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Things to Do in Chicago

TJ & Dave

Comedy Show

TJ & Dave at iO Theatre - Comedy Show in Chicago.
  • Gallery
  • Videos

May 22, 2013 11:00 pm iO Theatre One of the most critically acclaimed improv shows in the country, Second City alumni TJ Jagodowski and David Pasquesi promise “this is all made up” as they create a 45-minute showcase for elaborately imagined characters whose relationships ... more

3541 North Clark Street
Chicago, IL 60657

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Second City

Comedy Club

Second City - Comedy Club in Chicago.
  • review
  • user reviews (10)

Party Earth Review With a list of alums that includes everyone from Bill Murray and Jon Belushi to Steve Carell and Tina Fey, Second City is undeniably one of the most influential comedy theaters in the country. Founded in 1959 by a small group of University of Chicago students, the prolific club and its nightly menu of comics, laughs, and ... more

1616 North Wells Street
Chicago, IL 60614

Liked By:
Jamie Kennedy

Comedy Show / Stand-Up Comedy

Jamie Kennedy
  • Gallery
  • Videos

May 22–24, 2013 Laugh Factory

3175 N. Broadway St.
Chicago, IL 60657

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Emporium Arcade Bar

Bar / Arcade

Emporium Arcade Bar - Bar | Arcade in Chicago.
  • review
  • user reviews (4)

Party Earth Review Entering Emporium Arcade Bar is like taking a step back into childhood, where frustrations brewed over unsaved princesses, Q*bert blew projectiles out his nose, and the only way to kill monsters was to over-inflate them with a bicycle pump. Anyone who doesn’t get those references should ask their parents. With exposed ... more

1366 North Milwaukee Avenue
Chicago, IL 60622

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Open Mic

Comedy Show / Stand-Up Comedy

Open Mic at Laugh Factory Chicago - Comedy Show | Stand-Up Comedy in Chicago.
  • Gallery

May 22, 2013 6:30 pm Laugh Factory

3175 N. Broadway St.
Chicago, IL 60657

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Revolution Brewing

Bar / Brewery / Restaurant

Revolution Brewing - Bar | Brewery | Restaurant in Chicago.
  • review
  • user reviews

Party Earth Review With treats like bacon fat popcorn, cheddar ale soup, and a lengthy list of freshly brewed beers, Revolution Brewing does little to incite rebellion – and a whole lot to fill the belly. The warehouse-turned-brewpub is easy to spot, both due to its size and the Communist Russia-era logo of a raised fist clutching ... more

2323 North Milwaukee Avenue
Chicago, IL 60647

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Bottlenotes Taste Around Town 2013 (C...

Wine Festival

Bottlenotes Taste Around Town (Chicago) - Wine Festival in Chicago.
  • Gallery
  • Schedule

May 22–25, 2013 By the time summer rolls around, you’ve been dieting and working out and it’s time to give yourself a break. There’s no better way to break your insane diet for a night or two than by heading to the Bottlenotes Taste Around ... more

Throughout the city
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Zella

Bar / Beer Garden / Club

Zella - Bar | Beer Garden | Club | Restaurant in Chicago.
  • review
  • user reviews

Party Earth Review Part upscale bar, part restaurant, part club, and part bountiful beer garden, Zella is either the greatest thing since sliced bread or is suffering from multiple-personality disorder – either way, patrons come in droves to drink, flirt, and drink some more. A deceivingly small entrance in the simple brick façade leads ... more

1983 North Clybourn Avenue
Chicago, IL 60614

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4th Annual Chicago Craft Beer Week

Beer Festival

4th Annual Chicago Craft Beer Week - Beer Festival in Chicago.
  • Gallery
  • Schedule

May 22–26, 2013 Chicago celebrates great brews at the annual Chicago Craft Beer Week. Held for eleven days in May, the 2013 Chicago Craft Beer Week takes place at over 250 participating bars throughout Chicago. With beer specials and tastings of rare ... more

Throughout the city
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Grant Park / Millennium Park

Culture / Outdoor Activity / Park

Grant Park / Millennium Park  - Culture | Outdoor Activity | Park in Chicago.
  • review
  • user reviews (13)

Party Earth Review Like most outdoor spaces in Chicago, Grant Park is mostly neglected until the summer rolls around and city dwellers once again emerge from their wintry dens, crack open a dusty bottle of Coppertone, and revel in the warmth of the sun. Visitors looking for a cool-down can wade through the reflecting pool at Crown Fountain ... more

Between South Michigan Avenue to Lake Michigan and East Roosevelt Road to East Randolph Street.

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Ross Bennett

Comedy Show

Zanies Comedy Club - Comedy Club in Chicago.
  • Schedule

May 22–26, 2013 Zanies Comedy Club

1548 North Wells Street
Chicago, IL 60610

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Clark and Belmont

Outdoor Activity

Clark and Belmont - Outdoor Activity | Shopping Area in Chicago.
  • review
  • user reviews (5)

Party Earth Review A crossroads between sporty Wrigleyville and flamboyant Boystown to the north and preppie Lincoln Park to the south, the Clark and Belmont intersection was for years associated with counterculture, marked by sketchy businesses, dilapidated buildings, and the teenage runaways that loitered in front of them. Gentrification ... more

Intersection of Clark Street and Belmont Avenue
Chicago, IL 60657

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See all of the best things to do in Chicago →

What to Do in Chicago by Day or Night

Day

Daytime Things To Do
  • → Beaches
  • → Museums
  • → Beer Gardens
  • → Brunch
  • → Shopping
  • → Outdoors
  • → Cafés
  • → Landmarks
  • → Theaters
  • → Sports
see more daytime things to do in Chicago

Night

Nighttime Things To Do
  • → Comedy Shows
  • → Nightlife Areas
  • → Concerts
  • → Jazz Clubs
  • → Karaoke Bars
  • → Sports
  • → Wine Bars
  • → Date Ideas
  • → Singles
  • → Late Night Food
see more nighttime things to do in Chicago

The Windy City is a metropolis that is deeply affected by the weather, but regardless of the season, there are plenty of things to do in Chicago year round.

The nightlife scene is mostly indoors in the winter and the city itself is also a subdued beast locked in a deep freeze during the day. This is not to imply that everyone goes into hibernation (certainly not the shirtless Bears fans at Soldier Field) but crowds at most outdoor locales are comparatively scant.

As soon as the April / May thaw arrives, however, residents shake off their cabin fever and make any excuse to soak up the sun. Runners, bikers, and all-around outdoor lovers blanket the city’s nineteen miles of uninterrupted lakefront paths, and popular Lake Michigan beaches like ritzy Oak Street and rowdy North Avenue become a sea of skimpy swimwear and volleyball tournaments.

The city’s network of more than 550 parks – including Grant / Millennium, Lincoln, and Northerly Island – swell with things to do like softball games, sunbathers, dog walkers, and barbecue gods on any warm day. The carnival rides, events, and major promenade at Navy Pier are an obvious choice for first-time visitors, though the area’s cornucopia of cafés and theaters appeals to long-time residents as well.

Even before the thermometer inches past fifty, people head out in the morning to popular brunch spots and fantastic shopping districts to snatch up everything from haute couture along the landmark Magnificent Mile to quirky and trendy wares in Wicker Park.

And even though there are no traditional happy hours in Chicago, no summer would be complete without a day at one of its ballparks, whether in Bridgeport’s Sox country or sitting in the sun behind the ivy walls at historic Wrigley.

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Are we missingThing to Do
More Categories:
  • After Hours
  • Art
  • Festivals
  • Food & Drink
  • Free Things to Do
  • Good for Groups
  • Music Venues
  • Performing Arts

What are you in the mood for?

  1. Lucas

    Sports? Pub crawls? Rowdy bars? Good beer? Then check out these suggestions from Lucas:

    North Avenue Beach - Beach | Outdoor Activity in Chicago.

    North Avenue Beach

    Beach / Outdoor Activity

    Benchmark - Bar | Beer Garden | Restaurant | Rooftop Bar in Chicago.

    Benchmark

    Bar / Beer Garden

    Rush & Division - Nightlife Area in Chicago.

    Rush & Division

    Nightlife Area

    The Cedar Hotel - Bar | Beer Garden | Restaurant in Chicago.

    The Cedar Hotel

    Bar / Beer Garden

    Lucas Likes: Beer Sports Rowdy Casual Anything goes Bar Flirty

    More recommendations
  2. Adriana

    Exclusive hotspots? Chic crowds? Bottle service? Posh shopping? Then check out these suggestions from Adriana:

    Oak Street Beach - Beach | Outdoor Activity in Chicago.

    Oak Street Beach

    Beach / Outdoor Activity

    Magnificent Mile - Landmark | Outdoor Activity | Shopping Area in Chicago.

    Magnificent Mile

    Landmark / Outdoor Activity

    Zella - Bar | Beer Garden | Club | Restaurant in Chicago.

    Zella

    Bar / Beer Garden

    Division Street - Nightlife Area | Shopping Area in Chicago.

    Division Street

    Nightlife Area / Shopping Area

    Adriana Likes: Exclusive Nightclub Fashion Forward Shopping Jetsetter Lounge Hotel Bar High End / Exclusive

    More recommendations
  3. Jonah

    Eclectic crowds? Authentic bars? Live music? Nothing mainstream? Then check out these suggestions from Jonah:

    Second City - Comedy Club in Chicago.

    Second City

    Comedy Club

    Revolution Brewing - Bar | Brewery | Restaurant in Chicago.

    Revolution Brewing

    Bar / Brewery

    Kingston Mines - Blues Club | Historic Bar | Jazz Club | Restaurant in Chicago.

    Kingston Mines

    Blues Club / Historic Bar

    Emporium Arcade Bar - Bar | Arcade in Chicago.

    Emporium Arcade Bar

    Bar / Arcade

    Jonah Likes: Live Music Eclectic Indie Alternative Non-mainstream Laid back Conversational Creative / Art / Music Types

    More recommendations
  4. Emma

    Amazing drink deals? Unpretentious crowds? Karaoke with friends? Dancing all night? Then check out these suggestions from Emma:

    Randolph Street Market - Market | Outdoor Activity | Shopping Area in Chicago.

    Randolph Street Market

    Market / Outdoor Activity

    Grant Park / Millennium Park  - Culture | Outdoor Activity | Park in Chicago.

    Grant Park / Millennium ...

    Culture / Outdoor Activity

    Division Street - Nightlife Area | Shopping Area in Chicago.

    Division Street

    Nightlife Area / Shopping Area

    Magnificent Mile - Landmark | Outdoor Activity | Shopping Area in Chicago.

    Magnificent Mile

    Landmark / Outdoor Activity

    Emma Likes: Happy Hour Culture Dancing Lively Budget-friendly Sightseeing Party Groups

    More recommendations

... or find things to do by interest

  • → Sports
  • → Live Music
  • → High Energy
  • → Laid back
  • → Beer
  • → Students
  • → Shopping
  • → Exclusive
  • → Conversational
  • → Sightseeing
  • → Budget-friendly
  • → Free
  • → Dog Friendly
  • → Expensive
  • → Dancing

Learn more about the reviewers →

Explore Chicago Things to Do by Neighborhood

Lincoln Park

Lincoln Park - Beach | Culture | Outdoor Activity | Park in Chicago.
  • Lincoln Park

    Beach / Culture / Park

  • Goose Island

    Bar / Brewery / Restaurant

  • Crossing

    Beer Garden

All Lincoln Park Things To Do

Wicker Park / Bucktown

Division Street - Nightlife Area | Shopping Area in Chicago.
  • Division Street

    Nightlife Area

  • Bangers & Lace

    Beer Hall / Restaurant

  • Moonshine

    Brewery / Restaurant

All Wicker Park / Bucktown Things To Do

Lakeview

Chicago Beer Experience - Drinking Activity | Outdoor Activity | Tour in Chicago.
  • Chicago Beer Experience

    Drinking Activity

  • Laugh Factory

    Comedy Club

  • The Comedy Sportz Th...

    Comedy Club / Theater

All Lakeview Things To Do

Old Town

Benchmark - Bar | Beer Garden | Restaurant | Rooftop Bar in Chicago.
  • Benchmark

    Bar / Beer Garden

  • Second City

    Comedy Club

  • Up Comedy Club

    Comedy Club

All Old Town Things To Do

Free Things To Do in Chicago

Randolph Street Market - Market | Outdoor Activity | Shopping Area in Chicago.

Randolph Street Market

  • → Randolph Street Market

    Market / Outdoor Activity

  • → Chicago Turkish Festival 2013

    Ethnic Festival

  • → Oak Street Beach

    Beach / Outdoor Activity

  • → 5th Annual Millennium Art Festival

    Arts Festival

  • → Lincoln Park

    Beach / Culture

All Chicago free things to do →

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Featured Reviews

  • The Violet Hour

    Bar / Lounge

    The Violet Hour - Bar | Lounge in Chicago.
    • review
    • user reviews (9)

    Wicker Park / Bucktown – Camouflaged behind a colorful plank façade adorned with an ever-changing display of graffiti art, The Violet Hour offers an unexpected touch of upscale luxury... read review

  • The Flat Iron

    Bar in Wicker Park / Bucktown

  • Sweetwater Tavern and Grille

    Restaurant / Sports Bar in The Loop

  • The Matchbox

    Dive Bar in River West

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Let us be your guide! Our reviewers represent a broad range of personalities and can help you decide where to go and what to do! Learn More

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