Weekend Alert August 5-7

It's August already?! The summer seems to be flying by, but Chicago's coolest, most fun activities keep coming. Would you like to cruise through the city's skyscrapers, enjoy an indoor skydiving experience, or meet some of your 2016 Chicago Bears?? Well, Chicago is the place to be. It's time to make weekend plans. Share your photos on Twitter & Instagram with #mychicagopix


Summer Booze Cruises
August 4-7 // Prices vary

Summer Brew Cruises

It's time to get back on the water for more summertime fun with one of the many boozy lakefront cruises this weekend.

  • August 4
    Navy Pier is at the center of the summer fun with its brew cruises. Seadog and City Winery Chicago are hosting the Wine Flight River Cruise featuring a 75-minute cruise that travels along the Chicago River while you sample and learn about selected wines from a City Winery sommelier. The cruise will board at 7 p.m. and depart at 7:15 p.m.
  • August 5
    Shoreline Sightseeing teams up with Revolution Brewing for their annual summer Brew Cruise featuring samplings of Revolution's award-winning craft beers, appetizers, live music, and a 90-minute cruise boarding at 7:45 p.m. and departing at 8 p.m.
  • August 5
    Spirit of Chicago
    will also host the Chicago Cocktail Cruise for you treat yourself to great drinks and incredible views of the stunning Chicago skyline! The cruise will board at 3:30 p.m. and depart at 4 p.m.
  • August 7
    Bloody Mary Brunch Cruise
    allows you to see well-known Chicago attractions and sample delicious brunch favorites while sipping your own, custom-made Bloody Mary. The cruise will board 12 p.m. and depart at 12:30 p.m.


Chicago Hot Dog Fest
August 5-7 // FREE Admission

Chicago Hot Dog Fest

Celebrate the fourth annual Chicago Hot Dog Festival featuring a music stage and kids' activities including face painting, games, inflatables, crafts, rides, prizes and more! The fest is held in Lincoln Park, just north of the Chicago History Museum. Food and drink are available for purchase using Dog Dollars (treat Dog Dollars as you would normal currency). Purchase Hot Dog Dollars in advance and save up to 20%! It's the best way to visit many of the city's great hot dog vendors all in one place. 


Chicago Bears Meijer Family Fest
August 6 // Start at $10

Chicago Bears Meijer Family Fest

See the 2016 Chicago Bears at Soldier Field during the Chicago Bears Meijer Family Fest. Watch Coach Fox and the Chicago Bears take the field for a team practice, plus enjoy activities for the whole family, including: games, live music, giveaways, and more. Don't miss out on your chance to see the behind the scenes action!


Old Irving Park Beer & BBQ Challenge
August 6 // General Admission $55 | VIP $80

Old Irving Park Beer & BBq Challenge

Chicago's Old Irving Park neighborhood is hosting its third annual Old Irving Park Beer & BBQ Challenge featuring 18 pit-masters and local craft brewer teams who will present unique BBQ pork and beer pairings for attendees to sample and then vote for their favorites. Teams will also compete for votes from Celebrity Chef Judges Rob Levitt from The Butcher & Larder, Barry Sorkin of Smoque BBQ, and Chef Kevin Corsello from Pork & Mindy's


South Loop Beer & Cider Fest
August 6 // Start at $15

South Loop Beer & Cider Fest

The South Loop Beer & Cider Fest will consist of one-afternoon session from 4:00 - 7:30 pm (3pm entry for VIP Guests). It will offer an impressive array of beer and hard ciders from Illinois and beyond. In addition to the sampling of craft beers, attendees can purchase food and enjoy live music from Zydeco Voodoo and other craft beer-centric activities. The festival beneficiary is the Chicago Women's Park and Gardens


Taste of Lincoln Ave
August 6-7 // $8 donation

Back for its 33rd year, this popular festival extends over several city blocks in the heart of Lincoln Park. The Taste of Lincoln Ave is an annual fundraiser to provide financial support for our local schools and organizations through grants. Features 100-plus vendors, artists, food and more than 25 music acts on three stages including performances by 16 Candles, Aaron Carter, Blues Traveler and many more. Afternoons feature a FREE "Kids' Carnival" on Altgeld with art activities, pony rides and more. 


Bucktown Tree & Garden Walk
August 6-7 // $10 donation

Bucktown Tree & Garden Walk

The Bucktown Tree and Garden Walk brings the community together in celebration of nature. Personal green spaces and exclusive gardens are open for public display. Local businesses will offer entertainment, refreshments and special garden walks. All are welcome to participate in activities such as the urban gardening inspiration place at Churchill Field Playlot Park.


Wrigleyville Summerfest
August 6-7 // $5 donation

Wrigleyville Summerfest

Join Wrigleyville, along with fest enthusiasts in one of the city's most popular neighborhoods this weekend for its 14th annual Wrigleyville Summerfest. The festival features only the most sought after bands, food and fun as you walk the historic streets. An exciting assortment of musical talent will keep the two-day party in full swing including headliners Too White Crew and Hairbangers Ball. The Summerfest will also feature a special Kids Zone with games and other interactive happenings such as a moon bounce! 


iFLY Indoor Skydiving $20 Off Special
Open year-round // Prices vary (Special offer Monday-Thursday throughout August)

During Chicago's least windy month, fulfill the need for wind speed indoors as iFly Indoor Skydiving offers $20 off. To prepare for your flight experience, you will complete a training class guided by one of iFLY's flight and safety instructors. As the largest indoor skydiving operation, iFLY allows people of all ages and abilities to experience human flight in a safe, comfortable and fun environment. Enjoy your flight!


Mindy's New Frozen Treats Take To The 606
Now available // $4 each

Mindy's New Frozen Treats

Chef Mindy Segal, owner of Mindy's HotChocolate in Wicker Park, has created the perfect summer snack with new frozen hot chocolate fudge-sicles that will be sold on the The 606 trail by way of a custom built "IceTrike" on nights and weekends for $4 each. Find out where the "IceTrike" will be each day by following HotChocolate on Twitter at @MindySegal. What a sweet way to cap off your weekend!


Wait wait there's more in store! The inaugural Taco & Tamale Fest in Pilsen, an Avatar-inspired Cirque du Soleil show, the kickoff for the Black Harvest Film Festival and a free bash for Tack Room piano bar turning 1 are just a few! Find a full lineup of August festivals in our complete event guide, or create your own weekend itinerary with this Chicago bucket list.