Top Concerts Coming to Chicago This Winter 2025

Top Concerts Coming to Chicago This Winter 2025

Winter in the Windy City brings more than just frosty weather—it brings a set of concerts in Chicago that can chase away the chill. Whether you’re into pop or country, this season’s lineup looks especially dynamic. Below, we’ll explore each upcoming show, sharing highlights about the artists and venues. If you’re hunting for Chicago concerts this winter, keep an eye on these dates so you don’t miss out.

Kelsea Ballerini (January 23, Thursday • 7:00 p.m)

Country Glam Meets City Lights

For fans of modern country-pop, Kelsea Ballerini hits the stage at the United Center on January 23, Thursday, at 7:00 p.m. Ballerini’s success soared with hits like “Peter Pan” and “Miss Me More,” blending heartfelt storytelling with radio-friendly hooks. The choice of the United Center, a major arena typically hosting big-name acts, signals her upward momentum. If you’re craving a side of country with a splash of glitzy pop, this stands out among winter Chicago concerts you’ll want to mark on your calendar.

• Captivating crossover: Ballerini’s style fuses mainstream pop influences into classic country themes.
• Sprawling stage: The United Center’s large capacity ensures a full-blown spectacle, perfect for Ballerini’s energetic sets.
• Ticketmaster 

Nessa Barrett (February 6, Thursday • 7:30 p.m)

A Rising Pop Talent in a New Venue

Next on the list is Nessa Barrett performing at The Salt Shed Indoors on February 6, Thursday, at 7:30 p.m. This relatively new pop star soared to popularity on social media platforms, enthralling younger audiences with a raw, emotional singing style. Meanwhile, The Salt Shed itself is a fresh space in the city’s live music scene, providing a cozy but modern environment—an ideal pairing for the intimate nature of Barrett’s music. For those seeking up-and-coming concerts in Chicago, this gig offers a chance to see an artist on the cusp of stardom.

• Social media edge: Barrett’s fans often discovered her through viral moments or personal posts.
• Venue novelty: As an indoor stage, The Salt Shed adds a unique vibe that sets it apart from older mainstream spots.
• Ticketmaster 

Eric Bellinger (February 7, Friday • 8:00 p.m)

R&B Soul in a Historic Setting

For a dash of R&B and smooth vocals, head to the Vic Theater on February 7, Friday, at 8:00 p.m., where Eric Bellinger is set to perform. Bellinger’s background in songwriting—contributing to hits for major artists—translates into heartfelt R&B that connects with fans seeking fresh romantic tunes. The Vic Theater, known for hosting a range of rock, pop, and comedy acts, brings an intimate charm to these winter Chicago concerts. Bellinger’s stage presence should fit neatly in the venue’s old-school ambiance, creating a memorable musical evening.

• Award-winning prowess: Bellinger’s penned tracks for prominent R&B singers, showcasing top-notch songwriting skills.
• Vic vibe: With good acoustics and a cozy design, the Vic Theater enhances Bellinger’s soulful repertoire.
• Ticketmaster 

Justin Timberlake (February 14, Friday • 7:30 p.m)

Pop Superstar on Valentine’s Day

If you’re planning a romantic night out or simply itching for high-energy pop, Justin Timberlake will deliver at the United Center on February 14, Friday, at 7:30 p.m. Timberlake’s extensive catalog spans dance tracks, ballads, and R&B-inspired jams, promising a setlist for fans across multiple eras. Catching a superstar in an arena known for hosting top-tier acts feels uniquely special—especially on Valentine’s Day. Among the biggest Chicago concerts this winter, Timberlake’s show might be the perfect date-night plan or just an epic party for longtime devotees.

• Setlist variety: Expect classic hits like “Cry Me a River” and newer stuff, ensuring nostalgia plus fresh flair.
• Arena spectacle: Timbers, complex stage designs, and top-notch visuals add up to a large-scale production.
• Ticketmaster 

Jorja Smith (February 26, Wednesday • 7:30 p.m)

Soulful Serenity in a Grand Hall

Rounding out the winter lineup is Jorja Smith at the Auditorium Theatre on February 26, Wednesday, at 7:30 p.m. With a voice that gracefully merges R&B, soul, and contemporary pop, Smith has garnered global acclaim for her enchanting, introspective tunes. The Auditorium Theatre’s ornate setting suits her elegantly emotional style, placing a spotlight on her vocal brilliance. If you’re adding variety to your “visit this winter” list of concerts in Chicago, Jorja Smith’s show offers an exquisite sonic escape.

• Emotional resonance: Smith’s ballads and mid-tempo tracks typically strike deep chords in listeners.
• Historic backdrop: The venue’s architectural charm amplifies the delicacy of her live performance.
• Tickemaster 

Wrapping it Up

From Kelsea Ballerini’s country flair at the United Center to Nessa Barrett’s modern pop presence at The Salt Shed, the winter season teems with concerts in Chicago that cater to every taste. You’ll find major pop icons like Justin Timberlake bringing arena-level excitement, as well as heartfelt R&B sets from Eric Bellinger or Jorja Smith in cozy venues. It all sums up to a vibrant live music experience that counters the frosty weather outside. Whether you’re a local in search of a fun night or a visitor wanting a taste of Chicago concerts, don’t hesitate to snag tickets early.