Supporting local businesses and investing in communities with Main Street Grants
We’re awarding $2 million in grants and empowering 250 entrepreneurs from across the country with in-depth business coaching.
About the Main Street Grants program
History and background
In 2024 Allstate launched Main Street Grants to inspire commerce, generate jobs and reward positive social impact across Chicago’s South and West sides. In partnership with local community development organizations who know their neighborhoods best, we awarded $1.6 million in grants to small and medium-sized businesses committed to serving and investing in their communities.
In a survey of 26 recipients, small business owners said they were able to:
2025 expansion
In partnership with Hello Alice and the Global Entrepreneurship Network, we’re expanding the program and increasing funding to $2 million for even greater impact in 2025.
250 entrepreneurs — representing Main Streets across America — will participate in a 12-week virtual Boost Camp through the fall. On a weekly basis, these business owners will get expert coaching on marketing, finance, operations and growth. They’ll also have access to strategic planning tools and the chance to network with other small business owners in their cohort.
At the end of Boost Camp, 100 select business owners will each receive a $20,000 grant to help support their next chapter. These funds equip entrepreneurs to find innovative and sustainable ways to grow their businesses and positively impact their communities. For example, funds can be used to hire additional staff, upgrade facilities or host neighborhood events.
Support the 2024 Main Street Grant recipients
Details on the 2025 cohort will be available soon, but until then, please consider supporting last year’s recipients. Check out our full list of Chicago-area restaurants, retailers and service providers — who are helping bring Allstate’s "better for all" belief to life.
Below, we’re highlighting one grant recipient from each Chicago neighborhood we supported in 2024 to show how these businesses are making a difference.
South Shore
The Quarry Event Center
The Quarry’s Yvette Moyo and Rael Jackson (a mother and son team) are advocates for the 75th District. They provide the community with one of the few event centers that offers live entertainment in a safe and mature nightlife atmosphere.
Yvette and Rael have found creative ways to serve their neighborhood. The space hosts live music events and is available to rent for weddings, retirement parties and more. It also doubles as a community health and wellness hub.
This Main Street Grant recipient selected in partnership with: South Shore Chamber Community Development Corporation
About South Shore: lakeside living meets local charm
South Shore is a hidden gem on the South Side of Chicago, offering stunning views of Lake Michigan and a growing local shopping scene. Stroll along the peaceful lakefront at South Shore Cultural Center or visit the neighborhood’s eclectic shops, where you can find everything from handmade jewelry to trendy fashion. This neighborhood is perfect for those seeking a relaxed atmosphere while supporting small businesses.
North Lawndale
New Covenant Community Development Corporation
New Covenant Community Development Corporation is leading business revitalization in North Lawndale by helping small business owners develop financial skills and use their financial statements as management tools.
This Main Street Grant recipient selected in partnership with: Women’s Business Development Center
About North Lawndale: a legacy of progress and opportunity
North Lawndale has a powerful legacy of civil rights activism and community progress. Today, it’s evolving into a hub for small businesses and entrepreneurs. Discover local markets, family-owned shops and cafes bringing fresh energy to this historic neighborhood. With deep roots in history and a forward-thinking spirit, North Lawndale offers visitors a chance to explore Chicago’s past while investing in its future.
Bronzeville
Patrick D. Tyler II, LLC
https://pimento-nyam.square.site/
Patrick Tyler, also known as Chef Prep, prides himself on advancing his business while remaining deeply committed to uplifting the surrounding community.
After receiving a Main Street Grant, Tyler was able to launch Pimento Nyam at Boxville, a culinary concept. He also engages the Bronzeville community by providing food to those in need at no cost and by using community gardens to serve residents. He also frequents The Bronzeville Incubator, seeking and proposing solutions to serve area small business owners.
This Main Street Grant recipient selected in partnership with: Build Bronzeville
About Bronzeville: where history and culture thrive
Step into Bronzeville, where Chicago's rich African American history comes alive. This neighborhood is a cultural treasure trove, boasting vibrant murals, galleries and soulful jazz clubs that celebrate its heritage. Along with its artistic and historical landmarks, Bronzeville offers an array of boutique shops, cafes and restaurants, perfect for those looking to explore and support local businesses.
Pilsen and Little Village
A Cup of Joe
Founded in 2019, this family-owned coffee shop provides quality goods and services, has a consistent reputation in the marketplace, and engages with the Pilsen community by creating job opportunities and internships.
This Main Street Grant recipient selected in partnership with: Chicago Minority Supplier Development Council
About Pilsen and Little Village: a fusion of art, culture and flavor
Pilsen and Little Village are two of Chicago’s most vibrant neighborhoods, brimming with colorful murals, artisanal shops and some of the best Mexican cuisine in the city. Pilsen is renowned for its street art and galleries, while Little Village offers a rich blend of cultural experiences, including bustling marketplaces and authentic taquerias. Visitors can shop for unique handcrafted goods, trendy fashion and specialty foods, all while soaking in the neighborhood’s creative energy.
Greater Englewood
Lloyd’s Lollipop Land Daycare
https://www.lloydslollipopland.com/
Lloyd’s Lollipop Land has operated in the heart of the Englewood community for nearly 30 years. Over 90% of their clientele comes from word-of-mouth referrals from satisfied parents. Note: Lloyd’s Lollipop Land is currently at capacity with a waiting list of potential clients.
With funds from the Main Street Grants program, Lloyd’s Lollipop Land is planning to move into a larger facility that allows them to offer early intervention services for autism and a STEAM preschool program
This Main Street Grant recipient selected in partnership with: Greater Englewood Community Development Corporation
About Greater Englewood: a hub of resilience and community spirit
Known for its rich history and deep sense of pride, Englewood is home to a growing number of locally owned shops, cafes and urban farms that celebrate the neighborhood’s roots.
The Englewood Square shopping district is home to unique products, fresh produce and handmade goods. Visitors will feel the neighborhood's spirit of renewal and resilience, making it an ideal place to support local businesses and experience the power of community growth.