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Italy

$263+ 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 11/9. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — NAP
Oct 14 — Oct 211
Tue 10/14
Tue 10/21
1 adult, Economy
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Cheap flight deals from Chesapeake to Italy

Keep the following information in mind while searching for Chesapeake to Italy flight deals. Data was last updated September 14, 2025.

Round-trip from

$508
(United Airlines)

One-way from

$263
(Kiwi.com)

Popular in

June

Cheapest in

February

Average price

$965
From Chesapeake to Italy
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One-way flight from Chesapeake to Italy
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Highest demand for flights based on searches. 30% potential increase in price ($447 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($63 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find 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 September 14, 2025.

This United Airlines deal was found by Cheapflights users on 9/14. 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.
Wed 10/296:20 amORF - MXP
2 stops21h 35mUnited Airlines
Wed 11/59:45 amMXP - ORF
1 stop12h 51mUnited Airlines
Deal found 9/14$508
This FlightHub deal was found by Cheapflights users on 9/13. 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.
Fri 10/177:04 amORF - MXP
2 stops21h 36mScandinavian Airlines
Tue 10/2111:20 amMXP - ORF
2 stops43h 00mScandinavian Airlines
Deal found 9/13$518
This FlightHub deal was found by Cheapflights users on 9/14. 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.
Tue 10/144:23 pmORF - VCE
2 stops35h 37mScandinavian Airlines
Tue 10/2811:20 amVCE - ORF
2 stops42h 00mScandinavian Airlines
Deal found 9/14$536
This United Airlines deal was found by Cheapflights users on 9/14. 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.
Wed 10/292:50 pmORF - LIN
2 stops16h 30mUnited Airlines
Wed 11/52:55 pmLIN - ORF
2 stops14h 43mUnited Airlines
Deal found 9/14$547
This Expedia deal was found by Cheapflights users on 9/12. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/278:05 pmORF - NAP
2 stops16h 20mLufthansa
Mon 11/36:15 pmNAP - ORF
2 stops35h 12mLufthansa
Deal found 9/12$557
This Scandinavian Airlines deal was found by Cheapflights users on 9/12. 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 Scandinavian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/127:05 amORF - NAP
2 stops29h 35mScandinavian Airlines
Sun 11/167:25 pmNAP - ORF
2 stops33h 31mScandinavian Airlines
Deal found 9/12$564
This United Airlines deal was found by Cheapflights users on 9/13. 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.
Mon 11/105:17 pmORF - FCO
1 stop11h 38mUnited Airlines
Thu 11/2011:00 amFCO - ORF
1 stop13h 48mUnited Airlines
Deal found 9/13$575
This Delta deal was found by Cheapflights users on 9/13. 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.
Tue 10/285:45 amORF - FCO
2 stops19h 20mDelta
Tue 11/49:20 amFCO - ORF
2 stops21h 00mDelta
Deal found 9/13$580
This United Airlines deal was found by Cheapflights users on 9/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/48:05 pmORF - FCO
2 stops30h 50mUnited Airlines
Tue 11/117:05 amFCO - ORF
2 stops22h 22mUnited Airlines
Deal found 9/12$584
This oojo deal was found by Cheapflights users on 9/12. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/135:21 pmORF - NAP
2 stops16h 14mBritish Airways
Mon 11/171:55 pmNAP - ORF
2 stops35h 52mBritish Airways
Deal found 9/12$590
This Delta deal was found by Cheapflights users on 9/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/46:17 pmORF - FCO
2 stops17h 08mDelta
Tue 11/119:20 amFCO - ORF
1 stop14h 12mDelta
Deal found 9/12$594
This United Airlines deal was found by Cheapflights users on 9/13. 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.
Mon 11/106:25 pmORF - FCO
2 stops13h 35mMultiple Airlines
Thu 11/201:30 pmFCO - ORF
2 stops16h 08mMultiple Airlines
Deal found 9/13$599

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 September 14, 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

Wed 10/29

4:52 pm-1:05 pm

1 stop15h 13m

Milan Malpensa

Wed 11/5

9:45 am-5:37 pm

1 stop13h 52m

$508

NorfolkMilan

ORF - MXP

ORFMXP

Norfolk

Fri 10/17

7:04 am-10:40 am

2 stops21h 36m

Milan Malpensa

Tue 10/21

11:20 am-12:20 am

2 stops43h 00m

$518

NorfolkMilan

ORF - MXP

ORFMXP

Norfolk

Mon 3/2

8:05 pm-9:55 am

2 stops31h 50m

Milan Malpensa

Mon 3/16

5:25 pm-10:20 am

2 stops45h 55m

$518

NorfolkMilan

ORF - MXP

ORFMXP

Norfolk

Thu 2/26

12:31 pm-7:30 am

1 stop12h 59m

Milan Malpensa

Thu 3/12

12:05 pm-9:32 pm

2 stops38h 27m

$535

NorfolkVenice

ORF - VCE

ORFVCE

Norfolk

Tue 10/14

4:23 pm-10:00 am

2 stops35h 37m

Venice Marco Polo

Tue 10/28

11:20 am-12:20 am

2 stops42h 00m

$536

NorfolkMilan

ORF - LIN

ORFLIN

Norfolk

Wed 10/29

2:50 pm-12:20 pm

2 stops16h 30m

Milan Linate

Wed 11/5

2:55 pm-11:38 pm

2 stops14h 43m

$547

NorfolkRome

ORF - FCO

ORFFCO

Norfolk

Tue 3/10

12:15 pm-11:05 am

2 stops17h 50m

Rome Fiumicino

Mon 3/16

11:55 am-10:55 pm

2 stops40h 00m

$550

NorfolkNaples

ORF - NAP

ORFNAP

Norfolk

Mon 10/27

8:05 pm-5:25 pm

2 stops16h 20m

Naples

Mon 11/3

6:15 pm-11:27 pm

2 stops35h 12m

$557

NorfolkMilan

ORF - MXP

ORFMXP

Norfolk

Mon 3/9

6:00 am-8:55 am

2 stops21h 55m

Milan Malpensa

Sat 3/21

6:55 am-11:36 pm

2 stops21h 41m

$557

NorfolkNaples

ORF - NAP

ORFNAP

Norfolk

Wed 11/12

7:05 am-6:40 pm

2 stops29h 35m

Naples

Sun 11/16

7:25 pm-10:56 pm

2 stops33h 31m

$564

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/11

Showing 1-10 of 60 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, January is the cheapest month in which you can book a flight from Chesapeake to Italy (average of $703). Flying from Chesapeake to Italy in June is currently the most expensive (average of $1,202). 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 September 14, 2025.

When flying from Chesapeake to Italy, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 September 14, 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
8.0
Very good
7,956 reviews

Comfort

7.9

Overall

8.0

Crew

8.5

Food

7.3

Boarding

8.2

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,956 reviews
Delta
8.0
Very good
7,956 reviews

Comfort

7.9

Overall

8.0

Crew

8.5

Food

7.3

Boarding

8.2

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
KLM
7.8
Good
1,385 reviews
Delta
8.0
Very good
7,956 reviews

Comfort

7.9

Overall

8.0

Crew

8.5

Food

7.3

Boarding

8.2

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,931 reviews
Delta
8.0
Very good
7,956 reviews

Comfort

7.9

Overall

8.0

Crew

8.5

Food

7.3

Boarding

8.2

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,956 reviews

Comfort

7.9

Overall

8.0

Crew

8.5

Food

7.3

Boarding

8.2

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
British Airways
6.7
Okay
7,361 reviews
Delta
8.0
Very good
7,956 reviews

Comfort

7.9

Overall

8.0

Crew

8.5

Food

7.3

Boarding

8.2

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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 United Airlines, Scandinavian Airlines, and Lufthansa fly from Chesapeake to Italy in about 15h 13m. The time it takes to get you to your destination can typically vary by up to 6h 23m. 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 cheapest airlines to fly from Chesapeake to Italy one-way?

    For one-way options, check prices for Lufthansa. According to our data, you can fly for as low as $291. Users have also found prices from $317 and $318 on KLM and Air Canada, respectively.

  • 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 - 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, January is the cheapest month in which you can book a flight from Chesapeake to Italy (average of $703). Flying from Chesapeake to Italy in June is currently the most expensive (average of $1,202). 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

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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 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 September 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air FranceCheapest$553Average$896FlexibilityNo cancel feeOn-time77%
British AirwaysCheapest$591Average$1,104FlexibilityNo cancel feeOn-time70%
United AirlinesCheapest$604Average$1,073FlexibilityNo cancel feeOn-time69%
DeltaCheapest$616Average$1,030FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$617Average$1,272FlexibilityNo cancel feeOn-time71%
KLMCheapest$659Average$920FlexibilityNo cancel feeOn-time75%
LufthansaCheapest$708Average$1,094FlexibilityNo cancel feeOn-time76%
Scandinavian AirlinesCheapest$715Average$993FlexibilityNo cancel feeOn-time77%
TAP AIR PORTUGALCheapest$1,135Average$1,443FlexibilityNo cancel feeOn-timeN/A

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