Best Comedy Club in South Loop Area

"Zach & Viggo // Chicago at The Second City 14-16 Zach & Viggo // Toronto at Comedy Bar 19/20 Zach & Viggo // New York at The Peoples Improv Theater 27/28. Not only is The Second City one of the longest-running comedy clubs in Chicago, it is also the place where many of today’s beloved comedians - including but not limited to Bill Murray, Stephen Colbert, Tina Fey, Amy Poehler, and Steve Carell - got their start, so it ’s highly possible that one of the up-and-coming acts performing there will be the next big comedic talent."

"The Second City is a comedy improv troupe and is one of the oldest places to go for some good old fashioned Chi-Town comedy. They have all kinds of shows, from stand-up to sketch comedy, and it’s well known for having hilarious improv shows year-round. From its humble beginnings in 1959, the Second City became extremely popular and expanded to other cities."

"After dinner, enjoy some classic Chicago nightlife with either a live jazz performance at Buddy Guy’s Legends, or a comedy show at Second City. Chicago Itinerary Day 3"

"If you’re a big fan of stand-up, this just might be the club for you. Celebrating its 40th anniversary this year, Zanies was Chicago’s first establishment dedicated to stand-up, making it a mainstay on the city’s comedy scene. It features touring headline acts every night of the week, so no matter when you’re in town, you should be able to squeeze a show into your travel plans."

"Zanies has been a Chi-Town comedy staple since 1978 and have been the stage of many famous comedians throughout the years. It has excellent service, good grub, good drinks, and of course, some of Chi-Town’s finest comedians each evening. If you’re looking to get a good laugh, Zanies is among the better bars and clubs in Chicago."

"A post shared by Mandy & Morgan (@bacon_wrappeddates) on Oct 16, 2018 at 7:44pm PDT. Zanies Comedy Night Club might be small (patrons literally sit beside each other), but what it lacks in size it more than makes up for in humor. Do note that there’s a minimum two-drink and food policy here."

"Located on North LaSalle Drive in downtown, The Comedy Bar is a popular Chicago comedy club that brings the laughs to you on a nightly basis. Featuring an upper-level stage and a main-level stage, this popular Chicago attraction overlooks Gino’s Brewing company and each stage seats more than 100 people. Enjoy a cocktail, a few laughs and a casual night out in downtown with a trip to this venue, known as one of the best comedy clubs in Chicago."

"Jim Belushi has teamed up with The Comedy Bar to make it one of Chicago’s premiere venues for laughs. With its location in the heart of downtown, it makes it a convenient stop for people seeking out a night of entertainment. The venue is modern with no drink minimum so your tipsiness can be determined at your own pace."

"A post shared by Chris and Kerry Walker (@thewalkertwiins) on Oct 3, 2018 at 8:25am PDT. Guests can enjoy good food and drinks while they watch the acts on stage. Besides comedy shows, burlesque shows are also held here, so check the schedule and plan accordingly if you wish to watch a specific performance."

"A post shared by K.Cal (@therealkatiecal) on Nov 4, 2016 at 11:10pm PDT. The name of this establishment is quite apt, as it seems to take pains in bringing its brand of service and humor to another level. A buffet is served here and features a variety of food options."

"The Annoyance Theatre is (proudly) edgier than the other comedy bars in the Windy City — think buckets of fake blood, actors stripping down to their underwear, and wacky premises for improv shows. The theater’s first big hit was its original musical, “Coed Prison Sluts,” which ran for 11 straight years, and then came back to the stage in the late 2000s. Although the musical isn’t currently being performed, you don’t need to fret — the theater has replaced it with plenty of other bawdy shows."

"The Annoyance Theatre & Bar is in the process of moving their venue, but it is well worth following their updates to see when they reopen. They focus strictly on improv shows, from all out themed shows to witty comedians doing their best one-offs. They usually enter the night with the mentality of ‘there are no rules’, but the rule of ‘no comedian can refuse a drink’ comes into play on occasion to transform an already hilarious comedian into a hot-mess that entertains like no other."

"The Comedy Club House is a unique and popular comedy club when you want to step outside of the best suburbs of Chicago and enjoy the downtown comedy scene. They have hilarious stand-up and improv group performances, but they also offer improv training courses and comedy workshops for those looking to get into the comedy world. There’s also the Kids Comedy Company, where children from five up to eleven can have fun and learn some life long creative skills – this being one of many things to do in Chicago with kids."

"A post shared by BJ Party (@bjpartyimprov) on Jul 25, 2019 at 6:04am PDT. This comedy club is a good option for those who want to enjoy a show in an intimate setting, as the space and the seating here are limited. If you want to watch the show while munching on or drinking something, The Comedy Clubhouse follows a BYOB (bring your own beverage) and snacks policy."

"If you’re looking for fresh comedy or considering doing a 5-minute set yourself, the Gallery Cabaret is perfect for you. Located in Bucktown, just north of downtown, the Gallery Cabaret is a fun dive bar with comedy open-mic nights. They offer decent food, great cocktails, beer, and everything you need for making the nightlife in Chicago fun for you and your friends."

"The Laugh Factory is a small yet cozy establishment that has an intimate ambiance. The biggest highlight of this comedy bar would probably be its occasional open mic nights, which give guests the opportunity to realize their dream of being stand-up comics, even for just one night. Be aware that there’s a two drinks minimum policy here, but even non-drinkers can go around this, as non-alcoholic beverages are sold here as well."

"Le Macaron found on West Armitage Avenue invites guests to experience the best of French cuisine. The coffee shop’s website describes its macarons as the perfect delicacy, original and elegant, and we think they’re 100% correct. Le Macaron does offer some really fun flavors alongside the more traditional choices, though: including bubblegum, violet cassis, gingerbread, and strawberry key lime."

"It's evident the moment you walk into Goosefoot, one of the best places to eat in Chicago. French techniques enhance each dish, carefully prepared wi..."

"Housed on the ground level of Eurostars Magnificent Mile in the busy River North neighborhood, Portsmith is a New England-inspired eatery serving memorable riffs on seafood classics - for example, the signature fish 'n' chips is made with Alaskan halibut (as opposed to cod). The $20 prix fixe lunch offers a choice of clam chowder or charred avocado; fish 'n' chips or seafood-enhanced salads; and petit fours. Add a bevy of seafood to any salad from Alaskan King crab to pan-seared halibut."

"Portsmith is another highly recommended seafood restaurant in Chicago. It is housed in a chic structure with nautical decor and if you visit in warm weather you can take advantage of the seasonal patio for dining. It’s a stylish restaurant that features an elevated seafood and raw bar fare."

"Source: Photo by Wikimedia Commons user Daniel X. O'Neil used under CC BY 2.0. Another outdoor shopping centre on our list is located in Bronzeville, known for being the centre of African-American life and culture. If you are planning to visit this area in August, check out the annual Bud Billiken Parade."