Travelers have found it’s best to book a flight 16 days in advance to save up to 102% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 16 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Chesapeake to Italy 1-2 weeks in advance for as low as $623, or $1,725 for flights within the next 24 hours.
Due to multiple factors, expect to potentially pay more when booking in June. For low rates, February can be a great choice for travel to Italy. Flights to Italy from Chesapeake in February are about $1,152 on average during February, but can be found for as low as $494.
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.
Fly from
Fly to
Budget
$580 - $939
Route
Depart
Return
Price
NorfolkMilan Malpensa
ORF - MXP
ORFMXP
Norfolk
Wed 11/6
2 stops15h 25m
Milan Malpensa
Sat 11/16
2 stops29h 22m
NorfolkRome Fiumicino
ORF - FCO
ORFFCO
Norfolk
Tue 11/12
1 stop11h 37m
Rome Fiumicino
Tue 11/19
2 stops28h 17m
NorfolkRome Fiumicino
ORF - FCO
ORFFCO
Norfolk
Tue 11/12
2 stops22h 05m
Rome Fiumicino
Tue 11/19
2 stops28h 17m
NorfolkRome Fiumicino
ORF - FCO
ORFFCO
Norfolk
Mon 11/18
2 stops14h 58m
Rome Fiumicino
Mon 11/25
2 stops25h 58m
NorfolkMilan Malpensa
ORF - MXP
ORFMXP
Norfolk
Wed 11/6
3 stops19h 25m
Milan Malpensa
Sat 11/16
3 stops20h 59m
NorfolkFlorence Peretola
ORF - FLR
ORFFLR
Norfolk
Wed 10/9
2 stops26h 49m
Florence Peretola
Tue 10/15
2 stops28h 13m
NorfolkNaples
ORF - NAP
ORFNAP
Norfolk
Sun 7/7
1 stop13h 00m
Naples
Fri 9/20
2 stops22h 13m
NorfolkMilan Malpensa
ORF - MXP
ORFMXP
Norfolk
Wed 8/21
2 stops14h 36m
Milan Malpensa
Mon 8/26
2 stops16h 45m
NorfolkRome Fiumicino
ORF - FCO
ORFFCO
Norfolk
Fri 10/18
1 stop17h 50m
Rome Fiumicino
Tue 10/29
2 stops38h 44m
No data available for this route at this time. Please check back soon.
Boarding
Crew
Food
Comfort
Entertainment
Overall
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Boarding
Crew
Food
Comfort
Entertainment
Overall
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Boarding
Crew
Food
Comfort
Entertainment
Overall
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Boarding
Crew
Food
Comfort
Entertainment
Overall
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Boarding
Crew
Food
Comfort
Entertainment
Overall
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Boarding
Crew
Food
Comfort
Entertainment
Overall
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Cheapflights helps you search for flights from Chesapeake to Italy via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.
Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights from Chesapeake to Italy for you. Better yet — we are completely free to use.
Need flexible booking options for your flight to Italy from Chesapeake? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.
Not ready to book yet? You can track prices for flights from Chesapeake to Italy on Cheapflights with our Price Alert feature and get notified when better prices are available.