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$495+ Cheap flights from Chesapeake, VA to Milan (MIL)

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 10/1. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — MIL
May 4 — May 111
Sun 5/4
Sun 5/11
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 April 29, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$610
(Justfly.com)

One-way from

$495
(KAYAK)

Popular in

June

Cheapest in

January

Average price

$850
Provider with most accurate pricing for Norfolk-Milan (MIL) flight deals.
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Provider most trusted by Cheapflights users for Norfolk-Milan (MIL) flights.
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From Chesapeake to Milan (MIL)
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One-way flight from Chesapeake to Milan (MIL)
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Highest demand for flights based on searches. 14% potential increase in price ($156 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($35 potential savings vs. average RT price).
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Average for round-trip flights in April 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 April 29, 2025.

This Justfly.com deal was found by Cheapflights users on 4/29. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/97:00 amORF - MXP
2 stops43h 35mScandinavian Airlines
Wed 9/173:30 pmMXP - ORF
2 stops35h 56mScandinavian Airlines
Deal found 4/29$610
This United Airlines deal was found by Cheapflights users on 4/29. 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.
Wed 9/245:00 pmORF - MXP
1 stop14h 20mUnited Airlines
Thu 10/3012:05 pmMXP - ORF
2 stops16h 31mUnited Airlines
Deal found 4/29$801
This Air Canada deal was found by Cheapflights users on 4/29. 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.
Wed 9/246:00 amORF - MXP
3 stops22h 00mAir Canada
Thu 10/3012:05 pmMXP - ORF
2 stops40h 26mAir Canada
Deal found 4/29$813
This Gurufare deal was found by Cheapflights users on 4/29. 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 Gurufare is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/104:35 pmORF - LIN
2 stops16h 35mITA Airways
Thu 9/187:00 amLIN - ORF
2 stops15h 48mITA Airways
Deal found 4/29$888
This American Airlines deal was found by Cheapflights users on 4/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/81:42 pmORF - MXP
1 stop15h 38mAmerican Airlines
Wed 7/161:20 pmMXP - ORF
1 stop12h 28mAmerican Airlines
Deal found 4/29$901
This Air Canada deal was found by Cheapflights users on 4/29. 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.
Wed 9/1010:30 amORF - MXP
3 stops17h 30mMultiple Airlines
Thu 9/1812:15 pmMXP - ORF
2 stops17h 16mMultiple Airlines
Deal found 4/29$932
This British Airways deal was found by Cheapflights users on 4/29. 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 British Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/85:14 pmORF - LIN
2 stops15h 46mBritish Airways
Wed 7/167:25 amLIN - ORF
2 stops18h 23mBritish Airways
Deal found 4/29$957
This Lufthansa deal was found by Cheapflights users on 4/29. 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 Lufthansa is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/85:18 pmORF - LIN
2 stops18h 32mLufthansa
Tue 9/169:55 amLIN - ORF
2 stops19h 48mLufthansa
Deal found 4/29$966
This Expedia deal was found by Cheapflights users on 4/29. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/36:01 pmORF - MXP
1 stop11h 19mBritish Airways
Tue 7/811:10 amMXP - ORF
1 stop29h 50mBritish Airways
Deal found 4/29$992
This Mytrip deal was found by Cheapflights users on 4/28. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/1212:19 pmORF - BGY
2 stops24h 21mMultiple Airlines
Thu 6/195:55 amBGY - ORF
2 stops23h 07mMultiple Airlines
Deal found 4/28$1,038
This KAYAK deal was found by Cheapflights users on 4/29. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/127:00 amORF - LIN
2 stops24h 55mScandinavian Airlines
Sun 9/2112:00 pmLIN - ORF
2 stops40h 50mScandinavian Airlines
Deal found 4/29$1,083
This Lufthansa deal was found by Cheapflights users on 4/29. 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 Lufthansa is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/136:49 pmORF - MXP
1 stop30h 41mLufthansa
Sun 9/219:45 amMXP - ORF
1 stop19h 46mLufthansa
Deal found 4/29$1,193

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 April 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

Tue 9/9

7:00 am-8:35 am

2 stops43h 35m

Milan Malpensa

Wed 9/17

3:30 pm-9:26 pm

2 stops35h 56m

$610

NorfolkMilan

ORF - MXP

ORFMXP

Norfolk

Wed 9/24

5:00 pm-1:20 pm

1 stop14h 20m

Milan Malpensa

Thu 10/30

12:05 pm-11:36 pm

2 stops16h 31m

$801

NorfolkMilan

ORF - MXP

ORFMXP

Norfolk

Wed 9/24

6:00 am-10:00 am

3 stops22h 00m

Milan Malpensa

Thu 10/30

12:05 pm-11:31 pm

2 stops40h 26m

$813

NorfolkMilan

ORF - LIN

ORFLIN

Norfolk

Wed 9/10

4:35 pm-3:10 pm

2 stops16h 35m

Milan Linate

Thu 9/18

7:00 am-4:48 pm

2 stops15h 48m

$888

NorfolkMilan

ORF - MXP

ORFMXP

Norfolk

Tue 7/8

1:42 pm-11:20 am

1 stop15h 38m

Milan Malpensa

Wed 7/16

1:20 pm-7:48 pm

1 stop12h 28m

$901

NorfolkMilan

ORF - MXP

ORFMXP

Norfolk

Wed 9/10

10:30 am-10:00 am

3 stops17h 30m

Milan Malpensa

Thu 9/18

12:15 pm-11:31 pm

2 stops17h 16m

$932

NorfolkMilan

ORF - LIN

ORFLIN

Norfolk

Tue 7/8

5:14 pm-3:00 pm

2 stops15h 46m

Milan Linate

Wed 7/16

7:25 am-7:48 pm

2 stops18h 23m

$957

NorfolkMilan

ORF - LIN

ORFLIN

Norfolk

Mon 9/8

5:18 pm-5:50 pm

2 stops18h 32m

Milan Linate

Tue 9/16

9:55 am-11:43 pm

2 stops19h 48m

$966

NorfolkMilan

ORF - MXP

ORFMXP

Norfolk

Thu 7/3

6:01 pm-11:20 am

1 stop11h 19m

Milan Malpensa

Tue 7/8

11:10 am-11:00 am

1 stop29h 50m

$992

NorfolkBergamo

ORF - BGY

ORFBGY

Norfolk

Thu 6/12

12:19 pm-6:40 pm

2 stops24h 21m

Bergamo Orio Al Serio

Thu 6/19

5:55 am-11:02 pm

2 stops23h 07m

$1,038

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

Showing 1-10 of 19 results
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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 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 $1,050). 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 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 April 29, 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.

Rainfall in Milan by month

Plan your trip to Milan by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Milan ranges from 2.2 - 5.2 inches per month. May is typically the wettest month, when rainfall can reach 5.2 in. December is typically the driest time to visit Milan when rainfall is around 2.2 in.

Temperature in Milan by month

Plan your trip to Milan by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Milan, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 71.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 33.8 F).

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 April 29, 2025.
Peruse reviews from past customers who have flown with Delta, United Airlines and Brussels Airlines from Chesapeake to Milan to help guide your decision. 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
7,936 reviews

Entertainment

7.9

Boarding

8.2

Overall

8.0

Crew

8.5

Food

7.3

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Delta
8.0
Very good
7,936 reviews
Delta
8.0
Very good
7,936 reviews

Entertainment

7.9

Boarding

8.2

Overall

8.0

Crew

8.5

Food

7.3

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
United Airlines
7.4
Good
8,696 reviews
Delta
8.0
Very good
7,936 reviews

Entertainment

7.9

Boarding

8.2

Overall

8.0

Crew

8.5

Food

7.3

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Brussels Airlines
7.4
Good
346 reviews
Delta
8.0
Very good
7,936 reviews

Entertainment

7.9

Boarding

8.2

Overall

8.0

Crew

8.5

Food

7.3

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Scandinavian Airlines
7.3
Good
1,349 reviews
Delta
8.0
Very good
7,936 reviews

Entertainment

7.9

Boarding

8.2

Overall

8.0

Crew

8.5

Food

7.3

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,936 reviews

Entertainment

7.9

Boarding

8.2

Overall

8.0

Crew

8.5

Food

7.3

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

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.

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

    One-way options have recently been found by users for as low as $495 on Scandinavian Airlines. Other airlines that offer cheap prices include ITA Airways from $595 and British Airways from $608 one-way.

  • 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 $1,050). 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 Chesapeake?

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

Browse thousands of different options on Cheapflights for your next trip

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Top 3 airlines flying from Chesapeake to Milan

Discover the top 3 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 April 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
KLMCheapest$464Average$1,061FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$516Average$827FlexibilityNo cancel feeOn-time69%
DeltaCheapest$854Average$1,149FlexibilityNo cancel feeOn-timeN/A

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