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55 vendor events.
Find your next spot in Chicago, IL.

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Upcoming events in Chicago, IL

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Oct 10, 2026 Chicago, IL

Lincoln Brunch Fest 2026

Organizer Special Events ManagementUnclaimed

Sat, October 10th, 2026| 10am to 2pm | If brunch is your jam (pun fully intended), then Lincoln Brunch Fest is the place to be this fall! Back for its 3rd annual celebration, this can’t-miss event—presented by the West Lakeview SSA 27—takes over Lincoln Avenue from Diversey to Wellington this October, serving up a morning-to-afternoon feast of flavor and fun. From 10am to 2pm, top local restaurants will dish out their signature brunch bites (and your new favorites), while live entertainment and kid-friendly activities turn the street into a brunch lover’s paradise. It’s the ultimate way to kick off your weekend—and start planning your next one.

Applications closed

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Closed Sep 20, 2026

Details and fees on their site

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Oct 24–25, 2026 Chicago, IL

Markets for Makers Chicago Fall 2026

Organizer Markets for Makers Chicago Fall 2026 OrganizersUnclaimed

Curated maker market featuring independent artisans and handmade goods. Vendor applications (checked 2026-09-15): unknown. Official maker application landing page lists this 2026 market. Portal requires an account; live portal request returned an empty account-page response, so current category availability is unconfirmed. No public closing date confirmed.

Applies externally

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Deadline not listed

Details and fees on their site

Nov 21–22, 2026 Chicago, IL

Markets for Makers Chicago Holiday 2026

Organizer Markets for Makers Chicago Holiday 2026 OrganizersUnclaimed

Curated maker market featuring independent artisans and handmade goods. Vendor applications (checked 2026-09-15): unknown. Official maker application landing page lists this 2026 market. Portal requires an account; live portal request returned an empty account-page response, so current category availability is unconfirmed. No public closing date confirmed.

Applies externally

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Deadline not listed

Details and fees on their site

Dec 3–6, 2026 Chicago, IL

One of a Kind Holiday Show Chicago

Organizer One of a Kind ShowUnclaimed

There’s a little something for everyone at the One of a Kind Show. Now in its 25th year, this is Chicago’s premier holiday shopping destination for unique, handmade gifts for everyone on your list. The One of a Kind Holiday Show brings together over 600 exceptional artists, designers and makers with thousands of shoppers that love art and quality work. Now in its 25th year, this is Chicago’s premier holiday shopping destination for unique, handmade gifts for everyone on your list. The One of a Kind show takes place at the historic Merchandise Mart. “If you love to support artisans and small businesses, you should come. There were some really great finds and I was able to tick off several gifts from my Christmas list.” “It's a huge, fun, unique show that I enjoy attending with friends.”

Applies externally

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Deadline not listed

Details and fees on their site

Mar 1–31, 2027 Chicago, IL

Crisp! Mobile Farmers Market

Organizer Crisp! Mobile Farmers Market OrganizersUnclaimed

Here to see, to serve, to love anyone in need. Catholic Charities Chicago received a generous contribution of $100,000 to help households affected by the August 11 storms within southern Cook County. Please know that Catholic Charities has already received close to 10,000 inquiries about this funding. You do not need to be Catholic to receive services from Catholic Charities. We welcome anyone in need, regardless of faith, gender, race, or ethnicity, serving 270,000+ people annually across Cook and Lake counties. As the charitable arm of the Catholic Church in Chicago, our mission calls us to feed the hungry, welcome the stranger, and provide resources and community for those in need as we partner to witness mercy and hope. Our front-line teams lead us in bringing to life our values — solidarity, courageous compassion, faith-filled hope and joy, and meaningful, measurable impact — thr...

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Deadline not listed

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May 15, 2027 Chicago, IL

Lincoln Park Mayfest

Organizer Special Events ManagementUnclaimed

Maifest Chicago returns to Lincoln Square at Lincoln Avenue and Western Avenue May 29 through 31, 2026, with live German music and entertainment each day. Highlights include the Maifest Queen crowning and keg tapping on Friday evening, plus bands such as Paloma, the Phenix Band and funkaducci performing across the weekend.

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Deadline not listed

Details and fees on their site

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Jun 5, 2027 Chicago, IL

Ribfest Chicago

Organizer Northcenter Chamber of CommerceUnclaimed

Ribfest Chicago takes place every summer in the Northcenter neighborhood! Celebrating 26 years of BBQ, Ribfest Chicago continues to be Chicago’s most anticipated food festival. Come enjoy the sweet smells of BBQ filling the streets of Lincoln, Damen and Irving Park Rd. Lincoln Ave. between Irving Park Rd. and Hutchinson We request a $10 suggested donation at the gate. Proceeds from the gate donations are invested right back into the Northcenter community and help support local schools and nonprofit organizations, economic development and greening efforts. To date, the fest has provided nearly $400,000 in direct funding to these worthy causes. Street festivals are non profit fundraisers, not city funded events. Learn More

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Deadline not listed

Details and fees on their site

External
Jun 5, 2027 Chicago, IL

Lincoln Park Greek Fest

Organizer Sts Peter & Paul Greek Orthodox ChurchUnclaimed

The Lincoln Park Greek Fest brings all the aromas, sounds, tastes and traditions of Greece to your doorstep. St. George Greek Orthodox Church in the Lincoln Park area of Chicago’s north side and was established in 1923 by Greek immigrants. St. George remains an important center for worship and fellowship for its parishioners and friends from throughout the Chicagoland area. Through the gifts of the holy spirit in faith and determination these new Americans were able to purchase the Lutheran Church at 2701 N. Sheffield Avenue and adapt it for Orthodox worship in time for services to be held in April 1923. Being Greek means relishing the world around you and enjoying life to its fullest. Come experience the Ancient Greek concept of “filoxenia” and the famous hospitality of the Greek culture. The Lincoln Park Greek Fest gives us the opportunity to open our arms, our hearts and our kitche...

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Deadline not listed

Details and fees on their site

External
Jun 5–6, 2027 Chicago, IL

57th Street Art Fair

Organizer 57th Street Art Fair CommitteeUnclaimed

The 57th Street Art Fair is a free, juried outdoor art fair in Chicago's Hyde Park neighborhood, running along 57th Street between Woodlawn and Kenwood Avenues and on Kimbark Avenue. Held on the first full weekend of June each year, the 2026 fair marks its 80th annual edition and draws more than 20,000 visitors, with live blues music at the Buddy Guy's Legends stage. Artists exhibit their work in booths throughout the weekend and apply through Zapplication with a non-refundable jury fee.

External application open

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Deadline Jan 14, 2027

Details and fees on their site

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Jun 11–14, 2027 Chicago, IL

Puerto Rican Fest Chicago

Organizer Puerto Rican AgendaUnclaimed

Community Day Thursday, Freestlye Friday, Saturday Noche Tropical, Sunday Dia de la Salsa - See Schedule: 47th Annual Puerto Rican People's Day Parade -Saturday, June 14, 2025, 2pm, Division St, corner of Campbell Ave... More Info: The carnival is coming to Town! A Fun Family weekend.Free Entry for kids 12 & Under - Buy your armbands here: Let's Play! Fun games area where you can watch & play Dominoes, Giant Jenga, Chest, Bags, Ping Ball and More! Enjoy a burst of flavors as the festival concession stands offer a variety of Puerto Rico's traditional beverages. Experience Puerto Rico’s flavors featured at the Authentic Food Stands, Food Trucks, Artisans and Tropical beverages.

Applies externally

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Deadline not listed

Details and fees on their site

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Jun 13–14, 2027 Chicago, IL

Wells Street Art Festival

Organizer Amdur ProductionsUnclaimed

Thanks for a great 2026 Wells Street Art Festival! The 2026 Wells Street Art Festival had 127 talented artists, delicious festival food, and great live music. We are so grateful to our sponsors, our involved and enthusiastic community, and everyone who attended June 13th and 14th, 2026. Stay informed on all things Old Town for fun events and activities throughout the year. Check out the new 2026-27 Neighborhood Guide featuring the culinary style and neighborhood spirit of Old Town! Street Festivals are ubiquitous to a Chicago Summer. Most of our Street Festivals, including the Wells Street Art Festival, are NOT CITY FUNDED . Local non-profit organization s – i.e. Old Town Merchants & Residents Association – pay for and produce street festivals and depend on your donation at the gate to make these festivals possible. Old Town Merchants & Residents Association is part of the Save our...

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Deadline not listed

Details and fees on their site

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Jun 19–20, 2027 Chicago, IL

Chicago Pride Fest

Organizer Northalsted Business AllianceUnclaimed

The 25th annual Chicago Pride Fest takes place June 20 and 21, 2026, from 11 a.m. to 10 p.m. in Chicago's Northalsted neighborhood, the weekend before the city's Pride Parade. The two day street festival features live music on three stages, drag performances, the Chicago Gay Men's Chorus, a Proud Pet Parade on Sunday at noon, and more than 150 food and merchandise vendors, with a suggested $20 donation for entry.

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Deadline not listed

Details and fees on their site

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Jul 8, 2027 Chicago, IL

Windy City Smokeout

Organizer Windy City SmokeoutUnclaimed

Chicago’s biggest country music and BBQ festival returns every July outside the United Center. Windy City Smokeout pairs live sets from the genre’s top touring artists with authentic barbecue from pitmasters across the country. A two-time ACM Festival of the Year winner, it’s been a Chicago summer staple since 2013.

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Applies externally

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Deadline not listed

Details and fees on their site

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Jul 11, 2027 Chicago, IL

Chosen Few Picnic & Festival

Organizer Chosen Few DJsUnclaimed

The Chosen Few Picnic & Festival returns to Jackson Park in Chicago on July 11, marking its 36th year celebrating house music. The one day picnic and music festival has drawn crowds of about 45,000 people, featuring DJs and performers from the Chosen Few family.

Applies externally

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Deadline not listed

Details and fees on their site

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