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$470+ 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 10/20. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — MIL
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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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 September 11, 2025.

Round-trip from

$470
(lol.travel)

Popular in

June

Cheapest in

May

Average price

$1,045
From Chesapeake to Milan (MIL)
Search Deals
Highest demand for flights based on searches. 1% potential increase in price ($18 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($44 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2025
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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 September 11, 2025.

This lol.travel deal was found by Cheapflights users on 9/10. 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/207:16 pmORF - MXP
1 stop30h 14mUnited Airlines
Tue 11/43:05 pmMXP - ORF
2 stops28h 53mUnited Airlines
Deal found 9/10$470
This Booking.com deal was found by Cheapflights users on 9/10. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/206:00 amORF - MXP
2 stops22h 00mAir Canada
Tue 11/41:05 pmMXP - ORF
2 stops40h 22mAir Canada
Deal found 9/10$486
This FlightHub deal was found by Cheapflights users on 9/10. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/161:36 pmORF - MXP
2 stops38h 54mScandinavian Airlines
Wed 10/2212:15 pmMXP - ORF
2 stops40h 50mScandinavian Airlines
Deal found 9/10$493
This lol.travel deal was found by Cheapflights users on 9/10. 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/206:00 amORF - LIN
2 stops24h 00mUnited Airlines
Tue 11/46:15 amLIN - ORF
2 stops21h 23mUnited Airlines
Deal found 9/10$503
This FlightHub deal was found by Cheapflights users on 9/10. 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 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
Wed 10/2212:15 pmMXP - ORF
2 stops40h 50mScandinavian Airlines
Deal found 9/10$508
This FlightHub deal was found by Cheapflights users on 9/10. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/16:17 pmORF - MXP
2 stops59h 08mScandinavian Airlines
Sat 11/1511:15 amMXP - ORF
2 stops41h 56mScandinavian Airlines
Deal found 9/10$510
This FlightHub deal was found by Cheapflights users on 9/11. 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.
Fri 10/177:04 amORF - MXP
2 stops21h 36mScandinavian Airlines
Tue 10/2111:20 amMXP - ORF
2 stops40h 13mScandinavian Airlines
Deal found 9/11$518
This KLM deal was found by Cheapflights users on 9/10. 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.
Sat 11/16:17 pmORF - MXP
1 stop33h 48mKLM
Sat 11/1512:00 pmMXP - ORF
1 stop16h 56mKLM
Deal found 9/10$574
This KLM deal was found by Cheapflights users on 9/10. 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.
Sat 11/16:17 pmORF - MXP
1 stop33h 48mMultiple Airlines
Sat 11/156:55 amMXP - ORF
2 stops16h 37mMultiple Airlines
Deal found 9/10$599
This Air Canada deal was found by Cheapflights users on 9/10. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/166:00 amORF - MXP
2 stops22h 00mAir Canada
Tue 10/2112:15 pmMXP - ORF
2 stops41h 17mAir Canada
Deal found 9/10$605
This Mytrip deal was found by Cheapflights users on 9/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/66:00 amORF - MXP
2 stops21h 55mMultiple Airlines
Sat 11/156:55 amMXP - ORF
2 stops22h 32mMultiple Airlines
Deal found 9/11$606
This Ovago deal was found by Cheapflights users on 9/11. 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 Ovago is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/68:05 pmORF - LIN
2 stops14h 50mLufthansa
Sat 11/1510:45 amLIN - ORF
2 stops18h 42mLufthansa
Deal found 9/11$659

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 September 11, 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

Mon 10/20

11:24 am-7:30 am

1 stop14h 06m

Milan Malpensa

Tue 11/4

3:05 pm-2:34 pm

1 stop29h 29m

$474

NorfolkMilan

ORF - MXP

ORFMXP

Norfolk

Thu 10/16

1:36 pm-10:30 am

2 stops38h 54m

Milan Malpensa

Wed 10/22

12:15 pm-11:05 pm

2 stops40h 50m

$493

NorfolkMilan

ORF - LIN

ORFLIN

Norfolk

Mon 10/20

6:00 am-12:00 pm

2 stops24h 00m

Milan Linate

Tue 11/4

6:15 am-9:38 pm

2 stops21h 23m

$503

NorfolkMilan

ORF - MXP

ORFMXP

Norfolk

Sat 10/18

7:04 am-6:00 pm

2 stops28h 56m

Milan Malpensa

Wed 10/22

12:15 pm-11:05 pm

2 stops40h 50m

$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-9:33 pm

2 stops40h 13m

$518

NorfolkMilan

ORF - MXP

ORFMXP

Norfolk

Thu 1/15

3:05 pm-8:25 am

2 stops35h 20m

Milan Malpensa

Mon 1/26

9:15 am-10:55 pm

2 stops19h 40m

$538

NorfolkMilan

ORF - MXP

ORFMXP

Norfolk

Sat 11/1

6:17 pm-9:05 am

1 stop33h 48m

Milan Malpensa

Sat 11/15

12:00 pm-10:56 pm

1 stop16h 56m

$574

NorfolkMilan

ORF - MXP

ORFMXP

Norfolk

Thu 1/15

12:25 pm-7:30 am

1 stop13h 05m

Milan Malpensa

Mon 1/26

9:10 am-9:47 pm

2 stops42h 37m

$585

NorfolkMilan

ORF - MXP

ORFMXP

Norfolk

Thu 10/16

6:00 am-10:00 am

2 stops22h 00m

Milan Malpensa

Tue 10/21

12:15 pm-11:32 pm

2 stops41h 17m

$605

NorfolkMilan

ORF - MXP

ORFMXP

Norfolk

Thu 11/6

6:00 am-9:55 am

2 stops21h 55m

Milan Malpensa

Sat 11/15

6:55 am-11:27 pm

2 stops22h 32m

$606

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Showing 1-10 of 24 results
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2
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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 September 11, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chesapeake to Milan as you normally would.

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 September 11, 2025.
Get a feel of what it's like to fly with Delta, 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.
Delta
8.0
Very good
7,960 reviews

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Crew

8.5

Overall

8.0

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!
Delta
8.0
Very good
7,960 reviews
Delta
8.0
Very good
7,960 reviews

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Crew

8.5

Overall

8.0

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!
United Airlines
7.4
Good
8,937 reviews
Delta
8.0
Very good
7,960 reviews

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Crew

8.5

Overall

8.0

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!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,960 reviews

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Crew

8.5

Overall

8.0

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 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?

    United Airlines, Scandinavian Airlines, and Lufthansa can get you from Chesapeake to Milan in just under 14h 06m. Your travel time can differ by up to 24h 48m. 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.

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

    Currently, January is the cheapest month in which you can book a flight from Chesapeake to Milan (average of $594). Flying from Chesapeake to Milan in June is currently the most expensive (average of $973). 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 Milan?

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

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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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$606Average$827FlexibilityNo 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%

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