Italy

$251+ 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 10/13. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — NAP
ago. 4 — ago. 111
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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 julio 30, 2025.

Round-trip from

$600
(Booking.com)

One-way from

$251
(Kiwi.com)

Popular in

June

Cheapest in

February

Average price

$1,416
From Chesapeake to Italy
One-way flight from Chesapeake to Italy
Highest demand for flights based on searches. 27% potential increase in price ($406 potential increase over avg. RT price).
Cheapest flight prices on average. 5% potential price decrease ($60 potential savings vs. average RT price).
Average for round-trip flights in July 2025

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 julio 30, 2025.

This FlightHub deal was found by Cheapflights users on 7/30. 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.
mié. 9/107:00 amORF - MXP
2 stops45h 30mScandinavian Airlines
jue. 9/189:15 amMXP - ORF
2 stops21h 10mScandinavian Airlines
Deal found 7/30$608
This United Airlines deal was found by Cheapflights users on 7/30. 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.
vie. 11/2810:35 amORF - FCO
1 stop15h 55mUnited Airlines
mié. 12/312:50 pmFCO - ORF
2 stops29h 08mUnited Airlines
Deal found 7/30$632
This Scandinavian Airlines deal was found by Cheapflights users on 7/28. 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 Scandinavian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 11/1212:15 pmORF - NAP
2 stops24h 25mScandinavian Airlines
dom. 11/167:25 pmNAP - ORF
2 stops34h 36mScandinavian Airlines
Deal found 7/28$639
This Scandinavian Airlines deal was found by Cheapflights users on 7/30. 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.
vie. 10/3112:22 pmORF - FCO
2 stops25h 03mScandinavian Airlines
mié. 11/1211:55 amFCO - ORF
2 stops42h 06mScandinavian Airlines
Deal found 7/30$640
This Gotogate deal was found by Cheapflights users on 7/29. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 10/217:16 pmORF - FCO
2 stops31h 59mMultiple Airlines
vie. 10/316:45 pmFCO - ORF
2 stops33h 43mMultiple Airlines
Deal found 7/29$648
This Air Canada deal was found by Cheapflights users on 7/29. 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.
vie. 11/286:00 amORF - FCO
2 stops20h 55mAir Canada
mié. 12/312:50 pmFCO - ORF
2 stops31h 13mAir Canada
Deal found 7/29$661
This Delta deal was found by Cheapflights users on 7/29. 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.
vie. 8/155:30 amORF - MXP
1 stop21h 55mDelta
jue. 8/289:20 amMXP - ORF
2 stops15h 20mDelta
Deal found 7/29$674
This United Airlines deal was found by Cheapflights users on 7/29. 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.
mié. 8/206:00 amORF - NAP
2 stops21h 40mUnited Airlines
mié. 9/2411:35 amNAP - ORF
2 stops40h 03mUnited Airlines
Deal found 7/29$675
This Scandinavian Airlines deal was found by Cheapflights users on 7/29. 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.
vie. 9/122:00 pmORF - LIN
2 stops39h 10mScandinavian Airlines
dom. 9/2112:00 pmLIN - ORF
2 stops42h 25mScandinavian Airlines
Deal found 7/29$677
This Air Canada deal was found by Cheapflights users on 7/30. 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.
lun. 8/257:33 pmORF - NAP
2 stops32h 07mAir Canada
jue. 9/2511:35 amNAP - ORF
2 stops41h 57mAir Canada
Deal found 7/30$681
This lol.travel deal was found by Cheapflights users on 7/29. 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 8/156:10 amORF - MXP
2 stops28h 20mUnited Airlines
jue. 8/289:10 amMXP - ORF
2 stops18h 42mUnited Airlines
Deal found 7/29$706
This Ovago deal was found by Cheapflights users on 7/29. 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.
mié. 9/104:40 pmORF - MXP
2 stops25h 00mBritish Airways
jue. 9/181:20 pmMXP - ORF
1 stop13h 07mBritish Airways
Deal found 7/29$707

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 julio 30, 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

mié. 9/10

7:00 am-10:30 am

2 stops45h 30m

Milan Malpensa

jue. 9/18

9:15 am-12:25 am

2 stops21h 10m

$608

NorfolkRome

ORF - FCO

ORFFCO

Norfolk

vie. 11/28

6:00 am-8:55 am

2 stops20h 55m

Rome Fiumicino

mié. 12/3

12:50 pm-11:58 am

2 stops29h 08m

$632

NorfolkNaples

ORF - NAP

ORFNAP

Norfolk

mié. 11/12

12:15 pm-6:40 pm

2 stops24h 25m

Naples

dom. 11/16

7:25 pm-12:01 am

2 stops34h 36m

$639

NorfolkRome

ORF - FCO

ORFFCO

Norfolk

vie. 10/31

12:22 pm-6:25 pm

2 stops25h 03m

Rome Fiumicino

mié. 11/12

11:55 am-12:01 am

2 stops42h 06m

$640

NorfolkRome

ORF - FCO

ORFFCO

Norfolk

mar. 10/21

7:16 pm-9:15 am

2 stops31h 59m

Rome Fiumicino

vie. 10/31

6:45 pm-11:28 pm

2 stops33h 43m

$648

NorfolkRome

ORF - FCO

ORFFCO

Norfolk

vie. 11/28

6:00 am-8:55 am

2 stops20h 55m

Rome Fiumicino

mié. 12/3

12:50 pm-2:03 pm

2 stops31h 13m

$661

NorfolkFlorence

ORF - FLR

ORFFLR

Norfolk

mar. 1/20

10:30 am-2:00 pm

2 stops21h 30m

Florence Peretola

dom. 1/25

6:30 am-11:36 pm

3 stops23h 06m

$667

NorfolkMilan

ORF - MXP

ORFMXP

Norfolk

vie. 8/15

5:30 am-9:25 am

1 stop21h 55m

Milan Malpensa

jue. 8/28

9:20 am-6:40 pm

2 stops15h 20m

$674

NorfolkNaples

ORF - NAP

ORFNAP

Norfolk

mié. 8/20

6:00 am-9:40 am

2 stops21h 40m

Naples

mié. 9/24

11:35 am-9:38 pm

2 stops40h 03m

$675

NorfolkMilan

ORF - LIN

ORFLIN

Norfolk

vie. 9/12

2:00 pm-11:10 am

2 stops39h 10m

Milan Linate

dom. 9/21

12:00 pm-12:25 am

2 stops42h 25m

$677

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/30

Showing 1-10 of 45 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 $1,210). 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 julio 30, 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 julio 30, 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.
8.0
Very good

Overall

8.0

Entertainment

7.9

Comfort

7.9

Crew

8.5

Boarding

8.2

Food

7.3

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!
8.0
Very good
8.0
Very good

Overall

8.0

Entertainment

7.9

Comfort

7.9

Crew

8.5

Boarding

8.2

Food

7.3

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!
8.0
Very good

Overall

8.0

Entertainment

7.9

Comfort

7.9

Crew

8.5

Boarding

8.2

Food

7.3

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!
8.0
Very good

Overall

8.0

Entertainment

7.9

Comfort

7.9

Crew

8.5

Boarding

8.2

Food

7.3

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!
8.0
Very good

Overall

8.0

Entertainment

7.9

Comfort

7.9

Crew

8.5

Boarding

8.2

Food

7.3

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!
8.0
Very good

Overall

8.0

Entertainment

7.9

Comfort

7.9

Crew

8.5

Boarding

8.2

Food

7.3

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.
  • What are the cheapest airlines to fly from Chesapeake to Italy one-way?

    For one-way options, check prices for United Airlines. According to our data, you can fly for as low as $439. Users have also found prices from $464 and $518 on Air Canada and KLM, respectively.

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

  • 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 $1,210). 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.

Top 7 airlines flying from Chesapeake to Italy

Discover the top 7 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 julio 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
KLMCheapest$464Average$934FlexibilityNo cancel feeOn-time75%
Air FranceCheapest$553Average$950FlexibilityNo cancel feeOn-time77%
DeltaCheapest$573Average$987FlexibilityNo cancel feeOn-timeN/A
British AirwaysCheapest$591Average$1,158FlexibilityNo cancel feeOn-time70%
United AirlinesCheapest$604Average$1,056FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$617Average$1,262FlexibilityNo cancel feeOn-time71%
LufthansaCheapest$708Average$943FlexibilityNo cancel feeOn-time76%

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