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Festivals in Chicago, IL.
Festivals, Music Festivals, Wine-Beer Events

Featured Events

June 20 - October 31, 2026

brookfieldfarmers.com

(773) 329-5515
Brookfield Illinois, Kiwanis Park - Brookfield, IL

We proudly accept SNAP and Link Match benefits, helping make fresh, local products accessible to everyone in our community. The Brookfield Farmers Market features more than 75 vendors each week, with over 150 vendors participating throughout the season through our rotating vendor program. In addition to local farmers, food producers, artisans, and small businesses, we host a Young Entrepreneurs Market for youth ages 16 and under. This special market section provides young business owners the opportunity to gain real-world experience in entrepreneurship, customer service, marketing, and money management while selling their own handmade and app

June 26 - 28, 2026

logansquareaf.com

(773) 878-2900
Logan Square Centennial Monument - Chicago, IL

Back in 2026! A celebration of the art, music and culture of Logan Square. This event has moved to the square and is getting back to its roots! With a great lineup of music and food and local craft vendors, it is a do not miss!

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 22 - 23, 2026

downtownglenellyn.com/festival-of-the-arts

(630) 943-0643
Lake Ellyn - Glen Ellyn, IL

This is a juried fine arts show held in the Chicago western suburb of Glen Ellyn. All booth spaces are along a concrete walkway that winds through century-old oak trees surrounding picturesque Lake Ellyn. This year we will continue to limit the number of artists to 70 to concentrate all artist booths along the main path between the main entrance and the boathouse area.

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!

September 19 - 20, 2026

brookfieldchamber.net/brookfield-arts

(773) 329-5515
Brookfield Illinois, Kiwanis Park - Brookfield, IL

The Brookfield Creative Arts Festival is a lively two-day celebration of creativity, culture, and community in the heart of Brookfield. Where artists, makers, performers, and creatives from across the region will transform Brookfield into an inspiring outdoor gallery and creative marketplace, featuring original artwork, live music, theater, dance, interactive demonstrations, and a wide range of family-friendly activities for

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Events in Chicago, IL — upcoming

June 6 - 27, 2026

Nettlehorst French Market - June

Nettelhorst School, Chicago, IL

Status: Updated 6/4/2026

A Farmers Market organized by Bensidoun USA Inc.
This Illinois Farmers Market will have commercial/retail, corp./information, crafts and homegrown products exhibitors, and tba food booths.
June 27 - 28, 2026

Millennium Art Festival

On Lake Street at Michigan Avenue, Chicago, IL

Status: Updated 5/22/2026

An Art Show organized by Amdur Productions, Inc..
This Illinois Art Show will have crafts, fine art and fine craft exhibitors, and no food booths. There will be 1 stage with Local talent and the hours will be .
Chicago Music Awards
July 2026 (dates not updated)

Chicago Music Awards

Park 540-, Chicago, IL Or Online at

Status: Updated 2/17/2025

A Festival Concert organized by Martins' International Foundation.
This Illinois Festival Concert will have antique/collectibles, commercial/retail, corp./information, crafts, fine art and homegrown products exhibitors, and no food booths. There will be 1 stage with Regional and Local talent and the hours will be Fri 12pm-10pm. Admission tickets are $15 - $100.
July 10 - 12, 2026

Square Roots

Lincoln Square Neighborhood, Chicago, IL

Status: Updated 4/16/2026

A Festival organized by Lincoln Square Chamber/Old Town School of Folk Music.
This Illinois Festival will have commercial/retail and corp./information exhibitors, and 20 food booths. There will be 4 stages with International, National, Regional and Local talent and the hours will be Fri 5pm-10pm; Sat 12pm-10pm; Sun 12pm-9pm. Admission tickets are $5 - $20. This event will also include: instrument petting zoo, games, demos, kids area.
July 11 - 12, 2026

Southport Art Fest

Downtown, Chicago, IL

Status: Updated 4/16/2026

A Festival organized by Amdur Productions, Inc..
This Illinois Festival will have crafts, fine art and fine craft exhibitors, and no food booths. There will be 3 stages with National, Regional and Local talent and the hours will be Sat 10am-7pm; Sun 10am-6pm.
Chicago Market For Makers - July
July 2026 (dates not updated)

Chicago Market For Makers - July

Artifact Event Center, Chicago, IL

Status: Updated 6/17/2025

A Craft Show organized by Markets For Makers.
This Illinois Craft Show will have antique/collectibles, commercial/retail, corp./information, crafts and flea market exhibitors, and no food booths. Admission tickets are $8 - $15.
July 17 - 19, 2026

West Fest Chicago

Downtown, Chicago, IL

Status: Updated 5/14/2026

A Festival organized by West Town Chicago Chamber of Commerce.
This Illinois Festival will have antique/collectibles, commercial/retail, corp./information, crafts, film, fine art, fine craft, flea market and homegrown products exhibitors, and 10 food booths. There will be 2 stages with International, National, Regional and Local talent and the hours will be Fri 5pm-10pm; Sat-Sun 12pm-10pm. This event will also include: kid area, pet area.
July 18 - 19, 2026

Ravenswood on Tap

Ravenswood, Chicago, IL

Status: Updated 10/14/2025

A Festival organized by Criterion Productions, LLC.
This Illinois Festival will have antique/collectibles, commercial/retail, corp./information, crafts, film, fine art, fine craft and homegrown products exhibitors, and 4 food booths. There will be 1 stage with Local talent and the hours will be Sat 12pm-10pm; Sun 12pm-6pm.
July 24 - 25, 2026

Chicago Gospel Music Experience

Millennium Park, Chicago, IL

Status: Updated 5/19/2026

A Festival organized by Department of Cultural Affairs and Special Events.
This Illinois Festival will have no exhibit booths and no food booths. There will be 1 stage with Local talent and the hours will be Fri-Sat 11am-9pm.
July 25, 2026

Trending - 2026 Chicago Summer Tequila Tasting Festival

The Boss Bar, Chicago, IL

Status: Updated 6/8/2026

A Festival organized by Social Scene.
This Illinois Festival will have commercial/retail exhibitors and 2 food booths. There will be 1 stage with International, National, Regional and Local talent and the hours will be Sat 2:30pm-6pm. Admission tickets are $20 - $85.
Nettlehorst French Market - July
July 2026 (dates not updated)

Nettlehorst French Market - July

Nettelhorst School, Chicago, IL

Status: Updated 3/19/2025

A Farmers Market organized by Bensidoun USA Inc.
This Illinois Farmers Market will have commercial/retail, corp./information, crafts and homegrown products exhibitors, and tba food booths.
July 24 - 26, 2026

Wicker Park Festival

Wicker Park, Chicago, IL

Status: Updated 3/16/2026

A Festival organized by Criterion Productions, LLC.
This Illinois Festival will have antique/collectibles, commercial/retail, corp./information, crafts, fine art, fine craft, flea market and homegrown products exhibitors, and 12 food booths. There will be 3 stages with National, Regional and Local talent and the hours will be Fri 5pm-10pm; Sat-Sun 12pm-10pm.
July 24 - 26, 2026

Taste of Lincoln Avenue

Lincoln Avenue, Chicago, IL

Status: Updated 6/10/2026

A Festival organized by Wrightwood Neighbors Association.
This Illinois Festival will have antique/collectibles, commercial/retail, crafts, fine art and fine craft exhibitors, and 20 food booths. There will be 2 stages with National, Regional and Local talent and the hours will be Fri 3pm-10pm; Sat-Sun 12pm-10pm. Admission tickets are $tba.
Chicago Summer Tequila Tasting Festival
July 2026 (dates not updated)

Chicago Summer Tequila Tasting Festival

Downtown Chicago, Chicago, IL

Status: Updated 3/12/2025

A Festival organized by Social Scene.
This Illinois Festival will have commercial/retail exhibitors and 2 food booths. There will be 1 stage with International, National, Regional and Local talent and the hours will be Sat 2:30pm-6pm. Admission tickets are $15 - $80.
JEFF Fest
August 2026 (dates not updated)

JEFF Fest

Jefferson Memorial Park, Chicago, IL

Status: Updated 3/25/2025

A Music Festival organized by Chicago Special Events Management.
This Illinois Music Festival will have commercial/retail and crafts exhibitors, and tba food booths. There will be 1 stage with National, Regional and Local talent and the hours will be Fri 5pm-10pm; Sat 2pm-10pm.
Dancing in the Streets
August 2026 (dates not updated)

Dancing in the Streets

1725 W Hubbard, Chicago, IL

Status: Updated 2/18/2025

A Festival organized by West Town Chicago Chamber of Commerce.
This Illinois Festival will have antique/collectibles, commercial/retail, corp./information, crafts, film, fine art, fine craft and homegrown products exhibitors, and 6 food booths. There will be 1 stage with National, Regional and Local talent and the hours will be Fri 5pm-10pm; Sat-Sun 12pm-10pm.
August 7 - 9, 2026

Northalsted Market Days

Downtown, Chicago, IL

Status: Updated 3/3/2026

A Festival organized by Northalsted Area Merchants Association.
This Illinois Festival will have commercial/retail, corp./information, crafts, fine art and fine craft exhibitors, and 30 food booths. There will be 5 stages with National, Regional and Local talent and the hours will be . Admission tickets are $10.
August 13 - 16, 2026

Taylor Street Festa Italiana

Little Italy - Taylor Street, Chicago, IL

Status: Updated 2/12/2026

A Festival organized by Onesti Entertainment.
This Illinois Festival will have antique/collectibles, corp./information, crafts, fine art and fine craft exhibitors, and 20 food booths. There will be 5 stages with International, National, Regional and Local talent and the hours will be Thu-Fri 5pm-10pm; Sat-Sun 12pm-10pm. This event will also include: carnival, games, magicians, cocktails.
August 15 - 16, 2026

Ukrainian Village Fest

Ukrainian Village, Chicago, IL

Status: Updated 6/23/2026

A Festival organized by Ukrainian Village Fest.
This Illinois Festival will have antique/collectibles, corp./information, crafts, fine art and fine craft exhibitors, and 10 food booths. There will be 1 stage with International talent and the hours will be . This event will also include: big dance floor, dancing under a big tent.
August 22, 2026

Best Deal - Chicago - Summer Whiskey Tasting Festival

Kings Dining & Entertainment, Chicago, IL

Status: Updated 6/20/2026

A Festival organized by Social Scene.
This Illinois Festival will have antique/collectibles and commercial/retail exhibitors, and 2 food booths. There will be 1 stage with National, Regional and Local talent and the hours will be Sat 2:30pm-6pm. Admission tickets are $20 - $85. This event will also include summer whiskey tasting.
Chicago Summer Whiskey Tasting Festival
August 2026 (dates not updated)

Chicago Summer Whiskey Tasting Festival

Galeria Chicago, Chicago, IL

Status: Updated 6/1/2025

A Festival organized by Social Scene.
This Illinois Festival will have antique/collectibles and commercial/retail exhibitors, and 2 food booths. There will be 1 stage with International, National, Regional and Local talent and the hours will be Sat 2:30pm-6pm. Admission tickets are $20 - $90.
Nettlehorst French Market - August
August 2026 (dates not updated)

Nettlehorst French Market - August

Nettelhorst School, Chicago, IL

Status: Updated 6/2/2025

A Farmers Market organized by Bensidoun USA Inc.
This Illinois Farmers Market will have commercial/retail, corp./information, crafts and homegrown products exhibitors, and tba food booths.
August 28 - 30, 2026

Edgewater Music Fest

5800-5930 N Broadway, Chicago, IL

Status: Updated 4/1/2026

A Festival organized by Criterion Productions, LLC.
This Illinois Festival will have antique/collectibles, commercial/retail, corp./information, crafts, film, fine art, fine craft and homegrown products exhibitors, and 10 food booths. There will be 2 stages with Regional and Local talent and the hours will be Fri 5pm-10pm; Sat-Sun 12pm-10pm.