ITALY:  $400s - $500s Roundtrip!

• Destinations: Milan, Venice, Bologna, Florence, Rome, Naples, Catania (Sicily)

• Departures: AR, MO, KS, TX, OK, TN, NC

• Travel Dates:

  • Varies - OCT–MAR

• Airlines: American, United, Delta, British Airways, and partners

• Additional Highlights: Lodging tips for over 60 Italian cities and towns in the Travel Resources Guide!

These fares are $300 - $800 below usual for these cities / these dates! 

FARES TO ITALY ARE STILL LOOKING GOOD! - Some of the fares went up since the last update, and dates are getting a little slimmer.  BOOK FAST if you find dates that work for you!  

🇮🇹 Why Visit Italy?

• Milan: Italy’s fashion capital mixes historic cathedrals with chic urban energy—plus easy train access to Lake Como.

• Venice: Explore a floating city of winding canals, grand palaces, and timeless romance.

• Bologna: Food lovers rejoice—this medieval city is known for some of Italy’s best cuisine (and fewer tourists!).

• Florence: The cradle of the Renaissance—art, architecture, and incredible views from Piazzale Michelangelo.

• Rome: The Eternal City—wander from the Colosseum to Trastevere’s cobblestone alleys with espresso in hand.

• Naples: Vibrant street life, proximity to Pompeii, and the birthplace of true Neapolitan pizza.

   

What’s the Weather Like?

• September–October: Warm, golden autumn days—highs in the 70s–80s°F. Perfect for sightseeing without summer crowds.

• November–December: Cooler, festive atmosphere with highs in the 50s–60s°F. Great for holiday lights, markets, and cozy trattorias.

• January–March: Milder winter travel with highs in the 50s°F. Fewer tourists, lower prices, and crisp, clear days—ideal for city walks and museum visits.

First-Timer’s Tips for Italy

• Move city-to-city by train. Italy’s rail system is fast, easy, and scenic—perfect for visiting multiple cities in one trip.

• Stay central. Book hotels or Airbnbs within walking distance of the city center - it’s worth every penny to be near the piazzas and sights.

• Plan meals later. Dinner typically starts after 7:30 p.m. *slow down, enjoy long meals, and embrace Italy’s relaxed rhythm.

• Cash still matters. Some smaller cafés and shops prefer cash, especially outside big tourist hubs.

• Embrace the pace. Italy isn't meant to be rushed.  Leave space in your days for lingering, wandering, and spontaneous discoveries.

If you love art, food, history, or just beautiful chaos, Italy will feel like home the moment you arrive.

Travel Lodging Guide

Our Airbnb Guide for Italy features curated lodging options in 64 cities and towns! From stylish apartments in Rome to hillside villas in Tuscany, these recommendations make planning your stay effortless.

_{*Click on flight links below to be directed to sample dates / flights.  This is a great starting place to start finding dates that work for you.  Prices were valid when this fare alert was assembled - but are subject to change at any moment.}

TEXAS DEPARTURES

*Link takes you to a sample flight date on the google flights calendar.  To find a different date, simply click on the provided date in the top right - and google's calendar will open up for you.  Then, you can start your search.   

DALLAS:

$488 MILAN, ITALY / AMERICAN / OCT-MAR

$513 VENICE, ITALY / DELTA / JAN-MAR

$578 BOLOGNA, ITALY / AMERICAN / OCT-MAR

$590 FLORENCE, ITALY / DELTA / OCT-MAR

$590 ROME, ITALY / AMERICAN 10:05 NS / OCT-MAR

AUSTIN: 

$509 MILAN, ITALY / UNITED, DELTA / OCT-MAR

$589 VENICE, ITALY / DELTA, AMERICAN, UNITED / OCT-MAR

$535 BOLOGNA, ITALY / AMERICAN, DELTA, UNITED / OCT-MAR

$598 FLORENCE, ITALY / DELTA / OCT-MAR

$546 NAPLES, ITALY / AMERICAN / OCT-MAR

$585 CATANIA - SICILY, ITALY / DELTA, KLM / OCT-FEB

HOUSTON:

$550 MILAN, ITALY / UNITED, AMERICAN / MAR

$586 VENICE, ITALY / DELTA, AMERICAN, UNITED / OCT-MAR

$545 BOLOGNA, ITALY / AMERICAN, DELTA, UNITED / OCT-MAR

$596 ROME, ITALY / UNITED / OCT-DEC

$557 NAPLES, ITALY / AMERICAN, BRITISH / OCT-MAR

MISSOURI DEPARTURES

*Link takes you to a sample flight date on the google flights calendar.  To find a different date, simply click on the provided date in the top right - and google's calendar will open up for you.  Then, you can start your search. 

 ST LOUIS:

$494 MILAN, ITALY / UNITED, AMERICAN / OCT-MAR

$591 VENICE, ITALY / DELTA, AMERICAN, UNITED / OCT-MAR

$558 BOLOGNA, ITALY / AMERICAN / OCT-MAR

$598 FLORENCE, ITALY / DELTA / OCT-MAR

$599 ROME, ITALY / FINNAIR, DELTA, AIR FRANCE / OCT-MAR

$546 NAPLES, ITALY / AMERICAN, BRITISH / OCT-MAR

$585 CATANIA - SICILY, ITALY / DELTA, KLM / OCT-FEB

KANSAS CITY:

$511 MILAN, ITALY / DELTA / OCT-MAR

$513 VENICE, ITALY / DELTA / OCT-MAR

$511 FLORENCE, ITALY / DELTA / OCT-MAR

$546 NAPLES, ITALY / AMERICAN, BRITISH / OCT-MAR

$585 CATANIA - SICILY, ITALY / DELTA, KLM / OCT-FEB

SPRINGFIELD:

$530 MILAN, ITALY / UNITED, AMERICAN / OCT-MAR

$568 NAPLES, ITALY / AMERICAN, BRITISH / OCT-MAR

JOPLIN:

$571 MILAN, ITALY / UNITED / OCT-MAY

ARKANSAS DEPARTURES

*Link takes you to a sample flight date on the google flights calendar.  To find a different date, simply click on the provided date in the top right - and google's calendar will open up for you.  Then, you can start your search. 

XNA:

$530 MILAN, ITALY / UNITED, AMERICAN / OCT-MAY

$599 VENICE, ITALY / DELTA, UNITED / OCT-MAR

$543 BOLOGNA, ITALY / AMERICAN / OCT-MAR

$598 FLORENCE, ITALY / DELTA / OCT-MAR

$546 NAPLES, ITALY / AMERICAN, BRITISH / OCT-MAR

LITTLE ROCK:

$506 MILAN, ITALY / UNITED, AMERICAN / OCT-MAR

$595 VENICE, ITALY / DELTA, AMERICAN, UNITED / OCT-MAR

$543 BOLOGNA, ITALY / AMERICAN / OCT-MAR

$598 FLORENCE, ITALY / DELTA / OCT-MAR

$563 NAPLES, ITALY / AMERICAN, BRITISH / OCT-MAR

OKLAHOMA DEPARTURES

*Link takes you to a sample flight date on the google flights calendar.  To find a different date, simply click on the provided date in the top right - and google's calendar will open up for you.  Then, you can start your search. 

TULSA:

$535 MILAN, ITALY / UNITED, AMERICAN / OCT-MAR

$595 VENICE, ITALY / DELTA, AMERICAN, UNITED / OCT-MAR

$543 BOLOGNA, ITALY / AMERICAN / OCT-MAR

$598 FLORENCE, ITALY / DELTA / OCT-MAR

$586 NAPLES, ITALY / AMERICAN, BRITISH / OCT-MAR

OKLAHOMA CITY

$544 MILAN, ITALY / UNITED, AMERICAN / OCT-MAR

$595 VENICE, ITALY / DELTA, AMERICAN, UNITED / OCT-MAR

$543 BOLOGNA, ITALY / AMERICAN / SEP-MAR

$598 FLORENCE, ITALY / DELTA / OCT-MAR

$594 NAPLES, ITALY / AMERICAN, BRITISH / OCT-MAR

TENNESSEE DEPARTURES

*Link takes you to a sample flight date on the google flights calendar.  To find a different date, simply click on the provided date in the top right - and google's calendar will open up for you.  Then, you can start your search. 

MEMPHIS

$510 MILAN, ITALY / UNITED, AMERICAN / OCT-MAR

$513 VENICE, ITALY / DELTA, AMERICAN, UNITED / OCT-MAR

$543 BOLOGNA, ITALY / AMERICAN, DELTA, UNITED / OCT-MAR

$511 FLORENCE, ITALY / DELTA / OCT-MAR

$568 NAPLES, ITALY / AMERICAN, BRITISH / OCT-MAR

NASHVILLE:

$531 MILAN, ITALY / ICELANDAIR, UNITED, AMERICAN / OCT-MAR

$594 VENICE, ITALY / DELTA, AMERICAN, UNITED / OCT-MAR

$547 BOLOGNA, ITALY / AMERICAN, DELTA, UNITED / OCT-MAR

$598 FLORENCE, ITALY / DELTA / OCT-MAR

$534 ROME, ITALY / ICELANDAIR / OCT-MAR

$563 NAPLES, ITALY / AMERICAN, BRITISH / OCT-MAR

NORTH CAROLINA DEPARTURES

*Link takes you to a sample flight date on the google flights calendar.  To find a different date, simply click on the provided date in the top right - and google's calendar will open up for you.  Then, you can start your search. 

RALEIGH:

$492 MILAN, ITALY / DELTA / OCT-MAR

$590 VENICE, ITALY / DELTA, AMERICAN, UNITED / OCT-MAR

$543 BOLOGNA, ITALY / AMERICAN, DELTA, UNITED / OCT-MAR

$598 FLORENCE, ITALY / DELTA / OCT-MAR

$557 NAPLES, ITALY / AMERICAN, BRITISH / OCT-MAR

Here are some lists of recommended properties in Italy.   

 
Alberobello, Italy AirBNB List

Amalfi, Italy AirBNB List

Assisi, Italy AirBNB List:

Bari, Italy AirBNB List:

Bergamo, Italy AirBNB List

Bologna, Italy AirBNB List

Bolzano, Italy Air BNB List

Bonassola, Italy AirBNB List

Cagliari, Italy AirBNB List

Camogli, Italy AirBNB List

Capri, Italy AirBNB List

Catania Centro, Sicily, Italy AirBNB List

Como, Lombardy, Italy AirBNB List

Conca dei Marini, Italy AirBNB List

Corniglia, Cinque Terre, Italy AirBNB List

Florence 1, Italy AirBNB List

Genoa, Italy AirBNB List

Lecce, Apulia, Italy AirBNB List

Levanto, Liguria, Italy AirBNB List

Locorotondo, Italy AirBNB List

Lucca, Tuscany, Italy AirBNB List

Manarola, Cinque Terre, Italy AirBNB List

Mantua, Italy AirBNB List

Matera, Italy AirBNB List

Matera, Italy 2 AirBNB List

MIlan, Italy AirBNB List

Molfetta, Italy AirBNB List

Monopoli, Italy AirBNB List

Monterosso, Cinque Terre, Italy AirBNB List

Monticchiello, Italy AirBNB List

Naples, Italy AirBNB List

Ostuni, Italy AirBNB List

Palermo 1, Italy AirBNB List

Palermo 2, Italy AirBNB List

Pantelleria (island), AirBNB List

Parma, Emilia-Romagna, Italy AirBNB List

Perugia, Italy AirBNB List

Pienza, Italy AirBNB List

Polignano a Mare, Italy AirBNB List

Portofino, Italy AirBNB List

Portovenere, Italy AirBNB List

Positano, Italy AirBNB List

Praiano, Italy AirBNB List

Procida Island, Italy AirBNB List

Ravello, Italy AirBNB List

Riomaggiore, Cinque Terre, Italy AirBNB List

Santa Margherita, Italy AirBNB List

Taormina, Sicily, Italy AirBNB List

Tropea, Calabria Italy AirBNB List

Turin, Italy AirBNB List

Vicenza, Italy AirBNB List

Venice, Italy 1  AirBNB List

Venice, Italy 2 AirBNB List

Vernazza, Cinque Terre, Italy AirBNB List

Verona, Italy AirBNB List

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Castles of Italy, AirBNB List

The Dolomites, AirBNB List

 1. Reviews - Only units with and established rental record, and the very best reviews make the cut! 

2. Location:  This is the most important thing for travelers.  Only units in the best neighborhoods convenient to the sights make the list.  (rural rentals are exceptions)

3. Value:  We only recommend units that are decent to excellent values for what / where you’re renting. 

4. View:  We keep an eye out for units that have an excellent view!  

That's it.  We screen for great reviews, great locations, great views, and great prices.  This should give you some great options to start with whenever you're planning your next adventure!