Please ensure Javascript is enabled for purposes of website accessibility

Good fares to Italy are pretty common from the northeast, but it’s always good news when other cities join in. United and her Star Alliance partners have some solid deals from major airports across the USA to several Italian cities, with Delta and American matching prices on at least one route to Rome. These deals are available on select days this fall, but become much more widely available in late winter and next spring. Planing ahead can really pay off.

  • Rome: New York ($332), Boston ($420, matched by American), Philadelphia ($477 matched by Delta)), San Francisco ($489)
  • Venice: Miami ($418), Chicago ($473)
  • Florence: Miami ($419), New York ($439)
  • Naples: Miami ($414)
  • Milan: Philadelphia ($492)

Venice by Pixabay user jpeter2

These are basic economy fares, meaning a carry-on and meals are included but not seat selection or checked bags. Buying-up to main cabin varies in price by route, but is generally just over $100 round trip. These fares are generally available through either booking directly or with an online travel agency, but the New York to Rome price is only from United. When you find TAP fares (particularly prevalent with Miami & San Francisco) these may be a pair of one-way flights matched up, meaning you could potentially book a flight to Italy but home from somewhere else. If you’re looking for good options to other locations in Europe, that is also an option.

Sample Route

  • Departure: Chicago O’Hare
  • Stops: Montreal
  • Arrival: Venice

How to Book

  • Follow link for sample dates or search your favorite OTA / Google Flights for departure and destination

Travel Dates

  • Fall 2019 through spring 2020, holidays excluded
  • 6, 7, or 8 day stay required

Points With a Crew has partnered with CardRatings for our coverage of credit card products. Points With a Crew and CardRatings may receive a commission from card issuers. Responses are not provided or commissioned by the bank advertiser. Some or all of the card offers that appear on the website are from advertisers and that compensation may impact on how and where card products appear on the site. Any opinions expressed in this post are my own, and have not been reviewed, approved, or endorsed by my advertising partners and I do not include all card companies, or all available card offers. Terms apply to American Express benefits and offers and other offers and benefits listed on this page. Other links on this page may also pay me a commission - as always, thanks for your support if you use them