 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Crew

8.6

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
11,051 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Crew

8.6

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Spirit Airlines
6.3
Okay
8,138 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Crew

8.6

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Frontier
5.8
Fair
3,110 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Crew

8.6

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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.

  • How long is the flight from Chicago to Virginia?

    Departing from Chicago to Virginia will take you 1h 55m. The distance from Chicago to Virginia is about 631 mi. This flight may include one or multiple stops.

  • 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 $55. 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. Dulles Intl. You may also consider Chicago O'Hare Intl - Washington, D.C. Reagan-National 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 Republic Airways (93%), GoJet (90%) and United Airlines (90%).

  • What are the cheapest flights from Chicago to Virginia?

    Looking at all options, your cheapest flight can be booked for $115. While the most popular route (Chicago O'Hare Intl - Washington, D.C. Dulles Intl) can be booked for $124 on average, our data indicates $349 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, February is the cheapest month in which you can book a flight from Chicago to Virginia (average of $118). Flying from Chicago to Virginia in December is currently the most expensive (average of $259). 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 4 airlines flying from Chicago to Virginia

Discover the top 4 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 November 13, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$78Average$224FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$209Average$354FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$217Average$404FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$230Average$363FlexibilityNo cancel feeOn-time63%

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