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Search filters: Events in Chicago, Illinois.

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Featured Events

May 16 - 17, 2026

springfieldoldcapitolartfair.org

(734) 546-1200
Old State Capitol Plaza - Springfield, IL

The Old Capitol Art Fair is a juried fair dedicated to top quality and media variety, including acrylic, ceramics, glass, oil, metal, fiber, sculpture, wood, jewelry, drawing, photography, mixed media, watercolor and more. In addition to a premium fair with many amenities, the Art Fair boasts $15,000 in artist awards, a catered evening Artist and Patron party, a unique Children's Tent to encourage the young collector, food court, and live music.

May 23 - 24, 2026

prairiecenter.org/programs/prairie-arts-fes..

(847) 923-3605
Al Larson Prairie Center for the Arts - Schaumburg, IL

An outdoor fine art & fine craft exhibition and sale featuring artists, food truck vendors, live entertainment and children's activities. Free admission and parking. Featured art includes: clay/pottery, digital, drawing, fiber, furniture, glass, jewelry, leather, metal, mixed media 2D, mixed media 3D, musical instruments, natural materials, painting (including acrylic, gouache, oil, pastel, watercolor), paper, photography, printmaking, sculpture, and wood all crafted by the artist.

June 13 - 14, 2026

northshoreartleague.org

(847) 446-2870
Hubbard Woods Park - Winnetka, IL

The North Shore Art League is excited for our annual juried fine art fair taking place in Hubbard Woods Park. Winnetka is a charming upscale Chicagoland destination, highly sought after zip code, located along the shores of Lake Michigan. This boutique show offers great visibility, enthusiastic buyers, and free parking. Art in the Village is located in the community where the League began over 101 years ago! As a beloved community asset, the League has been an instrumental force in the creative arts throughout the Chicagoland area.

July 11 - 12, 2026

craftproductionsinc.com

(815) 878-2728
Downtown - La Grange, IL

Named one of the Top 20 craft shows in the US by Sunshine Artist Magazine! This long-running show is a summer tradition and a crowd favorite. La Grange is our largest, and best-attended outdoor show, with thousands of loyal customers that visit every year. La Grange, IL is a vibrant community located just 15 miles SW of Chicago. The La Grange Craft Fair is held in the heart of their popular downtown district filled with restaurants and boutiques. The La Grange Road Metra stop drops customers off just steps away.

August 8, 2026

sidestreetstudioarts.org/area22

(847) 429-2276x 706
Riverside Drive - Elgin, IL

Get ready for AREA 22! On August 8th from 1–7PM, Riverside Drive in downtown Elgin transforms into a hub for art, creativity, and community. Presented by Side Street Studio Arts, AREA 22 brings together fine art, handmade goods, and unique, unexpected work from artists across the region. Enjoy live art and sculpture, great food and drinks, and entertainment for all ages. Pet-friendly, free admission, free parking, rain or shine. AREA 22 is a creative experience you won't want to miss.

August 29 - 30, 2026

craftproductionsinc.com

(815) 878-2728
Camp Big Timber - Elgin, IL

Join us at Lambs Farm Summertime Craft Fest! This 2 day show is held in a beautiful, park-like setting at Camp Big Timber in Elgin, IL. Summertime Craft Fest is a paid admission fundraiser, benefiting two wonderful non-profits, Lambs Farm and the Three Fires Council. The festival features a craft show with 150+ booths, food trucks, music, and a beer + wine garden. Parts of the show have room to park 1 vehicle directly behind your booth for an additional $40.

September 5 - 7, 2026

villageofschaumburg.com/our-village/events/..

(847) 923-3605
Al Larson Prairie Center for the Arts - Schaumburg, IL

An outdoor festival featuring an arts & crafts show, carnival, entertainment on 3 stages, craft beer & wine garden, Taste of Schaumburg, Taste of Schaumburg's Not-for-Profit Day, Bingo, drone display on Sunday evening & Labor Day parade. Admission, shuttle bus service, and all general admission lawn seating for musical acts are FREE!

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Chicago Winter Whiskey Tasting Festival
January 2027 (dates not updated)

Chicago Winter Whiskey Tasting Festival

King's, Chicago, IL

Status: Updated 12/11/2025

There will be 1 stage with International, National, Regional and Local talent. The entertainment will be Americana.
  • # of Exhibitors: 5
  • Juried: no
  • Prize Money:
Chicago Winter Tequila Tasting Festival
February 2027 (dates not updated)

Chicago Winter Tequila Tasting Festival

King's, Chicago, IL

Status: Updated 12/22/2025

There will be 1 stage with International, National, Regional and Local talent. The entertainment will be Alternative and Americana, and there will be other activities like food + drink, festival, tequila, tasting, chicago, tickets, event.
  • # of Exhibitors: 2
  • Juried: no
  • Prize Money: na
University of Chicago Folk Festival
February 2027 (dates not updated)

University of Chicago Folk Festival

University of Chicago Mandel Hall, Chicago, IL

Status: Updated 12/22/2025

There will be 1 stage with International, National, Regional and Local talent. The entertainment will be Americana, Bluegrass, Blues, Cajun/Zydeco, Country, Folk, Latin, Old-time, Roots, Swing and Variety.
  • # of Exhibitors: na
  • Juried: no
  • Prize Money:
April 18 - 25, 2026

Nettlehorst French Market - April

Nettelhorst School, Chicago, IL

Status: Updated 3/27/2026

  • # of Exhibitors: tba
  • Juried:
  • Prize Money: na
April 24 - 26, 2026

One of a Kind Spring Show and Sale Chicago

The Merchandise Mart, Chicago, IL

Status: Updated 6/5/2025

There will be 1 stage with Local talent. The entertainment will be Alternative, Blues, Children's, Folk and Jazz.
  • # of Exhibitors: 300
  • Juried: yes
  • Prize Money: na
Nettlehorst French Market - May
May 2026 (dates not updated)

Nettlehorst French Market - May

Nettelhorst School, Chicago, IL

Status: Updated 3/4/2025

  • # of Exhibitors: tba
  • Juried:
  • Prize Money: na
May 10 - October 25, 2026

Logan Square Outdoor Farmers Market

Logan Square, Chicago, IL

Status: Updated 2/16/2026

There will be 1 stage with Local talent. The entertainment will be Alternative, Bluegrass, Blues, Cajun/Zydeco, Children's, Country, Folk, Jazz, Latin, New Age, Old-time, R & B/Soul, Reggae, Rock and Rockabilly, and there will be other activities like "little peas" kids events.
  • # of Exhibitors: tba
  • Juried: no
  • Prize Money: na
May 15 - 17, 2026

Chicago Mayfest

1000 W. Armitage Ave, Chicago, IL

Status: Updated 3/18/2026

There will be 1 stage with National, Regional and Local talent. The entertainment will be R & B/Soul, Rock and Top Forty/Pop, and there will be other activities like chicago dog expo & pet parade, kids day america, and the hometown heroes.
  • # of Exhibitors: 20
  • Juried: no
  • Prize Money: na
Renegade Craft Fair - Chicago
May 2026 (dates not updated)

Renegade Craft Fair - Chicago

Andersonville, Chicago, IL

Status: Updated 1/17/2025

  • # of Exhibitors: 350+
  • Juried: yes
  • Prize Money: na
Belmont-Sheffield Music Festival
May 2026 (dates not updated)

Belmont-Sheffield Music Festival

Sheffield and Belmont Streets, Chicago, IL

Status: Updated 3/25/2025

There will be 1 stage with National, Regional and Local talent. The entertainment will be Alternative and Rock.
  • # of Exhibitors: 40
  • Juried: no
  • Prize Money: na
Randolph Street Market - May
May 2026 (dates not updated)

Randolph Street Market - May

1341 W Randolph St, Chicago, IL

Status: Updated 4/2/2025

  • # of Exhibitors: 250
  • Juried: yes
  • Prize Money: na
May 29 - 31, 2026

Do-Division Street Fest

Division Street Between Damen and Leavitt, Chicago, IL

Status: Updated 1/27/2026

There will be 2 stages with International, National, Regional and Local talent. The entertainment will be Variety.
  • # of Exhibitors: 200
  • Juried: yes
  • Prize Money: na
June 4 - 7, 2026

Chicago Blues Festival

Millennium Park, Chicago, IL

Status: Updated 3/2/2026

There will be 3 stages with National, Regional and Local talent. The entertainment will be Blues and R & B/Soul.
  • # of Exhibitors: na
  • Juried: no
  • Prize Money:
June 5 - 7, 2026

Ribfest Chicago

Northcenter Neighborhood, Chicago, IL

Status: Updated 3/3/2026

There will be 2 stages with International, National, Regional and Local talent. The entertainment will be Alternative, Americana, Rock, Roots and Variety, and there will be other activities like games, family activities, storytellers, theater, dance (for kids' square)
  • # of Exhibitors: 15
  • Juried: no
  • Prize Money: na
June 6 - 7, 2026

Fifty-Seventh Street Art Fair

Hyde Park Neighborhood, Chicago, IL Or Online at

Status: Updated 11/5/2025

  • # of Exhibitors: 260
  • Juried: yes
  • Prize Money: $5,000
Lincoln Park Greek Fest
June 2026 (dates not updated)

Lincoln Park Greek Fest

Saint George Greek Orthodox Church, Chicago, IL

Status: Updated 3/11/2025

There will be 1 stage with Local talent. The entertainment will be Dance Troupe and Tribute Band.
  • # of Exhibitors: tba
  • Juried: no
  • Prize Money: na
Gold Coast Art Fair
June 2026 (dates not updated)

Gold Coast Art Fair

Butler Field, Grant Park, Chicago, IL

Status: Updated 4/2/2025

There will be 3 stages with Regional and Local talent. The entertainment will be Variety.
  • # of Exhibitors: 250
  • Juried: yes
  • Prize Money: na
Nettlehorst French Market - June
June 2026 (dates not updated)

Nettlehorst French Market - June

Nettelhorst School, Chicago, IL

Status: Updated 4/11/2025

  • # of Exhibitors: tba
  • Juried:
  • Prize Money: na
June 12 - 14, 2026

Andersonville Midsommarfest

Andersonville, Chicago, IL

Status: Updated 3/3/2026

There will be 4 stages with National, Regional and Local talent. The entertainment will be Bluegrass, Children's, Country, Electronic, Ethnic, Folk, Rock and Variety.
  • # of Exhibitors: 75
  • Juried: yes
  • Prize Money: na
June 13 - 14, 2026

Wells Street Art Festival

Wells Street & North Avenue, Chicago, IL

Status: Updated 10/22/2025

There will be 1 stage with National, Regional and Local talent. The entertainment will be Blues, Folk and Rock, and there will be other activities like silent art auction.
  • # of Exhibitors: 250
  • Juried: yes
  • Prize Money: na
June 13 - 14, 2026

Old Town Art Fair

Old Town Triangle District, Chicago, IL

Status: Updated 3/30/2026

There will be 1 stage with Local talent. The entertainment will be Bluegrass, Blues, Cajun/Zydeco, Face Painting, Folk, Jazz and R & B/Soul, and there will be other activities like children's activities, garden walk, food court.
  • # of Exhibitors: 220
  • Juried: yes
  • Prize Money: $6,500 Total
June 19 - 21, 2026

Taste of Randolph Street

West Loop, Chicago, IL

Status: Updated 3/3/2026

There will be 2 stages with National, Regional and Local talent. The entertainment will be Bluegrass, Blues, Children's, Country, Folk, Rock, Top Forty/Pop and Variety.
  • # of Exhibitors: tba
  • Juried: yes
  • Prize Money: na
Chicago Pride Fest
June 2026 (dates not updated)

Chicago Pride Fest

Downtown, Chicago, IL

Status: Updated 3/25/2025

There will be 2 stages with National, Regional and Local talent. The entertainment will be Alternative, Blues, DJ/Dance/Techno, Folk and Rock.
  • # of Exhibitors: 40
  • Juried: yes
  • Prize Money: na
June 26 - 28, 2026

Logan Square Arts Festival

Logan Square Centennial Monument, Chicago, IL

Status: Updated 3/16/2026

There will be 2 stages with Regional and Local talent. The entertainment will be Alternative, Americana, Blues, DJ/Dance/Techno, Electronic, Ethnic, Rock, Roots and Top Forty/Pop, and there will be other activities like kids area; pet area.
  • # of Exhibitors: 55
  • Juried: no
  • Prize Money: na