Nightlife in Chicago, IL

Chicago, IL's best nightlife spots include Andy's Jazz Club and Restaurant ($10-15), Big Star ($4-6 per taco), Brooklyn Boulders ($35), Buddy Guy's Legends ($20-30), and Buzzed by Zea ($12-18).

34 places9 freeOct 2026
Chicago Public Library

Entire floor dedicated to kids. Free storytime, crafts, STEM -- daily.

400 S State St, Chicago, IL 60605 · Mon-Thu 9am-9pm, Fri-Sat 9am-5pm, Sun 1pm-5pm

Free
Chicago Riverwalk

Free 1.25-mile riverwalk. Play fountains in summer. Kayak rentals. Architecture boat tours.

E Riverwalk S, Chicago, IL 60601 · Daily 6am-11pm (May-Oct for full amenities)

Free
Chicago Park District - McFetridge Sports Center

NHL-size ice rink, indoor pool, basketball, tennis -- all Park District prices.

3843 N California Ave, Chicago, IL 60618 · Mon-Fri 7am-10pm, Sat-Sun 8am-6pm

$5
Chicago Park District - Foster Park

Recently renovated courts. Best public outdoor basketball on the South Side. Free.

1440 W 84th St, Chicago, IL 60620 · Daily 6am-11pm

Free
Chicago Park District - Humboldt Park

219 acres. Basketball, soccer, tennis, pool, baseball -- all free. Most complete free sports park in the city.

1400 N Sacramento Ave, Chicago, IL 60622 · Park: 6am-11pm, Fieldhouse: Mon-Fri 9am-9pm, Sat 9am-5pm

Free
Brooklyn Boulders

$35 day pass. Climbing, yoga, fitness, and a coworking lounge. West Loop.

100 S Morgan St, Chicago, IL 60607 · Mon-Fri 6am-11pm, Sat-Sun 8am-10pm

$35
Chicago Park District - Waveland Park

Free lakefront tennis. No reservation. Batting cages and driving range nearby too.

3700 N Recreation Dr, Chicago, IL 60613 · Daily dawn to dusk

Free
Midtown Athletic Club Chicago

Tennis, pools, basketball, squash, gym, spa -- all under one roof. $50 day pass.

2444 N Elston Ave, Chicago, IL 60647 · Mon-Fri 5am-10pm, Sat-Sun 6am-9pm

$50
Chicago Park District - 31st Street Beach

Free beach, free fitness court, kayak rentals. Less crowded than North Ave Beach.

3100 S Lake Shore Dr, Chicago, IL 60616 · Beach: Memorial Day-Labor Day 11am-7pm daily

Free
Chicago Park District - Montrose Beach

Free beach, bird sanctuary, dog beach, kayak rentals. Less touristy than North Ave.

4400 N Lake Shore Dr, Chicago, IL 60640 · Beach: Memorial Day-Labor Day 11am-7pm

Free
The Second City Chicago

Tina Fey, Steve Carell, and dozens more started here. $10 shows available nightly.

1616 N Wells St, Chicago, IL 60614 · Shows nightly, box office opens at noon

$10-75
Green Mill Cocktail Lounge

Al Capone's hangout. Jazz 7 nights. Cash only. No talking during sets.

4802 N Broadway Ave, Chicago, IL 60640 · Daily 4pm-4am (5am on Sat)

$8-15
The Chicago Theatre

The marquee sign. The grand staircase. $32 tour takes you backstage.

175 N State St, Chicago, IL 60601 · Tour at 12pm, show times vary

$32
Jay Pritzker Pavilion

Free concerts all summer. Frank Gehry bandshell. Bring a blanket and a picnic.

201 E Randolph St, Chicago, IL 60601 · Park open daily 6am-11pm, concerts typically 6:30pm-9pm

Free
Kingston Mines Blues Club

Two stages, simultaneous blues bands, until 5am Saturdays. Open since 1968.

2548 N Halsted St, Chicago, IL 60614 · Mon-Thu 7pm-4am, Fri 7pm-5am, Sat 7pm-5am, Sun 7pm-4am

$15-20
Zanies Comedy Night Club

Two doors from Second City. Touring headliners. Two-drink minimum. Thu-Sun.

1548 N Wells St, Chicago, IL 60610 · Shows Thu-Sun, doors open 1 hour before show

$25-60
iO Theater Chicago

Improvised Shakespeare Company performs here. Cheaper and weirder than Second City.

1501 N Kingsbury St, Chicago, IL 60642 · Shows nightly, schedule varies

$10-35
Laugh Factory Chicago

311 seats, full bar, $16 tickets. Touring headliners most nights.

3175 N Broadway, Chicago, IL 60657 · Show times vary, check schedule

$16-60
Empty Bottle

Free Monday shows. Dive bar vibe. The underground music scene runs through here since 1992.

1035 N Western Ave, Chicago, IL 60622 · Mon-Sat 5pm-2am, Sun varies

$10-25
The Hideout

100 capacity. Prohibition-era bar. Shows sell out fast. Regulars are fiercely loyal.

1354 W Wabansia Ave, Chicago, IL 60642 · Wed-Sat shows, doors vary

$10-20
UP Comedy Club

In the Second City building. Stand-up format. $15-40. Zanies is next door.

1608 N Wells St, Chicago, IL 60614 · Show times vary, check schedule

$15-40
Buddy Guy's Legends

Buddy Guy's own club. Live blues nightly. The man himself plays every January.

700 S Wabash Ave, Chicago, IL 60605 · Mon-Thu 11am-2am, Fri-Sat 11am-3am, Sun 12pm-2am

$20-30
Lincoln Hall

500 capacity. Sister venue to Schubas. Best mid-size room on the North Side.

2424 N Lincoln Ave, Chicago, IL 60614 · Show nights, doors vary

$15-40
Schubas Tavern

165 capacity. The room where everyone plays before they blow up. $10-20.

3159 N Southport Ave, Chicago, IL 60657 · Show nights, doors vary

$10-25
Metro Chicago

Smashing Pumpkins played their first big shows here. 1,100 capacity. Still going since 1982.

3730 N Clark St, Chicago, IL 60613 · Show nights, doors vary

$20-50
The Hand & The Eye

World's largest magic venue. Inside the historic McCormick Mansion. Opened 2026.

430 N Michigan Ave, Chicago, IL 60611 · Show times vary, check schedule

$50-100
Andy's Jazz Club and Restaurant

Live jazz since 1951. Two sets nightly. $10-15 cover. Downtown location.

11 E Hubbard St, Chicago, IL 60611 · Mon-Sat 5pm-1am, Sun 5pm-12am

$10-15
Museum of Contemporary Art Chicago

Free on Tuesdays for IL residents. Rooftop sculpture garden. Wednesday late nights.

220 E Chicago Ave, Chicago, IL 60611 · Tue 10am-9pm, Wed-Sun 10am-5pm, closed Mon

$18
Chicago Park District - Grant Park Skate Park

Free skate park in Grant Park. Concrete ramps, rails, quarter pipes. All skill levels.

360 S Columbus Dr, Chicago, IL 60605 · Daily 6am-11pm

Free
Thalia Hall

1892 opera house turned concert hall. Ornate interior. Czech and Mexican neighborhood heritage.

1807 S Allport St, Chicago, IL 60608 · Show nights, doors vary

$15-45
Buzzed by Zea

Cocktail bar hidden inside a hair salon — you have to know it's there.

3462 N Halsted St, Chicago, IL 60657 · Check social media for hours

$12-18
Barry-Regent Dry Cleaners

Lakeview dry cleaner on Broadway. Suits, shirts, dresses, comforters. Same-day if you drop off before 10am. $5-8 per garment. Also does minor alterations.

3000 N Broadway, Chicago, IL 60657 · Mon-Fri 7am-7pm, Sat 8am-5pm

$5-20
Chicago Canine Club

Full-service dog grooming salon near Wrigley Field offering baths, breed-specific cuts, nail trimming, ear cleaning, teeth brushing, and de-shedding treatments. Small dogs from $55, large dogs from $90. Also offers daycare and boarding. Appointments required -- this place stays booked, especially on weekends.

3740 N Clark St, Chicago, IL 60613 · Mon-Fri 7am-7pm, Sat-Sun 8am-5pm

$55-140
Nura Express Tailor

Highly rated tailor on the Southport corridor with a 4.9-star rating. Specializes in same-day and next-day turnaround for basic alterations. Pants hemming from $12, waist adjustments from $18, full suit alterations from $50. Walk-ins welcome for most jobs. A go-to for Lakeview residents who need something done fast.

3517 N Southport Ave, Chicago, IL 60657 · Mon-Sat 9am-6pm

$12-100