The best bars & nightlife in Waukegan

57 bars & nightlife we’ve checked and stand behind — with the story on each one. Not a ranking; a record.

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Nightlife · 57 places · showing the latest additions first

Poke Bros.

Nightlife

Bowl spot (or build-your-own) for poke bowls (a Hawaiian staple) and sushi (rolls and bowls).

1027 N Elmhurst Rd (Mt Prospect)

Bowl spot (or build-your-own) for poke bowls (a Hawaiian staple) and sushi (rolls and bowls).

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Pints, flights & cocktails pair with Neapolitan-style pizza in a funky warehouse setting.

10934 S Western Ave (Chicago)

Pints, flights & cocktails pair with Neapolitan-style pizza in a funky warehouse setting.

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Tasting room of a craft brewery specializing in mead from its own bees' honey along with wines.

9030 S Hermitage Ave (Chicago)

Tasting room of a craft brewery specializing in mead from its own bees' honey along with wines.

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Hip warehouse setting for drinking small-batch local beers with snacks, sandwiches, coffee & tea.

3630 S Iron St (Chicago)

Hip warehouse setting for drinking small-batch local beers with snacks, sandwiches, coffee & tea.

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Stylish painting studio featuring casual classes accompanied by wine and music alongside BYOB options.

11832 S Western Ave (Chicago)

Stylish painting studio featuring casual classes accompanied by wine and music alongside BYOB options.

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Odyssey II

Nightlife

Neighborhood spot offering cocktails and other drinks, plus music, dancing and a juke box.

211 E Garfield Blvd (Chicago)

Neighborhood spot offering cocktails and other drinks, plus music, dancing and a juke box.

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Hybrid liquor store & neighborhood tavern supplying a large rotating menu of rare craft beers.

960 W 31st St (Chicago)

Hybrid liquor store & neighborhood tavern supplying a large rotating menu of rare craft beers.

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Cozy restaurant and cocktail bar for small plates, live music, and a cosmetic counter.

810 E 43rd St (Chicago)

Cozy restaurant and cocktail bar for small plates, live music, and a cosmetic counter.

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Casual, rustic spot featuring house-brewed beers, regional wines & spirits plus gastropub eats.

10426 S Western Ave (Chicago)

Casual, rustic spot featuring house-brewed beers, regional wines & spirits plus gastropub eats.

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Chill brewpub with an industrial vibe offering craft beer, sandwiches & pizza, plus bar bites.

600 N Michigan Ave 2nd Floor (Chicago)

Chill brewpub with an industrial vibe offering craft beer, sandwiches & pizza, plus bar bites.

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Long-running liquor store offering beer, wine, spirits, and cigars, plus daily tastings.

5058 S Halsted St Suite D-H, 5058 S Halsted St (Chicago)

Long-running liquor store offering beer, wine, spirits, and cigars, plus daily tastings.

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Ghost Donkey

Nightlife

Make this week a mezcal moment. Ghost Donkey is a neon-lit playground where the music is loud, the drinks are strong, and the vibe leans…

415 N Dearborn St (Chicago)

Make this week a mezcal moment. Ghost Donkey is a neon-lit playground where the music is loud, the drinks are strong, and the vibe leans playful mischief. Swing by for agave-forward cocktails or book a mezcal tasting, then surrender to whatever happens next.

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Arlington Tap House nails the pub trifecta, with well-built burgers, pizza and steaks, a pile of tap drafts and the kind of game-day energy…

1204 W Rand Rd (Arlington Heights)

Arlington Tap House nails the pub trifecta, with well-built burgers, pizza and steaks, a pile of tap drafts and the kind of game-day energy that turns neighbors into teammates. Toss in DJs and comedy nights, plus cocktails and whiskeys that actually taste like something, and your week is sorted.

From the Waukegan newsletter, August 4, 2026

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In Andersonville, Little Madrid Tapas-Café does classic tapas, croquetas, and paella with 100% organic ingredients imported from Spain,…

5661 N Clark St (Chicago)

In Andersonville, Little Madrid Tapas-Café does classic tapas, croquetas, and paella with 100% organic ingredients imported from Spain, plus organic sangria, Rioja, and Spanish specialty drinks. Cozy, wood-burning-fireplace energy that feels like a quick trip to Madrid... grab a friend this week.

From the Chicago newsletter, August 6, 2026

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Upscale chain serving New American fare paired with house-label wines in a contemporary setting.

583 N Milwaukee Ave (Wheeling)

Upscale chain serving New American fare paired with house-label wines in a contemporary setting.

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New American sharing plates & an extensive wine list in a small storefront with booths & a patio.

2008 W Roscoe St (Chicago)

New American sharing plates & an extensive wine list in a small storefront with booths & a patio.

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Brewpub with a casual vibe that offers American comfort dishes and house beers.

200 Village Green S (Lincolnshire)

Brewpub with a casual vibe that offers American comfort dishes and house beers.

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Relaxed, sports-centric American bar & grill offering specialty pizza, burgers & a deep vodka list.

2621 30th Ave (Kenosha)

Relaxed, sports-centric American bar & grill offering specialty pizza, burgers & a deep vodka list.

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Rustic-looking retailer offering wine, craft beer & small-batch spirits, plus tastings & events.

719 S Dearborn St (Chicago)

Rustic-looking retailer offering wine, craft beer & small-batch spirits, plus tastings & events.

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Burgers, pinsas, and other grub are served at this comfy sports bar with happy hours.

506 56th St (Kenosha)

Burgers, pinsas, and other grub are served at this comfy sports bar with happy hours.

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Wine, cheese plates, and cocktails served in a comfy space with happy hour.

2831 N Broadway (Chicago)

Wine, cheese plates, and cocktails served in a comfy space with happy hour.

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Loungey local gathering place for pairing wine & beer with gastropub plates in homey-chic digs.

954 N California Ave (Chicago)

Loungey local gathering place for pairing wine & beer with gastropub plates in homey-chic digs.

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Laugh Factory

Nightlife

Well-known comedy club for seasoned & emerging stand-up acts, plus surprise celebrity guests.

3175 N Broadway (Chicago)

Well-known comedy club for seasoned & emerging stand-up acts, plus surprise celebrity guests.

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An extensive wine list & an eclectic menu of small plates in a cozy space with outdoor seating.

2601 N Milwaukee Ave (Chicago)

An extensive wine list & an eclectic menu of small plates in a cozy space with outdoor seating.

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J9 Wine Bar

Nightlife

Global wines & classic cocktails are offered alongside light bites in a stylish setting.

1961 N Halsted St (Chicago)

Global wines & classic cocktails are offered alongside light bites in a stylish setting.

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The Taproom

Nightlife

Cozy eatery and bar serving burgers, plus beer and cocktails, in a casual, friendly, laid-back setting.

36 N Genesee St

Cozy eatery and bar serving burgers, plus beer and cocktails, in a casual, friendly, laid-back setting.

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Restaurant serving sushi rolls and specializing in poke bowls with raw fish and toppings.

7435 117th Ave Ste a (Kenosha)

Restaurant serving sushi rolls and specializing in poke bowls with raw fish and toppings.

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Tavern on 6th

Nightlife

Casual setting with industrial-modern decor featuring an indoor golf course and a patio.

5712 6th Ave (Kenosha)

Casual setting with industrial-modern decor featuring an indoor golf course and a patio.

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Bar & grill serving casual American fare in a warehouse-style space with brick & wood accents.

3322 Sheridan Rd (Kenosha)

Bar & grill serving casual American fare in a warehouse-style space with brick & wood accents.

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Decades old comedy club that hosts nationally-known headliners & is 21 & older only.

1548 N Wells St (Chicago)

Decades old comedy club that hosts nationally-known headliners & is 21 & older only.

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Dolls Tavern

Nightlife

Bar with free daily pool games, amusement machines, and a welcoming atmosphere.

3014 Roosevelt Rd (Kenosha)

Bar with free daily pool games, amusement machines, and a welcoming atmosphere.

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Lively tavern providing a variety of craft brews on tap, standard pub grub & TVs tuned to sports.

5118 6th Ave (Kenosha)

Lively tavern providing a variety of craft brews on tap, standard pub grub & TVs tuned to sports.

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Hip spot for house-brewed cider & beer with creative New American comfort foods & growlers to go.

4240 W Irving Park Rd (Chicago)

Hip spot for house-brewed cider & beer with creative New American comfort foods & growlers to go.

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Wine Knot

Nightlife

Intimate bistro & wine bar serving American fare plus wine by the glass, flight or bottle.

5611 6th Ave (Kenosha)

Intimate bistro & wine bar serving American fare plus wine by the glass, flight or bottle.

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Le Midi Wine

Nightlife

Sleek seller of a wide range of wines by bottle or glass & craft beers, plus tastings & patio.

2108 W Division St (Chicago)

Sleek seller of a wide range of wines by bottle or glass & craft beers, plus tastings & patio.

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Romantic wine bar and eatery offering flights and meals featuring local ingredients and wines.

700 N Milwaukee Ave #130 (Vernon Hills)

Romantic wine bar and eatery offering flights and meals featuring local ingredients and wines.

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Gambling venue with slot machines and table games, plus a sportsbook, and restaurants.

4011 Fountain Square Pl

Gambling venue with slot machines and table games, plus a sportsbook, and restaurants.

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Wine shop stocking a wide-ranging selection of glasses and bottles as well as hosting tasting events and wine lessons.

1119 W Grand Ave (Chicago)

Wine shop stocking a wide-ranging selection of glasses and bottles as well as hosting tasting events and wine lessons.

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Bar with 60 tap options of craft beer, wine, cider, and seltzer, plus live performances.

125 56th St (Kenosha)

Bar with 60 tap options of craft beer, wine, cider, and seltzer, plus live performances.

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Fat Cat

Nightlife

Bar with 1940s decor featuring comfort-food eats, beers & cocktails plus pool table & sports on TV.

4840 N Broadway (Chicago)

Bar with 1940s decor featuring comfort-food eats, beers & cocktails plus pool table & sports on TV.

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Petite craft brewery & taproom featuring a rotating beer menu, bar bites & live music & events.

16 E Scranton Ave (Lake Bluff)

Petite craft brewery & taproom featuring a rotating beer menu, bar bites & live music & events.

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Sprawling pub with classic American sandwiches & pizzas, sports on TV & live music.

3880 Northpoint Blvd

Sprawling pub with classic American sandwiches & pizzas, sports on TV & live music.

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Elegant, old-world-style cocktail bar with small bites, including caviar and shrimp cones.

495 N Milwaukee Ave (Chicago)

Elegant, old-world-style cocktail bar with small bites, including caviar and shrimp cones.

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Ron's Place

Nightlife

Longtime pub with big burgers, Long Island iced teas in dozens of flavors & a down-to-earth vibe.

3301 52nd St (Kenosha)

Longtime pub with big burgers, Long Island iced teas in dozens of flavors & a down-to-earth vibe.

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Classic tropical cocktails, rums & house daiquiris in a retro Polynesian-style setting.

435 N Clark St (Chicago)

Classic tropical cocktails, rums & house daiquiris in a retro Polynesian-style setting.

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Intimate lounge/club delivering drinks, karaoke & dancing in a vintage space in a historic building.

343 S Dearborn St (Chicago)

Intimate lounge/club delivering drinks, karaoke & dancing in a vintage space in a historic building.

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Pub with TVs, billiards & a large menu of bar food, with daily food & drink specials.

622 N Fairbanks Ct (Chicago)

Pub with TVs, billiards & a large menu of bar food, with daily food & drink specials.

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The Dawson

Nightlife

Striking, bi-level restaurant featuring an eclectic menu complemented by handcrafted cocktails.

730 W Grand Ave (Chicago)

Striking, bi-level restaurant featuring an eclectic menu complemented by handcrafted cocktails.

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Casual hangout with big-screen TVs and a large beer selection known for Nashville hot chicken.

1210 Washington St

Casual hangout with big-screen TVs and a large beer selection known for Nashville hot chicken.

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Relaxed shop for bottles featuring a curated assortment of wines from global regions.

2901 N Milwaukee Ave (Chicago)

Relaxed shop for bottles featuring a curated assortment of wines from global regions.

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Bird's Nest

Nightlife

Laid-back bar with baskets of wings & different sauces plus wraps, salads & other pub grub staples.

2500 N Southport Ave (Chicago)

Laid-back bar with baskets of wings & different sauces plus wraps, salads & other pub grub staples.

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Relaxed bar & coffeehouse with a large, rotating list of beers, a photo booth & a back patio.

1612 W Irving Park Rd Ste 1 (Chicago)

Relaxed bar & coffeehouse with a large, rotating list of beers, a photo booth & a back patio.

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Burgers, tacos, and billiards are among the attractions at this pub, which is set in a bowling alley.

3435 N Kennicott Ave (Arlington Heights)

Burgers, tacos, and billiards are among the attractions at this pub, which is set in a bowling alley.

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Market-driven fare served in a modern American eatery sharing a space with a working winery.

739 N Clark St (Chicago)

Market-driven fare served in a modern American eatery sharing a space with a working winery.

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Hip, lofty lounge where intricate, globally inspired cocktails pair with eclectic small plates.

112 W Grand Ave (Chicago)

Hip, lofty lounge where intricate, globally inspired cocktails pair with eclectic small plates.

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Neighborhood brewery producing ales & lagers & offering a family-friendly menu & regular live music.

345 N Milwaukee Ave (Libertyville)

Neighborhood brewery producing ales & lagers & offering a family-friendly menu & regular live music.

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