ITALY:  $400s - $500s Roundtrip!

DEPARTURES:  Arkansas, Missouri, Texas, Oklahoma, Tennessee, Kansas, North Carolina!

DESTINATIONS: Milan, Venice, Rome, Bologna, Naples

DATES: most OCT - FEB (varies) 

AIRLINES:  United, American, British, Delta

AIRBNB LISTS:  64 Cities/Towns in Italy!   (CLICK HERE)

PRICES:  These fares are $400 - $800 below usual for these cities / these dates! 

UPDATES ON ITALY SALE:  PRICES STILL HOLDING STEADY, GREAT FALL/WINTER DEALS IF YOU FIND DATES THAT WORK

🍝 Pasta, piazzas, and priceless memories—Italy is back on sale! With roundtrip fares in the $500s, now’s the perfect time to plan a fall, winter, or holiday escape to some of the world’s most iconic cities.

Whether you’re drawn to the art and architecture of Rome, the romantic canals of Venice, or the fashion-forward buzz of Milan, these prices make it easy to build your dream trip. Most fares are available from October through February, including great options for Thanksgiving, holiday season travel, and early 2025.

🇮🇹 Why Visit Italy?

Rome – The Eternal City

Wander through ancient ruins, stand beneath the Colosseum, and throw a coin in the Trevi Fountain before sipping espresso in a cobbled piazza.

Venice – A City Like No Other

Get lost in winding alleyways and drift along canal-lined streets in a gondola. Venice in the off-season is less crowded and extra magical.

Milan – Chic & Cosmopolitan

Italy’s fashion capital offers style, art, and culture, from the Duomo di Milano to Da Vinci’s Last Supper and world-class shopping.

Naples – Flavor & History

Home of pizza, Pompeii, and access to the Amalfi Coast—Naples is gritty, vibrant, and unforgettable.

Bologna – Underrated Culinary Capital

Famous for Bolognese sauce, medieval towers, and laid-back charm, Bologna is one of Italy’s best-kept secrets.

🌡️ What’s the Weather Like?

• October–November: Mild and perfect for walking tours. Highs in the 60s°F (15–20°C).  **Warmer in Naples!

• December–February: Cooler and cozier. Highs in the 40s–50s°F (5–15°C), festive lights, holiday markets, and thinner crowds.

🏛️ Plan Your Italian Escape

Whether you're sipping espresso in a Roman piazza, wandering Venetian bridges in the mist, or warming up with a bowl of pasta in Bologna—Italy is pure magic.

And with $500s roundtrip fares, this is one of the best Italy sales we've seen all year.
Book your Italian adventure now before these deals disappear faster than a scoop of gelato in July! 🇮🇹🔥✈️

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:

$563 MILAN, ITALY / UNITED, AMERICAN / OCT-FEB

$578 VENICE, ITALY / AMERICAN, UNITED / OCT-FEB

$571 BOLOGNA, ITALY / AMERICAN, DELTA, UNITED / OCT-FEB

$495 ROME, ITALY / DELTA, AIR FRANCE / OCT-FEB

$585 NAPLES, ITALY / AMERICAN, BRITISH / OCT-FEB 

AUSTIN:  DEC

$477 MILAN, ITALY / UNITED, AMERICAN / OCT-FEB

$563 VENICE, ITALY / AMERICAN, UNITED / OCT-FEB

$592 BOLOGNA, ITALY / AMERICAN, DELTA, UNITED / OCT-FEB

$564 ROME, ITALY / UNITED, DELTA, AIR FRANCE / OCT-FEB

HOUSTON:

$466 MILAN, ITALY / UNITED, AMERICAN / OCT-FEB

$593 BOLOGNA, ITALY / AMERICAN, DELTA, UNITED / OCT-FEB

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:

$580 MILAN, ITALY / UNITED, AMERICAN / OCT-FEB

$592 VENICE, ITALY / AMERICAN, UNITED / OCT-FEB

$585 BOLOGNA, ITALY / AMERICAN, DELTA, UNITED / OCT-FEB

$592 ROME, ITALY / DELTA, AIR FRANCE / OCT-FEB

$590 NAPLES, ITALY / AMERICAN, BRITISH / OCT-FEB 

LITTLE ROCK:

$585 MILAN, ITALY / UNITED, AMERICAN / OCT-FEB

$592 VENICE, ITALY / AMERICAN, UNITED / OCT-FEB

$585 BOLOGNA, ITALY / AMERICAN, DELTA, UNITED / OCT-FEB

$592 ROME, ITALY / DELTA, AIR FRANCE / OCT-FEB

$590 NAPLES, ITALY / AMERICAN, BRITISH / OCT-FEB 

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:

$576 MILAN, ITALY / UNITED, AMERICAN / OCT-FEB

$599 VENICE, ITALY / AMERICAN, UNITED / OCT-FEB

$586 BOLOGNA, ITALY / AMERICAN, DELTA, UNITED / OCT-FEB

$592 ROME, ITALY / DELTA, AIR FRANCE / OCT-FEB

$590 NAPLES, ITALY / AMERICAN, BRITISH / OCT-FEB

KANSAS CITY:

$580 MILAN, ITALY / UNITED, AMERICAN / OCT-FEB

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

$596 BOLOGNA, ITALY / AMERICAN, DELTA, UNITED / OCT-FEB

$592 ROME, ITALY / DELTA, AIR FRANCE / OCT-FEB

$590 NAPLES, ITALY / AMERICAN, BRITISH / OCT-FEB 

SPRINGFIELD:

$579 MILAN, ITALY / UNITED, AMERICAN / OCT-FEB

$592 VENICE, ITALY / AMERICAN, UNITED / OCT-FEB

$586 BOLOGNA, ITALY / AMERICAN, DELTA, UNITED / OCT-FEB

$596 ROME, ITALY / DELTA, AIR FRANCE / OCT-FEB

$590 NAPLES, ITALY / AMERICAN, BRITISH / OCT-FEB 

JOPLIN:

$575 MILAN, ITALY / UNITED / OCT-FEB

$588 ROME, ITALY / DELTA, AIR FRANCE / OCT-FEB

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:

$580 MILAN, ITALY / UNITED, AMERICAN / OCT-FEB

$592 VENICE, ITALY / AMERICAN, UNITED / OCT-FEB

$596 BOLOGNA, ITALY / AMERICAN, DELTA, UNITED / OCT-FEB

$592 ROME, ITALY / DELTA, AIR FRANCE / OCT-FEB

$590 NAPLES, ITALY / AMERICAN, BRITISH / OCT-FEB 

OKLAHOMA CITY

$580 MILAN, ITALY / UNITED, AMERICAN / OCT-FEB

$592 VENICE, ITALY / AMERICAN, UNITED / OCT-FEB

$596 BOLOGNA, ITALY / AMERICAN, DELTA, UNITED / OCT-FEB

$596 ROME, ITALY / DELTA, AIR FRANCE / OCT-FEB

$595 NAPLES, ITALY / AMERICAN, BRITISH / OCT-FEB 

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

$580 MILAN, ITALY / UNITED, AMERICAN / OCT-FEB

$592 VENICE, ITALY / AMERICAN, UNITED / OCT-FEB

$596 BOLOGNA, ITALY / AMERICAN, DELTA, UNITED / OCT-FEB

$592 ROME, ITALY / DELTA, AIR FRANCE / OCT-FEB

$590 NAPLES, ITALY / AMERICAN, BRITISH / OCT-FEB 

NASHVILLE:

$576 MILAN, ITALY / UNITED, AMERICAN / OCT-FEB

$593 VENICE, ITALY / AMERICAN, UNITED / OCT-FEB

$586 BOLOGNA, ITALY / AMERICAN, DELTA, UNITED / OCT-FEB

$589 ROME, ITALY / DELTA, AIR FRANCE / OCT-FEB

$590 NAPLES, ITALY / AMERICAN, BRITISH / OCT-FEB 

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:

$580 MILAN, ITALY / UNITED, AMERICAN / OCT-FEB

$592 VENICE, ITALY / AMERICAN, UNITED / OCT-FEB

$596 BOLOGNA, ITALY / AMERICAN, DELTA, UNITED / OCT-FEB

$592 ROME, ITALY / DELTA, AIR FRANCE / OCT-FEB

$590 NAPLES, ITALY / AMERICAN, BRITISH / OCT-FEB 

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:

$576 MILAN, ITALY / UNITED, AMERICAN / OCT-FEB

$588 VENICE, ITALY / AMERICAN, UNITED / OCT-FEB

$581 BOLOGNA, ITALY / AMERICAN, DELTA, UNITED / OCT-FEB

$589 ROME, ITALY / DELTA, AIR FRANCE / OCT-FEB

$585 NAPLES, ITALY / AMERICAN, BRITISH / OCT-FEB 

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

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

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!