Italy is calling! With roundtrip fares in the $500s–$600s, you can explore some of Europe’s most iconic destinations at unbeatable prices. These fares are $300–$600 below usual, and we’ve included our Airbnb Guide for 64 cities and towns to help you plan your adventure. Whether it’s your first trip or your fifth, Italy never fails to inspire.
Rome: Step back in time as you wander the Eternal City. Marvel at the grandeur of the Colosseum, walk through the ancient Roman Forum, and stand in awe beneath the ceiling of the Sistine Chapel. Don’t forget to toss a coin into the Trevi Fountain to ensure your return to this unforgettable city. End your day with pasta and wine at a trattoria tucked away in a charming piazza.
Venice: Glide through the canals on a gondola and admire the beauty of St. Mark’s Basilica. Venice is a city like no other, where every corner reveals a hidden gem. Explore the bustling markets, savor fresh seafood, and sip espresso at an outdoor café while watching the world float by.
Milan: The fashion capital of the world offers more than just style. Admire the breathtaking Duomo, catch a show at La Scala, and visit da Vinci’s The Last Supper. Milan combines old-world charm with modern sophistication, making it a must-see for art, culture, and shopping enthusiasts.
Bologna: Known as “La Grassa” (The Fat One) for its culinary richness, Bologna is a haven for food lovers. Sample handmade tortellini, tagliatelle al ragù (Bolognese), and mortadella. The city’s medieval towers and porticoed streets add to its unique charm, while its vibrant student population keeps it lively.
Naples: The birthplace of pizza is also the gateway to some of Italy’s most stunning sites. Wander the historic streets, explore the ruins of Pompeii, or take a short trip to the Amalfi Coast. Naples offers a raw, authentic Italian experience with breathtaking views and a rich cultural heritage.
Tuscany: Rolling vineyards, medieval towns, and the art of Florence make Tuscany a feast for the senses. Explore picturesque villages like San Gimignano and Siena, sip Chianti in its birthplace, and bask in the beauty of the Italian countryside.
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:
(ALSO, SOME CHEAPER FLIGHTS IF YOU DON'T MIND A LAYOVER IN FINLAND ON THE RETURN TRIP)
$594 MILAN, ITALY / AMERICAN, IBERIA, BRITISH, DELTA / JAN-MAR, OCT-DEC
$584 VENICE, ITALY / AMERICAN, BRITISH / JAN-APR, OCT-DEC
$522 ROME, ITALY / AMERICAN, BRITISH / JAN-APR, OCT-DEC
AUSTIN: DEC
$639 MILAN, ITALY / AMERICAN, DELTA / JAN-MAR, OCT-DEC
$623 VENICE, ITALY / AMERICAN, BRITISH / JAN-APR, OCT-DEC
$688 BOLOGNA, ITALY / AMERICAN, BRITISH / JAN-APR, OCT-DEC
$610 ROME, ITALY / AMERICAN, BRITISH / JAN-APR, OCT-DEC
HOUSTON:
$498 MILAN, ITALY / DELTA, AIR FRANCE, KLM / JAN-MAR, OCT-DEC
$563 VENICE, ITALY / AMERICAN, BRITISH / JAN-APR, OCT-DEC
$656 ROME, ITALY / TURKISH, AMERICAN, BRITISH, DELTA / JAN-APR, OCT-DEC
$663 NAPLES, ITALY / TURKISH / JAN-APR, OCT-DEC
XNA:
$644 MILAN, ITALY / AMERICAN, DELTA / JAN-MAR, OCT-DEC
$626 VENICE, ITALY / DELTA, AMERICAN, BRITISH / JAN-MAR, OCT-DEC
$693 BOLOGNA, ITALY / AMERICAN, BRITISH / JAN-APR, OCT-DEC
$644 ROME, ITALY / DELTA, KLM / JAN-APR, OCT-DEC
LITTLE ROCK:
$554 MILAN, ITALY / UNITED, AMERICAN / JAN-MAR, OCT-DEC
$626 VENICE, ITALY / DELTA, AMERICAN, BRITISH / JAN-MAR, OCT-DEC
$693 BOLOGNA, ITALY / AMERICAN, BRITISH / JAN-APR, OCT-DEC
ST LOUIS:
$655 MILAN, ITALY / UNITED, AMERICAN / JAN-MAR, OCT-DEC
$620 VENICE, ITALY / DELTA, AMERICAN, BRITISH / JAN-MAR, OCT-DEC
$690 ROME, ITALY / DELTA, KLM / JAN-APR, OCT-DEC
KANSAS CITY:
$676 MILAN, ITALY / UNITED, AMERICAN / JAN-MAR, OCT-DEC
$684 VENICE, ITALY / DELTA, AMERICAN, BRITISH / JAN-MAR, OCT-DEC
SPRINGFIELD:
$558 MILAN, ITALY / DELTA, AIR FRANCE, UNITED, AMERICAN / JAN-MAR, OCT-DEC
$694 BOLOGNA, ITALY / AMERICAN, BRITISH / JAN-APR, OCT-DEC
$644 ROME, ITALY / DELTA, KLM / JAN-APR, OCT-DEC (overnight layover in Copenhagen)
JOPLIN:
$577 MILAN, ITALY / DELTA, AIR FRANCE, UNITED, AMERICAN / JAN-MAR, OCT-DEC
TULSA:
$607 MILAN, ITALY / DELTA / JAN-MAR, OCT-DEC
$626 VENICE, ITALY / DELTA, AMERICAN, BRITISH / JAN-MAR, OCT-DEC
$693 BOLOGNA, ITALY / AMERICAN, BRITISH / JAN-APR, OCT-DEC
OKLAHOMA CITY
$644 MILAN, ITALY / AMERICAN, DELTA / JAN-MAR, OCT-DEC
$626 VENICE, ITALY / DELTA, AMERICAN, BRITISH / JAN-MAR, OCT-DEC
$693 BOLOGNA, ITALY / AMERICAN, BRITISH / JAN-APR, OCT-DEC
MEMPHIS
$637 MILAN, ITALY / DELTA / JAN-MAR, OCT-DEC (overnight layover in Copenhagen)
$622 VENICE, ITALY / DELTA, AMERICAN, BRITISH / JAN-MAR, OCT-DEC
$693 BOLOGNA, ITALY / AMERICAN, BRITISH / JAN-APR, OCT-DEC
NASHVILLE:
$665 MILAN, ITALY / DELTA / JAN-MAR, OCT-DEC
$620 VENICE, ITALY / DELTA, AMERICAN, BRITISH / JAN-MAR, OCT-DEC
$689 BOLOGNA, ITALY / AMERICAN, BRITISH / JAN-APR, OCT-DEC
WICHITA:
$648 MILAN, ITALY / AMERICAN, BRITISH / JAN-MAR, OCT-DEC
$626 VENICE, ITALY / DELTA, AMERICAN, BRITISH / JAN-MAR, OCT-DEC
$693 BOLOGNA, ITALY / AMERICAN, BRITISH / JAN-APR, OCT-DEC
RALEIGH:
$527 MILAN, ITALY / ICELANDAIR / JAN-MAR, OCT-DEC (24 hour layover in Iceland!)
$626 VENICE, ITALY / DELTA, AMERICAN, BRITISH / JAN-MAR, OCT-DEC
$694 BOLOGNA, ITALY / AMERICAN, BRITISH / JAN-APR, OCT-DEC
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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