The best things to do in Chicago

40 things to do we’ve checked and stand behind — with the story on each one. Not a ranking; a record.

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Entertainment · 40 places · showing the latest additions first

Park Ridge Country Club mixes a classic course, active courts, and legit dining into an easy local routine you look forward to, not a…

636 N Prospect Ave (Park Ridge)

Park Ridge Country Club mixes a classic course, active courts, and legit dining into an easy local routine you look forward to, not a chore. Around since 1906, it’s the kind of member spot where staff know your name, holidays feel special, and everyday play turns into memories.

From the Des Plaines newsletter, September 4, 2026

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Whether you're sneaking in a midweek round or grinding on the range, Water's Edge Golf Club hits that sweet spot close to home with lush…

7205 W 115th St (Worth)

Whether you're sneaking in a midweek round or grinding on the range, Water's Edge Golf Club hits that sweet spot close to home with lush bent grass greens, tree-lined fairways, and a Rick Robbins design with PGA consultant Gary Koch that’s equal parts scenic and sneaky-tough.

From the Orland Park newsletter, August 19, 2026

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Full-service golfing facility with a cozy dining room, gazebo, bocce-ball court & pro shop.

5850 W 103rd St (Oak Lawn)

Full-service golfing facility with a cozy dining room, gazebo, bocce-ball court & pro shop.

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Ridge Country Club is one of the only private country clubs in the city, bringing classic Beverly charm with a well-maintained course,…

10522 S California Ave

Ridge Country Club is one of the only private country clubs in the city, bringing classic Beverly charm with a well-maintained course, relaxed dining, and social spots. If you're weighing membership or planning a banquet-worthy event, the family-friendly vibe and scenic greens make it an easy yes. Check it out.

From the Chicago newsletter, September 17, 2026

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Allstate Arena

Entertainment

From Garth Brooks sing-alongs to Monster Jam roars, Allstate Arena keeps a stacked slate of concerts, basketball games, and the occasional…

6920 Mannheim Rd (Rosemont)

From Garth Brooks sing-alongs to Monster Jam roars, Allstate Arena keeps a stacked slate of concerts, basketball games, and the occasional circus. When you want major-league energy without trekking downtown, check the calendar and pick your spectacle.

From the Des Plaines newsletter, September 13, 2026

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Lions, tigers, dolphins & more frolic in natural indoor & outdoor settings at this wildlife park.

8400 31st St (Brookfield)

Lions, tigers, dolphins & more frolic in natural indoor & outdoor settings at this wildlife park.

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Hoosier Theatre

Entertainment

Hoosier Theatre is Northwest Indiana’s last vaudeville movie palace, a 1924 stunner in Whiting bringing the big-show vibe to tribute…

1335 119th St (Whiting) · ✓ checked Aug 28

Hoosier Theatre is Northwest Indiana’s last vaudeville movie palace, a 1924 stunner in Whiting bringing the big-show vibe to tribute nights, from Chicago’s Own Piano Man Band on September 19 to a Zeppelin blowout October 10, then more classic hits on November 7.

From the Hammond newsletter, August 31, 2026

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Dolton Bowl

Entertainment

If your crew needs an easy go-to for weeknights or rainy Saturdays, Dolton Bowl keeps it classic with family-friendly lanes and leagues for…

1401 Sibley Blvd (Dolton) · ✓ checked Sep 3

If your crew needs an easy go-to for weeknights or rainy Saturdays, Dolton Bowl keeps it classic with family-friendly lanes and leagues for every skill level. Got a birthday or work thing coming up? Their private party room makes the hosting part painless.

From the Calumet City newsletter, September 11, 2026

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Round up your crew for brainy, private adventures at Lock Chicago Escape Rooms - Evanston, the North Shore’s original escape room since…

2510 Green Bay Rd (Evanston)

Round up your crew for brainy, private adventures at Lock Chicago Escape Rooms - Evanston, the North Shore’s original escape room since 2015. Choose from rescuing a kidnapped silverback, sneaking through a thieves’ lair, or rebooting a jungle-overgrown space station...

From the Evanston newsletter, September 15, 2026

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Whether you’re chasing a quick after work loop or dialing in your irons on grass, Marquette Park Golf Course delivers a scenic, par 36, 9…

6700 S Kedzie Ave

Whether you’re chasing a quick after work loop or dialing in your irons on grass, Marquette Park Golf Course delivers a scenic, par 36, 9 hole test with spacious fairways, strategic water, and a full size grass driving range and practice center. Join league play, groove a swing, let Southwest Side vibes do the rest.

From the Chicago newsletter, August 4, 2026

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With lake views, covered heated mats, two slick synthetic putting greens, and a newly refreshed 18-hole mini course full of playful…

141 W Diversey Pkwy

With lake views, covered heated mats, two slick synthetic putting greens, and a newly refreshed 18-hole mini course full of playful hazards, Diversey Driving Range & Mini Golf is perfect for an after-work bucket this week or a casual putt-off with friends. Lessons are there if you want a tune-up.

From the Chicago newsletter, August 7, 2026

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Perfect for when the backyard hose just isn't cutting it, Splash Island Outdoor Pool - Oak Brook Park District is an outdoor aquatic…

1480 Forest Gate Rd (Oak Brook)

Perfect for when the backyard hose just isn't cutting it, Splash Island Outdoor Pool - Oak Brook Park District is an outdoor aquatic playground at Swim Central where all ages can chill, play, and soak up summer together. Easy choice for quick family fun without leaving the neighborhood.

From the Downers Grove newsletter, August 31, 2026

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Skokie Sports Park

Entertainment

Skokie Sports Park is a fun weeknight reset for Evanston folks. It’s one of the top 50 golf ranges in America with TrackMan, grass tees and…

3459 Oakton St (Skokie)

Skokie Sports Park is a fun weeknight reset for Evanston folks. It’s one of the top 50 golf ranges in America with TrackMan, grass tees and an automatic tee-up system, plus 27 holes of adventure mini-golf, batting cages, and The Bunker indoor simulator to keep your swing sharp when the lake breeze wins.

From the Evanston newsletter, August 20, 2026

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This vintage postcard-inspired mural near the elevated tracks incorporates iconic local images.

2226 N Milwaukee Ave

This vintage postcard-inspired mural near the elevated tracks incorporates iconic local images.

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Evanston Golf Club

Entertainment

Established in 1898 and shaped by Donald Ross, Evanston Golf Club pairs a classic course with a lively social scene, from holiday…

4401 Dempster St (Skokie)

Established in 1898 and shaped by Donald Ross, Evanston Golf Club pairs a classic course with a lively social scene, from holiday traditions to pool days and racquets programs. Thinking membership or planning an event this week? This is where North Shore friendships and great shots happen.

From the North Shore newsletter, August 17, 2026

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Edgebrook Golf Course winds through Chicago’s forest preserves along the Chicago River, a short 18-hole track with mature trees and low-key…

6100 N Central Ave

Edgebrook Golf Course winds through Chicago’s forest preserves along the Chicago River, a short 18-hole track with mature trees and low-key vibes that make quick rounds feel like mini getaways for your swing. Perfect when you want neighborhood golf without sacrificing your Saturday.

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Harborside International Golf Center packs the Port and Starboard 18-hole courses plus an award-winning practice facility, so you can chase…

11001 S Doty Ave

Harborside International Golf Center packs the Port and Starboard 18-hole courses plus an award-winning practice facility, so you can chase birdies or just fix that fade. Chicago’s home for golf since 1995, with The Pier at Harborside to debrief after, and Starboard on Golfweek’s 2025 Best list.

From the Hammond newsletter, August 18, 2026

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South Shore Golf Course recently reopened after a bunker refresh, and those shoreline views still deliver major calm. Perfect for a quick,…

7059 S South Shore Dr

South Shore Golf Course recently reopened after a bunker refresh, and those shoreline views still deliver major calm. Perfect for a quick, low-stress round that feels like a mini escape from Gary traffic, plus they host events when you want golf energy without the swing.

From the Gary newsletter, August 14, 2026

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Welsh Ryan Arena

Entertainment

Whether you want a loud college-hoops vibe or just an excuse to cheer with neighbors, Welsh Ryan Arena brings Northwestern basketball and…

2705 Ashland Ave (Evanston)

Whether you want a loud college-hoops vibe or just an excuse to cheer with neighbors, Welsh Ryan Arena brings Northwestern basketball and other campus athletics to life right in our backyard. Pick a game, throw on your school colors, and let a midweek tipoff instantly upgrade your evening.

From the Evanston newsletter, September 6, 2026

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The 606

Entertainment

Set above the streets, The 606 centers on the elevated Bloomingdale Trail linking four neighborhood parks and art installations, turning…

1805 N Ridgeway Ave

Set above the streets, The 606 centers on the elevated Bloomingdale Trail linking four neighborhood parks and art installations, turning runs, rides, and strolls into a mini urban adventure. If this week needs fresh air and perspective, this is your no-fuss reset.

From the Chicago newsletter, August 26, 2026

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When the humid North Shore air hits, Skokie Water Playground brings relief with a 14,000-square-foot beach-entry pool, three big slides, a…

4715 Oakton St (Skokie)

When the humid North Shore air hits, Skokie Water Playground brings relief with a 14,000-square-foot beach-entry pool, three big slides, a splash pad, and that glorious red bucket that dumps 300 gallons at once... then grab a frozen treat and call it a day.

From the North Shore newsletter, September 8, 2026

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Bedford Park Mini Golf Course keeps it refreshingly simple, a quick nine holes that make for an easy after-dinner spin or low-stress…

6652 S 78th Ave (Bedford Park)

Bedford Park Mini Golf Course keeps it refreshingly simple, a quick nine holes that make for an easy after-dinner spin or low-stress weekend reset close to home. Bring your best light trash talk, recruit a putting rival, and claim bragging rights in a breezy little neighborhood showdown.

From the Cicero newsletter, August 11, 2026

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Because sometimes you want errands to come with plot twists, Westfield Old Orchard keeps the vibes easy with open-air laps between Apple,…

4905 Old Orchard Center (Skokie)

, then cap it with a movie at CMX Luxury Cinema. Built-in excuse for a treat-yourself matinee this week.

From the North Shore newsletter, August 15, 2026

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Movie theater screening new releases as well as independent, foreign & avant-garde flicks.

2828 N Clark St

Movie theater screening new releases as well as independent, foreign & avant-garde flicks.

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Chain of indoor trampoline parks featuring freestyle bouncing, dodgeball, fitness programs & more.

1711 Maple Ave (Evanston)

Chain of indoor trampoline parks featuring freestyle bouncing, dodgeball, fitness programs & more.

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If your Crystal Lake routine needs a shake-up, Jackson Park Golf Course delivers a historic, fully renovated 18 holes with mature trees…

6401 S Richards Dr

If your Crystal Lake routine needs a shake-up, Jackson Park Golf Course delivers a historic, fully renovated 18 holes with mature trees guarding fairways, a lakefront breeze, a driving range to tune up, and lessons when the slice gets sassy. Feels classic, plays legit.

From the Crystal Lake newsletter, September 6, 2026

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Work on that draw without leaving the city at Indian Boundary Golf Course, an 18-hole championship track woven through Schiller Woods with…

8600 W Forest Preserve Ave

Work on that draw without leaving the city at Indian Boundary Golf Course, an 18-hole championship track woven through Schiller Woods with surprising quiet and wildlife. Sneak in a quick nine, join a league, or book a lesson and actually stick that new grip this week.

From the Chicago newsletter, August 15, 2026

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Novelty Golf & Games has been a North Shore staple for generations, now in its 77th season, with an 18-hole mini-golf course, batting…

3650 W Devon Ave (Lincolnwood)

Novelty Golf & Games has been a North Shore staple for generations, now in its 77th season, with an 18-hole mini-golf course, batting cages, a lively arcade, and the Bunny Hutch snack stand. It’s the easy, low-stress outing when you want friendly competition and a quick treat afterward.

From the North Shore newsletter, September 21, 2026

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Short on time but want real golf? The Evans at Canal Shores is a 3,600-yard, par-60, not-for-profit gem that zigzags through trees, trains,…

1030 Central St (Evanston)

Short on time but want real golf? The Evans at Canal Shores is a 3,600-yard, par-60, not-for-profit gem that zigzags through trees, trains, and glimpses of the Bahá’í House of Worship, with community-first vibes and youth caddie programs that make every round feel like you did something good.

From the Evanston newsletter, September 11, 2026

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Bowlero Lyons

Entertainment

Bowling alley chain with blacklight lanes, a sports bar, an arcade, and laser tag.

7700 47th St (Lyons)

Bowling alley chain with blacklight lanes, a sports bar, an arcade, and laser tag.

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Chicago Gaelic Park

Entertainment

Whether you want pints and live tunes in The Carraig Beer Garden, to jump into Tuesday Irish Set Dancing, or sit in on Trad Thursday with…

6119 147th St (Oak Forest)

Whether you want pints and live tunes in The Carraig Beer Garden, to jump into Tuesday Irish Set Dancing, or sit in on Trad Thursday with Jimmy Keane, Chicago Gaelic Park is serving summer nights worth claiming this week. Swing by with friends and let the craic find you.

From the Tinley Park newsletter, September 21, 2026

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Sunset Bridge Meadow lines the Des Plaines River with a mellow trail and wide-open fields, perfect for clearing your head after work. Jump…

Des Plaines River Trl (River Grove)

Sunset Bridge Meadow lines the Des Plaines River with a mellow trail and wide-open fields, perfect for clearing your head after work. Jump on the Des Plaines River Trail for a quick stroll or an all-day wander, then linger by the water and actually hear yourself think.

From the Cicero newsletter, August 20, 2026

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The Logan Theatre

Entertainment

Built in 1915 with vintage charm and a full bar, The Logan Theatre is a perfect this-week pick with late-night screenings, movie trivia,…

2646 N Milwaukee Ave

Built in 1915 with vintage charm and a full bar, The Logan Theatre is a perfect this-week pick with late-night screenings, movie trivia, and open mic comedy. Grab a cocktail, soak up the old-school ambiance, and remember why going to the movies still hits different.

From the Chicago newsletter, August 12, 2026

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Beat the late-August stickiness at Niles Park District Oasis Waterpark, where zero-depth entry keeps little kids happy, the splash pad and…

7877 N Milwaukee Ave (Niles)

Beat the late-August stickiness at Niles Park District Oasis Waterpark, where zero-depth entry keeps little kids happy, the splash pad and slides bring the action, and concessions plus picnic tables make it easy to linger. Low-key, local, and exactly the summer reset you need this week.

From the North Shore newsletter, August 26, 2026

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Sydney R. Marovitz Golf Course is a public, scenic 9-hole track right along Lake Michigan, perfect when you want real views and a quick…

3701 N Recreation Dr

Sydney R. Marovitz Golf Course is a public, scenic 9-hole track right along Lake Michigan, perfect when you want real views and a quick loop. Open year-round, weather permitting, with rental carts and gear, plus leagues and lessons if you’re trying to tighten up that mid-iron tempo.

From the DeKalb newsletter, September 2, 2026

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City Mini Golf

Entertainment

City Mini Golf sits in Maggie Daley Park and leans into Chicago flair with new themed obstacles added almost every season, including a…

337 E Randolph St

City Mini Golf sits in Maggie Daley Park and leans into Chicago flair with new themed obstacles added almost every season, including a Portillo's hot dog finish on 18. A low-stress hang when you want a killer backdrop and a little friendly trash talk with friends.

From the DeKalb newsletter, September 10, 2026

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Cteen Mural

Entertainment

Painted by Skokie teens with pop artist Yitzchok Moully, the Cteen Mural splashes neon color and Hebrew letters from an open book that…

4043 Dempster St (Skokie) · ✓ checked Aug 28

Painted by Skokie teens with pop artist Yitzchok Moully, the Cteen Mural splashes neon color and Hebrew letters from an open book that practically jumps off the wall. Quick hit of joy, thoughtful meaning, and a reminder that local art can spark big conversations.

From the North Shore newsletter, September 1, 2026

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Evanston’s own Grosse Point Lighthouse offers seasonal guided climbs up 141 spiral steps to the lantern, delivering fresh Lake Michigan air…

2601 Sheridan Rd (Evanston)

Evanston’s own Grosse Point Lighthouse offers seasonal guided climbs up 141 spiral steps to the lantern, delivering fresh Lake Michigan air and sweeping views. It’s a National Historic Landmark with wildflower and butterfly gardens, ideal for a quick reset when you need vacation vibes close to home.

From the Evanston newsletter, August 28, 2026

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Keep it local this week at Columbus Park Golf Course, a links style par 35 on the near West Side with wide open fairways, receptive greens,…

5701 W Jackson Blvd

Keep it local this week at Columbus Park Golf Course, a links style par 35 on the near West Side with wide open fairways, receptive greens, and a chill pace that suits both rusty swings and brag ready birdies. Expect a fun mix of par 3s to par 5s without the scene.

From the Chicago newsletter, August 20, 2026

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Puttshack - Oakbrook turns mini golf into friendly chaos with automatic scoring and interactive challenges, then reels you in with…

1828 Oakbrook Center (Oak Brook)

Puttshack - Oakbrook turns mini golf into friendly chaos with automatic scoring and interactive challenges, then reels you in with chef-driven bites and handcrafted cocktails. Perfect when your Elmhurst crew wants something lively, competitive, and indoors without anyone arguing over the scorecard.

From the Elmhurst newsletter, September 3, 2026

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