Fall is in the air, and Chicago's North Shore has no shortage of ways to welcome it. From lively festivals and community block parties to football games and concerts, September is packed with endless fun.

Northwestern Wildcats Football

Friday, September 5, Saturday, September 13 and Saturday, September 27

Northwestern University | Northwestern Medicine Field at Martin Stadium, Evanston


The Wildcats host three home games this month: Friday, September 5 vs. Western Illinois, Saturday, September 13 vs. Oregon and Saturday, September 27 vs. UCLA. Experience some of the best Division 1 college football action at Northwestern Medicine Field at Martin Stadium, which has spectacular views of Lake Michigan and Chiago’s skyline!

Sip, Stroll and Support Small Business!

Enjoy an evening of wine tastings in Southeast Evanston, joyfully served at locally and independently owned small businesses. All profits from the Wine Walk will be donated to Books & Breakfast.

Evanston Folk Festival

Saturday, September 6 - Sunday, September 7

Dawes Park at the Lakefront | 1700 Sheridan Rd., Evanston


Presented by Evanston’s SPACE, the Evanston Folk Festival is a celebration of the rich folk music tradition that has so many roots in the Evanston community. The stellar line-up featuring 30+ artists on three stages includes Iron & Wine, Tune-Yards, Watchhouse, Margo Price, Bonny Light Horseman, Loudon Wainwright III and many more!

THE Wilmette Block Party - Saturday, September 6th, 3-10pm!

Don't miss this fun event in Downtown Wilmette with live music, food, kids zone, Jesse White Tumblers & more. Free and fun for all ages!

Northbrook Brewfest

Saturday, September 6

Village Green Park | Shermer Rd. and Meadow Rd., Northbrook


The Northbrook Park District and the Village of Northbrook are excited to host this popular event! Bring a picnic dinner or purchase food from a food truck at the park as you enjoy live music from The Grady Experience. All guests must be 21+ to attend.

Chicago Stars vs. Orlando Pride Lakefront Faceoff

Sunday, September 7, 2pm

Northwestern University | Northwestern Medicine Field at Martin Stadium, Evanston



Chicago Stars Football Club is an American professional soccer team based in the Chicago metropolitan area that competes in the National Women's Soccer League. Join the action when the Chicago Stars play the Orlando Pride, the reigning National Women’s Soccer League (NWSL) Champion! Arrive early for fun giveaways. 

End of Summer Concert & Night Market on September 4th!

Celebrate the last Thursday Night Market & Downtown Summer Sounds! Shop local vendors, enjoy live music, and welcome fall with food, drinks & community fun in Downtown Evanston!

Walking Tours

Saturday, September 13 & 27

Evanston History Center | 225 Greenwood St., Evanston


The Evanston History Center presents two walking tours this month: Burnham in Evanston, which offers a tour of Burnham’s work through the neighborhood while sharing stories about his life (9/13) and Hidden in Plain Sight: Evanston’s Double Houses – Lakeshore Historic District Walking Tour (9/27), featuring 15 houses and based on the book published by Design Evanston.

Local history comes to life at the Grove's Folk Fest on October 5th

Celebrate fall at The Grove with live folk music, pioneer activities and more. Shop unique items from local artisans and enjoy hearty outdoor dining. Save when you purchase tickets in advance!

Glenview Blocktoberfest

Saturday, September 27

Downtown Glenview | Glenview Rd., between Church and Pine St., Glenview


Celebrate downtown Glenview with live music, food, beverages, and family fun during Blocktoberfest! From 11 am to 11pm, there will be live entertainment (Sixteen Candles is headlining!), plenty of food and drinks, and loads of activities for kids including free games, crafts, face painting, balloon twisting and more!

Elevate Your Events at Evanston Corner Bistro

Meetings, birthday parties, rehearsal dinners and weddings; host your next event here! We offer three unique spaces; The Pantry, The North Shore Room and The Lighthouse Room. Let's start planning!

Be Entertained!

Throughout September

North Shore Center for the Performing Arts | 9501 Skokie Blvd., Skokie


If you’re looking for outstanding live entertainment, look no further! The North Shore Center for the Performing Arts has a wonderful line-up this month including comedian Caroline Rhea (9/6), Roger McGuinn (9/10), Leonid & Friends (9/19), Leslie Jones (9/20), Paula Poundstone (9/27) and Grammy award-winning artist Joss Stone (9/28).

Live Theater on the North Shore

Throughout September

Various Locations


Theater season is in full swing on Chicago’s North Shore with some wonderful productions this month including Side by Side by Sondheim (Oil Lamp Theater, Glenview), Hershey Felder’s Rachmaninoff and the Tsar (Writers Theatre, Glencoe), The First Lady of Television (Northlight Theatre, Skokie) and TL;DR: Thelma Louise; Dyke Remix (The Ubique Cabaret Theater, Evanston).

Side by Side by Sondheim A Musical Entertainment

THROUGH SEPTEMBER 7, 2025

Oil Lamp Theater, Glenview

Patterned by Nature - From Polka Dot to Stripes - Nature's got Style

THROUGH SEPTEMBER 21, 2025

Chicago Botanic Garden, Glencoe

Rachmaninoff and the Tsar

THROUGH SEPTEMBER 21, 2025

Writers Theatre, Glencoe

PIppin

THROUGH SEPTEMBER 28, 2025

Skokie Theatre, Skokie

The 23rd Annual Chicago Gypsy Jazz Festival

SEPTEMBER 2, 2025

Evanston SPACE, Evanston

Red Hot Chilli Pipers

SEPTEMBER 3, 2025

North Shore Center for the Performing Arts, Skokie

Downtown Summer Sounds - Suite Mollie Band

SEPTEMBER 4, 2025

Fountain Square, Downtown Evanston

Thursday Night Market

SEPTEMBER 4, 2025

Fountain Square, Downtown Evanston

2nd Annual Foodie Fest

SEPTEMBER 4, 2025

District 1860 Village Green, Lincolnwood

The First Lady of Television

SEPTEMBER 4, 2025 - OCTOBER 5, 2025

Northlight Theatre, Skokie

Ani DiFranco with guest Hurray for the Riff Raff - SOLD OUT

SEPTEMBER 5, 2025

Evanston SPACE at Cahn Auditorium, Northwestern University, Evanston

NRBQ

SEPTEMBER 5, 2025

Evanston SPACE, Evanston

First Friday in Hubbard Woods

SEPTEMBER 5, 2025

Hubbard Woods Design District, Winnetka

Evanston Made - First Saturdays Evanston Art Events

SEPTEMBER 6, 2025

Various Locations, Evanston

Stand Up Show with Caroline Rhea

SEPTEMBER 6, 2025

North Shore Center for the Performing Arts, Skokie

Skokie Park District - Touch a Truck

SEPTEMBER 6, 2025

Oakton Community Center, Skokie

The Wilmette Block Party

SEPTEMBER 6, 2025

Downtown Wilmette

September Art & Wine - Elisa Ann Lindstrom & Dorothy Mason

SEPTEMBER 6, 2025

Creative Coworking, Evanston

Northbrook Brewfest 2025

SEPTEMBER 6, 2025

Village Green Park, Northbrook

Tomato Fest

SEPTEMBER 6, 2025

Historic Wagner Farm, Glenview

Northwestern University Football vs. Western Illinois

SEPTEMBER 6, 2025

Northwestern Medicine Field at Martin Stadium, Evanston

Evanston Folk Festival

SEPTEMBER 6-7, 2025

Dawes Park, Evanston

TL;DR Thelma Louise; Dyke Remix

SEPTEMBER 6, 2025 - OCTOBER 12, 2025

Theo Ubique Cabaret Theatre, Evanston

Roseanne Cash

SEPTEMBER 7, 2025

Evanston SPACE at Cahn Auditorium, Northwestern University, Evanston

Chicago Stars and Orlando Pride Lakefront Faceoff

SEPTEMBER 7, 2025

Northwestern Medicine Field at Martin Stadium, Evanston

An Evening with Roger McGuinn

SEPTEMBER 10, 2025

North Shore Center for the Performing Arts, Skokie

Evanston Wine Walk

SEPTEMBER 11, 2025

Main-Dempster Mile, Evanston

Vitamin String Quartet - The Music of Taylor Swift, Bridgerton, and Beyond

SEPTEMBER 12, 2025

North Shore Center for the Performing Arts, Skokie

Dominique Fils-Aimé

SEPTEMBER 12, 2025

Evanston SPACE, Evanston

Clutchtober Fest 2025

SEPTEMBER 13, 2025

Double Clutch Brewing Co., Evanston

Monkeys On A String - A Tribute to Dave Matthews and Tim Reynolds

SEPTEMBER 13, 2025

North Shore Center for the Performing Arts, Skokie

Burnham in Evanston - Walking Tour

SEPTEMBER 13, 2025

Evanston History Center, Evanston

Northwestern University Football vs. Oregon

SEPTEMBER 13, 2025

Northwestern Medicine Field at Martin Stadium, Evanston

North Shore Fall Artisan Market

SEPTEMBER 13-14, 2025

Wilmette Metra Station, Wilmette

Flea Market Frenzy

SEPTEMBER 14, 2025

Oakton Community Center, Skokie

Jahari Stampley Soul Family with D’Erania Stampley & special guest Roni Kaspi

SEPTEMBER 14, 2025

Evanston SPACE, Evanston

Fall Marché Aux Vins at Pomeroy

SEPTEMBER 16, 2025

Pomeroy, Winnetka

Pouring, Spilling, Bleeding: Helen Frankenthaler and Artists’ Experiments on Paper

SEPTEMBER 17, 2025 - DECEMBER 14, 2025

Block Museum of Art, Northwestern University, Evanston

The Block Collects 2025

SEPTEMBER 17, 2025 - DECEMBER 14, 2025

Block Museum of Art, Northwestern University, Evanston

Walter Trout

SEPTEMBER 18, 2025

Evanston SPACE, Evanston

Leonid & Friends 2025 or 6 to 4 Tour

SEPTEMBER 19, 2025

North Shore Center for the Performing Arts, Skokie

Sketchbook's 5th Annual Oktoberfest

SEPTEMBER 19-21, 2025

Sketchbook Brewing Co., Skokie

Leslie Jones Live!

SEPTEMBER 20, 2025

North Shore Center for the Performing Arts, Skokie

Central Street Alive! Busker Fest

SEPTEMBER 20, 2025

Central Street, Evanston

Central States Dahlia Society Show

SEPTEMBER 20-21, 2025

Chicago Botanic Garden, Glencoe

Svytatoslav Vakarchuk's Acoustic Show

SEPTEMBER 21, 2025

North Shore Center for the Performing Arts, Skokie

47th Annual Northbrook Shermerfest

SEPTEMBER 21, 2025

Village Green Park, Northbrook

Ben Ottewell (of Gomez) w. Buddy

SEPTEMBER 25, 2025

Evanston SPACE, Evanston

Sip & Shop

SEPTEMBER 25, 2025

Westfield Old Orchard, Skokie

The George Sexton Abbey Road Show

SEPTEMBER 26, 2025

North Shore Center for the Performing Arts, Skokie

Paula Poundstone

SEPTEMBER 27, 2025

North Shore Center for the Performing Arts, Skokie

Glenview Blocktoberfest

SEPTEMBER 27, 2025

Downtown Glenview

Winnetka Fall Fest

SEPTEMBER 27, 2025

Skokie Playfield, Winnetka

Hidden in Plain Sight: Evanston’s Double Houses – Lakeshore Historic District Walking Tour

SEPTEMBER 27, 2025

Evanston History Center, Evanston

Northwestern University Football vs. UCLA

SEPTEMBER 27, 2025

Northwestern Medicine Field at Martin Stadium, Evanston

Joss Stone

SEPTEMBER 28, 2025

North Shore Center for the Performing Arts, Skokie

Coffee & Classics - Ferrari Club of America

SEPTEMBER 28, 2025

Indian Hill Metra Lot, Winnetka

ReFashioning Hat-Making Tea Party

SEPTEMBER 28, 2025

Evanston History Center, Evanston

Corinne Bailey Rae

SEPTEMBER 28, 2025

Evanston SPACE at Cahn Auditorium, Northwestern University, Evanston

Northbrook Farmers Market

THROUGH OCTOBER 8, 2025

Downtown Northbrook

Glenview Farmers Market

THROUGH OCTOBER 25, 2025

Historic Wagner Farm Parking Lot, Glenview

Winnetka Farmers Market

THROUGH OCTOBER 25, 2025

Winnetka Metra Train Station, Winnetka

Downtown Evanston Farmers Market

THROUGH NOVEMBER 1, 2025

Intersection of University Pl. and Oak Ave., Downtown Evanston

Wilmette French Market

THROUGH NOVEMBER 1, 2025

Just East of the Wilmette Metra Station, Wilmette

Skokie Farmers Market

THROUGH NOVEMBER 2, 2025

Parking Lot, Northwest Corner of Oakton St. & Floral Ave., Skokie

Living Stories Contemporary Woodland Native American Art

THROUGH JANUARY 1, 2026

Gichigamiin Indigenous Nations Museum, Evanston

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