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$703+ Cheap flights from Chesapeake, VA to Naples (NAP)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/4. 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
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Cheap flight deals from Chesapeake to Naples

Best flights from Chesapeake to Naples
Discover carefully curated flight deals from Chesapeake to Naples that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 12, 2025.

This United Airlines deal was found by Cheapflights users on 12/9. 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 2/410:05 amORF - NAP
2 stops25h 20mUnited Airlines
Sun 2/86:35 amNAP - ORF
2 stops18h 18mUnited Airlines
Deal found 12/9$703
This FlightHub 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/912:25 pmORF - NAP
1 stop12h 35mLufthansa
Wed 4/156:35 amNAP - ORF
2 stops16h 09mLufthansa
Deal found 12/11$745
This oojo 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/97:05 pmORF - NAP
2 stops44h 55mBritish Airways
Wed 4/152:55 pmNAP - ORF
2 stops38h 20mBritish Airways
Deal found 12/11$762
This KLM 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/97:03 amORF - NAP
1 stop19h 07mKLM
Wed 4/1510:15 amNAP - ORF
1 stop18h 47mKLM
Deal found 12/11$780
This Finnair 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 Finnair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/56:23 amORF - NAP
1 stop21h 37mMultiple Airlines
Fri 6/1212:00 pmNAP - ORF
1 stop13h 51mMultiple Airlines
Deal found 12/11$1,364
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.
Fri 4/35:31 pmORF - NAP
2 stops19h 14mBritish Airways
Sat 4/117:50 amNAP - ORF
2 stops21h 25mBritish Airways
Deal found 12/10$984
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/55:12 pmORF - NAP
2 stops17h 33mLufthansa
Fri 6/126:35 amNAP - ORF
2 stops22h 56mLufthansa
Deal found 12/11$1,334
This KLM 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/37:03 amORF - NAP
1 stop19h 07mKLM
Sat 4/1112:45 pmNAP - ORF
2 stops16h 20mKLM
Deal found 12/10$1,386
This oojo 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/55:21 pmORF - NAP
2 stops19h 24mBritish Airways
Fri 6/1212:00 pmNAP - ORF
1 stop13h 51mBritish Airways
Deal found 12/11$1,352

Find flight deals from Chesapeake to Naples

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

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$703
(United Airlines)

Popular in

May

Cheapest in

November

Average price

$746
Provider with most accurate pricing for Norfolk-Naples flight deals.
Search Deals
Provider most trusted by Cheapflights users for Norfolk-Naples flights.
Search Deals
From Chesapeake to Naples
Search Deals
Highest demand for flights based on searches. 17% potential increase in price ($222 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($45 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 Naples 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 Naples that are best for you.

Fly from

Chesapeake

Fly to

Naples

Route

Depart

Return

Price

NorfolkNaples

ORF - NAP

ORFNAP

Norfolk

Wed 2/4

10:05 am-5:25 pm

2 stops25h 20m

Naples

Sun 2/8

6:35 am-6:53 pm

2 stops18h 18m

$703

NorfolkNaples

ORF - NAP

ORFNAP

Norfolk

Thu 4/9

12:25 pm-7:00 am

1 stop12h 35m

Naples

Wed 4/15

6:35 am-4:44 pm

2 stops16h 09m

$745

NorfolkNaples

ORF - NAP

ORFNAP

Norfolk

Thu 4/9

7:05 pm-10:00 pm

2 stops44h 55m

Naples

Wed 4/15

2:55 pm-11:15 pm

2 stops38h 20m

$762

NorfolkNaples

ORF - NAP

ORFNAP

Norfolk

Thu 4/9

7:03 am-8:10 am

1 stop19h 07m

Naples

Wed 4/15

10:15 am-11:02 pm

1 stop18h 47m

$780

NorfolkNaples

ORF - NAP

ORFNAP

Norfolk

Fri 4/3

5:31 pm-6:45 pm

2 stops19h 14m

Naples

Sat 4/11

7:50 am-11:15 pm

2 stops21h 25m

$984

NorfolkNaples

ORF - NAP

ORFNAP

Norfolk

Fri 6/5

5:12 pm-4:45 pm

2 stops17h 33m

Naples

Fri 6/12

6:35 am-11:31 pm

2 stops22h 56m

$1,334

NorfolkNaples

ORF - NAP

ORFNAP

Norfolk

Fri 6/5

5:21 pm-6:45 pm

2 stops19h 24m

Naples

Fri 6/12

12:00 pm-7:51 pm

1 stop13h 51m

$1,352

NorfolkNaples

ORF - NAP

ORFNAP

Norfolk

Fri 6/5

6:23 am-10:00 am

1 stop21h 37m

Naples

Fri 6/12

12:00 pm-7:51 pm

1 stop13h 51m

$1,364

NorfolkNaples

ORF - NAP

ORFNAP

Norfolk

Fri 4/3

7:03 am-8:10 am

1 stop19h 07m

Naples

Sat 4/11

12:45 pm-11:05 pm

2 stops16h 20m

$1,386

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/9

Best time to book a flight from Chesapeake to Naples

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

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

Currently, November is the cheapest month in which you can book a flight from Chesapeake to Naples (average of $549). Flying from Chesapeake to Naples in February is currently the most expensive (average of $1,384). 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 NAP?

Find hourly flight availability from Chesapeake to Naples. 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 typically best to fly out from Chesapeake to Naples in the afternoon. Doing so could potentially save you 31% on the flight price compared to flying at noon, which is usually more expensive.

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

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

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

Reviews of airlines servicing Naples

Get insights into the airlines that provide service to Naples. 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 Naples. Reviews last updated December 12, 2025.
Read through reviews of airlines operating flights from Chesapeake to Naples, such as United Airlines, American Airlines, and Lufthansa. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,095 reviews

Food

6.6

Boarding

7.7

Comfort

7.3

Overall

7.4

Entertainment

7.1

Crew

8.1

Reviews

1 / 20
10.0
Excellent

Sunderesh,Dec 2025

AUS - EWR

Smooth flight from Austin to Newark. The crew was friendly.
United Airlines
7.4
Good
9,095 reviews
United Airlines
7.4
Good
9,095 reviews

Food

6.6

Boarding

7.7

Comfort

7.3

Overall

7.4

Entertainment

7.1

Crew

8.1

Reviews

1 / 20
10.0
Excellent

Sunderesh,Dec 2025

AUS - EWR

Smooth flight from Austin to Newark. The crew was friendly.
American Airlines
7.2
Good
11,050 reviews
United Airlines
7.4
Good
9,095 reviews

Food

6.6

Boarding

7.7

Comfort

7.3

Overall

7.4

Entertainment

7.1

Crew

8.1

Reviews

1 / 20
10.0
Excellent

Sunderesh,Dec 2025

AUS - EWR

Smooth flight from Austin to Newark. The crew was friendly.
Lufthansa
6.8
Okay
7,626 reviews
United Airlines
7.4
Good
9,095 reviews

Food

6.6

Boarding

7.7

Comfort

7.3

Overall

7.4

Entertainment

7.1

Crew

8.1

Reviews

1 / 20
10.0
Excellent

Sunderesh,Dec 2025

AUS - EWR

Smooth flight from Austin to Newark. The crew was friendly.
British Airways
6.7
Okay
7,571 reviews
United Airlines
7.4
Good
9,095 reviews

Food

6.6

Boarding

7.7

Comfort

7.3

Overall

7.4

Entertainment

7.1

Crew

8.1

Reviews

1 / 20
10.0
Excellent

Sunderesh,Dec 2025

AUS - EWR

Smooth flight from Austin to Newark. The crew was friendly.

Related info for your journey

Find useful and relevant information for your journey from Chesapeake to Naples. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Naples from Chesapeake?

    Located just 2.9 mi from the city center, Naples is the airport most travelers will use when flying to Naples from Chesapeake. Booking flights from Chesapeake to Naples (NAP) should be relatively easy as there are 0 daily inbound flights from Chesapeake from 4 different airlines.

  • How long is the flight from Chesapeake to Naples?

    For as low as $745, United Airlines can have you in Naples from Chesapeake in 12h 35m. Airlines will cover a distance of 4639 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

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

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

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

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

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

    Currently, November is the cheapest month in which you can book a flight from Chesapeake to Naples (average of $549). Flying from Chesapeake to Naples in February is currently the most expensive (average of $1,384). 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

Traveling to a place near Naples?

Book flights to Naples if you plan to visit one of these locations
Praiano
Ravello
Conca Dei Marini
Maiori
Sant'Agnello
Vico Equense

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Top 4 airlines flying from Chesapeake to Naples

Discover the top 4 airlines that operate flights from Chesapeake to Naples. 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
LufthansaCheapest$537Average$677FlexibilityNo cancel feeOn-time76%
American AirlinesCheapest$757Average$1,280FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$763Average$1,033FlexibilityNo cancel feeOn-time69%
British AirwaysCheapest$893Average$1,203FlexibilityNo cancel feeOn-time70%

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