One week before Hanukkah, corporate lawyer Tory finds herself unexpectedly unemployed and questioning the career she's dedicated years to. As she helps her Bubby prepare for the holiday, she embarks on a quest across Chicago to find the last box of coveted Hanukkah candles. Her search leads her to Rocky's, an Old Town bar, where she encounters Jay, a charming doctor from Florida, his grandfather Sam and a cast of quirky regulars who make her rethink everything. Torn between keeping her job loss a secret and embracing a newfound sense of belonging, Tory ends up bartending at Rocky's, transforming it into the vibrant "Hanukkah on the Rocks" celebration. Through festive food, drinks, and games, she revitalizes the bar, bonds with Jay, and finds the courage to pursue her true calling. As Tory navigates the holiday, she learns that sometimes a detour can lead you exactly where you're meant to be, lighting the way to a future filled with joy, romance, and self-discovery.
