Italy
in $770s-$970s RT
"Italy is a dream that keeps returning for the rest of your life."
And it sure as heck will be if you don't book these premium economy flights, like, now. Seriously, some of these routes haven't crossed our Flight Finding path in literal years, so if you're looking for a sign, questo è tutto…
P.S. You'll find even more routes on Google Maps if you don't mind a longer layover. 14 hours to stroll through the streets of Rome? Hardly a trade off…
Taking off ✈️
Tip Published: Sep 02, 2025
Round trips from Boston (BOS):
- Bologna (BLQ) - $874 (prem. eco)
- Naples (NAP) - $775 (prem. eco)
- Venice (VCE) - $780 (prem. eco)
Round trips from Los Angeles (LAX):
- Florence (FLR) - $960 (prem. eco)
- Rome (FCO) - $970 (prem. eco)
Round trips from New York (JFK):
- Milan (MXP) - $772 (prem. eco)
- Naples (NAP) - $790 (prem. eco)
- Turin (TRN) - $864 (prem. eco)
- Venice (VCE) - $787 (prem. eco)
How to Book
This is a Premium deal for Jack's Flight Club members only. For step by step instructions on how to book it you'll need to login or upgrade to Premium membership.