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$69+ 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 8/4. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — RIC
Jun 12 — Jun 191
Fri 6/12
Fri 6/19
1 adult, Economy
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Cheap 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 May 13, 2026.

This Kiwi.com deal was found by Cheapflights users on 5/12. 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.
Thu 9/247:45 am
ORD
-
RDU
1 stop29h 25m
Frontier
Mon 9/2812:48 pm
RDU
-
ORD
1 stop9h 47m
Frontier
Deal found 5/12$180
This Kiwi.com deal was found by Cheapflights users on 5/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/231:29 pm
ORD
-
RDU
1 stop9h 41m
Frontier
Tue 6/3012:54 pm
RDU
-
ORD
1 stop7h 56m
Frontier
Deal found 5/9$183
This Kiwi.com deal was found by Cheapflights users on 5/8. 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 5/296:55 am
ORD
-
RDU
1 stop16h 29m
Frontier
Fri 6/1212:10 pm
RDU
-
ORD
1 stop20h 53m
Frontier
Deal found 5/8$184
This Kiwi.com deal was found by Cheapflights users on 5/12. 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.
Wed 6/36:55 am
ORD
-
RDU
2 stops11h 12m
Frontier
Sun 6/712:54 pm
RDU
-
ORD
1 stop20h 01m
Frontier
Deal found 5/12$185
This Kiwi.com deal was found by Cheapflights users on 5/11. 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.
Tue 6/96:00 am
MDW
-
RDU
2 stops11h 03m
Frontier
Tue 6/1612:54 pm
RDU
-
MDW
1 stop10h 17m
Frontier
Deal found 5/11$187
This Kiwi.com deal was found by Cheapflights users on 5/11. 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.
Wed 8/191:50 pm
ORD
-
RDU
1 stop9h 39m
Frontier
Tue 8/252:36 pm
RDU
-
ORD
1 stop9h 38m
Frontier
Deal found 5/11$187
This Kiwi.com deal was found by Cheapflights users on 5/12. 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.
Thu 6/46:00 am
MDW
-
RDU
1 stop4h 59m
Frontier
Mon 6/812:33 pm
RDU
-
MDW
1 stop10h 29m
Frontier
Deal found 5/12$188
This Kiwi.com deal was found by Cheapflights users on 5/12. 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.
Wed 5/271:50 pm
ORD
-
RDU
1 stop9h 43m
Frontier
Mon 6/112:33 pm
RDU
-
ORD
1 stop20h 22m
Frontier
Deal found 5/12$188
This Kiwi.com deal was found by Cheapflights users on 5/12. 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.
Thu 6/181:29 pm
ORD
-
RDU
1 stop9h 41m
Frontier
Wed 6/2412:10 pm
RDU
-
ORD
1 stop8h 40m
Frontier
Deal found 5/12$189
This Frontier deal was found by Cheapflights users on 5/10. 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.
Tue 6/26:00 am
MDW
-
RDU
1 stop4h 59m
Frontier
Wed 6/36:15 am
RDU
-
MDW
1 stop5h 54m
Frontier
Deal found 5/10$190
This Frontier deal was found by Cheapflights users on 5/11. 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 8/121:50 pm
ORD
-
RDU
1 stop9h 35m
Frontier
Tue 8/1812:54 pm
RDU
-
ORD
1 stop8h 01m
Frontier
Deal found 5/11$190
This Kiwi.com deal was found by Cheapflights users on 5/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/96:00 am
MDW
-
RDU
1 stop17h 25m
Frontier
Tue 7/1412:59 pm
RDU
-
MDW
1 stop10h 09m
Frontier
Deal found 5/10$191

Find flight deals from Chicago to Virginia

Keep the following information in mind while searching for Chicago to Virginia flight deals. Data was last updated May 13, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$183
(Kiwi.com)

One-way from

$69
(Kiwi.com)

Popular in

March

Cheapest in

December

Average price

$393

Good round-trip deal

$233 or less

Good one-way deal

$177 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. 12% potential increase in price ($50 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
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 May 13, 2026.
Use the filters below to find and compare flights from Chicago to Virginia that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoWashington, D.C.

ORD - IAD

ORDIAD

Chicago O'Hare Intl

Wed 7/15

11:30 am-4:41 pm

1 stop4h 11m

Washington, D.C. Dulles Intl

Wed 7/22

12:37 pm-6:45 pm

1 stop7h 08m

$227

ChicagoWashington, D.C.

ORD - DCA

ORDDCA

Chicago O'Hare Intl

Sat 5/30

1:55 pm-8:55 pm

1 stop6h 00m

Washington, D.C. Reagan-National

Tue 6/2

1:00 pm-6:25 pm

1 stop6h 25m

$238

ChicagoWashington, D.C.

ORD - IAD

ORDIAD

Chicago O'Hare Intl

Sat 10/3

4:25 pm-7:14 pm

Nonstop1h 49m

Washington, D.C. Dulles Intl

Tue 10/6

5:15 pm-6:33 pm

Nonstop2h 18m

$239

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Thu 6/4

8:20 am-11:15 am

Nonstop1h 55m

Washington, D.C. Reagan-National

Mon 6/8

9:00 pm-10:00 pm

Nonstop2h 00m

$239

ChicagoWashington, D.C.

ORD - DCA

ORDDCA

Chicago O'Hare Intl

Wed 7/8

5:00 pm-8:09 pm

Nonstop2h 09m

Washington, D.C. Reagan-National

Mon 7/13

7:15 am-8:29 am

Nonstop2h 14m

$247

ChicagoWashington, D.C.

ORD - IAD

ORDIAD

Chicago O'Hare Intl

Thu 7/2

9:40 pm-12:45 am

Nonstop2h 05m

Washington, D.C. Dulles Intl

Wed 7/8

6:10 am-7:27 am

Nonstop2h 17m

$247

ChicagoWashington, D.C.

ORD - DCA

ORDDCA

Chicago O'Hare Intl

Wed 6/3

5:19 pm-10:59 pm

1 stop4h 40m

Washington, D.C. Reagan-National

Sat 6/6

6:05 am-8:45 am

1 stop3h 40m

$248
Quickest round-trip

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Wed 7/15

8:55 pm-11:45 pm

Nonstop1h 50m

Washington, D.C. Reagan-National

Fri 7/17

9:00 pm-10:00 pm

Nonstop2h 00m

$253

ChicagoRaleigh

ORD - RDU

ORDRDU

Chicago O'Hare Intl

Sun 5/24

7:00 am-12:04 pm

1 stop4h 04m

Raleigh-Durham

Sun 5/24

6:30 pm-9:49 pm

1 stop4h 19m

$257

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Wed 6/24

7:40 am-10:35 am

Nonstop1h 55m

Raleigh-Durham

Wed 6/24

7:00 pm-8:00 pm

Nonstop2h 00m

$257

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/8

Showing 1-10 of 60 resultsSorted by cheapest first
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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

How far ahead should I book a flight from Chicago to Virginia?

The price you pay for your flight from Chicago to Virginia may vary depending on when you book. For the best chance of a lower fare, look to book 74 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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 $74). Flying from Chicago to Virginia in November is currently the most expensive (average of $157). 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 May 13, 2026.

A simple way to save on the total cost of your ticket is to fly from Chicago to Virginia in the afternoon. If you’re flexible enough to do this you can expect to save up to 10% on your trip compared to booking a flight at noon.

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 May 9, 2026.

Travelers seeking maximum savings on their Chicago to Virginia flight should consider departing on Saturday afternoons when fares are most often at their lowest. Friday 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 May 13, 2026.

The most flights from CHI to USVA are scheduled on a Monday (27 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (22 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 May 13, 2026.
Get a feel of what it's like to fly with Southwest,United Airlines, andAmerican 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
7.9
Good
4,296 reviews

Crew

8.6

Comfort

8.0

Overall

7.9

Boarding

8.1

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Southwest
7.9
Good
4,296 reviews
Southwest
7.9
Good
4,296 reviews

Crew

8.6

Comfort

8.0

Overall

7.9

Boarding

8.1

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
United Airlines
7.4
Good
9,706 reviews
Southwest
7.9
Good
4,296 reviews

Crew

8.6

Comfort

8.0

Overall

7.9

Boarding

8.1

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
American Airlines
7.1
Good
11,662 reviews
Southwest
7.9
Good
4,296 reviews

Crew

8.6

Comfort

8.0

Overall

7.9

Boarding

8.1

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Spirit Airlines
6.3
Okay
8,630 reviews
Southwest
7.9
Good
4,296 reviews

Crew

8.6

Comfort

8.0

Overall

7.9

Boarding

8.1

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Frontier
5.6
Fair
2,952 reviews
Southwest
7.9
Good
4,296 reviews

Crew

8.6

Comfort

8.0

Overall

7.9

Boarding

8.1

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

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 49m. The distance from Chicago to Virginia is about 587 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 Southwest, with whom users have recently found tickets for as low as $78. However, be on the lookout for offers from Delta and Frontier, 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 O'Hare Intl - Raleigh-Durham.

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

    The top 3 most reliable airlines when flying from Chicago to Virginia are GoJet (83%), United Airlines (74%) and Air Canada (74%).

  • What are the cheapest flights from Chicago to Virginia?

    Looking at all options, your cheapest flight can be booked for $118. While the most popular route (Chicago O'Hare Intl - Washington, D.C. Dulles Intl) can be booked for $173 on average, our data indicates $350 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 $74). Flying from Chicago to Virginia in November is currently the most expensive (average of $157). 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 May 13, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$108Average$265FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$174Average$354FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$209Average$372FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$217Average$366FlexibilityNo cancel feeOn-time69%

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