Planning for honeymoon in October: Cheapest cities to fly in and out of in Italy

To find the airfare for Open Jaw, in and out of different cities, chose the MultiCity Option. It will cost you time and money to return to your original airport in Italy. I would take a day from Florence and add it to Lake Como. It is incredibly beautiful and relaxing which you will need after your wedding celebration. Are you staying in both Sorrento and on the Amalfi Coast?

You've done a good job of charting a straight line trip, I wouldn't change it.

Say you did a R/T Rome flight, to do the same itinerary, calculate into the cost, an additional train to Milan and the time it takes to get there. The same is true of your return to Rome for your flight home, having to leave a nite earlier and an extra hotel change to catch that flight.

By doing into MXP and out of NAP you will actually gain 1 1/2 days of valuable vacation time.

if you looking at costs Maybe fly out of Rome on the way back instead of Naples
try https://www.google.com/flights/

Naples is not a gateway airport for long haul flights. Milan, Rome and Venice are the main entry/exit airports for such flights, and Milan will usually offer the best fare for a simple retur.n journey.

If you find huge fare variations then perhaps look at this option ...

•fly from Norfolk, VA to Milan, then travel to Lake Como (3 nights)
•travel to Florence (5 nights)
•travel to Amalfi Coast and Sorrento (5 nights)
•fly from Naples to Milan (1 night) - look well ahead for cheap fares
•fly home from Milan

I have tried many different strategies, but in the end Rome is going to be the least expensive. In addition it may be possible to get a direct flight to Rome. This is often useful because the more stops and changes you have on an itinerary the more things can go wrong. From Rome there are fast trains to go to all the places you want to go.
Kayak is fine for research as is Google Flights (my preference). If you buy a fare from a 3rd party site, they often use different airlines for connections, which means that if you miss one leg of the flight on an airline , the different airline typically will list you as a "no show".

If everything goes exactly as the third party booking company itinerary issues, no problem, but in my experience it is very common for delays, cancellations etc. to affect a flight. If you book directly with the airline they are obligated to get you to your destination.
Three examples below, flying into and out of Dulles, which I have been using lately because the airport is more tranquil and pleasant than New York, or horrible Atlanta. Examples from google flight below,using economy seats.

5:10 PM – 8:10 AM+1
United
Lufthansa
9h 0m
IAD–FCO
Nonstop
$890
round trip

6:10 PM – 12:25 PM+1
Lufthansa
United
12h 15m
IAD–FCO
1 stop
2h 40m FRA
$927
round trip

Im doing something similar in Oct. We fly into Rome (its the only affordable Non stop from Boston) and end up flying out of Naples. But its a connection through Rome, and only 20 or so more than doing the RT from Rome. Don't worry about it. Backtracking rarely makes sense, and its your Honeymoon for crying out loud! Splurge and enjoy

Norfolk is difficult to fly out of with only 6 airlines.
Dulles has a bunch of European flights but none are with the budget European airlines. The big legacy air carriers are often expensive into/out of large European cities.
Baltimore has Norwegian Air Shuttle flying cheap into London Gatwick. Unfortunately their domestic European flights don't go to Italy.
The good news is that Norwegian flies to Gatwick and ultra cheap flights are available at Gatwick going to a bunch of Italian airports on EasyJet.com.
I don't know if you realize how far it is from Lake Como to the Amalfi Coast? Maybe too far for the time you have a!lowed in Italy. You could fly into Milan and go up to Lake Como, an hour north. The train south takes you thru Florence, a very important city. And needless to say that Rome is the most important city of them all, worthy of a minimum 4 days. Sorrento and the Amalfi Coast is about 200 miles south of Rome. (I don't care to return to Naples.)
The best airport to fly home would be from Rome FCO.
Your decision is what cities to visit. We find traveling slowly works better in Italy with so much history, art, food and culture. A whirlwind trip can just be a blur.

Thank you, everyone, for your responses. Very helpful!

See if flying out of Charlotte gives you anymore options. They do have R/T Rome both ways.

Pisa airport might be an option as well. You could spend the night before in Lucca. But we are going in and out of rome direct flight and taking the train fm Rome to Sorrento.

Keep checking IAD flights. I have snagged good flights to Naples on Lufthansa, with just brief layovers in Germany. Rome not so much, and knowing there is a direct flight that some crappy airline has a monopoly on just makes me frustrated.
Milan often seems to get deals, so if you fly round trip there, you could go to Florence upon arrival and then go to the lakes last before your departure.
I have also gotten good deals to Pisa in the past.

When searching look for and check the box "include nearby airports"