A new holiday-themed movie set in Chicago prominently features the city’s rich football culture and local landmarks, with significant ties to the Chicago Bears organization. The film, released in late 2026, blends festive seasonal elements with the team’s storied history and community presence.
Central to the movie is the character Darlene, portrayed as a lifelong Bears fan whose wardrobe includes jerseys signed by members of the 1985 Super Bowl-winning team, such as Refrigerator Perry, Walter Payton, and Mike Singletary. The film includes a tribute to the late Mike Ditka, the Bears’ iconic head coach who passed away earlier this month. Ditka is honored with a prominently displayed photo at the Irish Nobleman Pub, a West Town establishment featured in the movie, as well as a bobblehead statue at Halas Hall, the Bears’ headquarters in Lake Forest.
The story integrates numerous Chicago locations and cultural markers, underscoring the city’s distinct character during the holiday season. Scenes set at Federal Plaza showcase a Christmas market adjacent to Alexander Calder’s Flamingo sculpture. Other settings include the Maggie Daley Park ice skating ribbon, Lincoln Park ZooLights, and various local businesses such as Robert’s Pizza and Dough in Streterville and a reimagined Andersonville Hardware Store.
Several cast members boasting strong Chicago ties make cameo appearances throughout the film. LaDonna Tittle, known for her radio work and roles in “The Chi,” Marssie Mencotti, a Columbia College Chicago professor, and comedian Dyon Brooks, aka Mojo Brookzz, are among those featured. South Side native Anji White plays the head of the Bears’ event planning team, while Marilu Henner and Jake Connelly appear in minor roles.
The movie also highlights local culinary traditions. Scenes include discussions on the proper way to enjoy Italian beef sandwiches—a Chicago staple—and a memorable moment where one character endures her first shot of malört, the city’s distinctive bitter liqueur. Notably absent are any references to deep-dish pizza, a departure from typical representations of Chicago food.
Real-life Bears figures make appearances as well. Vice President Patrick McCaskey plays a fire department chief, and players like Cole Kmet and coach Ben Johnson appear at a Bears Care charity event, alongside team mascot Staley Da Bear. Connie Payton, widow of Walter Payton, is also present at the fundraiser. The event was partly created through a fan initiative where supporters secured walk-on roles via a charity auction benefiting Bears Care, the team’s philanthropic arm.
The film incorporates an affectionate nod to Bears superfan Brandon Martinez, whose viral moment grating Parmesan cheese during a playoff game inspired a quirky fan trend. Another fan, Don Wachter, also known as “The Bearman,” appears sporting elaborate team-themed face paint and a taxidermy bear head.
Significant moments celebrate the Bears’ legacy, including appearances by former players Mike Singletary and Charles Tillman, who greet Darlene at Soldier Field during her 500th Bears game. Singletary thanks her for her dedication, while Tillman calls her the “real MVP.” A halftime video message from Caleb Williams, known as “The Iceman,” adds to the homage.
Throughout the film, Chicago’s sports culture, community landmarks, and holiday traditions intertwine, creating a multifaceted portrayal of the city and its beloved football franchise during the festive season.