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Italy

$291+ 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 3/18. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — NAP
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
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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 January 29, 2026.

This FlightHub 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/145:12 pm
ORF
-
MXP
2 stops13h 23m
Lufthansa
Sat 11/211:20 pm
MXP
-
ORF
2 stops16h 11m
Lufthansa
Deal found 1/27$491
This KLM 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/2610:36 am
ORF
-
MXP
1 stop16h 29m
KLM
Thu 3/128:30 am
MXP
-
ORF
1 stop13h 49m
KLM
Deal found 1/27$492
This Air Canada 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/246:00 am
ORF
-
FCO
2 stops21h 25m
Air Canada
Wed 3/41:15 pm
FCO
-
ORF
2 stops40h 31m
Air Canada
Deal found 1/27$492
This KLM 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/95:59 pm
ORF
-
NAP
2 stops16h 51m
Multiple Airlines
Wed 3/2510:25 am
NAP
-
ORF
2 stops18h 59m
Multiple Airlines
Deal found 1/27$492
This KLM deal was found by Cheapflights users on 1/26. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/233:45 pm
ORF
-
VCE
1 stop13h 35m
KLM
Thu 3/51:20 pm
VCE
-
ORF
1 stop15h 40m
KLM
Deal found 1/26$493
This oojo 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/265:31 pm
ORF
-
MXP
2 stops16h 49m
British Airways
Thu 3/128:50 pm
MXP
-
ORF
2 stops24h 31m
British Airways
Deal found 1/27$493
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/2410:23 am
ORF
-
FCO
1 stop16h 07m
United Airlines
Tue 3/1012:10 pm
FCO
-
ORF
2 stops37h 44m
United Airlines
Deal found 1/27$493
This oojo deal was found by Cheapflights users on 1/26. 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.
Mon 2/239:03 am
ORF
-
VCE
2 stops25h 47m
British Airways
Thu 3/58:30 pm
VCE
-
ORF
2 stops26h 31m
British Airways
Deal found 1/26$494
This Cheapflightsfares deal was found by Cheapflights users on 1/26. 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.
Tue 2/2412:26 pm
ORF
-
FCO
2 stops18h 59m
Lufthansa
Wed 3/49:45 am
FCO
-
ORF
2 stops19h 49m
Lufthansa
Deal found 1/26$494
This FlightHub 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/148:00 pm
ORF
-
LIN
2 stops16h 50m
Lufthansa
Sat 11/2110:45 am
LIN
-
ORF
2 stops18h 46m
Lufthansa
Deal found 1/27$494
This Cheapflightsfares deal was found by Cheapflights users on 1/26. 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.
Wed 2/2512:26 pm
ORF
-
NAP
2 stops23h 49m
Lufthansa
Wed 3/41:15 pm
NAP
-
ORF
2 stops16h 19m
Lufthansa
Deal found 1/26$494
This oojo 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/241:09 pm
ORF
-
FCO
2 stops21h 46m
British Airways
Wed 3/41:10 pm
FCO
-
ORF
1 stop12h 45m
British Airways
Deal found 1/27$495

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 January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$492
(KLM)

One-way from

$291
(Kiwi.com)

Popular in

June

Cheapest in

February

Average price

$930
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. 25% potential increase in price ($374 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($58 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 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 January 29, 2026.
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 2/26

10:36 am-9:05 am

1 stop16h 29m

Milan Malpensa

Thu 3/12

8:30 am-5:19 pm

1 stop13h 49m

$492

NorfolkNaples

ORF - NAP

ORFNAP

Norfolk

Mon 3/9

5:59 pm-3:50 pm

2 stops16h 51m

Naples

Wed 3/25

10:25 am-12:24 am

2 stops18h 59m

$492

NorfolkMilan

ORF - MXP

ORFMXP

Norfolk

Thu 2/26

1:08 pm-11:45 am

2 stops16h 37m

Milan Malpensa

Thu 3/12

8:50 pm-4:21 pm

2 stops24h 31m

$493

NorfolkVenice

ORF - VCE

ORFVCE

Norfolk

Mon 2/23

3:45 pm-11:20 am

1 stop13h 35m

Venice Marco Polo

Thu 3/5

1:20 pm-11:00 pm

1 stop15h 40m

$493

NorfolkVenice

ORF - VCE

ORFVCE

Norfolk

Mon 2/23

9:03 am-4:50 pm

2 stops25h 47m

Venice Marco Polo

Thu 3/5

8:30 pm-5:01 pm

2 stops26h 31m

$494

NorfolkRome

ORF - FCO

ORFFCO

Norfolk

Tue 2/24

12:26 pm-6:15 pm

2 stops23h 49m

Rome Fiumicino

Tue 3/10

7:05 am-11:34 pm

2 stops21h 29m

$495

NorfolkRome

ORF - FCO

ORFFCO

Norfolk

Tue 3/10

4:43 pm-11:00 pm

2 stops25h 17m

Rome Fiumicino

Mon 3/16

7:05 am-11:46 pm

2 stops21h 41m

$495

NorfolkMilan

ORF - MXP

ORFMXP

Norfolk

Thu 2/26

10:36 am-9:05 am

1 stop16h 29m

Milan Malpensa

Thu 3/12

8:30 am-10:20 pm

2 stops18h 50m

$496

NorfolkVenice

ORF - VCE

ORFVCE

Norfolk

Mon 2/23

6:14 pm-5:20 pm

2 stops17h 06m

Venice Marco Polo

Thu 3/5

1:20 pm-11:00 pm

1 stop15h 40m

$497

NorfolkMilan

ORF - LIN

ORFLIN

Norfolk

Wed 2/25

10:23 am-11:55 am

2 stops19h 32m

Milan Linate

Sun 3/1

6:15 am-6:54 pm

2 stops18h 39m

$507

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

Showing 1-10 of 57 results
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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 $295). 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.

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 January 29, 2026.
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
8,127 reviews

Boarding

8.1

Comfort

7.9

Crew

8.5

Entertainment

7.8

Overall

7.9

Food

7.2

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
8,127 reviews
Delta
7.9
Good
8,127 reviews

Boarding

8.1

Comfort

7.9

Crew

8.5

Entertainment

7.8

Overall

7.9

Food

7.2

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
1,443 reviews
Delta
7.9
Good
8,127 reviews

Boarding

8.1

Comfort

7.9

Crew

8.5

Entertainment

7.8

Overall

7.9

Food

7.2

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
9,215 reviews
Delta
7.9
Good
8,127 reviews

Boarding

8.1

Comfort

7.9

Crew

8.5

Entertainment

7.8

Overall

7.9

Food

7.2

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
11,206 reviews
Delta
7.9
Good
8,127 reviews

Boarding

8.1

Comfort

7.9

Crew

8.5

Entertainment

7.8

Overall

7.9

Food

7.2

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
7,756 reviews
Delta
7.9
Good
8,127 reviews

Boarding

8.1

Comfort

7.9

Crew

8.5

Entertainment

7.8

Overall

7.9

Food

7.2

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 KLM, British Airways, and Lufthansa fly from Chesapeake to Italy in about 16h 29m. The time it takes to get you to your destination can typically vary by up to 7h 20m. 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 - Rome Fiumicino, Norfolk - Venice Marco Polo or Norfolk - Naples 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 $295). 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

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Alternative routes for Chesapeake to Italy

See prices for flight routes from nearby airports that may be better suited for you.
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Top 8 airlines flying from Chesapeake to Italy

Discover the top 8 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 January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$309Average$1,033FlexibilityNo cancel feeOn-timeN/A
LufthansaCheapest$509Average$963FlexibilityNo cancel feeOn-time76%
British AirwaysCheapest$514Average$1,086FlexibilityNo cancel feeOn-time70%
Air FranceCheapest$553Average$1,023FlexibilityNo cancel feeOn-time77%
United AirlinesCheapest$564Average$980FlexibilityNo cancel feeOn-time69%
KLMCheapest$595Average$827FlexibilityNo cancel feeOn-time75%
American AirlinesCheapest$617Average$1,101FlexibilityNo cancel feeOn-time71%
TAP AIR PORTUGALCheapest$1,135Average$1,444FlexibilityNo cancel feeOn-timeN/A

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