Community Events

There’s always something happening in Lakeview and Roscoe Village, including neighborhood festivals, farmers markets, and other community events.

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Jan
26

Jump Into Wellness: The Winter Wellness Event

Come jump and connect with local wellness businesses in our community!

Thank you to our sponsor Orangetheory Fitness Roscoe Village and Altitude Trampoline Park Roscoe Village, for hosting our annual Winter Wellness event! Explore local Chamber businesses and jump into basketball, dodgeball, slides, swings, trampolines and more!

Date: Monday, January 26th

Time: 6 PM - 8 PM

Dinner: Complimentary wraps and smoothies from Tropical Smoothie

Location: Altitude Trampoline Park: Roscoe Village (3330 N Western Ave, Chicago, IL 60618)

Open jumping throughtout the evening!

🎟️Tickets: $15 (18 and under ) $30 (adults)

*Free parking available

Jump Into Wellness: The Winter Wellness Event Tickets, Mon, Jan 26, 2026 at 6:00 PM | Eventbrite

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Jan
31

LIve ice sculpting

Organized by SSA 27, enjoy a live ice sculpting activation in Lakeview to liven up your weekend. Watch Master Ice Carvers make winter magic happen as they sculpt a block of ice into a beautiful creation of the audience’s choosing! That’s right — bring your ideas, as the ice sculptor will ask the audience for suggestions of what to create.

SSA 27 will provide food trucks on both days of the event, offering complimentary beverages and bites to help keep attendees warm. This event is free and open to the public, with no registration required, and is a great event for the whole family or the perfect stop on a romantic winter date!

For more information on other SSA 27 Winter in West Lakeview events and programs, please visit LakeviewSSA.com/Winter.

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Jan
31

Live Ice Sculpting

Organized by SSA 27, enjoy a live ice sculpting activation in Lakeview to liven up your weekend. Watch Master Ice Carvers make winter magic happen as they sculpt a block of ice into a beautiful creation of the audience’s choosing! That’s right — bring your ideas, as the ice sculptor will ask the audience for suggestions of what to create.

Live Ice Sculpting — SSA 27

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Feb
1

LIve ice sculpting

Organized by SSA 27, enjoy a live ice sculpting activation in Lakeview to liven up your weekend. Watch Master Ice Carvers make winter magic happen as they sculpt a block of ice into a beautiful creation of the audience’s choosing! That’s right — bring your ideas, as the ice sculptor will ask the audience for suggestions of what to create.

SSA 27 will provide food trucks on both days of the event, offering complimentary beverages and bites to help keep attendees warm. This event is free and open to the public, with no registration required, and is a great event for the whole family or the perfect stop on a romantic winter date!

For more information on other SSA 27 Winter in West Lakeview events and programs, please visit LakeviewSSA.com/Winter.

Organized by SSA 27, enjoy a live ice sculpting activation in Lakeview to liven up your weekend. Watch Master Ice Carvers make winter magic happen as they sculpt a block of ice into a beautiful creation of the audience’s choosing! That’s right — bring your ideas, as the ice sculptor will ask the audience for suggestions of what to create.

SSA 27 will provide food trucks on both days of the event, offering complimentary beverages and bites to help keep attendees warm. This event is free and open to the public, with no registration required, and is a great event for the whole family or the perfect stop on a romantic winter date!

For more information on other SSA 27 Winter in West Lakeview events and programs, please visit LakeviewSSA.com/Winter.

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Feb
1

Live Ice Sculpting

Organized by SSA 27, enjoy a live ice sculpting activation in Lakeview to liven up your weekend. Watch Master Ice Carvers make winter magic happen as they sculpt a block of ice into a beautiful creation of the audience’s choosing! That’s right — bring your ideas, as the ice sculptor will ask the audience for suggestions of what to create.

Live Ice Sculpting — SSA 27

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Feb
5

Le Sud Wine Tasting - What Are Tannins?

Ever wondered why some wines feel smooth while others have that dry, mouth-puckering grip? The answer is tannins—one of wine’s most defining characteristics. Join us at Le Sud for an evening dedicated to understanding what tannins are, where they come from, and how they shape flavor, texture, and aging potential.
Sample four wines showcasing different levels and styles of tannins. A Charcuterie plate with your tasting. Take home a bottle. $59.99 per ticket + tax

Event URL: https://resy.com/cities/chicago-il/venues/le-sud/events/le-sud-wine-tasting-what-are-tannins-2026-02-05?seats=2&date=2026-01-08

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Feb
9

Weekly Burnout Support Group

Burnout rarely comes from just one place. Work, relationships, finances,
dating, and life demands all intersect. This 8 week group offers space to reflect, connect, and build tools that support long-term well-being—not just short-term relief. Ideal for professionals, caregivers, and anyone feeling chronically overwhelmed or emotionally exhausted. If you’re feeling stretched thin or disconnected from yourself, this group may be a meaningful next step.

Event URL: http://www.healthintandem.com/

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Feb
13

Roscoe Village Wine Walk

Join us for a fun night of shopping and sipping!

Taste 20+ different wines while strolling through shops along Roscoe St. Find your new favorite bottles and shop special discounts on new apparel, home goods, or services. Small bites provided at some stops.

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Jan
22

Free Trial Music Class

Join us for singing, dancing, learning, and fun! FREE for new families!

"Step One" in your child's music education! High energy and interactive songs and activities are designed and modified to benefit all ages. Music and methods are inspired by research in early child development and offer a wide variety of styles, eras, regions, modes, and rhythms to maximize musical potential. Mixed age classes offer developmental benefits and allow siblings to take class together!

Event URL: http://www.hisawyer.com/the-music-playhouse-of-chicago/schedules/activity-set/1716460?day=2026-01-15&view=cal&source=semesters

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Jan
18
Jan
15

Le Sud Wine Tasting - Exploring Appellation D'Origine Contrôlée

Dive into the world of Appellation d’Origine Contrôlée (AOC)—France’s prestigious classification system that protects tradition, quality, and terroir. Join us at Le Sud for an evening of guided tasting as we explore how these rules shape wine styles, preserve heritage, and guarantee authenticity in every bottle.

Included with Your Ticket:

• Sample four French wines from different AOC regions.

• A Charcuterie plate with your tasting.

• Take home a bottle from the evening’s selections.

• Expert discussion on the history, purpose, and impact of the AOC system on winemaking and flavor.

Need to Know:

• Event space is accessible only via a staircase.

• Guests must be 21+ to attend.

• All ticket sales are final; non-refundable.

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Jan
8

The Music Class®

Join us for singing, dancing, learning, and fun!

"Step One" in your child's music education! High energy and interactive songs and activities are designed and modified to benefit all ages. Music and methods are inspired by research in early child development and offer a wide variety of styles, eras, regions, modes, and rhythms to maximize musical potential. Mixed age classes offer developmental benefits and allow siblings to take class together!

Drop-in $28/child, siblings 20% off

http://www.hisawyer.com/the-music-playhouse-of-chicago/schedules/activity-set/1716460?day=2026-01-08&view=cal&source=semesters

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Dec
31

Midnight Masquerade at The Dole Mansion

Enjoy this unique New Year's Eve Party in the Historic Dole Mansion! "The Midnight Masquerade"

It's 4 parties under 1 roof! Live Music in 4 different venues within the Mansion, Grand Ballroom, and Lou's Lounge.

Modern Day Romeos will ring in 2026 with an Extreme Balloon-Drop (over 2000 balloons!) Champagne Toast, Confetti Blasters, Passed Hors D'oeuvres by Wild Asparagus, Late-Night Sliders by Smash'd Burgers, and a Retro Candy Shoppe by The Inside Scoop! Plus more!

Must be 21 to attend.

Complimentary Valet Parking

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Dec
21

Lakeview Orchestra presents Tchaikovsky's Nutcracker

Join us in celebrating the magic of the season with the Lakeview Orchestra as they perform Tchaikovsky’s beloved Nutcracker. From the sparkling Dance of the Sugar Plum Fairy to the lively Russian Trepak, this timeless music will delight audiences of all ages. Whether you are experiencing it for the first time or continuing a cherished tradition, come and enjoy the joy, color, and wonder of one of classical music’s most iconic holiday pieces.

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Dec
16

Sips & Sweets: Holiday Cookie Decorating

Get into the holiday spirit with a holiday cookie decorating workshop! Join our Pastry Chef extraordinaire as she shows you how to create your own edible cookie work of art.

To "sweeten" the deal, your ticket purchase includes a glass of wine (or n/a beverage), and a small savory bite from the kitchen. It's the best way to unwind in the middle of the busy holiday season - have a cookie, have a cocktail, and get creative with us!

Event runs from 5pm-6:30pm. Ticket includes cookie decorating supplies & instruction, one drink ticket, and one small savory bite.

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Dec
16

Sips & Sweets: Holiday Cookie Decorating

Join us in celebrating the magic of the season with the Lakeview Orchestra as they perform Tchaikovsky’s beloved Nutcracker. From the sparkling Dance of the Sugar Plum Fairy to the lively Russian Trepak, this timeless music will delight audiences of all ages. Whether you are experiencing it for the first time or continuing a cherished tradition, come and enjoy the joy, color, and wonder of one of classical music’s most iconic holiday pieces.

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Dec
11

Holiday Concert: Fundraiser for Third Space Chicago

  • Lakeview Roscoe Village Chamber of Commerce (map)
  • Google Calendar ICS

Join us for a special evening of music and community as the John Erickson Trio join forces with the Chicago Gay Men’s Chorus for a special Holiday Concert! This collaborative performance will feature the unique styles and talents of both groups, coming together to celebrate the season and raise funds for Third Space.

Enjoy a festive night of jazz, choral harmonies, and holiday cheer, all for a great cause!

🎟️ Tickets: $20 for adults | Free for children 12 and under

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Le Sud Holiday French Bistro Classics
Dec
9

Le Sud Holiday French Bistro Classics

  • Lakeview Roscoe Village Chamber of Commerce (map)
  • Google Calendar ICS

Le Sud Holiday French Bistro Classics

(Served Family-Style)

Tuesday, December 9 at 6:30 PM | $99 per guest | with pairings

A festive evening inspired by the warmth of a Provençal bistro, shared tables, fine wines, and the spirit of convivialité.

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Dec
8

Better Streets For Buses Public Meeting

CTA and CDOT are launching the Bus Priority Corridor Study to explore ways to make bus travel faster and more convenient for riders on five key bus corridors in the Better Streets for Buses Network: Pulaski, Western, Cottage Grove, Fullerton, 55th/Garfield.

Join us at a public meeting to learn more!

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Dec
7

Santa On Southport

Santa's headed to Southport! Make your Christmas wishes and snap a photo with the big guy at Little Goat on Sunday, December 7th, from 4-6pm. 🎅🏼

Reserve your spot in line and swing by anytime during your 15-minute slot.

Your group's reservation includes:

📸 A framed Polaroid photo with Santa

🎁 A special gift from the North Pole

🍪 DIY Christmas cookie decorating kit (+$14)

Please note: Your Santa photo reservation does not include a table for dinner. Grab those reservations separately on OpenTable!

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Ravenswood Makers Market
Dec
7

Ravenswood Makers Market

Join Ravenswood Elementary for a festive afternoon sipping on hot chocolate while you shop for unique gifts from 45+ local artists, makers, and bakers. Bring the family for lunch, treats, and free kids crafts.

All proceeds are general donations that will benefit the Ravenswood School in many ways, such as supporting the 8th grade trip to Washington, DC, after school programming, and various other initiatives that benefit our students. 

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Dec
6

William Ferris Chorale presents Constellations - Winter Concert

Join WFC, Chicago's premiere professional choral ensemble as winter solstice nears — night draws its brilliant dark hues and the stars illuminate the sky for Constellations, an intimate performance on December 6 at 7:30 PM at St. Vincent DePaul in Lincoln Park.

From Kerensa Briggs' A tender shoot to Michael Harrison's Just Constellations, discover how extraordinary acoustics embrace a vocal ensemble and transport us to a new world. Featuring works by William Cornysh, Arvo Pärt, Jean Mouton, and Judah Adashi, this wordless evening invites you to reflect on the season through pure sound.

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Dec
6

JAZZCRACKER BENEFIT DANCE SHOW

Step into the holiday spirit with JAZZCRACKER, a dazzling, family-friendly celebration that blends dance with holiday cheer!
Enjoy lively performances featuring your favorite holiday songs, stunning choreography, and toe-tapping numbers that will have the whole family smiling
Gus Legacy Company and GUS® Company dancers bring the dance magic in this delightful holiday show for all ages!

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Dec
6

Cornelia Arts Building December Open Studios DAY TWO 2025

Day Two of this artist open house event. Mingle with artists and art enthusiasts at one of the largest artist studio building on Chicago’s North side. Shop two floors of dozens of artist studios in this 39 year old former ice-house. Painters, sculptors, photographers, ceramic artists, print-makers, jewelers, and designers work here. Guests of all ages are welcome.

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Dec
5

SOUTHPORT HOLIDAY STROLL & COCKTAIL CRAWL

  • Lakeview Roscoe Village Chamber of Commerce (map)
  • Google Calendar ICS

A longstanding tradition where businesses break out the holly and stay open late offering

special deals and festivities. This event features carolers, photos with Santa and a

ticketed Cocktail Crawl with holiday-themed cocktails at businesses.

Get tickets
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Dec
5

Cornelia Arts Building December Open Studios 2025 Day One

Mingle with artists and art enthusiasts at one of the largest artist studio building on Chicago’s North side. Shop two floors of dozens of artist studios in this 39 year old former ice-house. Painters, sculptors, photographers, ceramic artists, print-makers, jewelers, and designers work here. Guests of all ages are welcome.

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Dec
4
to Dec 18

Multicultural Holiday Music Class at Sheil Park

Join us for a 3-Week Mini-Session to celebrate traditional Holiday music from around the world! Children and caregivers will learn festive music and winter songs from multiple traditions and cultures. Sing, dance, play, and learn, in this magical, multicultural mini-session!

Learn and enjoy children's holiday music from India, China, Japan, South Korea, Sweden, and from the Māori people of New Zealand, as well as songs about Thanksgiving, Hanukkah, Kwanzaa, and Christmas!

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Dec
3
to Dec 17

Multicultural Holiday Music Class

Join us for a 3-Week Mini-Session to celebrate traditional Holiday music from around the world! Children and caregivers will learn festive music and winter songs from multiple traditions and cultures. Sing, dance, play, and learn, in this magical, multicultural mini-session!

Learn and enjoy children's holiday music from India, China, Japan, South Korea, Sweden, and from the Māori people of New Zealand, as well as songs about Thanksgiving, Hanukkah, Kwanzaa, and Christmas!

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Dec
2

Better Streets For Buses Public Meeting

CTA and CDOT are launching the Bus Priority Corridor Study to explore ways to make bus travel faster and more convenient for riders on five key bus corridors in the Better Streets for Buses Network: Pulaski, Western, Cottage Grove, Fullerton, 55th/Garfield.

Join us at a public meeting to learn more!

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Dec
1

Better Streets For Buses Public Meeting

CTA and CDOT are launching the Bus Priority Corridor Study to explore ways to make bus travel faster and more convenient for riders on five key bus corridors in the Better Streets for Buses Network: Pulaski, Western, Cottage Grove, Fullerton, 55th/Garfield.

Join us at a public meeting to learn more!

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Nov
23

Tree lighting

Bring the whole family to experience the magic of the Holidays! Join us as we light up the night sky, sing our favorite holiday songs, enjoy donuts and hot chocolate, and meet our friends Santa, Elsa, and Olaf!

Thank you to SSA27 for funding this very special evening.

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Nov
22

Jazz and Scandinavia

Jazz and Scandinavia Sponsored by the Music Performance Trust Fund (MPTF)

Join the NPU Jazz Faculty on a musical journey of jazz in Scandinavia. The program explores the vital role that Norway, Sweden, and Denmark played in the history of jazz through a collage of Scandinavian and American songs, composers, performers, and expatriates. This concert is free and open to the public.

Joe Lill, trumpet; Alex Beltran, tenor sax; Chris White, piano; Joe Policastro, bass; Darren Scorza, drums

This concert is generously sponsored by the Music Performance Trust Fund (MPTF).

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Nov
21
to Nov 26

Thanksgiving Dinner To Go at Le Sud

Holiday Feast with a French Flare


Le Sud Mediterranean Kitchen will offer a Thanksgiving feast to go with a French flare. The Roscoe Village restaurant's meal features a fully cooked (and ready to re-heat) dinner, including apple cider brined turkey with herb gravy, spiral sliced ham with cranberry-pear chutney, French bistro salad, pretzel rolls, roasted vegetable medley, classic stuffing, boursin whipped potatoes, pumpkin pie, and cookies. The price is $140 and serves two. Bottles of wine (red, white, rose) may be added for $30.

Orders must be placed by Friday, November 21 for pickup on Wednesday, November 26 between 2-4 p.m. Heating instructions will be included. To order your Thanksgiving meal, visit LeSudChicago.com.


Le Sud Thanksgiving Menu To Go
$140; serves two

  • Apple Cider Brined Turkey Breast (12 oz, sliced) with herb gravy

  • Spiral Sliced Ham with cranberry-pear chutney

  • French Bistro Salad with mesclun, romaine, green beans, mustard-herb vinaigrette

  • Pretzel Rolls with honey mustard butter

  • Roasted Vegetable Medley with carrots, parsnips, turnips, garlic, rosemary

  • Boursin Whipped Potatoes

  • Classic Bread Stuffing with celery, onions, sage, apple, chicken stock, butter, eggs

  • Pumpkin Pie with cinnamon spiced cream cheese whip

  • Assorted Cookies

Bottles of Wine

  • White: 2023 Picollo Ernesto Cortese, Gavi (Piedmont, Italy), $30

  • Red: 2022 Agustin Cubero “Altaya” Garnacha (Calatayud, Spain), $30

  • Rose: 2023 The Little Sheep of France, Cabernet Franc/Cabernet Sauvignon Rose, Languedoc, France, $30

  • Sparkling Wine, $49

Add-Ons

  • Add 6 ounces of turkey breast, $20

  • Add 4 ounces of ham, $15

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Nov
20

Le Sud Wine-Tasting - Beaujolais Nouveau 2025

Join us at Le Sud for a special wine tasting event in honor of Beaujolais Nouveau 2025, the much-anticipated first wine of the vintage. This annual French tradition marks the release of the young, fresh Gamay wine just weeks after harvest—and we’re bringing the celebration to Chicago!

URL: https://resy.com/cities/chicago-il/venues/le-sud/events/le-sud-wine-tasting-beaujolais-nouveau-2025-2025-11-20?date=2025-10-17&seats=2&event_url_slug=le-sud-wine-tasting-beaujolais-nouveau-2025-2025-11-20&maxPartySize=50

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Nov
20

Better Streets For Buses Public Meeting

CTA and CDOT are launching the Bus Priority Corridor Study to explore ways to make bus travel faster and more convenient for riders on five key bus corridors in the Better Streets for Buses Network: Pulaski, Western, Cottage Grove, Fullerton, 55th/Garfield.

Join us at a public meeting to learn more!

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Nov
16

The Poderosas Gratitude Workshop

November is a month of gratitude—a time when we gather, reflect, and prepare to celebrate with loved ones. Yet, it can also be a season of busyness and overwhelm. This Gratitude Workshop offers a pause—a gentle space to reconnect with yourself, find calm, and step into the holidays with clarity and intention.

Whitney Baker is a podcaster, certified meditation teacher, workshop guide, and writer. Over the years, she has worn many hats—from journalist and freelancing mom to global marketing agency creative director. Somewhere along the way, she lost track of her truth. Her platform, Electric Ideas, became her homecoming.

She knows what it’s like to leave behind one version of yourself for another and feel caught between identities, wondering if you’ll ever really feel like yourself again. Through her workshop, she helps others tap into their inner knowing, show up more fully to their lives, and reconnect with joy and purpose.

Sometimes all it takes is a small shift to unlock momentum and open up new possibilities. This Gratitude Workshop is that invitation—a moment of grounding and reflection before the holiday season.

Join us this November to pause, breathe, and cultivate gratitude. Because before we gather at the table with others, it begins with the connection we nurture within ourselves.

Hosts: Whitney Baker and Alexandra Gantier (co-founder of The Poderosas)

Time: Sunday, November 16 at 10:30am

Price: $45/person, 50% OFF for The Poderosas Members

Location: The Checkout (Free parking available on site)

Number of Participants: 12 max (All women are welcomed regardless of your background).

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