This sale is still hanging in there. We've updated dates and routes, with some nice and rare deals to Sicily from most departures. We're still seeing lots of great dates on these fares into early spring - but we don't think it will last much longer. BOOK FAST if you find dates that work for you.
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.
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.
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.
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.
DALLAS:
$488 MILAN, ITALY / AMERICAN / OCT-APR
$561 TURIN, ITALY / AIR CANADA / OCT-MAR
$540 VENICE, ITALY / DELTA / NOV-MAR
$531 BOLOGNA, ITALY / AMERICAN / NOV-MAR
$531 FLORENCE, ITALY / DELTA / OCT-MAR
$589 NAPLES, ITALY / DELTA / NOV-MAY
AUSTIN:
$509 MILAN, ITALY / UNITED, DELTA / NOV-APR
$540 VENICE, ITALY / DELTA, AMERICAN, UNITED / NOV-APR
$537 BOLOGNA, ITALY / AMERICAN, DELTA, UNITED / NOV-APR
$537 FLORENCE, ITALY / DELTA / NOV-APR
$541 ROME, ITALY / UNITED, AIR CANADA / NOV-FEB
$542 NAPLES, ITALY / AMERICAN / NOV-MAR
$565 CATANIA - SICILY, ITALY / DELTA, KLM / NOV-MAR
HOUSTON:
$525 MILAN, ITALY / UNITED, AMERICAN / NOV-MAR
$535 VENICE, ITALY / DELTA, AMERICAN, UNITED / NOV-APR
$526 BOLOGNA, ITALY / AMERICAN, DELTA, UNITED / NOV-FEB
$545 ROME, ITALY / UNITED, DELTA / NOV-MAR
$550 NAPLES, ITALY / AMERICAN, BRITISH / NOV-MAR
$558 CATANIA - SICILY, ITALY / DELTA, KLM / NOV-FEB
TEXARKANA (TXK):
$531 MILAN, ITALY / AMERICAN / NOV-MAR
$556 VENICE, ITALY / AMERICAN / NOV-MAR
$576 ROME, ITALY / FINNAIR / NOV-MAR
$587 NAPLES, ITALY / AMERICAN, BRITISH / NOV-MAR
ST LOUIS:
$489 MILAN, ITALY / UNITED, AMERICAN / NOV-MAR
$540 VENICE, ITALY / DELTA, AMERICAN, UNITED / NOV-MAR
$538 BOLOGNA, ITALY / AMERICAN / NOV-MAR
$548 FLORENCE, ITALY / DELTA / NOV-MAR
$542 ROME, ITALY / UNITED, DELTA / NOV-MAR
$553 NAPLES, ITALY / UNITED, AMERICAN, BRITISH / NOV-MAR
$5547 CATANIA - SICILY, ITALY / UNITED, DELTA / NOV-MAR
KANSAS CITY:
$560 MILAN, ITALY / DELTA / NOV-APR
$540 VENICE, ITALY / DELTA / NOV-MAR
$542 BOLOGNA, ITALY / DELTA, AIR FRANCE / NOV-MAR
$548 FLORENCE, ITALY / DELTA / NOV-MAR
$555 ROME, ITALY / UNITED, DELTA / NOV-MAR
$548 NAPLES, ITALY / UNITED, DELTA / NOV-MAR
$547 CATANIA - SICILY, ITALY / UNITED, DELTA / NOV-MAR
SPRINGFIELD:
$560 MILAN, ITALY / DELTA / NOV-APR
$544 VENICE, ITALY / UNITED / NOV-MAR
$542 BOLOGNA, ITALY / DELTA, AIR FRANCE / NOV-MAR
$548 FLORENCE, ITALY / DELTA / NOV-MAR
$555 ROME, ITALY / UNITED, DELTA / NOV-MAR
$550 NAPLES, ITALY / UNITED / NOV-MAR
$547 CATANIA - SICILY, ITALY / UNITED, DELTA / NOV-MAR
JOPLIN:
$495 MILAN, ITALY / UNITED / NOV-MAY
$547 ROME, ITALY / UNITED / NOV-MAR
XNA:
$530 MILAN, ITALY / UNITED, AMERICAN / NOV-MAY
$548 VENICE, ITALY / DELTA, UNITED / NOV-MAR
$542 BOLOGNA, ITALY / AMERICAN / NOV-MAR
$547 FLORENCE, ITALY / DELTA / NOV-MAR
$551 ROME, ITALY / AIR FRANCE, DELTA / NOV-MAR
$548 NAPLES, ITALY / AMERICAN, BRITISH / NOV-MAR
$553 CATANIA - SICILY, ITALY / UNITED, DELTA / NOV-MAR
LITTLE ROCK:
$530 MILAN, ITALY / DELTA, UNITED, AMERICAN / NOV-MAY
$545 VENICE, ITALY / DELTA, UNITED / NOV-MAR
$542 BOLOGNA, ITALY / DELTA / NOV-MAR
$548 FLORENCE, ITALY / DELTA / NOV-MAR
$555 ROME, ITALY / AIR FRANCE, DELTA / NOV-MAR
$548 NAPLES, ITALY / UNITED, DELTA / NOV-MAR
$553 CATANIA - SICILY, ITALY / UNITED, DELTA / NOV-MAR
TEXARKANA (TXK):
$531 MILAN, ITALY / AMERICAN / NOV-MAR
$556 VENICE, ITALY / AMERICAN / NOV-MAR
$571 ROME, ITALY / FINNAIR / NOV-MAR
$587 NAPLES, ITALY / AMERICAN, BRITISH / NOV-MAR
TULSA:
$530 MILAN, ITALY / DELTA, UNITED, AMERICAN / NOV-MAY
$544 VENICE, ITALY / UNITED / NOV-MAR
$542 BOLOGNA, ITALY / AMERICAN, DELTA / NOV-MAR
$548 FLORENCE, ITALY / DELTA / NOV-MAR
$555 ROME, ITALY / AIR FRANCE, DELTA / NOV-MAR
$551 NAPLES, ITALY / DELTA / NOV-MAR
$565 CATANIA - SICILY, ITALY / DELTA / NOV-MAR
OKLAHOMA CITY
$530 MILAN, ITALY / DELTA, UNITED, AMERICAN / NOV-MAR
$549 VENICE, ITALY / DELTA, UNITED / NOV-MAR
$542 BOLOGNA, ITALY / DELTA, AMERICAN / NOV-MAR
$548 FLORENCE, ITALY / DELTA / NOV-MAR
$552 ROME, ITALY / UNITED, DELTA / NOV-MAR
$550 NAPLES, ITALY / UNITED, DELTA / NOV-MAR
$565 CATANIA - SICILY, ITALY / DELTA / NOV-MAR
MEMPHIS
$506 MILAN, ITALY / DELTA, UNITED, AMERICAN / NOV-MAR
$540 VENICE, ITALY / UNITED / NOV-MAR
$538 BOLOGNA, ITALY / DELTA, AMERICAN / NOV-MAR
$543 FLORENCE, ITALY / DELTA / NOV-MAR
$555 ROME, ITALY / UNITED, DELTA / NOV-MAR
$545 NAPLES, ITALY / UNITED, DELTA / NOV-MAR
$560 CATANIA - SICILY, ITALY / DELTA / NOV-MAR
NASHVILLE:
$534 MILAN, ITALY / DELTA, UNITED, AMERICAN / NOV-MAR
$560 VENICE, ITALY / UNITED / NOV-MAR
$534 BOLOGNA, ITALY / DELTA, AMERICAN / NOV-MAR
$538 FLORENCE, ITALY / DELTA / NOV-MAR
$551 ROME, ITALY / UNITED, DELTA / NOV-MAR
$550 NAPLES, ITALY / UNITED, DELTA / NOV-MAR
$547 CATANIA - SICILY, ITALY / DELTA / NOV-MAR
RALEIGH:
$530 MILAN, ITALY / DELTA, UNITED, AMERICAN / NOV-MAR
$540 VENICE, ITALY / DELTA, UNITED / NOV-MAR
$538 BOLOGNA, ITALY / DELTA, AMERICAN / NOV-MAR
$543 FLORENCE, ITALY / DELTA / NOV-MAR
$545 ROME, ITALY / UNITED, DELTA / NOV-MAR
$547 NAPLES, ITALY / UNITED, DELTA / NOV-MAR
$547 CATANIA - SICILY, ITALY / DELTA / NOV-MAR
Adventure Fares recommends starting your fare search with easy-to-use search engines (like Google Flights) to locate the flight you’re wanting, dates and details. Then, after finding the flight details, we recommend booking the actual flights direct with the airlines. We also sometimes use travel services like Momondo.com, expedia.com, travelocity.com - and others. Booking with airlines directly is typically preferable, especially when problems occur (such as flight changes, delays, booking problems, etc).
Here are some lists of recommended properties in Italy.
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