Even thought it’s pretty much the dead of winter, there is still so much to do this weekend – from comedy to music events, and from indoor games to outdoor adventure, here some of the more unusual events off the beatin’ path in Chicago this weekend. Enjoy…you deserve it!


1. Big Head Todd & the Monsters

  • When: Saturday, February 23, 2019 doors open at 7:00 pm.
  • Where: The Vic Theater, 3145 N Sheffield Ave, Chicago IL 60657.

Why this is fun: Having played together for nearly three decades, Big Head Todd and The Monsters are putting their energy into promotion and touring around their 11th studio album New World Arisin’ which makes good on its forward-facing title with what might be the brashest rock and roll of their career.

The album explores various subgenres, from the funky “Trip” to punk inspired “Detonator” to raging country-rock “Damaged One,” to the expansive storytelling in the Van Morrison/Springsteen mode of “Wipeout Turn,” a Jimi Hendrix cover “Room Full of Mirrors,” and, in the title track, “New World Arisin” a Charley Patton-inspired tune that ended up with a heavy metal/gospel feel.

For more details visit the website.


2. Chicago Whiskey & Wine Festival

  • When: Saturday, February 23, 2019 from 12:00 pm to 7:30 pm.
  • Where: Old Crow Wrigleyville, 3506 N Clark St, Chicago IL 60657.

Why this is fun:  Take a break from the Chicago winter and warm up at Chicago Whiskey & Wine Festival! Treat yourself to samples of whiskeys, wines & spirits while enjoying the fun atmosphere of Old Crow in Wrigleyville. And of course, nothing goes better with whiskey than live country music!


  • 12pm-3pm
  • 3:30pm-4:30pm VIP Hour (includes access to 4:30-7:30 session)
  • 4:30pm-7:30pm

Your ticket includes:

  • Admission to tasting event
  • Souvenir tasting glass
  • 15 Tasting Tickets
  • Tastings of a variety of whiskeys & wines
  • Entertainment & more!
  • Other beverages and great food from Old Crow will also be available for purchase.

For more details visit the website.


3. Foosball Sundays in Chicago

  • When: Sunday, February 24, 2019, Starting at 3:30 pm.
  • Where: Emporium, 2363 N Milwaukee Ave, Chicago IL 60647.

Why this is fun: Every Sunday Emporium Logan Square hosts multiple Foosball Tournaments starting at 3:30pm. All skill levels are welcome! Even if you have never played before you can join our Beginners Foosball Tournament. Beginner Doubles, Open Draw Your Partner Tournament, Singles Tournaments 3:30pm: Beginner Doubles: $5 entry fee. 5pm: Open Draw Your Partner Foosball Tournament: $10 entry fee. 6:30pm: Open Singles Tournament, Free entry, anyone can play.

The bar adds money to the events! Looking for Foosball advice to improve your game? Come in and warm up at 2:30pm and learn from the pros. Come out for a good time, some great beer, and a little friendly competition.

For more details visit the website.


4. Polar Adventure Day at Northerly Island

  • When: Saturday, February 23, 2019 – 12:00 pm to 4:00 pm.
  • Where: Northerly Island Park, 1521 S Linn White Dr, Chicago IL 60605.

Why this is fun:

Explore Northerly Island and come face-to-face with live animals, engage in winter activities, and create nature-inspired crafts. See the full list of activities below. Dress for the weather as events take place both outdoors and inside the Visitor Center.

Take part in the following activities at Polar Adventure Days:

  • Tour the new Northerly Island Natural Area during winter
  • See Siberian huskies, wolves, and other live animals
  • Encounter birds of prey from Flint Creek Wildlife Rehabilitation
  • Explore the island on snowshoes (if there’s snow)
  • Make nature-inspired winter crafts
  • Sip hot cocoa while strolling across the prairie
  • Enjoy a treat at the SAFE + FAIR Healthy Snack Station

Raffle prizes and giveaways provided by Coca-Cola. This event is FREE! Limited parking is available for $3, cash only, during Polar Adventure Days.  Activities are subject to change. For more information, call 312-742-PLAY (7529).

For more details visit the website.


5.  Schadenfreude: 20th Anniversary Show

  • When: Friday, February 22, 2019 – 8 pm to 9 pm.
  • Where: The Hideout, 1354 W Wabansia Ave, Chicago IL 60642.

Why this is fun: Schadenfreude is coming back together for one night only. The sketch comedy troupe has entertained Chicago audiences for two decades and are back with new material just in time for Chicago’s mayoral election. Schadenfreude is Kate James, Justin Kaufmann, Sandy Marshall, Stephen Schmidt and Adam Witt.

Formed in the late 1990s, Schadenfreude began performing sketch comedy on Chicago’s North Side. The comedy troupe has since performed at countless venues including The Goodman Theatre, Steppenwolf, The Second City and Lollapalooza. The ensemble also headlined numerous sold-out shows at annual Chicago Improv Festivals — and was the first group to receive the CIF’s “Festival Highlight Award.”

Schadenfreude produced a self-titled weekly comedy program for Chicago Public Radio. 61 half-hour episodes were aired on WBEZ in Chicago from 2003-2005.

For more details visit the website. 

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