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$54+ Cheap flights from Chicago (CHI) to Virginia Beach, VA

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 2/18. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — RIC
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Virginia Beach are usually found in December or September, booked 70 days in advance, depart on a Tuesday or Wednesday and return on a Thursday

Cheap flight deals from Chicago to Virginia Beach

Cheapest flights from Chicago to Virginia Beach
Explore the most affordable flight options available from Chicago to Virginia Beach. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 29, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/28. 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.
Sat 2/284:42 pm
ORD
-
ORF
1 stop16h 55m
Frontier
Mon 3/211:39 am
ORF
-
ORD
1 stop12h 00m
Frontier
Deal found 1/28$135
This Mytrip deal was found by Cheapflights users on 1/28. 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 2/247:00 am
ORD
-
ORF
1 stop10h 26m
Spirit Airlines
Wed 2/257:31 pm
ORF
-
ORD
1 stop16h 51m
Spirit Airlines
Deal found 1/28$143
This Mytrip deal was found by Cheapflights users on 1/28. 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 3/105:15 am
ORD
-
ORF
1 stop12h 11m
Spirit Airlines
Wed 3/188:41 pm
ORF
-
ORD
1 stop15h 40m
Spirit Airlines
Deal found 1/28$144
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 3/106:36 pm
ORD
-
ORF
1 stop22h 50m
Multiple Airlines
Wed 3/188:41 pm
ORF
-
ORD
1 stop15h 40m
Multiple Airlines
Deal found 1/27$147
This Expedia deal was found by Cheapflights users on 1/28. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/217:00 am
ORD
-
ORF
1 stop11h 49m
Multiple Airlines
Mon 2/2311:39 am
ORF
-
ORD
1 stop12h 00m
Multiple Airlines
Deal found 1/28$148
This Mytrip deal was found by Cheapflights users on 1/28. 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.
Sat 2/217:00 am
ORD
-
ORF
1 stop11h 49m
Spirit Airlines
Mon 2/237:31 pm
ORF
-
ORD
1 stop16h 51m
Spirit Airlines
Deal found 1/28$149
This Kiwi.com deal was found by Cheapflights users on 1/28. 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 2/187:00 am
MDW
-
ORF
1 stop26h 51m
Multiple Airlines
Sat 2/216:45 am
ORF
-
MDW
1 stop9h 10m
Multiple Airlines
Deal found 1/28$152
This CheapOair deal was found by Cheapflights users on 1/28. 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.
Sat 2/217:00 am
ORD
-
ORF
1 stop11h 49m
Multiple Airlines
Thu 2/2611:46 am
ORF
-
ORD
1 stop11h 53m
Multiple Airlines
Deal found 1/28$153
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 2/195:05 am
ORD
-
ORF
1 stop28h 32m
Frontier
Mon 2/2311:39 am
ORF
-
ORD
1 stop12h 00m
Frontier
Deal found 1/27$154
This CheapOair deal was found by Cheapflights users on 1/27. 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 3/47:00 am
ORD
-
ORF
1 stop10h 26m
Spirit Airlines
Sun 3/87:31 pm
ORF
-
ORD
1 stop24h 40m
Spirit Airlines
Deal found 1/27$155
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 2/238:16 pm
ORD
-
ORF
1 stop21h 10m
Multiple Airlines
Fri 2/2711:32 am
ORF
-
ORD
1 stop24h 19m
Multiple Airlines
Deal found 1/27$161
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 2/116:15 am
MDW
-
ORF
1 stop27h 36m
Frontier
Fri 2/133:18 pm
ORF
-
MDW
1 stop24h 37m
Frontier
Deal found 1/27$163

Find flight deals from Chicago to Virginia Beach

Keep the following information in mind while searching for Chicago to Virginia Beach flight deals. Data was last updated January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$135
(Kiwi.com)

One-way from

$54
(Priceline)

Popular in

April

Cheapest in

December

Average price

$397
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 Beach
Search Deals
One-way flight from Chicago (CHI) to Virginia Beach
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($21 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 January 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Virginia Beach 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 January 29, 2026.
Use the filters below to find and compare flights from Chicago to Virginia Beach that are best for you.

Fly from

Chicago

Fly to

Virginia Beach

Route

Depart

Return

Price

ChicagoNorfolk

ORD - ORF

ORDORF

Chicago O'Hare Intl

Tue 3/10

7:00 am-6:26 pm

1 stop10h 26m

Norfolk

Wed 3/18

6:45 am-7:46 pm

2 stops14h 01m

$160

ChicagoNorfolk

ORD - ORF

ORDORF

Chicago O'Hare Intl

Wed 3/4

5:15 am-9:50 pm

2 stops15h 35m

Norfolk

Mon 3/9

7:31 pm-11:22 am

1 stop16h 51m

$170

ChicagoNorfolk

ORD - ORF

ORDORF

Chicago O'Hare Intl

Wed 2/11

6:02 pm-10:51 am

1 stop15h 49m

Norfolk

Fri 2/13

11:32 am-10:39 pm

1 stop12h 07m

$181

ChicagoNorfolk

ORD - ORF

ORDORF

Chicago O'Hare Intl

Tue 3/24

6:36 pm-7:46 pm

1 stop24h 10m

Norfolk

Mon 3/30

11:33 am-8:23 am

1 stop21h 50m

$191

ChicagoNorfolk

ORD - ORF

ORDORF

Chicago O'Hare Intl

Fri 4/17

1:27 pm-7:29 pm

1 stop29h 02m

Norfolk

Mon 4/20

8:24 pm-11:27 am

1 stop16h 03m

$201

ChicagoNorfolk

ORD - ORF

ORDORF

Chicago O'Hare Intl

Thu 3/12

9:15 am-7:46 pm

1 stop9h 31m

Norfolk

Sun 3/15

8:41 pm-11:21 am

1 stop15h 40m

$209

ChicagoNorfolk

MDW - ORF

MDWORF

Chicago Midway

Fri 5/8

9:14 am-5:49 pm

1 stop7h 35m

Norfolk

Mon 5/11

11:19 am-7:31 pm

1 stop9h 12m

$216

ChicagoNorfolk

ORD - ORF

ORDORF

Chicago O'Hare Intl

Wed 2/11

5:15 am-5:20 pm

2 stops11h 05m

Norfolk

Fri 2/13

11:32 am-10:39 pm

1 stop12h 07m

$225

ChicagoNorfolk

ORD - ORF

ORDORF

Chicago O'Hare Intl

Fri 4/17

5:30 am-4:53 pm

1 stop10h 23m

Norfolk

Mon 4/20

8:24 pm-11:27 am

1 stop16h 03m

$226

ChicagoNorfolk

MDW - ORF

MDWORF

Chicago Midway

Sat 5/9

9:14 am-5:49 pm

1 stop7h 35m

Norfolk

Sat 5/16

6:43 pm-8:04 am

1 stop14h 21m

$231

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/28

Showing 1-10 of 39 results
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Best time to book a flight from Chicago to Virginia Beach

Have a flexible travel schedule? Discover the best time to fly to Virginia Beach 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 Beach

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

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Virginia Beach. Price data was last updated on January 23, 2026.

To ensure you get the cheapest price possible for a flight from Chicago to Virginia Beach, you should look to book at least 68 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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

Currently, January is the cheapest month in which you can book a flight from Chicago to Virginia Beach (average of $134). Flying from Chicago to Virginia Beach in December is currently the most expensive (average of $265). 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 V1B?

Find hourly flight availability from Chicago to Virginia Beach. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 29, 2026.

A simple way to save on the total cost of your ticket is to fly from Chicago to Virginia Beach in the morning. If you’re flexible enough to do this you can expect to save up to 14% on your trip compared to booking a flight in the afternoon.

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

Use this chart to determine the cheapest time to fly round-trip from Chicago to Virginia Beach. Price data was last updated on January 24, 2026.

Travelers seeking maximum savings on their Chicago to Virginia Beach flight should consider departing on Wednesday at noon 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 Beach

Explore weekly flight availability from Chicago to Virginia Beach. 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 January 29, 2026.

The most flights from CHI to V1B are scheduled on a Thursday (20 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (14 on average).

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

Reviews of airlines servicing Virginia Beach

Get insights into the airlines that provide service to Virginia Beach. 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 Beach. Reviews last updated January 29, 2026.
Read through reviews of airlines operating flights from Chicago to Virginia Beach, such as Southwest, United Airlines, and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,267 reviews

Overall

8.0

Crew

8.6

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
8.0
Very good
4,267 reviews
Southwest
8.0
Very good
4,267 reviews

Overall

8.0

Crew

8.6

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
United Airlines
7.4
Good
9,215 reviews
Southwest
8.0
Very good
4,267 reviews

Overall

8.0

Crew

8.6

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,206 reviews
Southwest
8.0
Very good
4,267 reviews

Overall

8.0

Crew

8.6

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Frontier
5.7
Fair
3,056 reviews
Southwest
8.0
Very good
4,267 reviews

Overall

8.0

Crew

8.6

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Related info for your journey

Find useful and relevant information for your journey from Chicago to Virginia Beach. 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 Beach?

    A quick flight from Chicago to Virginia Beach can take about 2h. Spirit Airlines provides one of the quickest options available for as low as $282. Chicago and Virginia Beach are separated by a distance of 702 mi. This flight may include one or multiple stops.

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

    For one-way options, check prices for Frontier. According to our data, you can fly for as low as $93. Users have also found prices from $118 and $132 on American Airlines and United Airlines, respectively.

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

    Before booking your flight to Virginia Beach from Chicago, check out the most reliable airlines to get you to your destination on time: Envoy Air (78%), Republic Airways (66%), ANA( 62%).

  • What are the cheapest flights from Chicago to Virginia Beach?

    Looking at all options, your cheapest flight can be booked for $124. While the most popular route (Chicago O'Hare Intl - Norfolk) can be booked for $143 on average, our data indicates $383 when flying from Chicago to Virginia Beach.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Chicago to Virginia Beach 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 Beach?

    Currently, January is the cheapest month in which you can book a flight from Chicago to Virginia Beach (average of $134). Flying from Chicago to Virginia Beach in December is currently the most expensive (average of $265). 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 Beach

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Reagan-National flights
O'Hare Intl to Dulles Intl flights
O'Hare Intl to Raleigh flights
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Midway to Reagan-National flights
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Top 5 airlines flying from Chicago to Virginia Beach

Discover the top 5 airlines that operate flights from Chicago to Virginia Beach. 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 January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$78Average$224FlexibilityNo cancel feeOn-time65%
FrontierCheapest$102Average$234FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$207Average$396FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$213Average$372FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$237Average$394FlexibilityNo cancel feeOn-time71%

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