Longer days, warmer nights, the promise of summer is in the air! From Farmers Markets and lively festivals to meaningful Juneteenth events in Evanston and Skokie, June is packed with ways to get outside and connect on Chicago’s North Shore. Take a peek at what’s ahead—you won’t want to miss a thing.


Looking for even more ways to kick off the summer season? We’ve got you covered

North Shore Chamber Music Festival

Wednesday, June 4 - Saturday, June 7 (No performances on June 5)

The Village Presbyterian Church | 1300 Shermer Rd., Northbrook


If you love classical music, this event is for you! The three-day festival is an exceptional musical experience offering the same caliber and quality of music one might find in the greatest concert halls of the world, but within a very intimate and welcoming environment. Enjoy the concerts in person or online!

Art in the Village 2025

Art in the Village, sponsored by the North Shore Art League, Hubbard Woods Park, Winnetka - June 21 & 22, 10am–5pm.

Winnetka Music Festival

Friday, June 20 - Saturday, June 21

Four Stages

Elm Street District | Downtown Winnetka


The Winnetka Music Festival returns to the North Shore with two days of live music and interactive experiences for the entire family, along with a variety of food and drinks, including a dedicated wine bar oasis! This year’s performers include The Revivalists, Cold War Kids, Natasha Bedingfield, Pete Yorn, Cracker and Eggy.

Main Street Fair Comes to Evanston June 28

Celebrate the launch of Main Street Fair in Evanston with 90+ vendors, live music on three stages, great food, kids’ activities, and more—with proceeds supporting local causes.

Glenview Summer Fest

Saturday, June 21

Adjacent to Jackman Park | Lehigh Ave. between Glenview Rd. and Washington St., Glenview



Celebrate summer with a lively street festival featuring local vendors, crafts, free games, delicious food, live entertainment, and fun for all ages. Spanning two blocks, this vibrant community event brings friends and families together for a full day of shopping, activities, and unforgettable experiences, rain or shine!

Book Your Holiday Party today at The Westin North Shore!

Don’t get left out in the cold—dates are going fast! Whether it's a cozy gathering or a dazzling corporate bash, The Westin North Shore is the perfect place to make spirits bright. For more information, call (847) 777-6500..

North Shore Artisan Market

Saturday, June 21 - Sunday, June 22

Village Green Park | 1810 Walters Ave., Northbrook


This curated outdoor market showcases the Midwest’s finest artisans in food, fashion, home goods and art, and celebrates the ingenuity of independently owned, small businesses that channel their passions into creating one-of-a-kind products. Come meet and shop with the artisans and learn how they make their unique creations! Admission is free. 

Make a Splash this Summer!

Slide, swim, and soak up the sun at Wheeling Park District’s Family Aquatic Center—summer fun for everyone!

Evanston Made’s 4th Annual Plein Air Art Festival

From July 16-20, local and nationally recognized artists will create, sell and exhibit art in the "Plein Air" Style featuring Evanston's historic, urban, natural landscapes. Free to the public.

Evanston Garden Walk

Sunday, June 22

Evanston Ecology Center | 2024 McCormick Blvd., Evanston



Hosted by the Evanston Environmental Association, the 35th anniversary of the Evanston Garden Walk takes place rain or shine and invites guests for a walk through some of the most creative, beautiful and personal gardens that Evanston has to offer. Most gardens are accessible, and maps are provided. Tickets are $20-$30.

Can't Miss June Concerts at Ravinia!

Summer is almost here, and so are nights under the stars at Ravinia! Don’t miss these June concerts: The Black Crowes (June 18); David Foster and Chris Botti featuring Katharine McPhee (June 20); Diana Krall, with a special guest performance by Ravinia’s Reach Teach Play (June 22); Opera for the Young presents its own specially adapted production of Mozart’s The Magic Flute (June 28). Get Tickets Today!

Glencoe Sidewalk Sale

Friday, June 27 and Saturday, June 28 Glencoe Shopping District | Tudor Ct., Park Ave., Vernon Ave., Hazel Ave., Glencoe


Summer is here and that means it’s time for North Shore sidewalk sales! Head on over to Glencoe where you’ll find incredible deals and bargains galore! Dozens of tables will line the streets with great merchandise at amazing prices, plus special offers inside some of the stores, too! Come early and spend the day.

Wilmette Summer Music starts June 6th!

Head to Wilmette for Acoustics on the Corner every Friday and Saturday & Music on the Green Concerts on the third Tuesday of the month.

Rock “N” Run The Runway

Saturday, June 28

Chicago Executive Airport | 1020 South Plant Rd., Wheeling


Get ready for a full day of fun at Chicago Executive Airport! Kick things off with a 5K run, 1-mile walk, and Kids Dash plus treats, giveaways, and meet-and-greets with Queen Elsa and Spiderman. Come back in the evening for food trucks, kids’ activities, live music by 7th Heaven, and an epic fireworks show!

Visit Downtown Evanston for free, fun events all summer long!

From live music and art markets to vintage car shows and plein air painting events, there are endless ways to soak up the summer vibes in Downtown Evanston!

North Shore 15th Annual Chamber Music Festival

JUNE 4, 6, & 7, 2025

The Village Church of Northbrook

Glenview's Bearfoot in the Park Concerts

JUNE 4, 2025 - August 6, 2025

Jackman Park Gazebo, Glenview

Thursday Night Markets

JUNE 5, 2025

Fountain Square, Downtown Evanston

Rock the Garden Summer Concerts - The Mixaphors

JUNE 5, 2025

Community House Winnetka

Josh Rouse with Ali Sperry

JUNE 6, 2025

Evanston SPACE, Evanston

Judy Collins

JUNE 6, 2025

Evanston SPACE - at Cahn Auditorium, Northwestern Universtiy, Evanston

An Evening with Heart

JUNE 6, 2025

Ravinia Festival, Highland Park

First Fridays - Pride's Alive

JUNE 6, 2025

Central Street, Evanston

The Marvelous Wondrettes

JUNE 6-26, 2025

Oil Lamp Theater, Glenview

Evanston Made - First Saturdays Evanston Art Events

JUNE 7, 2025

Various Locations, Evanston

Grace Jones and Janelle Monáe

JUNE 7, 2025

Ravinia Festival, Highland Park

Hidden in Plain Sight: Evanston's Double Houses Walking Tour

JUNE 7, 2025

Evanston History Center, Evanston

Greetings From Glenview Road

JUNE 7, 2025

Downtown Glenview

Bill W. and Dr. Bob

THROUGH JUNE 8, 2025

North Shore Center for the Performing Arts, Skokie

Course - Album Release

JUNE 8, 2025

Evanston SPACE, Evanston

Double Good

JUNE 8, 2025

Kohl Children's Museum, Glenview

Wake Up Words Family Playtime

JUNE 8, 2025

Writers Theate, Glencoe

Piaf! The Show

JUNE 9, 2025

North Shore Center for the Performing Arts, Skokie

Starlight Concert Series - J. Davis Trio

JUNE 10, 2025

Tallmadge Park, Evanston

Bridges: Jazz & Classical Fusion

JUNE 10, 2025

Ravinia Festival - Bennett Gordon Hall, Highland Park

Bach's Goldberg Variations - Angela Hewitt, piano

JUNE 11, 2025

Ravinia Festival, Highland Park

The Allman Betts Band and The Record Company

JUNE 12, 2025

Ravinia Festival - Bennett Gordon Hall, Highland Park

Counting Crows w.special guest The Gaslight Anthem

JUNE 13, 2025

Ravinia Festival, Highland Park

Grapes on the Green

JUNE 14, 2025

Village Green, Northbrook

Skokie Juneteenth Celebration '25

JUNE 14, 2025

Oakton Park, Skokie

Elena Moon Park & Friends

JUNE 14, 2025

Ravinia Festival, Highland Park

Hidden in Plain Sight: Evanston’s Double Houses Walking Tour

JUNE 14, 2025

Evanston History Center - Meet at Dewey School, Evanston

Taj Mahal & Keb' Mo' - Room on the Porch Tour

JUNE 14, 2025

Ravinia Festival, Highland Park

Kurt Elling Celebrates Weather Report f. Peter Erskine

JUNE 15, 2025

Ravinia Festival - Martin Theatre, Highland Park

Melissa Ferrick

JUNE 15, 2025

Evanston SPACE, Evanston

26th Annual Ricky Birdsong Memorial Race Against Hate

JUNE 15, 2025

Floyd Long Field, Evanston

Jazz Grandstand

JUNE 17, 2025

Ravinia Festival - Bennett Gordon Hall, Highland Park

Wilmette's Summer Music Series 2025

JUNE 17, 2025 - AUGUST 19, 2025

Village Green and other locations, Wilmette

The Black Crowes

JUNE 18, 2025

Ravinia Festival, Highland Park

Winnetka's Wednesday in the Woods: Children's Concerts

JUNE 18, 2025 - AUGUST 6, 2025

Hubbard Woods Park, Winnetka

Northbrook Farmers Market

JUNE 18, 2025 - OCTOBER 8, 2025

Downtown Northbrook

James Taylor and His All-Star Band w special guest: Tiny Habits

JUNE 19, 2025

Ravinia Festival, Highland Park

Dhaba on Devon Avenue

JUNE 19, 2025 - JULY 27, 2025

Writers Theatre, Glencoe

David Foster and Chris Botti featuring Katherine McPhee

JUNE 20, 2025

Ravinia Festival, Highland Park

Adeem The Artist

JUNE 20, 2025

Evanston SPACE, Evanston

Winnetka Music Festival

JUNE 20-21, 2025

Winnetka's Elm Street District

Glenview Summer Fest

JUNE 21, 2025

Adjacent to Jackman Park, Glenview

Evanston's 6th Annual Juneteenth Celebration and Freedom Parade

JUNE 21, 2025

Robert Crown Community Center, Evanston

Pianist Tony Siqi Yun

JUNE 21, 2025

Ravinia Festival, Highland Park

Dispatch w/John Butler (with band) w.special guest Donavon Frankenreiter

JUNE 21, 2025

Ravinia Festival, Highland Park

North Shore Artisan Market

JUNE 21-22, 2025

Village Green Park, Northbrook

Art in the Village

JUNE 21-22, 2025

Hubbard Woods Park, Winnetka

Glenview Farmers Market

JUNE 21, 2025 - OCTOBER 25, 2025

Historic Wagner Farm Parking Lot, Glenview

Evanston Garden Walk

JUNE 22, 2025

Various Locations, Evanston

Willie Buck and Bob Corritore CD Release Party

JUNE 22, 2025

Evanston SPACE, Evanston

Evanston Cars & Coffee

JUNE 22, 2025

Parking Lot behind Evanston Public Library

Isidore Quartet

JUNE 22, 2025

Ravinia Festival, Highland Park

Diana Krall

JUNE 22, 2025

Ravinia Festival, Highland Park

June Free Day - Indigenous Artist Market Pop-Up

JUNE 24, 2025

Gichigamiin Indigenous Nations Museum, Evanston

Mendelssohn's Octet Juilliard and Isidore Quartets

JUNE 25, 2025

Ravinia Festival - Martin Theatre, Highland Park

Lindsey Stirling with Chicago Philharmonic

JUNE 26, 2025

Ravinia Festival, Highland Park

The Roots

JUNE 27, 2025

Ravinia Festival, Highland Park

The Del McCoury Band

JUNE 27, 2025

Evanston SPACE - at Cahn Auditorium, Northwestern Universtiy, Evanston

Starlight Movie Series - Wickedly Good Food Truck Fest / Wicked

JUNE 27, 2025

Ingraham Park, Evanston

Glencoe Sidewalk Sale

JUNE 27-28, 2025

Glencoe Shopping District

Al Green

JUNE 28, 2025

Ravinia Festival, Highland Park

Starlight Movie Series - Dennis the Menace / Uncle Buck

JUNE 28, 2025

Barker Park, Evanston

Rock N Run The Runway

JUNE 28, 2025

Chicago Executive Airport, Wheeling

Main Street Fair: Evanston Celebrates Art & Music

JUNE 28, 2025

Main-Dempster Mile, Evanston

Opera for the Young's Magic Flute

JUNE 28, 2025

Ravinia Festival - Martin Theatre, Highland Park

Fuelfed Coffee & Classics

JUNE 29, 2025

Indian Hill Metra, Winnetka

"Weird Al" Yankovic

JUNE 29, 2025

Ravinia Festival, Highland Park

Diana

THROUGH JULY 6, 2025

Theo Ubique Cabaret Theatre, Evanston

Woven Being: Art for Zhegagoynak/ Chicagoland

THROUGH JULY 13, 2025

Block Museum of Art, Northwestern University, Evanston

Science + You

THROUGH AUGUST 31, 2025

Kohl Children's Museum, Glenview

Butterflies & Blooms

THROUGH SEPTEMBER 1, 2025

Chicago Botanic Garden, Glencoe

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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