BEST DATE NEWS

May 28, 2026: Best Date News Volume #180

Welcome to Best Date News, your go-to guide for what’s happening in Chicago! This week, we’re diving into Chicago’s incredible weather, Riot Fest, lakefront workouts, events for animal lovers, National Hamburger Day, weekend festivals and much more.

May 28: National Holidays

  • National Hamburger Day

  • National Brisket Day

  • National Whooping Crane Day

  • World Hunger Day

  • World Passion Fruit Martini Day

Sponsored by our friends at Faces of Fitness

Via Faces of Fitness

The Lollapalooza of Fitness Returns to Chicago July 25 & 26

  • Faces of Fitness: One of the biggest fitness and wellness festivals of the summer is coming to River North this July. Faces of Fitness Chicago is celebrating its five-year anniversary with two days of workouts, wellness experiences and celebrity-led classes all in one festival-style environment.

  • The two-day festival takes place July 25 and 26, with each day featuring a completely different experience. Attendees can take classes from some of Chicago’s top fitness studios and instructors while also exploring a massive “Wellness Village” featuring more than 90 immersive brand experiences.

  • This year’s festival also includes a first-of-its-kind mental health immersive experience with Simone Biles, the most decorated gymnast of all time. Additional participating studios and brands include Rise Pilates Club, Sweat Sessions Studio, Barry’s, Ritual Hot Yoga and more.

  • The festival sells out every year and limited tickets remain. Sunday-only tickets and festival 4-packs have already sold out, so act quickly. Use the code “FACES” for $5 off tickets and check out the full lineup.

Chicago News

  • Weather in Chicago: The biggest story in Chicago this week might honestly be the incredible weather we’ve waited so long for. After a few beautiful days already this week, taking a look at the city’s 10-day forecast may make you a little emotional. It’s currently filled with sunshine almost every day and temperatures consistently in the mid-70s, setting up for an incredible stretch of early summer weather heading into June. There’s nothing like summer nights in Chicago.

  • Riot Fest: Riot Fest officially dropped its 2026 lineup this morning, with headliners including Tool, Twenty One Pilots, Alanis Morissette, Morrissey and Iggy Pop. The festival returns to Douglass Park from Sept. 18 to 20 and will also feature Chicago bands like Twin Peaks and Alkaline Trio, along with a special appearance from legendary Chicago meteorologist Tom Skilling. Three-day passes are on sale now.

  • Lolla Aftershows: In other Chicago music festival news, the official 2026 list of Lollapalooza Aftershows is now out, and tickets go on sale tomorrow, Friday, May 29 at 10 a.m. More than 80 musical acts will perform across dozens of Chicago venues, including House of Blues, Salt Shed, Thalia Hall, Radius and Lincoln Hall.

  • Chicago Snowballs: The Chicago Snowballs officially kicked off their season this past week, and the team plays its home opener tonight at 6:30 p.m. at UIC Curtis Granderson Stadium. Similar to the Savannah Bananas, the co-ed “sportstainment” baseball experience combines live baseball with music, comedy and family-friendly entertainment. The Snowballs will also play tomorrow at Wintrust Field in Schaumburg. See the full schedule.

  • National Burger Day: Happy National Hamburger Day! If we know one thing, it’s that Chicago is passionate about its burgers. Just look at the number of comments on our recent post about Chicago’s Best Burger. Today’s specials include BOGO burgers at NADC, the Momo Royale at Momotaro for one day only, $5 smash burgers at Jake Melnick’s and a variety of deals from national chains.

Just For Fun

  • Lakefront Workouts: Chicago’s summer is off to a roaring start and the lakefront is already filling up with outdoor workouts. Last night, VinHausa hosted a yoga class at Theater on the Lake that drew thousands of people. You have to take a look at this. Rise Pilates Club returns to Oak Street Beach for sunrise pilates beginning tomorrow, May 29, Coconut Yoga launches Yoga at the Lake on May 30 and Mondays Collective begins its lakefront sunset pilates summer series on June 1.

  • Animal Lovers: Chicago animal lovers have two big pet-friendly events happening this weekend. Anti-Cruelty’s BARK Walk takes place Saturday, May 30 in Lincoln Park with a 2-mile dog-friendly charity walk and community celebration benefiting animals across Chicago. Then on Sunday, May 31, PAWS Chicago is hosting the 29th annual Angels with Tails Gold Coast adoption event, where local storefronts will transform into adoption centers filled with adoptable dogs, cats, puppies and kittens.

  • USMNT Head Coach: U.S. Men’s National Team Head Coach Mauricio Pochettino will be doing a special meet-and-greet at BOSS on Michigan Avenue next Friday, June 5 from 6 p.m. to 7 p.m. It’s a cool opportunity for soccer fans to meet the USMNT coach while the team is in Chicago for its World Cup prep match against Germany at Soldier Field on June 6. RSVP is required.

  • Tiny Tapp: Free live music returns to the Chicago Riverwalk at Tiny Tapp this evening with the venue’s first waterfront concert of the summer season. Live music will take place every Thursday from 6 p.m. to 8 p.m. throughout the summer, with tonight’s season opener featuring Second Hand News, a Fleetwood Mac cover band. See the full summer concert lineup.

  • Doggy Disco: A disco-themed beach party for dogs and the humans who love them is coming to Montrose Dog Beach this Sunday, May 31 from 2 p.m. to 5 p.m. Doggy Disco will feature music by DJ Very Something, dancing, costumes, photo ops and opportunities for pups to play while owners meet fellow dog lovers by the lakefront.

Sponsored by our friends at North Shore Artisan Market

Via North Shore Artisan Market

Free Outdoor Market this Weekend

  • North Shore Artisan Market: A free two-day outdoor artisan market is coming to downtown Winnetka this weekend with 100+ talented Midwest artisans in attendance. The North Shore Artisan Market brings together vendors specializing in food, fashion, art, home goods and more.

  • This family-friendly, dog-friendly market celebrates independently owned small businesses and gives visitors the chance to shop one-of-a-kind products directly from the people who create them.

  • The market takes place this Saturday, May 30 and Sunday, May 31 from 10 a.m. to 4 p.m. at Winnetka Station, located at 754 Elm Street in downtown Winnetka. The market is easily accessible via the Metra Union Pacific North Line and the Green Bay Trail. You can also explore the restaurants, cafes and shops throughout downtown Winnetka before or after the market.

  • The North Shore Artisan Market only takes place twice a year, and this weekend’s event is the only one happening in Winnetka in 2026, so don’t miss it if you are looking for a fun North Shore outing.

Via West Town Chamber

Weekend Plans

  • Do Division Street Fest: West Town’s biggest street fest, Do Division, is back this weekend from May 29 to 31. The festival will feature two live music stages curated by Chicago venues Empty Bottle and Subterranean, along with local food vendors, shopping, a family fun area and the return of Do Fashion. It takes place along Division Street from Damen to Leavitt with a $10 suggested donation at the gate.

  • Hot Dog Fest: Windy City Hot Dog Fest returns to Portage Park this weekend from May 29 to 31 with 10 participating hot dog vendors competing for the title of Best Frankfurter, which attendees get to help judge. The festival will also feature a hot dog eating contest, the Top Dog Parade, live music, arts and crafts vendors and a family-friendly activity area.

  • Maifest: Chicago’s annual German spring celebration, Maifest, returns to Lincoln Square, the city’s historic German neighborhood, this weekend from May 29 to 31. The free festival will take place at Lincoln Avenue and Western Avenue and feature German food, beer, live music, dancing and traditional festivities, including the decorated maypole known as the maibaum.

  • Porchfest: This Sunday, May 31 from 1 p.m. to 5 p.m., Lakeview’s front porches will transform into stages for local musicians during PorchFest Lakeview. The one-of-a-kind neighborhood music festival will feature performances spread throughout the community as attendees walk from porch to porch. Tickets are required.

  • Arte Agave: Chicago’s premier tequila and mezcal festival, Arte Agave, takes place at Artifact Events this Friday, May 29 from 6 p.m. to 9:30 p.m. Guests will be able to sample more than 100 tequilas and mezcals, along with craft cocktails, live mariachi music, folkloric performances and local food vendors.

Poll Question of the Week

With summer workouts ramping up across Chicago, we’re curious: which do you prefer?

Login or Subscribe to participate

Last Newsletter's Poll Results

Poll Results: Last week, we asked if you consider Memorial Day Weekend the start of summer and an overwhelming 86% of you said yes.

Sunrise & Sunset in Chicago

Here is today’s outlook in Chicago (compared to last week):

  • Sunrise: 5:19 a.m. (5 minutes earlier)

  • Sunset: 8:14 p.m. (5 minutes later)

Sponsor Best Date News!

Sponsored posts allow us to keep Best Date News free for our readers. If interested in becoming a sponsor, please reach out to [email protected].

Reply

Avatar

or to participate

Keep Reading