Spring energy is in the air, and May is packed with reasons to get out and enjoy it. Celebrate Mom, check out a buzzworthy street art installation at Chicago Botanic Garden, browse markets, and soak up the season at festivals and shows all month long. Click here to see what else is blooming on Chicago’s North Shore this season.

Mother’s Day on the North Shore

Sunday, May 11


This Mother’s Day, treat Mom to a day she’ll never forget! Start with a delicious brunch, then surprise her with a thoughtful gift she’ll love. Whether it’s spa pampering, unique finds from local shops, or a fun family outing, Chicago’s North Shore has everything to make her feel like the queen she is!

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Greg Goya Makes U.S. Debut at Chicago Botanic Garden

Saturday, May 10 - Saturday, May 17

Chicago Botanic Garden | 1000 Lake Cook Rd., Glencoe


Italian street artist Greg Goya debuts three interactive installations at the Chicago Botanic Garden this May, Home is Whenever I'm with You (May 10, 3-6pm), Love Emergency (May 14, 3-6pm) and Ever After (Ma 17, 3-6pm). These art performances will explore love, emotion and the changing seasons. Each piece invites visitors to become part of the experience. 

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Celebrate Spring at Downtown Evanston's Sip & Stroll on May 8!

Meet up with friends and family to explore local businesses offering sips of wine and bubbly, and other beverages while you shop!

Evanston Made Maker's Market

Sunday, May 4

Maple Street Garage | 1800 Maple St., Evanston



Come experience one of Evanston's most accessible and fun community art and shopping events! Taking place outdoors, in a covered parking garage, this market features hundreds of unique and one-of-a-kind handmade goods like art, craft, wearables, jewelry, stationery, handbags and more! Shop for free, park for free and meet the makers!

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Northbrook Art in the Park

Saturday, May 10 - Sunday, May 11

Village Green | 1810 Walters Ave., Northbrook


Art in the Park returns to downtown Northbrook’s Village Green Park from 10am to 5pm each day! More than 80 artists will show and sell their beautiful creations, including paintings, sculptures, jewelry, ceramics, and more. Live music in the gazebo, festival food, and youth art activities make this a family-friendly event for all.

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Skokie Festival of Cultures, May 17–18

Celebrate Skokie's tremendous diversity at the Skokie Festival of Cultures, Saturday & Sunday, May 18–19, 11am to 6pm at Oakton Park.

50th Annual Mother’s Day House Walk

Sunday, May 11

Evanston History Center | 225 Greenwood St., Evanston



Celebrating 50 years, this beloved tradition invites you to step inside some of Evanston’s most stunning and historically significant homes, each with a unique story to tell. These homes have been selected for their architectural significance, important histories, and stunning interiors. Treat mom (or yourself!) to a memorable day of beauty, history, and charm! 

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Evanston Arts & Craft Beverage Crawl, May 15

Visit pop-up art exhibits inside Evanston small businesses on the Main-Dempster Mile and enjoy locally made craft beverages. Click for details!

Tuesday Night Market

Tuesday, May 27

Wheeling Town Center | 375 W. Dundee Rd., Wheeling


Wheeling Town Center comes alive with Tuesday Night Markets! Bread, jams, jellies, sweet treats, specialty sauces, flowers, seasonings, candles, beverages, jewelry, home decor, and more – come stroll the plaza while enjoying samples and live music! The kick-off event is May 27, followed by the 2nd and 4th Tuesdays of June, July and August.

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Evanston Made All Member Group Show

Join for the 11th Evanston Made Member Group Show, May 30 - June 30. Opening party, May 31, 5-8pm at the Evanston Art Center.

Umbrella Arts Festival

Saturday, May 31

Evanston Fountain Square | Corner of Davis St., Orrington Ave., and Sherman Ave., Evanston


The Umbrella Arts Festival is a celebration of Asian American art, music, dance, food and culture featuring over 50 artists, artisans and food vendors, traditional and contemporary performances, and many hands-on art and cultural activities. The festival is free, and all ages are welcome to come and enjoy!

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Make a Splash This Summer!

Save up to 10% on Wheeling Park District Family Aquatic Center passes - now through May 30!

Translations

THROUGH MAY 4, 2025

Writers Theatre, Glencoe

Man of La Mancha

THROUGH MAY 4, 2025

Wirtz Center for the Performing Arts, Northwestern University, Evanston

A Tale of Peter Rabbit

THROUGH MAY 11, 2025

Wirtz Center for the Performing Arts, Northwestern University, Evanston

Prayer for the French Republic

THROUGH MAY 18, 2025

Northlight Theatre, Skokie

Inside/Out Exhibition

THROUGH MAY 31, 2025

The Grove Gallery, Evanston

Book of Liv's - A One Woman Show

MAY 1, 2025

Oil Lamp Theatre, Glenview

Stop Making Sense: A Film by Jonathan Demme and Talking Heads

MAY 1, 2025

North Shore Center for the Performing Arts, Skokie

Westfield Old Orchard Mother's Day Shop

MAY 1-11, 2025

Westfield Old Orchard, Skokie

Phil Cook

MAY 2, 2025

Evanston SPACE, Evanston

The Comedy Nosh - Headliner: Ken Garr

MAY 2, 2025

Max & Benny's Restaurant Deli & Bakery, Northbrook

Jahari Stampley Trio

MAY 2, 2025

Ravinia Festival, Highland Park

Geezer Coffee Comedy Show

MAY 2, 2025

Oil Lamp Theatre, Glenview

The Arcadian Wild

MAY 3, 2025

North Shore Center for the Performing Arts, Skokie

Evanston Made - First Saturdays Evanston Art Events

MAY 3, 2025

Various Locations, Downtown Evanston

Flea Market Frenzy

MAY 3, 2025

Oakton Community Center, Skokie

Chicago Tempest vs Bay Breakers

MAY 3, 2025

Northwestern Medicine Field at Martin Stadium, Evanston

May Art & Wine Night f. Virginia O. Roeder and Komal Wadhwa

MAY 3, 2025

Creative Coworking, Evanston

Kneebody

MAY 3, 2025

Evanston SPACE, Evanston

WindSync

MAY 3, 2025

Ravinia Festival, Highland Park

Kevin Wood - Time in a Bottle

MAY 3, 2025

Oil Lamp Theatre, Glenview

Central States Dahlia Society Sale

MAY 3-4, 2025

Chicago Botanic Garden, Glencoe

Downtown Evanston Farmers Market

MAY 3, 2025 - NOVEMBER 1, 2025

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

Evanston Made Maker's Market

MAY 4, 2025

Maple Street Garage, Downtown Evanston

Deb Talan

MAY 4, 2025

Evanston SPACE, Evanston

Black Oak Ensemble

MAY 4, 2025

Ravinia Festival, Highland Park

Telling Stories

MAY 4, 2025

Oil Lamp Theatre, Glenview

Touch-a-Truck Family Festival

MAY 4, 2025

Kohl Children's Museum, Glenview

May Free Day - Indigenous Artist Market Pop-Up

MAY 7, 2025

Gichigamiin Indigenous Nations Museum, Evanston

Downtown Evanston Spring Sip 'N Stroll

MAY 8, 2025

Various Locations, Downtown Evanston

Live at Studio5! Orbert Davis Sextet: Davis Plays Davis

MAY 9, 2025

Studio5 Performing Arts Center, Evanston

Nora O'Connor & Angela James

MAY 9, 2025

Evanston SPACE, Evanston

Old Fashioned Magic

MAY 9-10, 2025

Oil Lamp Theatre, Glenview

Josh Radnor - SOLD OUT

MAY 10, 2025

Evanston SPACE, Evanston

The Grove Mother's Day Tea

MAY 10, 2025

The Grove National Historic Landmark, Glenview

Northbrook Art in the Park

MAY 10-11, 2025

Village Green, Northbrook

Music of the Baroque: Celestial Voices

MAY 11, 2025

Saints Faith Hope and Charity Catholic Church, Winnetka

Nefesh Mountain

MAY 11, 2025

Evanston SPACE, Evanston

50th Annual Mother’s Day House Walk

MAY 11, 2025

Evanston History Center, Evanston

Taylor Shines - The Laser Spectacular

MAY 11, 2025

North Shore Center for the Performing Arts, Skokie

Sip & Shop with Staging Spaces at Wayfair!

MAY 15, 2025

Wayfair, Edens Plaza, Wilmette

Northbrook Theatre - School of Rock - The Musical

MAY 15, 2025

Northbrook Theatre, Northbrook

The Home Tour 2025

MAY 15, 2025

Winnetka Community House, Winnetka

Karla Bonoff

MAY 15, 2025

Evanston SPACE, Evanston

Evanston Arts & Craft Beverage Crawl

MAY 15, 2025

The Main-Dempster Mile, Evanston

Live at Studio5! Paul Marinaro and Ben Lewis

MAY 16, 2025

Studio5 Performing Arts Center, Evanston

Dan Penn and Spooner Oldham

MAY 16, 2025

Evanston SPACE, Evanston

Mancub

MAY 16-18, 2025

Wirtz Center for the Performing Arts, Northwestern University, Evanston

Rodney Cowell w.Laurel Lewis

MAY 17, 2025

Evanston SPACE, Evanston

Flea Market

MAY 17, 2025

Robert Crown, Tennis Courts off Lee St., Evanston

Jazz and Bloom

MAY 17, 2025

Oil Lamp Theatre, Glenview

Skokie Festival of Cultures

MAY 17-18, 2025

Oakton Park, Skokie

Strawberry Fest

MAY 17-18, 2025

Chalet Home + Garden, Wilmette

GLI Carfest

MAY 18, 2025

Church St. and Colonial Court Parking Lot, Downtown Glenview

Mary Fahl

MAY 18, 2025

Evanston SPACE, Evanston

2nd Annual Grill Fest

MAY 18, 2025

Abt Electronics, Glenview

Glenn Miller Orchestra

MAY 20, 2025

North Shore Center for the Performing Arts, Skokie

Sip & Stitch Craft Night at Wayfair

MAY 21, 2025

Wayfair, Eden's Plaza, Wilmette

Live at Studio5! The Last Word

MAY 23, 2025

Studio5 Performing Arts Center, Evanston

As it is in Heaven

MAY 23, 2025 - JUNE 1, 2025

Wirtz Center for the Performing Arts, Northwestern University, Evanston

Diana

MAY 23, 2025 - JULY 6, 2025

Theo Ubique Cabaret Theatre, Evanston

Metropolitan Jazz Octet w. Dee Alexander

MAY 25, 2025

Evanston SPACE, Evanston

Coffee & Classics

MAY 25, 2025

111 N. Green Bay Rd., Winnetka

Butterflies & Blooms

MAY 26, 2025 - SEPTEMBER 1, 2025

Chicago Botanic Garden, Glencoe

Wheeling Town Center Tuesday Night Market

MAY 27, 2025

Wheeling Town Center, Wheeling

The Wildwoods

MAY 30, 2025

Evanston SPACE, Evanston

Joshua Ray Walker w. Boy Golden

MAY 31, 2025

Evanston SPACE, Evanston

Umbrella Arts Festival 2025

MAY 31, 2025

Fountain Square, Downtown Evanston

Winnetka Farmers Market

MAY 31, 2025 - OCTOBER 25, 2025

Winnetka Metra Train Station, Winnetka

Shtetl in the Sun Andy Sweet’s South Beach 1977-1980

THROUGH JUNE 1, 2025

Illinois Holocaust Museum, Skokie

Resilience - A Sansei Sense of Legacy

THROUGH JUNE 1, 2025

Illinois Holocaust Museum, Skokie

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

Wilmette French Market

THROUGH NOVEMBER 1, 2025

Just East of the Wilmette Metra Station, Wilmette

Living Stories Contemporary Woodland Native American Art

THROUGH JANUARY 1, 2026

Gichigamiin Indigenous Nations Museum, Evanston


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