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

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

• Travel Dates:

  • Varies - OCT–March (including fall, winter holidays, and early spring 2025!) SOME AUG-SEP

• 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 $400 - $900 below usual for these cities / these dates! 

MORE PRICE DROPS!!!  $400S R/T TO MILAN!

ITALY UPDATES - SOME PRICE DROPS, AND LOTS OF FALL/WINTER DATES:  

Prices just dropped this afternoon!  We're seeing $400s - $500s RT on lots of routes to Italy!

With travel dates available from October through March, it’s the perfect time to plan an Italian escape for fall, winter holidays, or early spring—whether you’re picturing bustling piazzas, quiet coastal villages, or world-famous landmarks.

🇮🇹 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 (21–28°C). Perfect for sightseeing without summer crowds.

• November–December: Cooler, festive atmosphere with highs in the 50s–60s°F (10–18°C). Great for holiday lights, markets, and cozy trattorias.

• January–March: Milder winter travel with highs in the 50s°F (10–15°C). 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.

Plan Your Italian Escape

With $500s–$600s fares and easy travel dates stretching into March 2025, now is the perfect time to lock in your Italian getaway.
From the gondolas of Venice to the trattorias of Rome, adventure—and espresso—awaits. 🇮🇹✈️🍝

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:

$528 MILAN, ITALY / UNITED, DELTA, AMERICAN / OCT-MAR

$440 VENICE, ITALY / DELTA, AMERICAN, UNITED / AUG-MAR

$544 BOLOGNA, ITALY / AMERICAN, DELTA, UNITED / AUG-MAR

$548 FLORENCE, ITALY / AMERICAN, UNITED, DELTA / AUG-MAR

$438 ROME, ITALY / AMERICAN 10:15 NONSTOP / AUG-MAR

$538 NAPLES, ITALY / AMERICAN, BRITISH / AUG-MAR

AUSTIN:  DEC

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

$555 VENICE, ITALY / DELTA, AMERICAN, UNITED / AUG-MAR

$544 BOLOGNA, ITALY / AMERICAN, DELTA, UNITED / SEP-MAR

$543 ROME, ITALY / FINNAIR, DELTA, AIR FRANCE / OCT-MAR

HOUSTON:

$528 MILAN, ITALY / UNITED, AMERICAN / SEP-MAR

$541 VENICE, ITALY / DELTA, AMERICAN, UNITED / OCT-MAR

$551 BOLOGNA, ITALY / AMERICAN, DELTA, UNITED / SEP-MAR

$543 ROME, ITALY / FINNAIR, DELTA, AIR FRANCE / OCT-MAR

$568 NAPLES, ITALY / AMERICAN, BRITISH / AUG-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:

$486 MILAN, ITALY / UNITED, AMERICAN / AUG-MAR

$537 VENICE, ITALY / DELTA, AMERICAN, UNITED / OCT-MAR

$549 ROME, ITALY / FINNAIR, DELTA, AIR FRANCE / OCT-MAR

KANSAS CITY:

$538 MILAN, ITALY / UNITED, AMERICAN / OCT-MAR

$537 VENICE, ITALY / DELTA, AMERICAN, UNITED / OCT-MAR

$553 ROME, ITALY / FINNAIR, DELTA, AIR FRANCE / OCT-MAR

SPRINGFIELD:

$463 MILAN, ITALY / UNITED, AMERICAN / OCT-MAR

$541 VENICE, ITALY / DELTA, AMERICAN, UNITED / OCT-MAR

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

$579 FLORENCE, ITALY / AMERICAN, UNITED, DELTA / OCT-MAR

$553 ROME, ITALY / FINNAIR, DELTA, AIR FRANCE / OCT-MAR

$589 NAPLES, ITALY / AMERICAN, BRITISH / OCT-MAR

JOPLIN:

$487 MILAN, ITALY / UNITED / AUG-MAR

$548 VENICE, ITALY / UNITED / OCT-MAR

$548 ROME, ITALY / UNITED / OCT-MAR

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:

$488 MILAN, ITALY / UNITED, AMERICAN / OCT-MAR

$541 VENICE, ITALY / DELTA, AMERICAN, UNITED / OCT-MAR

$558 BOLOGNA, ITALY / AMERICAN, DELTA, UNITED / SEP-MAR

$553 ROME, ITALY / FINNAIR, DELTA, AIR FRANCE / OCT-MAR

$551 NAPLES, ITALY / AMERICAN, BRITISH / OCT-MAR

LITTLE ROCK:

$462 MILAN, ITALY / UNITED, AMERICAN / OCT-MAR

$558 VENICE, ITALY / DELTA, AMERICAN, UNITED / OCT-MAR

$558 BOLOGNA, ITALY / AMERICAN, DELTA, UNITED / SEP-MAR

$553 ROME, ITALY / FINNAIR, DELTA, AIR FRANCE / OCT-MAR

$589 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:

$488 MILAN, ITALY / UNITED, AMERICAN / OCT-MAR

$541 VENICE, ITALY / DELTA, AMERICAN, UNITED / OCT-MAR

$553 ROME, ITALY / FINNAIR, DELTA, AIR FRANCE / OCT-MAR

$551 NAPLES, ITALY / AMERICAN, BRITISH / OCT-MAR

OKLAHOMA CITY

$488 MILAN, ITALY / UNITED, AMERICAN / OCT-MAR

$541 VENICE, ITALY / DELTA, AMERICAN, UNITED / OCT-MAR

$558 BOLOGNA, ITALY / AMERICAN, DELTA, UNITED / SEP-MAR

$553 ROME, ITALY / FINNAIR, DELTA, AIR FRANCE / OCT-MAR

$551 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

$488 MILAN, ITALY / UNITED, AMERICAN / OCT-MAR

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

$558 BOLOGNA, ITALY / AMERICAN, DELTA, UNITED / SEP-MAR

$553 ROME, ITALY / FINNAIR, DELTA, AIR FRANCE / OCT-MAR

$578 NAPLES, ITALY / AMERICAN, BRITISH / OCT-MAR

NASHVILLE:

$488 MILAN, ITALY / UNITED, AMERICAN / OCT-MAR

$531 VENICE, ITALY / DELTA, AMERICAN, UNITED / OCT-MAR

$542 BOLOGNA, ITALY / AMERICAN, DELTA, UNITED / SEP-MAR

$549 ROME, ITALY / FINNAIR, DELTA, AIR FRANCE / OCT-MAR

$589 NAPLES, ITALY / AMERICAN, BRITISH / OCT-MAR

KANSAS 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. 

WICHITA:

$495 MILAN, ITALY / UNITED, AMERICAN / OCT-MAR

$541 VENICE, ITALY / DELTA, AMERICAN, UNITED / OCT-MAR

$553 ROME, ITALY / FINNAIR, DELTA, AIR FRANCE / OCT-MAR

$551 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:

$475 MILAN, ITALY / UNITED, AMERICAN / OCT-MAR

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

$542 BOLOGNA, ITALY / AMERICAN, DELTA, UNITED / SEP-MAR

$552 ROME, ITALY / ICELANDAIR / OCT-MAR

$551 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!