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Upcoming events in Illinois

248 listed. Page 6 of 11

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Sep 18–19, 2026 Belleville, IL

45th Annual Belleville Oktoberfest

Organizer Oktoberfest of Belleville ILUnclaimed

Belleville's 45th Annual Oktoberfest is a vibrant, heritage-rich festival celebrating local culture and community. From authentic German culinary delights and lively musical performances to charming competitions and engaging family events - all nestled in the heart of downtown Belleville. It's a joyous, 2 Day, Free entry celebration where every activity helps support community organizations behind the scenes.

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Closed Sep 1, 2026

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Sep 18–20, 2026 Chicago, IL

Retro on Roscoe 2026

Organizer Special Events ManagementUnclaimed

Details Friday, September 18, 2026 | 5:00pm to 10:00pm Saturday, September 19, 2026 | 12:00pm to 10:00pm Sunday, September 20, 2026 | 12:00pm to 8:00pm Retro on Roscoe (Sept 18-20, 2026) – A Blast from the Past in the Heart of Chicago! Get ready to time-travel at Retro on Roscoe, one of Chicago’s most beloved street festivals, happening September 18-20 in the charming Roscoe Village! This throwback extravaganza is packed with live music, classic car shows, vintage shopping, and old-school fun for all ages. Stroll down Roscoe Street and soak in the nostalgic vibes, from decades-spanning hits on multiple stages to rows of rare and restored classic cars gleaming in the sun. Indulge in delicious eats from top local vendors, sip on craft beer, and let the kids enjoy the family-friendly games and activities in the dedicated children’s area. Whether you’re a rock ‘n’ roll fanatic, a vintage lover, or just here for the good times, Retro on Roscoe is your ticket to a fun-filled weekend of music, memories, and retro magic!

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Closed Sep 7, 2026

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Sep 19–20, 2026 Chicago, IL

World Dumpling Festival 2026

Organizer Special Events ManagementUnclaimed

Sat, September 19, 2026| 11am to 10pm Sun, September 20, 2026 | 11am to 8pm World Dumpling Fest celebrates diverse cultures throughout Chicago and the world with music, dance, and of course, dumplings! The Chicago Cultural Alliance is excited to host their sixth annual World Dumpling Fest in it’s new Lincoln Park home. This all-ages event features food, music, and local small businesses sharing their cultural identities through their respective crafts. World Dumpling Fest features diverse cultural “dumplings” from +10 neighborhood-based restaurants in and around Chicago. World Dumpling Fest is a fundraiser held to support the work of the Chicago Cultural Alliance with the mission of supporting, promoting, and advocating for over 40 centers of cultural heritage from around the Chicagoland area.

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Closed Aug 30, 2026

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Sep 19, 2026 Naperville, IL

Naperville Artisan Market - Fall Market

Organizer Naperville Artisan MarketUnclaimed

Fall Market: Sep 19-20, 2026 Market Hours: Sat-Sun, 10am-4pm CityGate Centre2135 CityGate Lane, Naperville, IL Apply to be Vendor RSVP – Free Admission Contact Us Our outdoor markets in Naperville, IL showcase the Midwest’s finest artisans in fashion, food, home goods + art – with 120+ artisans per market. This curated, 2-day outdoor market celebrates […]

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Sep 25, 2026 Chicago, IL

St. Alphonsus Oktoberfest

Organizer St. Alphonsus ParishUnclaimed

Bring on autumn and pull out the lederhosen! One of Chicago’s most popular celebrations of fall and all things Bavarian — Oktoberfest Chicago at St. Alphonsus — returns for its 24th year of seasonal revelry. Oktoberfest at St. Alphonsus has grown tremendously since its inception, expanding from a parking lot in West Lakeview into Southport and neighboring streets for 3 days of beer, brats, bands, and all things Bavarian. Two stages host some of Chicago’s favorite festival bands including 16 Candles, Polkaholics, and School of Rock. It takes more than 500 volunteers to make our ‘Fest a success. Volunteering for Oktoberfest is a great way to help out the community, make new friends, and have a lot of fun! Volunteers are involved in serving food and beer, selling tickets, and more. All volunteers will be emailed their fact sheet/training guide upon signing up. All volunteers who are 21 a...

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Sep 25–26, 2026 Mt Vernon, IL

Mt. Vernon Fall Fest 2026

Organizer Mt. Vernon Festivals, Inc.Unclaimed

Mt. Vernon's largest festival is close at hand! Don't miss the 14th annual Mt. Vernon, Illinois Fall Festival themed "Stars Stripes & Autumn Nights" on September 25th and September 26th! Free live entertainment sponsored by Continental Tire both days on the SSM Good Samaritan Hospital main stage. Enjoy festival foods, United Way kids zone complete with free lazer tag, alpacas, drum showcase, and more; shop a variety of vendors in the Monken Toyota vendor marketplace, participate in the ever-growing Deaconess Illinois Crossroads parade, unwind at the Jefferson County Chamber of Commerce beer & wine garden, view meticulously maintained classic cars, motorcycles and trucks during the Cruise-In, and so much more! It's all happening downtown! Follow the link to the Mt. Vernon Festivals website for more details. Friday Entertainment 5 p.m. - We Got It Covered 7 p.m. - Icons of Country Tribute Show Saturday Entertainment 2:30 p.m. - White Trash Superstar 5 p.m. - The Rewinds 8:15 - LIT

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Closed Sep 4, 2026

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Sep 26–27, 2026 Chicago, IL

Clark Street Live

Organizer Special Events ManagementUnclaimed

Clark Street Live is a brand-new music festival bringing two days of live entertainment, food, drinks and nonstop energy to the heart of Wrigleyville. Taking place September 26 and 27 in the shadow of Wrigley Field, the festival will feature a mix of country and rock music, neighborhood favorites, local businesses and everything that makes Clark Street one of Chicago’s most exciting entertainment destinations.Guests can dance to live bands, enjoy delicious food and refreshing drinks, explore the neighborhood and experience Wrigleyville’s unmistakable festival atmosphere. Whether you come for the music, the local flavor or a full weekend out with friends, Clark Street Live is ready to turn up the volume on one of Chicago’s most iconic streets

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Closed Sep 12, 2026

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Sep 26–28, 2026 Long Grove, IL

Long Grove Apple Fest

Organizer Historic Downtown Long GroveUnclaimed

Long Grove’s Apple Fest is known for the apple pies, donuts, caramel dipped to candied apples, apple wine, sangria, and more! In addition to all of the delightful apple specialties, you can even try some options right off the menu at our local hometown restaurants.

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Closed Aug 31, 2026

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Sep 26–27, 2026 Edwardsville, IL

SIUE Arts and Craft Fair

Organizer SIUE Morris University CenterUnclaimed

Friday, Sept. 25 from 10 a.m. - 6 p.m. and Saturday Sept. 26 from 10 a.m. - 2 p.m. The SIUE Arts & Craft Fair will take place in the Morris University Center on Friday, September 25 from 10 a.m. to 6 p.m., and Saturday, September 26 from 10 a.m. to 2 p.m. This two-day event is a cherished tradition at Southern Illinois University Edwardsville and is held in conjunction with Homecoming and Family Weekend, one of the most spirited times of the year on campus. The fair is open to students, alumni, families, and community members to explore and enjoy all it has to offer. Attendees will have the opportunity to browse and shop a wide selection of local, handmade items from talented local artists and makers. Whether you're searching for a unique keepsake, a thoughtful gift, or a special Homecoming & Family Weekend memento , the Arts & Crafts Fair offers something meaningful for everyone to t...

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Sep 26–27, 2026 Peoria, IL

Peoria Fine Art Fair

Organizer Peoria Art GuildUnclaimed

All Peoria Art Guild Members get a free ticket to the Fine Art Fair and are allowed early entry on Saturday at 9 am. Get your PAG membership to take advantage this and other benefits today! A new Clear Bag policy and security check system has been instituted by the Peoria Parks Department. Attendees will be required to enter through a security check and follow the clear bag policy. You can see more about the security and clear bag policy at the Fine Art Fair here . Absolutely no skateboards, bikes, or recreational scooters/vehicles are allowed within the fairgrounds. Anyone who does not follow this policy will be asked to leave the fair. No animals are allowed within the fairgrounds with the exception of service animals. In 2026 we celebrate our 64th anniversary , marking over six decades of bringing original art to Peoria, the Peoria Art Guild Fine Art Fair is recognized nationally f...

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Sep 28 – Oct 31, 2026 Granite City, IL

Relleke Pumpkin Patch + Vendor Fair

Organizer Daphnee MoeUnclaimed

Relleke Pumpkin Patch opens pumpkin sales September 21 and its weekend festival on September 26, with a Fall Celebration for picking pumpkins and enjoying seasonal food with family. The patch is open daily from 10 a.m. to 6 p.m., and the farm also offers weekday field trips throughout October 2026.

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Oct 1–31, 2026 Springfield, IL

Illinois Product Fall Market

Organizer Illinois Department of AgricultureUnclaimed

Illinois Product Events connect local food companies with dedicated buy-local consumers. Buying local isn't just a trend; it's a commitment to supporting Illinois communities and economy. When choosing Illinois Products, you're not only getting quality goods but also contributing to the growth and vitality of Illinois. Buying Illinois Products strengthens the Illinois food system, benefits the economy, builds healthy communities, and positively impacts the environment. Illinois Product Expo at the Du Quoin State Fair - Last weekend of the Du Quoin State Fair The Illinois Product Expo has brought Illinois food companies and consumers together for over 28 years! And attracts more than 8,000 attendees and over 100 vendors. Discover new locally made products with samples, talk directly with the producers, and restock on long-time favorites. The Illinois Product Farmers Market runs weekly,...

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Oct 2–4, 2026 Grayslake, IL

Festival of Arts & Crafts Show Grayslake - October 2026

Organizer Step By Step PromotionsUnclaimed

The Festival of Arts & Crafts Show runs October 2 through 4, 2026, at the Lake County Fairgrounds and Event Center, 1060 East Peterson Road in Grayslake, Illinois, which also hosts the Lake County Fair. The fairgrounds sit roughly halfway between Chicago and Milwaukee, within walking distance of two commuter rail lines.

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Oct 2–5, 2026 Cicero, IL

Houby Festival Cicero 2026

Organizer Cicero & Berwyn Chambers of CommerceUnclaimed

Houby Fest has celebrated Czech and Slovak heritage and the annual mushroom harvest since 1968, along Austin and Cermak in Cicero's L Strip. The free, three day weekend draws an estimated 80,000 people for food booths, a carnival, arts and crafts, music and the Houby Queen Pageant, opening Thursday from noon to 10:30 p.m.

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Oct 3, 2026 Belleville, IL

Metro East Pride Fest 2026

Organizer Metro East PrideUnclaimed

Volunteers don’t just work, they make it work! Volunteers are needed in planning, promoting and running the event. There are jobs for everyone. Sign-up today if you would like to volunteer. We offer 100+ vendor spaces at the event on Main Street from food and merchandise vendors, to support groups and business partners. Reserve your spot today for 2021 Metro East Pride Fest. Metro East Pride Fest is possible due to the generous support of local businesses, organizations and individuals. There are many sponsor levels to choose from and all donations are greatly appreciated. In recognition of your Time, Support and Ecncouragement behind the scenes of Metro East Pride Metro East Pride is run solely by committed volunteers from around the Metro East region. Help us raise money for Pride Fest and the numerous activities and events that help inspire, educate and celebrate our diverse commun...

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Oct 3–4, 2026 Rockford, IL

Rockford Cider N Cinnamon Arts And Craft Fair

Organizer Rockford Cider N Cinnamon Arts And Craft FairUnclaimed

Your browser is not supported for this experience. We recommend using Chrome, Firefox, Edge, or Safari. If crisp fall air, handmade crafts, and the smell of cinnamon donuts sound like your perfect autumn day, the Cider n’ Cinnamon Craft Fair is definitely where you need to be! This Rockford tradition takes place each fall at Edgebrook Shopping Center , bringing together local makers, families, food , and live music for a weekend full of fun. For over 40 years, the fair has marked the start of fall in Rockford, featuring more than 70 booths showcasing local and regional artisans. Here you’ll find goodies like hand-poured candles, fall wreaths, painted signs, pottery, knitwear, wood furniture, homemade sweets, and plenty more. Beyond the festive vibes, the Cinnamon n’ Craft Fair is a great way to support small businesses and shop for unique gifts you probably won’t find in stores. Pro T...

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Oct 3, 2026 Park Forest, IL

Park Forest Autumn Community Market

Organizer Park Forest Autumn Community MarketUnclaimed

Create a Website Account - Manage notification subscriptions, save form progress and more. Since 1974, the Park Forest Community Market , formerly the Park Forest Farmers’ Market and Main Street Market, has connected area residents with local farmers, food vendors, artisans, and small businesses. The Market serves Park Forest and surrounding communities by providing access to local seasonal produce, baked goods, artisan crafts, eco-friendly cleaning products, jewelry, and more every Saturday from May through October. The Market accepts EBT/Link, WIC, and Senior Nutrition Coupons. The Market is open Saturdays, from 9 a.m. to 2 p.m., May 30 through Oct. 3. The Park Forest Community Market’s mission is to promote a resilient and thriving local food community by connecting all our neighbors with access to fresh, locally grown and produced foods, homemade artisanal products, handcrafted go...

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Oct 3–4, 2026 Oak Brook, IL

Oak Brook Fall Artisan Market

Organizer Oak Brook Fall Artisan MarketUnclaimed

Our outdoor markets in Oak Brook showcase the Midwest’s finest artisans in fashion, food, home & art. Our curated show celebrates the ingenuity of independently owned, small businesses who channel their passions into creating one-of-a-kind products. Each market showcases 100+ artisan-vendors — located on & around The Lawn spanning 4 areas of the shopping center. Shop with the artisans themselves – and learn how they make their unique and functional creations. Support small, local & sustainable! RSVP online in advance to let us know you’re coming, and enjoy FREE admission & parking.- Don’t miss a market! Join our VIP Invite list. (It’s free to join.) Can’t wait for our next Oak Brook Artisan Market? Visit us at one of our sister markets in Chicago , Naperville , Winnetk a & Northbrook – Click here for full calendar

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Oct 3–4, 2026 Palestine, IL

Palestine Wine and Art Festival

Organizer Palestine Wine and Art FestivalUnclaimed

The 23rd annual Palestine Wine and Art Festival runs October 3 from 11:30 am to 6 pm and October 4 from noon to 5 pm, with wine tasting glasses sold for $20 per person per day at the Fife Opera House. The 2026 festival features 15 wineries, including 4 new ones, plus artisan craft vendors, live music from Corey Evitts and The Ashes, and a car show on Sunday.

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Oct 3, 2026 Carlinville, IL

Carlinville Fall Market Days

Organizer Carlinville Fall Market DaysUnclaimed

Carlinville Market Days is a recurring vendor and craft market on the Carlinville town square, held the first Saturday of the month from April through November, generally 9 a.m. to 3 p.m. The 2026 vendor agreement is posted online for anyone who wants a booth at an upcoming date, and vendors can also reach organizer Perry Brown by phone or email to ask about joining.

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Deadline not listed

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Oct 3–4, 2026 Oak Brook, IL

Oak Brook Artisan Market

Organizer Chicago Artisan Market / Oak Brook Artisan MarketUnclaimed

Our outdoor markets in Oak Brook showcase the Midwest’s finest artisans in fashion, food, home & art. Our curated show celebrates the ingenuity of independently owned, small businesses who channel their passions into creating one-of-a-kind products. Each market showcases 100+ artisan-vendors — located on & around The Lawn spanning 4 areas of the shopping center. Shop with the artisans themselves – and learn how they make their unique and functional creations. Support small, local & sustainable! RSVP online in advance to let us know you’re coming, and enjoy FREE admission & parking.- Don’t miss a market! Join our VIP Invite list. (It’s free to join.) Can’t wait for our next Oak Brook Artisan Market? Visit us at one of our sister markets in Chicago , Naperville , Winnetk a & Northbrook – Click here for full calendar

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Deadline not listed

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