The Best Happy Hours in Old Town, Chicago

Old Town has 14 happy hour spots on Spotd right now — from dive-bar well drinks to half-price oysters.

Standouts include Burton Place, Fireplace Inn, Happy Camper, Kamehachi and 10 more. Recent deals: Rotating selection of 24 draft beers at Burton Place; Happy hour Mon-Fri 4:30pm-7pm: 40% off all cocktails and wine, $5 drafts, 25% off appetizers at Fireplace Inn.

Tap any spot below for its full deal list, hours, reviews and map. Happy hour times change often, so always verify directly with the venue before you head out.

All days Monday Tuesday Wednesday Thursday Friday Saturday Sunday

14 spots in Old Town, Chicago

Burton Place ★ 4.1 on Google Dive bar · Mon-Fri 5pm-4am; Sat 10:30am-5am; Sun 11am-4am, open 365 days a year 🍹 Rotating selection of 24 draft beers ✓ Verified Oct 2026
Fireplace Inn ★ 4.2 on Google BBQ tavern · Sun 11:30am-12am; Mon-Wed 11:30am-12am; Thu-Fri 11:30am-2am; Sat 11:30am-3am 🍹 Happy hour Mon-Fri 4:30pm-7pm: 40% off all cocktails and wine, $5 drafts, 25%… ✓ Verified Jul 2026
Happy Camper Pizza bar · Mon-Thu 11am-12am, Fri 11am-1am, Sat 10am-1am, Sun 10am-12am 🍹 Happy hour Mon-Fri 3pm-6pm ✓ Verified Jun 2026
Kamehachi Sushi bar · Mon-Thu 11:30am-9pm · Fri-Sat 11:30am-10pm · Sun 11:30am-9pm 🍹 Try the classic California or spicy tuna roll ✓ Verified Aug 2026
Old Town Ale House Dive bar · Mon-Fri 3pm-4am, Sat 3pm-5am, Sun 3pm-4am 🍹 Order: $3.50 PBR or Miller Lite ✓ Verified Jun 2026
Old Town Pub Pizza pub · Mon 4:30pm-2am · Tue-Fri 12pm-2am · Sat 11am-3am · Sun 11am-2am 🍹 Tavern-style pizza and jalapeno burgers are the draw ✓ Verified Aug 2026
The Rabbit Hole ★ 4.3 on Google Gastropub · Mon-Thu 3pm-2am, Fri 11am-2am, Sat 11am-3am, Sun 11am-2am 🍹 Happy hour Tue-Fri 4pm-7pm ✓ Verified Jun 2026
The Scout Waterhouse + Kitchen Sports bar · Wed-Thu 3pm-12am, Fri 3pm-1:30am, Sat 10am-2:30am, Sun 10am-12am, closed Mon-Tue 🍹 Weekend brunch specials ✓ Verified Oct 2026
The VIG Cocktail bar · Mon-Wed 5pm-12am, Thu 5pm-2am, Fri 11:30am-2am, Sat 10am-3am, Sun 10am-12am 🍹 Happy hour Mon-Wed 5pm-7pm, Thu 4pm-7pm, Fri 3pm-7pm ✓ Verified Jun 2026
Twin Anchors Restaurant & Tavern ★ 4.7 on Google Tavern · Mon-Fri 4:30pm-10pm, Sat-Sun 12pm-10pm 🍹 No dedicated happy hour; Illinois-legal all-day special: 15 beers on draft wi… ✓ Verified Jun 2026
UP Comedy Club Comedy club · Daily 10am-11pm · Showtimes vary, check calendar 🍹 No drink minimum on any show ✓ Verified Aug 2026
Utopian Tailgate Rooftop bar · Mon-Wed closed; Thu 4pm-11pm; Fri 4pm-1am; Sat 11am-2am; Sun 11am-9pm 🍹 Craft cocktails and bottle service packages on the 10,000 sq ft rooftop ✓ Verified Jul 2026
Winnie's Sports bar · Closed Mon · Tue-Thu 5pm-2am · Fri 4pm-2am · Sat 12pm-3am · Sun 12pm-2am 🍹 Trivia nights and live music on rotation ✓ Verified Aug 2026
Woodie's Flat Sports bar · Mon-Thu 5pm-2am · Fri 3pm-2am · Sat 11am-3am · Sun 11am-2am 🍹 Post-game beer specials for North Ave Beach sports leagues ✓ Verified Aug 2026

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Frequently Asked Questions

How many happy hour spots are in Old Town, Chicago?

Spotd lists 14 happy hour spots in Old Town, Chicago right now, each with up-to-date deals and hours.

What time does happy hour start in Old Town, Chicago?

Most happy hours in Old Town, Chicago start around 5pm, with some kicking off as early as 10am. Each spot's exact window is listed on its page.

Which Old Town spots have happy hour on Tuesday?

2 Old Town spots run a Tuesday happy hour on Spotd, including The Rabbit Hole, Twin Anchors Restaurant & Tavern. See the full list on the Tuesday filter.

What are the best happy hour deals in Old Town, Chicago?

Popular picks include Rotating selection of 24 draft beers at Burton Place; Happy hour Mon-Fri 4:30pm-7pm: 40% off all cocktails and wine, $5 drafts, 25% off appetizers at Fireplace Inn; Happy hour Mon-Fri 3pm-6pm at Happy Camper. Browse every deal on the spots below.