Best events in
Flossmoor

With a tight-knit community feel centered on its walkable downtown, there are plenty of events and things to do in Flossmoor, IL. Social life often revolves around local institutions like the Flossmoor Station Restaurant & Brewery, where neighbors gather for craft beer and conversation. The Homewood-Flossmoor Park District also provides a backdrop for outdoor recreation and community programs throughout the area's parks.

Evenings in historic downtown Flossmoor often mean a relaxed meal at Wiley's Grill or cocktails at Flossmoor Social.
Find social and entrepreneurial pop-ups hosted at versatile spaces like Opulence Gallery.
Experience community-focused programming from the Homewood-Flossmoor Park District, including "Art in the Park" events.

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Popular in Flossmoor

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Bears Vs Packers - RnB Cigar Experience Pay At Door Event

Sunday • 11:00 AM

The Embassy Cigar Lounge

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The 3rd Annual Royal Apex Award Ceremony

Sun, Oct 18 • 1:30 PM

Community House - Flossmoor Community Church

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3rd Annual Trunk or Treat

Sun, Oct 25 • 1:00 PM

Olympia Fields United Methodist Church

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Easyliving And Friends Comedy

Fri, Oct 30 • 8:00 PM

3313 Vollmer Rd

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Creations on Display

Sat, Nov 7 • 3:30 PM

The Gloria J. Taylor Foundation

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Expungement & Second Chance Seminar

Sat, Nov 7 • 11:00 AM

Prairie State College Conference Center

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Workforce Wednesday - Chicago Heights | Jobseekers | 11.18.2026

Wed, Nov 18 • 11:00 AM

Comprehensive American Job Center at Prairie State College

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Sounds of the Season with Black Willow Brass & Friends

Sat, Dec 12 • 2:00 PM

Flossmoor Community Church

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Bears Vs Packers - RnB Cigar Experience Pay At Door Event

Sunday • 11:00 AM

The Embassy Cigar Lounge

Check ticket price on event

The 3rd Annual Royal Apex Award Ceremony

Sun, Oct 18 • 1:30 PM

Community House - Flossmoor Community Church

Check ticket price on event

3rd Annual Trunk or Treat

Sun, Oct 25 • 1:00 PM

Olympia Fields United Methodist Church

Check ticket price on event

Easyliving And Friends Comedy

Fri, Oct 30 • 8:00 PM

3313 Vollmer Rd

Check ticket price on event

Creations on Display

Sat, Nov 7 • 3:30 PM

The Gloria J. Taylor Foundation

Check ticket price on event

Expungement & Second Chance Seminar

Sat, Nov 7 • 11:00 AM

Prairie State College Conference Center

Check ticket price on event

Workforce Wednesday - Chicago Heights | Jobseekers | 11.18.2026

Wed, Nov 18 • 11:00 AM

Comprehensive American Job Center at Prairie State College

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Sounds of the Season with Black Willow Brass & Friends

Sat, Dec 12 • 2:00 PM

Flossmoor Community Church

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Online Events

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Medialer Abend - Online

Today • 8:00 PM GMT+2

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AI Animation Studio: Create Kids' Cartoons

Today • 6:00 PM EDT

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Meditation - Ruhe und Klarsicht Teil 1: Klarheit im Alltag gewinnen

Saturday • 2:00 PM GMT+2

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HBR Book Webinar: Resilient Optimism

Thu, Oct 15 • 1:00 PM GMT+1

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(ONLINE) Women on the Move with Ann Patchett

Tue, Oct 27 • 11:30 AM EDT

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Online-Fortbildung "Crip Time"

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Workshop R. Murphy: ADHS im Erwachsenenalter diagnostizieren und behandeln

Fri, Dec 11 • 9:00 AM GMT+1

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Washington Crossing the Delaware / The Crossing - Film History Livestream

Sat, Dec 19 • 8:00 PM EST

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Medialer Abend - Online

Today • 8:00 PM GMT+2

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AI Animation Studio: Create Kids' Cartoons

Today • 6:00 PM EDT

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Meditation - Ruhe und Klarsicht Teil 1: Klarheit im Alltag gewinnen

Saturday • 2:00 PM GMT+2

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HBR Book Webinar: Resilient Optimism

Thu, Oct 15 • 1:00 PM GMT+1

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(ONLINE) Women on the Move with Ann Patchett

Tue, Oct 27 • 11:30 AM EDT

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Online-Fortbildung "Crip Time"

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Workshop R. Murphy: ADHS im Erwachsenenalter diagnostizieren und behandeln

Fri, Dec 11 • 9:00 AM GMT+1

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Washington Crossing the Delaware / The Crossing - Film History Livestream

Sat, Dec 19 • 8:00 PM EST

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From nearby cities

Sosa Trot 5K Fun Run/Walk

Saturday • 9:00 AM

Turtlehead Lake

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Pizzazz with a Purpose: An Afternoon of Fashion

Saturday • 11:00 AM

Covenant United Church Of Christ

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Beverly BYOP Party

Sunday • 2:00 PM

Sanders BBQ Supply Co.

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The Deliverance Cry 2026

Fri, Oct 16 • 7:00 PM

Tinley Park Convention Center

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Halloween Party

Sat, Oct 31 • 7:00 PM

Privilege Restaurant Bar

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Women’s World Day of Prayer 2026: Women at the Well

Mon, Nov 2 • 9:00 AM

Fellowship Chicago

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The Candle Making Experience

Sat, Nov 7 • 1:30 PM

Marvelous Light Candle

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A NIGHT WITH THE BEATLES - AMERICAN ENGLISH

Sat, Nov 7 • 7:00 PM

Hoosier Theatre

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Sosa Trot 5K Fun Run/Walk

Saturday • 9:00 AM

Turtlehead Lake

Check ticket price on event

Pizzazz with a Purpose: An Afternoon of Fashion

Saturday • 11:00 AM

Covenant United Church Of Christ

Check ticket price on event

Beverly BYOP Party

Sunday • 2:00 PM

Sanders BBQ Supply Co.

Check ticket price on event

The Deliverance Cry 2026

Fri, Oct 16 • 7:00 PM

Tinley Park Convention Center

Check ticket price on event

Halloween Party

Sat, Oct 31 • 7:00 PM

Privilege Restaurant Bar

Check ticket price on event

Women’s World Day of Prayer 2026: Women at the Well

Mon, Nov 2 • 9:00 AM

Fellowship Chicago

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The Candle Making Experience

Sat, Nov 7 • 1:30 PM

Marvelous Light Candle

Check ticket price on event

A NIGHT WITH THE BEATLES - AMERICAN ENGLISH

Sat, Nov 7 • 7:00 PM

Hoosier Theatre

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Free events

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Bears Vs Packers - RnB Cigar Experience Pay At Door Event

Sunday • 11:00 AM

The Embassy Cigar Lounge

Check ticket price on event

3rd Annual Trunk or Treat

Sun, Oct 25 • 1:00 PM

Olympia Fields United Methodist Church

Check ticket price on event

Expungement & Second Chance Seminar

Sat, Nov 7 • 11:00 AM

Prairie State College Conference Center

Check ticket price on event

Workforce Wednesday - Chicago Heights | Jobseekers | 11.18.2026

Wed, Nov 18 • 11:00 AM

Comprehensive American Job Center at Prairie State College

Check ticket price on event

Bears Vs Packers - RnB Cigar Experience Pay At Door Event

Sunday • 11:00 AM

The Embassy Cigar Lounge

Check ticket price on event

3rd Annual Trunk or Treat

Sun, Oct 25 • 1:00 PM

Olympia Fields United Methodist Church

Check ticket price on event

Expungement & Second Chance Seminar

Sat, Nov 7 • 11:00 AM

Prairie State College Conference Center

Check ticket price on event

Workforce Wednesday - Chicago Heights | Jobseekers | 11.18.2026

Wed, Nov 18 • 11:00 AM

Comprehensive American Job Center at Prairie State College

Check ticket price on event

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Frequently asked questions about Flossmoor

What are some food and drink events in downtown Flossmoor?

Flossmoor Station Restaurant & Brewery is a great spot for food and drink events. This local brewpub hosts a weekly Trivia Night and serves craft beer. Nearby, Flossmoor Social also offers themed evenings, such as 'Martini Tuesdays', and craft cocktails in a more upscale setting.

Are there free events for the community in Flossmoor?

Yes, Flossmoor offers several free community events. Flossmoor Station Brewery hosts a free weekly Trivia Night. The Homewood-Flossmoor Park District also organizes accessible programs like 'Art in the Park', and the downtown area hosts a seasonal farmers market.

Where can I find family-friendly things to do outdoors?

The parks managed by the Homewood-Flossmoor Park District are hubs for family fun. These green spaces host community programs and provide plenty of room for recreation. The Flossmoor Sculpture Garden also offers a unique outdoor cultural experience for all ages.

How is the nightlife in Flossmoor?

Flossmoor’s nightlife is relaxed and centered on social gathering spots. Rather than loud clubs, evenings are about enjoying craft cocktails at Flossmoor Social or a beer on the patio at Flossmoor Station. The scene is more about conversation than dancing until late.

What kind of art events are available in the area?

The local art scene includes recurring outdoor programs and unique gallery events. The Homewood-Flossmoor Park District presents 'Art in the Park', and the Flossmoor Sculpture Garden features rotating exhibits. For pop-ups and social mixers, Opulence Gallery is a contemporary multi-use venue.

Can I find a good spot for a date night in Flossmoor?

Flossmoor Social offers an ideal setting for a date night with its upscale cocktails and menu. For a more casual but lively atmosphere, Wiley's Grill has a patio overlooking a golf course. Both provide a relaxed backdrop for an evening out.

What's happening in downtown Flossmoor?

Downtown Flossmoor is the village's walkable social hub. The area is known for its local restaurants, brewpubs, and community gathering spaces like Flossmoor Station. It's a prime spot for dining, drinks, and the seasonal farmers market.

Are there venues suitable for a private event or meeting?

Flossmoor has several venues for private events, from corporate to social. Opulence Gallery offers a contemporary space for pop-ups and meetings. For larger gatherings, Idlewild Country Club and the Flossmoor Community House both provide versatile event spaces with various amenities.