Val and Ryan talk summer festival, World Cup-inspired food and more on 'Windy City Weekend'

CHICAGO (WLS) -- Ryan Chiaverini is back on Windy City Weekend after spending the past month traveling America's Mother Road for ABC7's Route 66 Centennial special!

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Ryan reunites with Val, along with comedian Damon Williams, for a lively conversation for host chat.

Chosen Few Picnic & House Music Festival

Ryan and Val welcome legendary Chicago DJ Terry Hunter and actress, entrepreneur, and Chicago native LisaRaye McCoy to preview one of the city's biggest summer traditions-the 2026 Chosen Few Picnic & House Music Festival.

Now celebrating more than three decades, the Chosen Few Picnic has become one of the world's longest-running festivals dedicated to house music, drawing more than 40,000 people to Jackson Park each year. What began as a small reunion among Chicago DJs has grown into an internationally recognized celebration of music, friendship, culture, and community. Val and LisaRaye hit it off by singing and dancing together to get in the mood for this amazing event!

LisaRaye discusses returning home to Chicago as co-host of this year's festival alongside veteran broadcaster Robin Robinson. She also talks about her lifelong connection to the city, her successful acting career, and being named the Grand Marshal of this year's Bud Billiken Parade. Ryan and Val also surprise audience members with tickets to experience the Chosen Few Picnic for themselves.

Tommy Winkler: 'The Food Guy'

Ryan and Val are joined by one of social media's biggest food personalities, Tommy Winkler.

Known to millions online as "The Food Guy," Tommy has built a massive following through his energetic food challenges, restaurant reviews, viral taste tests, and creative eating videos across TikTok, Instagram, and YouTube. Originally from Wisconsin, Tommy's content exploded in popularity during his "What I Eat in a Day" series and has since entertained millions of viewers worldwide.

With the FIFA World Cup underway, Tommy brings an international twist to the kitchen by introducing snacks inspired by countries competing in the tournament. Ryan and Val sample a variety of unique treats from around the globe while Tommy shares the teams he is going for to win based on each snack. The segment wraps up with plenty of laughs, and a few surprising reactions, and Ryan and Val discover some new favorite and not so favorite flavors.

Darvin Furniture & Mattress celebrates America 250

Darvin Furniture & Mattress is here to celebrate America's 250thAnniversary with a storewide 50% off sale. Darvin President, Will Harris, tells viewers how they can take advantage of a $200 discount on qualifying purchases, plus 0% APR for 250 weeks and a free USA Anniversary cornhole bag set.

You can visit Darvin Furniture & Mattress in Orland Park at 15400 La Grange Rd Orland Park IL United States 60462, or online at www.darvin.com.