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

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

• Travel Dates:

  • Varies: Most JAN-MAR, AUG-NOV

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

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

2026 MILANO-CORTINA OLYMPICS GUIDE: 

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

BREAKING:  ITALY FARES JUST DROPPED INTO THE LOW - MID $400s on several routes!  This sale won't last long - book fast! 

We're a little shocked to see these incredible fares to Italy during the Winter Olympics!   Flights to Milan and Venice put you right in the action - with events all over northern Italy.    And if the olympics aren't your think, the sale includes lots of dates JAN - MAR all over Italy (and a few AUG-NOV as well).   BOOK FAST if you find dates that work for you.  

🇮🇹 Why Visit Italy?

• THE 2026 WINTER OLYMPICS!

• 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.}

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:

$446 MILAN, ITALY / JAN-APR, AUG-NOV

$459 VENICE, ITALY / JAN-MAR, AUG-NOV

$451 BOLOGNA, ITALY / JAN-MAR, AUG-NOV

$455 FLORENCE, ITALY / JAN-APR, AUG, NOV

$455 ROME, ITALY / JAN-MAR, AUG, NOV

$437 NAPLES, ITALY / JAN-MAR, AUG-NOV

$497 BARI, ITALY / JAN-MAR

$509 PALERMO - SICILY, ITALY / FEB-MAR

LITTLE ROCK:

$455 MILAN, ITALY / JAN-MAR, AUG-NOV

$454 VENICE, ITALY / JAN-MAR, AUG-NOV

$447 BOLOGNA, ITALY / JAN-MAR, AUG-NOV

$467 FLORENCE, ITALY / JAN-APR, NOV

$458 ROME, ITALY / JAN-APR, NOV

$443 NAPLES, ITALY / JAN-MAR, AUG-NOV

$499 BARI, ITALY / JAN-MAR

$499 PALERMO - SICILY, ITALY / JAN-MAR

FORT SMITH (FSM):

$459 MILAN, ITALY / JAN-MAR, AUG-NOV

$479 VENICE, ITALY / JAN-MAR

$447 BOLOGNA, ITALY / JAN-MAR, AUG-NOV

$484 ROME, ITALY / JAN-MAR

$449 NAPLES, ITALY / JAN-MAR

$503 PALERMO - SICILY, ITALY / JAN-MAR

TEXARKANA (TXK):

$459 MILAN, ITALY / JAN-MAR, AUG-NOV

$509 VENICE, ITALY / JAN-MAR

$447 BOLOGNA, ITALY / JAN-MAR, AUG-NOV

 $495 ROME, ITALY / JAN-MAR

$475 NAPLES, ITALY / JAN-MAR

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:

$442 MILAN, ITALY / JAN-MAR, AUG-NOV

AUSTIN: 

$442 MILAN, ITALY / JAN-MAR, AUG-NOV

$489 VENICE, ITALY / JAN-MAR

$438 BOLOGNA, ITALY / JAN-MAR, AUG-NOV

$499 FLORENCE, ITALY / JAN-APR

$500 ROME, ITALY / FEB-MAR

$449 NAPLES, ITALY / JAN-MAR

$497 BARI, ITALY / JAN-MAR

$497 PALERMO - SICILY, ITALY / JAN-MAR

HOUSTON:

$453 MILAN, ITALY / FEB-MAR, AUG-NOV

TEXARKANA (TXK):

$459 MILAN, ITALY / JAN-MAR, AUG-NOV

$509 VENICE, ITALY / JAN-MAR

$447 BOLOGNA, ITALY / JAN-MAR, AUG-NOV

 $495 ROME, ITALY / JAN-MAR

$475 NAPLES, ITALY / JAN-MAR

MISSOURI DEPARTURES  /  AIRLINES: DELTA, AIR CANADA, UNITED

*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:

$446 MILAN, ITALY / JAN-MAR, AUG-NOV

$494 VENICE, ITALY / JAN-MAR

$453 BOLOGNA, ITALY / JAN-MAR, AUG-NOV

$491 FLORENCE, ITALY / JAN-APR

$496 ROME, ITALY / JAN-MAR

$499 NAPLES, ITALY / JAN-MAR

$497 BARI, ITALY / JAN-MAR

$497 PALERMO - SICILY, ITALY / JAN-MAR

KANSAS CITY:

$446 MILAN, ITALY / JAN-MAR, AUG-NOV

$498 VENICE, ITALY / JAN-MAR

$466 BOLOGNA, ITALY / JAN-MAR, AUG-NOV

$500 FLORENCE, ITALY / JAN-APR

$456 ROME, ITALY / JAN-MAR

$449 NAPLES, ITALY / JAN-MAR

$499 BARI, ITALY / JAN-MAR

$504 PALERMO - SICILY, ITALY / JAN-MAR

SPRINGFIELD:

$453 MILAN, ITALY / JAN-MAR, AUG-NOV

$496 VENICE, ITALY / JAN-MAR

$447 BOLOGNA, ITALY / JAN-MAR, AUG-NOV

$501 FLORENCE, ITALY / JAN-APR

$455 ROME, ITALY / JAN-MAR

$449 NAPLES, ITALY / JAN-MAR

JOPLIN:

$490 MILAN, ITALY / JAN-MAR, AUG-NOV

$505 VENICE, ITALY / JAN-MAR

$495 BOLOGNA, ITALY / JAN-MAR, AUG-NOV

$497 FLORENCE, ITALY / JAN-APR

$502 ROME, ITALY / JAN-MAR

$498 NAPLES, ITALY / JAN-MAR

OKLAHOMA DEPARTURES   /  AIRLINES: DELTA, AMERICAN, UNITED

*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:

$438 MILAN, ITALY / JAN-MAR, AUG-NOV

$454 VENICE, ITALY / JAN-MAR, AUG-NOV

$447 BOLOGNA, ITALY / JAN-MAR, AUG-NOV

$467 FLORENCE, ITALY / JAN-APR, NOV

$456 ROME, ITALY / JAN-MAR, AUG-NOV

$449 NAPLES, ITALY / JAN-MAR

$497 BARI, ITALY / JAN-MAR

$501 PALERMO - SICILY, ITALY / JAN-MAR

OKLAHOMA CITY

$446 MILAN, ITALY / JAN-MAR, AUG-NOV

$454 VENICE, ITALY / JAN-MAR, AUG-NOV

$453 BOLOGNA, ITALY / JAN-MAR, AUG-NOV

$450 FLORENCE, ITALY / JAN-APR, NOV

$456 ROME, ITALY / JAN-MAR, AUG-NOV

$449 NAPLES, ITALY / JAN-MAR

$497 BARI, ITALY / JAN-MAR

$511 PALERMO - SICILY, ITALY / JAN-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

$446 MILAN, ITALY / JAN-MAR, AUG-NOV

$454 VENICE, ITALY / JAN-MAR, AUG-NOV

$453 BOLOGNA, ITALY / JAN-MAR, AUG-NOV

$445 FLORENCE, ITALY / JAN-APR, NOV

$456 ROME, ITALY / JAN-MAR, AUG-NOV

$460 NAPLES, ITALY / JAN-MAR

$497 BARI, ITALY / JAN-MAR

$509 PALERMO - SICILY, ITALY / JAN-MAR

NASHVILLE:

$442 MILAN, ITALY / JAN-MAR, AUG-NOV

$446 VENICE, ITALY / JAN-MAR, AUG-NOV

$438 BOLOGNA, ITALY / JAN-MAR, AUG-NOV

$452 FLORENCE, ITALY / JAN-APR, NOV

$450 ROME, ITALY / JAN-MAR, NOV

$449 NAPLES, ITALY / JAN-MAR

$500 BARI, ITALY / JAN-MAR

$519 PALERMO - SICILY, ITALY / JAN-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:

$442 MILAN, ITALY / JAN-MAR, AUG-NOV

$444 VENICE, ITALY / JAN-MAR, AUG-NOV

$446 BOLOGNA, ITALY / JAN-MAR, AUG-NOV

$467 FLORENCE, ITALY / JAN-APR, NOV

$450 ROME, ITALY / JAN-MAR, NOV

$449 NAPLES, ITALY / JAN-MAR

$497 BARI, ITALY / JAN-MAR

$509 PALERMO - SICILY, ITALY / JAN-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

----------------------------------------

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!