HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Milan

$530+ Cheap flights from Chesapeake, VA to Milan (MIL)

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 11/25. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — MIL
nov. 28 — dic. 51
vie. 11/28
vie. 12/5
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chesapeake to Milan 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.

Find flight deals from Chesapeake to Milan

Cheapest flights from Chesapeake to Milan
Explore the most affordable flight options available from Chesapeake to Milan. Find the lowest fares from popular airlines and budget airlines, with prices last updated on octubre 29, 2025.

This United Airlines deal was found by Cheapflights users on 10/27. 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.
mar. 11/2510:35 amORF - MXP
2 stops14h 55mMultiple Airlines
mar. 12/22:40 pmMXP - ORF
2 stops14h 47mMultiple Airlines
Deal found 10/27$530
This United Airlines deal was found by Cheapflights users on 10/29. 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.
vie. 11/284:52 pmORF - MXP
1 stop14h 13mUnited Airlines
vie. 12/51:05 pmMXP - ORF
2 stops16h 08mUnited Airlines
Deal found 10/29$538
This Delta deal was found by Cheapflights users on 10/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 11/257:05 amORF - MXP
1 stop20h 40mDelta
mar. 12/211:35 amMXP - ORF
2 stops17h 25mDelta
Deal found 10/27$540
This United Airlines deal was found by Cheapflights users on 10/29. 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.
vie. 11/2810:35 amORF - MXP
2 stops14h 55mMultiple Airlines
vie. 12/58:30 amMXP - ORF
2 stops14h 17mMultiple Airlines
Deal found 10/29$541
This United Airlines deal was found by Cheapflights users on 10/27. 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.
vie. 11/144:52 pmORF - MXP
2 stops59h 03mUnited Airlines
mar. 11/251:05 pmMXP - ORF
2 stops40h 33mUnited Airlines
Deal found 10/27$542
This United Airlines deal was found by Cheapflights users on 10/27. 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.
mar. 11/252:50 pmORF - LIN
2 stops15h 05mMultiple Airlines
mar. 12/22:50 pmLIN - ORF
2 stops14h 37mMultiple Airlines
Deal found 10/27$543
This Cheapflightsfares deal was found by Cheapflights users on 10/29. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 11/288:05 pmORF - LIN
2 stops16h 45mLufthansa
vie. 12/59:35 amLIN - ORF
2 stops19h 38mLufthansa
Deal found 10/29$546
This United Airlines deal was found by Cheapflights users on 10/29. 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.
vie. 11/282:50 pmORF - LIN
2 stops15h 05mMultiple Airlines
vie. 12/56:10 amLIN - ORF
2 stops18h 08mMultiple Airlines
Deal found 10/29$551
This Booking.com deal was found by Cheapflights users on 10/27. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 11/146:35 pmORF - MXP
2 stops57h 20mMultiple Airlines
mar. 12/25:25 pmMXP - ORF
2 stops36h 02mMultiple Airlines
Deal found 10/27$563
This FlightHub deal was found by Cheapflights users on 10/27. 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.
vie. 11/146:35 pmORF - MXP
2 stops57h 20mAir Canada
mar. 11/251:05 pmMXP - ORF
3 stops26h 41mAir Canada
Deal found 10/27$571
This Expedia deal was found by Cheapflights users on 10/27. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 11/255:21 pmORF - MXP
1 stop32h 44mIberia
mar. 12/210:25 amMXP - ORF
1 stop12h 06mIberia
Deal found 10/27$574
This Booking.com deal was found by Cheapflights users on 10/27. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 11/256:05 amORF - MXP
2 stops45h 50mAir Canada
mar. 12/21:05 pmMXP - ORF
3 stops40h 22mAir Canada
Deal found 10/27$595

Cheap flight deals from Chesapeake to Milan

Keep the following information in mind while searching for Chesapeake to Milan flight deals. Data was last updated octubre 29, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$530
(United Airlines)

Popular in

December

Cheapest in

January

Average price

$725
Provider with most accurate pricing for Norfolk-Milan (MIL) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Norfolk-Milan (MIL) flights.
Search Deals
From Chesapeake to Milan (MIL)
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($82 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 8% potential price decrease ($73 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chesapeake to Milan 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 octubre 29, 2025.
Use the filters below to find and compare flights from Chesapeake to Milan that are best for you.

Fly from

Chesapeake

Fly to

Milan

Route

Depart

Return

Price

NorfolkMilan

ORF - MXP

ORFMXP

Norfolk

mar. 11/25

10:35 am-7:30 am

2 stops14h 55m

Milan Malpensa

mar. 12/2

2:40 pm-11:27 pm

2 stops14h 47m

$530

NorfolkMilan

ORF - MXP

ORFMXP

Norfolk

jue. 2/26

7:00 am-10:25 am

2 stops21h 25m

Milan Malpensa

jue. 3/12

9:15 am-10:55 pm

2 stops18h 40m

$533

NorfolkMilan

ORF - MXP

ORFMXP

Norfolk

vie. 11/28

4:52 pm-1:05 pm

1 stop14h 13m

Milan Malpensa

vie. 12/5

1:05 pm-11:13 pm

2 stops16h 08m

$538

NorfolkMilan

ORF - MXP

ORFMXP

Norfolk

mar. 11/25

7:05 am-9:45 am

1 stop20h 40m

Milan Malpensa

mar. 12/2

11:35 am-11:00 pm

2 stops17h 25m

$540

NorfolkMilan

ORF - MXP

ORFMXP

Norfolk

vie. 11/28

10:35 am-7:30 am

2 stops14h 55m

Milan Malpensa

vie. 12/5

8:30 am-4:47 pm

2 stops14h 17m

$541

NorfolkMilan

ORF - LIN

ORFLIN

Norfolk

mar. 11/25

2:50 pm-11:55 am

2 stops15h 05m

Milan Linate

mar. 12/2

2:50 pm-11:27 pm

2 stops14h 37m

$543

NorfolkMilan

ORF - LIN

ORFLIN

Norfolk

vie. 11/28

8:05 pm-6:50 pm

2 stops16h 45m

Milan Linate

vie. 12/5

9:35 am-11:13 pm

2 stops19h 38m

$546

NorfolkMilan

ORF - MXP

ORFMXP

Norfolk

jue. 2/19

6:10 am-9:55 am

2 stops21h 45m

Milan Malpensa

dom. 3/1

11:40 am-11:25 pm

2 stops17h 45m

$546

NorfolkMilan

ORF - LIN

ORFLIN

Norfolk

jue. 2/26

6:10 am-11:55 am

2 stops23h 45m

Milan Linate

jue. 3/12

2:50 pm-11:38 pm

2 stops13h 48m

$551

NorfolkMilan

ORF - LIN

ORFLIN

Norfolk

vie. 11/28

2:50 pm-11:55 am

2 stops15h 05m

Milan Linate

vie. 12/5

6:10 am-6:18 pm

2 stops18h 08m

$551

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

Showing 1-10 of 16 results
1
2

Best time to book a flight from Chesapeake to Milan

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

What is the cheapest time of day to fly from C6E to MIL?

Find hourly flight availability from Chesapeake to Milan. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated octubre 29, 2025.

A simple way to save on the total cost of your ticket is to fly from Chesapeake to Milan in the afternoon. If you’re flexible enough to do this you can expect to save up to 45% on your trip compared to booking a flight in the morning.

How much does it cost to fly round-trip from Chesapeake to Milan?

Reviews of airlines servicing Milan

Get insights into the airlines that provide service to Milan. 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 Milan. Reviews last updated octubre 29, 2025.
Get a feel of what it's like to fly with United Airlines and American Airlines from Chesapeake to Milan by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
8,999 reviews

Overall

7.4

Comfort

7.3

Entertainment

7.1

Food

6.6

Boarding

7.7

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
United Airlines
7.4
Good
8,999 reviews
United Airlines
7.4
Good
8,999 reviews

Overall

7.4

Comfort

7.3

Entertainment

7.1

Food

6.6

Boarding

7.7

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
American Airlines
7.2
Good
11,032 reviews
United Airlines
7.4
Good
8,999 reviews

Overall

7.4

Comfort

7.3

Entertainment

7.1

Food

6.6

Boarding

7.7

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000

Related info for your journey

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

    Scandinavian Airlines, United Airlines, and Delta can get you from Chesapeake to Milan in just under 14h 13m. Your travel time can differ by up to 7h 12m. There are 4240 mi between Chesapeake and Milan. This flight may include one or multiple stops.

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

    The most popular flight routes from Chesapeake to Milan are Norfolk - Milan Malpensa, Norfolk - Milan Linate and Norfolk - Bergamo Orio Al Serio.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Chesapeake to Milan by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Traveling to a place near Milan?

Book flights to Milan if you plan to visit one of these locations
Monza
Menaggio
Rho
Lainate
Porlezza
Novara
Assago
Bellagio
Stresa

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.

Top 5 airlines flying from Chesapeake to Milan

Discover the top 5 airlines that operate flights from Chesapeake to Milan. 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 octubre 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$606Average$746FlexibilityNo cancel feeOn-time69%
DeltaCheapest$616Average$1,110FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$617Average$1,363FlexibilityNo cancel feeOn-time71%
British AirwaysCheapest$617Average$1,093FlexibilityNo cancel feeOn-time70%
KLMCheapest$800Average$1,096FlexibilityNo cancel feeOn-time75%

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.