Chicago Fashion Week Returns with a Diverse Lineup of Events

Chicago Fashion Week is back for its third year, running from October 8 to October 18, 2026. The event features a range of runway presentations, award ceremonies, pop-up shops, and over 80 other activities across the city, showcasing the creativity of both established and emerging designers in Chicago's fashion scene.

While it may not yet rival the scale of New York or Paris Fashion Weeks, its smaller scale allows for a more intimate experience where attendees can discover new talents and trends without the need for extensive travel. For those interested, here’s a curated list of ten key events not to miss during this year's Chicago Fashion Week.

The Stylist Symposium will take place at the Chicago Cultural Center on Friday, October 9, from 1-4:30 PM. This panel will feature both new and experienced stylists discussing the theme "The Past. The Present. The Future. The Evolution of Styling," followed by a networking event with local designers and brands. Admission starts at $13.

Eclipse After Dark, hosted by the Fashion Coalition of Chicago, is set for the same night from 10:30 PM to 2 AM at Carbon, featuring an all-black theme and interactive styling challenges, along with music by local DJs. Tickets start from $35.

The FGI Chicago Rising Star Awards will be held on Saturday, October 10, from 11 AM to 2 PM at Public Works Gallery. This award ceremony, recognizing notable talents across various creative sectors, has been a tradition since 1934. Tickets start at $75.

A Vintage Clothing Pop-Up will occur on October 10 and 11 at 329 W 18th St from noon to 6 PM. This event is free and promises a diverse selection of reworked menswear from local artists and vintage clothing dealers.

An Open House at local sustainable brand ALL WE REMEMBER will take place on Saturday, October 10, from 1-6 PM at 2949 W Armitage Ave. Attendees can meet the co-founders and explore their collection. This event is free but requires an RSVP.

On October 13, at 6 PM, the Murphy Auditorium will host a salon discussion titled "Beauty Standards: A Chicago Fashion Week Salon Discussion," led by prominent figures in the industry. This informative session is free to attend but also requires an RSVP.

Tempo X Tomcat Trumpet will explore the intersection of music and design on October 15, from 8 PM to 1 AM at aliveOne. This event is free and provides a chance to learn about Chicago's independent watch scene.

The Chicago Fashion Showcase is set for October 15 at Union Station, transforming its Great Hall into a runway featuring designs based on the themes of legacy, creativity, opulence, and unity. This 21+ event includes drinks and hors d'oeuvres, with tickets starting at $148.

The Chicago Fair Trade Fall Clothing Swap will occur from October 16 to 18 at the Chicago Fair Trade Museum, allowing attendees to exchange clothing items while enjoying networking opportunities. Entry begins at $13.

Finally, Vintage on the Avenue will take over the Shops at North Bridge from October 16 to 18, offering curated shopping from local vintage dealers. This event is free of charge.

Chicago Fashion Week is an excellent opportunity for fashion enthusiasts, offering a variety of events that celebrate the city's growing fashion landscape.