HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Italy

$409+ Cheap flights from Chesapeake, VA to Italy

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 2/27. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — NAP
Jan 11 — Jan 181
Sun 1/11
Sun 1/18
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chesapeake to Italy 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 Chesapeake to Italy

Cheapest flights from Chesapeake to Italy
Explore the most affordable flight options available from Chesapeake to Italy. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 12, 2025.

This KAYAK deal was found by Cheapflights users on 12/11. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/267:55 pmORF - VCE
2 stops44h 55mLufthansa
Tue 1/61:50 pmVCE - ORF
2 stops39h 37mLufthansa
Deal found 12/11$1,231
This Ovago deal was found by Cheapflights users on 12/11. 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 Ovago is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/126:00 amORF - FCO
1 stop19h 55mLufthansa
Fri 12/199:45 amFCO - ORF
2 stops19h 34mLufthansa
Deal found 12/11$1,312
This Mytrip deal was found by Cheapflights users on 12/10. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/158:38 amORF - FCO
2 stops25h 02mMultiple Airlines
Thu 12/187:10 pmFCO - ORF
2 stops29h 35mMultiple Airlines
Deal found 12/10$1,324
This United Airlines deal was found by Cheapflights users on 12/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/126:05 amORF - FCO
2 stops19h 50mUnited Airlines
Fri 12/197:00 amFCO - ORF
2 stops22h 19mUnited Airlines
Deal found 12/11$1,341
This Mytrip deal was found by Cheapflights users on 12/10. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/158:38 amORF - FLR
2 stops27h 27mMultiple Airlines
Thu 12/1811:10 amFLR - ORF
3 stops32h 56mMultiple Airlines
Deal found 12/10$1,513
This oojo deal was found by Cheapflights users on 12/10. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/145:24 pmORF - FCO
2 stops17h 31mIberia
Tue 12/1611:45 amFCO - ORF
2 stops34h 56mIberia
Deal found 12/10$1,646
This Cheapflightsfares deal was found by Cheapflights users on 12/10. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1112:39 pmORF - FCO
1 stop13h 16mLufthansa
Sat 12/137:05 amFCO - ORF
2 stops22h 22mLufthansa
Deal found 12/10$1,740
This United Airlines deal was found by Cheapflights users on 12/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/206:20 amORF - VCE
2 stops21h 45mUnited Airlines
Mon 1/52:45 pmVCE - ORF
2 stops36h 47mUnited Airlines
Deal found 12/11$1,843
This Ovago deal was found by Cheapflights users on 12/10. 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 Ovago is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/155:24 pmORF - FLR
2 stops17h 26mIberia
Thu 12/186:55 amFLR - ORF
2 stops15h 35mIberia
Deal found 12/10$1,955
This SmartFares deal was found by Cheapflights users on 12/10. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/1512:39 pmORF - FCO
1 stop13h 16mLufthansa
Thu 12/189:40 amFCO - ORF
2 stops20h 01mLufthansa
Deal found 12/10$1,984
This Air Canada deal was found by Cheapflights users on 12/11. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/196:20 amORF - FCO
2 stops21h 00mMultiple Airlines
Tue 1/61:10 pmFCO - ORF
2 stops28h 44mMultiple Airlines
Deal found 12/11$2,021
This Delta deal was found by Cheapflights users on 12/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/267:38 pmORF - VCE
2 stops15h 17mDelta
Tue 1/61:15 pmVCE - ORF
1 stop15h 47mDelta
Deal found 12/11$2,036

Find flight deals from Chesapeake to Italy

Keep the following information in mind while searching for Chesapeake to Italy flight deals. Data was last updated December 12, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$479
(oojo)

One-way from

$409
(oojo)

Popular in

June

Cheapest in

February

Average price

$1,670
Provider with most accurate pricing for Norfolk-Rome (ROM) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Norfolk-Rome (ROM) flights.
Search Deals
From Chesapeake to Italy
Search Deals
One-way flight from Chesapeake to Italy
Search Deals
Highest demand for flights based on searches. 24% potential increase in price ($344 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($56 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chesapeake to Italy 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 December 12, 2025.
Use the filters below to find and compare flights from Chesapeake to Italy that are best for you.

Fly from

Chesapeake

Fly to

Italy

Route

Depart

Return

Price

NorfolkMilan

ORF - MXP

ORFMXP

Norfolk

Thu 2/19

1:24 pm-11:45 am

2 stops16h 21m

Milan Malpensa

Sun 3/1

10:25 am-5:04 pm

1 stop12h 39m

$479

NorfolkMilan

ORF - MXP

ORFMXP

Norfolk

Sun 1/25

7:45 am-9:05 am

1 stop19h 20m

Milan Malpensa

Sun 2/1

11:05 am-9:45 pm

1 stop16h 40m

$490

NorfolkMilan

ORF - MXP

ORFMXP

Norfolk

Thu 2/26

7:03 am-9:45 am

1 stop20h 42m

Milan Malpensa

Thu 3/12

10:05 am-10:20 pm

1 stop17h 15m

$490

NorfolkRome

ORF - FCO

ORFFCO

Norfolk

Tue 3/10

11:48 am-12:25 pm

2 stops19h 37m

Rome Fiumicino

Mon 3/16

1:30 pm-11:30 pm

2 stops15h 00m

$490

NorfolkMilan

ORF - MXP

ORFMXP

Norfolk

Thu 2/19

7:03 am-9:45 am

1 stop20h 42m

Milan Malpensa

Sun 3/1

11:05 am-10:23 pm

1 stop17h 18m

$490

NorfolkMilan

ORF - MXP

ORFMXP

Norfolk

Thu 2/26

5:37 pm-4:20 pm

2 stops16h 43m

Milan Malpensa

Thu 3/12

8:50 pm-5:01 pm

2 stops25h 11m

$491

NorfolkMilan

ORF - MXP

ORFMXP

Norfolk

Thu 3/12

5:31 pm-4:20 pm

2 stops17h 49m

Milan Malpensa

Mon 3/23

8:50 pm-5:01 pm

2 stops25h 11m

$491

NorfolkMilan

ORF - LIN

ORFLIN

Norfolk

Thu 3/12

5:31 pm-11:30 am

2 stops12h 59m

Milan Linate

Mon 3/23

6:55 pm-5:01 pm

2 stops27h 06m

$494

NorfolkMilan

ORF - LIN

ORFLIN

Norfolk

Sun 1/25

5:32 pm-1:15 pm

2 stops13h 43m

Milan Linate

Sun 2/1

3:55 pm-4:43 pm

2 stops30h 48m

$494

NorfolkMilan

ORF - LIN

ORFLIN

Norfolk

Wed 3/11

5:31 pm-9:40 pm

2 stops23h 09m

Milan Linate

Sat 3/21

6:50 pm-5:01 pm

2 stops27h 11m

$494

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/10

Showing 1-10 of 44 results
1
2
3
...
5

Best time to book a flight from Chesapeake to Italy

Have a flexible travel schedule? Discover the best time to fly to Italy from Chesapeake 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 Chesapeake to Italy

What is the cheapest month to book a flight from Chesapeake to Italy?

Currently, September is the cheapest month in which you can book a flight from Chesapeake to Italy (average of $293). Flying from Chesapeake to Italy in June is currently the most expensive (average of $952). 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 C6E to IT?

Find hourly flight availability from Chesapeake to Italy. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 12, 2025.

It’s optimal to fly from Chesapeake to Italy in the afternoon. By choosing this option you can save up to 15% on the cost of your flight, compared to a flight in the morning.

What is the cheapest day to fly from Chesapeake to Italy?

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

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

Reviews of airlines servicing Italy

Get insights into the airlines that provide service to Italy. 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 Italy. Reviews last updated December 12, 2025.
See what other customers who have flown with Delta, KLM, and United Airlines from Chesapeake to Italy have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,005 reviews

Comfort

7.9

Boarding

8.1

Food

7.3

Crew

8.5

Entertainment

7.9

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,005 reviews
Delta
7.9
Good
8,005 reviews

Comfort

7.9

Boarding

8.1

Food

7.3

Crew

8.5

Entertainment

7.9

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
KLM
7.7
Good
1,432 reviews
Delta
7.9
Good
8,005 reviews

Comfort

7.9

Boarding

8.1

Food

7.3

Crew

8.5

Entertainment

7.9

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
United Airlines
7.4
Good
9,095 reviews
Delta
7.9
Good
8,005 reviews

Comfort

7.9

Boarding

8.1

Food

7.3

Crew

8.5

Entertainment

7.9

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,050 reviews
Delta
7.9
Good
8,005 reviews

Comfort

7.9

Boarding

8.1

Food

7.3

Crew

8.5

Entertainment

7.9

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Lufthansa
6.8
Okay
7,626 reviews
Delta
7.9
Good
8,005 reviews

Comfort

7.9

Boarding

8.1

Food

7.3

Crew

8.5

Entertainment

7.9

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Related info for your journey

Find useful and relevant information for your journey from Chesapeake to Italy. 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 Chesapeake to Italy?

    Airlines like British Airways, Delta, and KLM fly from Chesapeake to Italy in about 16h 21m. The time it takes to get you to your destination can typically vary by up to 4h 21m. The distance between Chesapeake and Italy is about 4240 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the most popular routes from Chesapeake to Italy?

    When deciding which route to take from Chesapeake to Italy consider Norfolk - Venice Marco Polo, Norfolk - Rome Fiumicino or Norfolk - Milan Linate as they are the most popular.

  • Can I find deals for flights from Chesapeake to Italy that include hotel bookings?

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

  • How can I find direct flights from Chesapeake to Italy?

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

  • Can I find deals for business class flights from Chesapeake to Italy?

    Yes. Cheapflights offers flight deals from Chesapeake to Italy 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 Chesapeake to Italy?

    Currently, September is the cheapest month in which you can book a flight from Chesapeake to Italy (average of $293). Flying from Chesapeake to Italy in June is currently the most expensive (average of $952). 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 Chesapeake to Italy

See prices for flight routes from nearby airports that may be better suited for you.
Dulles Intl to Heathrow flights
Dulles Intl to Charles de Gaulle flights
Dulles Intl to Leonardo da Vinci/Fiumicino flights
Dulles Intl to Lisbon flights
Dulles Intl to Gatwick flights
Dulles Intl to Madrid flights
Dulles Intl to Istanbul flights
Reagan-National to Heathrow flights
Dulles Intl to London City flights
Dulles Intl to Athens flights
Dulles Intl to Dublin flights
Dulles Intl to Amsterdam flights
Dulles Intl to Orly flights
Dulles Intl to Barcelona-El Prat flights
Reagan-National to Gatwick flights
Dulles Intl to Stansted flights
Dulles Intl to Frankfurt flights
Reagan-National to Charles de Gaulle flights
Reagan-National to Istanbul flights
Raleigh to Heathrow flights
Reagan-National to Orly flights
Reagan-National to Leonardo da Vinci/Fiumicino flights
Raleigh to Charles de Gaulle flights
Dulles Intl to Keflavik Intl flights
Dulles Intl to Zurich flights
Dulles Intl to Bruxelles-National flights
Dulles Intl to Luton flights
Reagan-National to Madrid flights
Reagan-National to Lisbon flights
Dulles Intl to Edinburgh flights
Dulles Intl to Sabiha Gokcen flights
Dulles Intl to Malpensa flights
Reagan-National to Keflavik Intl flights
Dulles Intl to Vienna flights
Reagan-National to Athens flights
Reagan-National to Barcelona-El Prat flights
Dulles Intl to Linate flights
Reagan-National to Dublin flights
Reagan-National to Malpensa flights
Reagan-National to Amsterdam flights
Dulles Intl to Geneva flights
Dulles Intl to Munich flights
Dulles Intl to Copenhagen flights
Reagan-National to Frankfurt flights
Raleigh to Gatwick flights
Reagan-National to Sabiha Gokcen flights
Dulles Intl to Beauvais-Tille flights
Dulles Intl to Vicenza flights
Reagan-National to Linate flights
Raleigh to Orly flights

Top 9 airlines flying from Chesapeake to Italy

Discover the top 9 airlines that operate flights from Chesapeake to Italy. 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 December 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$309Average$1,094FlexibilityNo cancel feeOn-timeN/A
LufthansaCheapest$509Average$955FlexibilityNo cancel feeOn-time76%
Air FranceCheapest$553Average$875FlexibilityNo cancel feeOn-time77%
British AirwaysCheapest$555Average$1,096FlexibilityNo cancel feeOn-time70%
United AirlinesCheapest$564Average$964FlexibilityNo cancel feeOn-time69%
KLMCheapest$575Average$924FlexibilityNo cancel feeOn-time75%
American AirlinesCheapest$617Average$1,192FlexibilityNo cancel feeOn-time71%
Scandinavian AirlinesCheapest$715Average$993FlexibilityNo cancel feeOn-time77%
TAP AIR PORTUGALCheapest$1,135Average$1,443FlexibilityNo cancel feeOn-timeN/A

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.