The Balkans
in $360s-$390s RT
These are the cheapest flights to Sofia we'veĀ everĀ seen, and if Bulgaria isn't already on your bucket list, then it's about to be.
Don't worry, you're not the only one who's been missing out on Bulgaria's charms. In fact, that's part of the appealāit's so far under the radar that you can visit places like Devetashka Cave andĀ Belogradchik Fortress without seeing a single other tourist. It's the very definition of a diamond in the rough, with gorgeous mountain hikes, centuries-old historical spots, and a genuine, uncommercialized authenticity to it all.
Boston, you guys are also getting flights to Europe's youngest country: Kosovo! Despite its bloody history, this place has blossomed into the hidden-est of hidden gems and a true backpacker's paradise. We sent our first Kosovo deal back in December last year, but these new fares are almost $200 cheaper, so now isĀ definitely the time to visit.
Your expedition doesn't need to end there, eitherāthe rest of the Balkans are only a train ride away :-)
Taking off āļø
Tip Published: Sep 11, 2025
Round trips to Pristina (PRN):
- Boston (BOS) - $390
Round trips to Sofia (SOF):
- Boston (BOS) - $366
- New York (JFK) - $366
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.