Sicily at $564 RT

Think fast! When was the last time you saw flights to Sicily this cheap, Chicago?

If you're a hardcore deal hunter like us, you'll know it's been almost a year.

For something truly special, take a cue from Head of Socials Danni's favorite spot: rent a car, drive south to the surreal island of Ortigia, where glowing, honey-hued buildings rise from the sparkling Ionian Sea.