Choose your location
Wed / May 22
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
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
Bar / Arcade
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
Bar / Brewery / Restaurant
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
Wine Festival
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 cityBar / Beer Garden / Club
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
Beer Festival
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 cityCulture / Outdoor Activity / Park
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.
Art Exhibit / Fashion Event
May 22–Jun 16, 2013 The Field Museum A translucent raincoat made of seal intestines. An artfully sewn vest of crocodile skin. A chic evening gown of rubber-coated thread. Lovers of art, style, and history alike will revel in the exhibition Fashion and The Field Museum Collection ... more
1400 S. Lake Shore Drive
Chicago, IL 60605
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
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.
Sports? Pub crawls? Rowdy bars? Good beer? Then check out these suggestions from Lucas:
Exclusive hotspots? Chic crowds? Bottle service? Posh shopping? Then check out these suggestions from Adriana:
Eclectic crowds? Authentic bars? Live music? Nothing mainstream? Then check out these suggestions from Jonah:
Amazing drink deals? Unpretentious crowds? Karaoke with friends? Dancing all night? Then check out these suggestions from Emma: