Your Guide to the Best Old Town Chicago Nightlife

Old Town remains one of the Windy City’s most charming and fun neighborhoods.

If you’re looking for an exciting evening out, look no further than Old Town, Chicago nightlife.

Where to Blow off Steam After a Long Work Day

When the end up the workday hits and you’re ready for a drink, head over to Happy Camper. This pizzeria is the place to be if you’re looking for lively energy and delicious food.

When the weather permits, take advantage of the garden seating at Corcorans’s or Wells on Wells. These adjacent restaurants offer a laidback atmosphere and excellent happy hour deals.

80 proof is another fun spot to unwind and take a break from work. With three full bars and plenty of amazing food and beverage options, you won’t be disappointed.

Where to take Someone out on a Date

If you’re looking to wine and dine that special someone, consider Orso’s, a charming Italian restaurant. Along with a romantic ambiance, the trattoria boasts an impressive menu of pasta and wine.

Located within the infamous Second City building, 1959 Kitchen and Bar makes another great date night spot. After enjoying a meal within this stylish space, consider catching a live comedy performance.

For an intimate date experience, take your date to Suite Lounge, one of Old Town’s hidden gems. The underground space is complete with rock walls, dim lighting, and a fantastic cocktails menu.

Best Places to Watch Sports in Old Town

If you’re looking to catch a game somewhere outside of your house, check out the Vig. This 1950s sports theme bar offers delicious bites and plenty of TVs. 

Declan’s Irish Pub provides another great place to see your favorite team play. The antique bar offers a cozy environment and a great selection of beer and whiskey.

Fans of sports and beer will appreciate Old Town Pour House. The massive bar features upscale bar bites, 107” HDTVs, and 90 beers on tap.

Whatever the occasion, Old Town, Chicago nightlife will not disappoint.