Chicago is a hub of local businesses and entrepreneurship making it pretty easy to shop local 365 days of the year. However, during this time of year, when gift giving and shopping are at an all-time high, it is essential to support, recognize, and celebrate small businesses; thus we have Small Business Saturday! A couple of years ago, I wrote a blog post/gift guide that had suggestions on places to shop during Small Business Saturday. This time around, I wanted to share neighborhoods and focus not on products but areas where you could find a host of services, restaurants, bars, and other unique things as well.
This guide will help you spend more time shopping and support and less time searching. It also encourages you(as I always do) to seek beyond your neighborhood and explore a new community!
Check out The Haute Seeker’s guide to 13 Chicago Neighborhoods to Shop on Small Business Saturday.
Andersonville | Edgewater |Broadway
10:00 a.m. – 8:00 p.m.
Head to Andersonville for Small Business Saturday this weekend. Stop by George’s Ice Cream and Sweets to grab your passport and a few treats before shopping over 80 local businesses. Hop on and off the Holiday Trolley from 1 p.m. until 4 p.m. to make sure you hit all of your favorite shops! From half price hot chocolates to buy one, get one half off on Chicago made goods—Andersonville has plenty of small business shopping options sure to help you finish your holiday gift list. Check out the full list of participating businesses by visiting Andersonville.org.
Little Village | Marshall Square | South Lawndale
10:00 a.m. – 6:00 p.m.
Shop and support the commercial district of the “Mexico of the Midwest” this Saturday. La Villita (Little Village) provides a familiar feeling of home for the Mexican-American community that resides in Chicago. Kick off your day of shopping, dining, and exploring at Don Pepe. The restaurant will be giving away free tote bags, coupons, as well as complimentary tacos and coffee. See the full list of over 20+ participating business by visiting the event page here.
Rogers Park | West Ridge
Make your way to the city’s furthest North Side neighborhood, Rogers Park, for Small Business Saturday. The culturally rich community will kick off the local shopping day at Heartland Cafe. Stop by and enjoy a free pastry or coffee along with a free Small Business Saturday tote bag filled with goodies. Don’t forget to save your receipts, for the annual Live Love Shop Rogers Park rebate program. For a detailed (and very charming) map of businesses, be sure to check out the event page here.
Pilsen | UIC
10:00 a.m. – 5:00 p.m.
Support the community of Pilsen during Small Business Saturday. Join Pilsen Outpost & The Surreal Rabbit for their Annual Shop Small – Holiday Tianguis. The shopping event will offer local and affordable artwork jewelry, clothing, handmade crafts, and other items for sale. Check out the full list of participating businesses here. Don’t limit your shopping to just this event. Shop along 18th street and support many other unique businesses in the Pilsen neighborhood.
Wicker Park | Bucktown
2:00 p.m. – 6:00 p.m.
Chillfest is an annual event featuring over 60 musicians performing in over 20 storefronts throughout the Wicker Park and Bucktown neighborhoods. The day of music intends to celebrate our neighborhood’s creative roots while encouraging shoppers to shop local this holiday season. Get more details on this Small Business Saturday by visiting Wicker Park Bucktown.com.
Albany Park | Mayfair | North Mayfair
Albany Park is a diverse neighborhood that boats community pride and culture. Help celebrate the small business that makes up this community by voting for your favorite neighborhood entity. Over 37 businesses have been nominated across 10 categories. Cast your vote now see your favorite business recognized on Small Business Saturday. Shop the small businesses that make up the community this Saturday. To participate, visit the event page here.
Milwaukee Ave | Logan Blvd |Armitage Ave|
9:00 a.m. – 8:00 p.m.
Shop small in Logan Square this small business Saturday. The hipster-ish hideaway will kick off the fun of Small Business Saturday with various neighborhood hubs centered in various parts of the community. Idealty Realty, Logan Square Pilates, Chicago Distilling Company, will have complimentary “paint it and take it” ornaments as well as grab bags filled with deals, coupons & other surprises. Shop local and take advantage of deals in this popular Chicago neighborhood. For a full list of participating restaurants, shops, services, and more, visit the event page.
West Loop | Fulton Market | Near West Side | Greektown
Explore neighborhood businesses this Small Business Saturday in the West Loop. Fill out a Shop Small Passport and enter to win prizes from West Loop Community Organizations. Check out discounts from classic Chicago eateries, workout classes, specialty clothing, and more. Get more details on Small Business Saturday in the West Loop by visiting the website.
Lincoln Square and Ravenswood
Foster Ave. | Ashland Ave. | Montrose Ave. | Chicago River
Shop small businesses while enjoying a holiday wonderland in the Lincoln Square and Ravenswood neighborhoods. Festive activities include decorations, carolers, ice sculptures, pictures with Santa, and a tree lighting ceremony. This season, the Lincoln Square Ravenswood Chamber of Commerce is rewarding holiday shoppers when the shop local. The first 150 shoppers to spend $300 between three local businesses will receive a $50 gift card. For more details and participating Small Business Saturday shops, visit the website.
Ukrainian Village | West Town | Wicker Park
12:00 p.m. – 7:00 p.m.
Shop the block in the Ukrainian Village area this holiday season. Join four local clothing and specialty goods. Stop by each store for holiday drinks, discounts, sales, promotions, trunk shows and much more. Pick up your holiday passport from of these stores and enter for a chance to win a $300 prize consisting of gift certificates and items from all four stores. For more details on this Small Saturday shopping event, visit the Facebook page.
North Center | Roscoe Village | St. Ben’s | Hamlin Park
9:00 a.m. – 6:00 p.m.
Make your way to the North Center neighborhood on Chicago’s for Small Business Saturday. Get deals and promotions on nostalgic candy, workshops, conscious goods, and consigned clothing for children and more. In addition to shopping, there will be caroling and a tree lighting ceremony in the town square. For a full list of seasonal deals and specials, visit the North Center Chamber of Commerce website.
Portage Park | Jefferson Park| Old Irving Park
9:00 a.m. – 6:00 p.m.
Six Corners, known at one time for having the largest commercial centers in Chicago outside of the Loop and home to one of the oldest—and recently closed Sears department stores. The Six Corners Association is helping you shop and save this season. Rock your commerce t-shirt and receive a discount from participating shops. Receive discounts on spa services, specialty eats, sweet treats, and more. For a full list of participating businesses, visit the website.
North Kenwood| Oakland | Douglas | Grand Boulevard
10:00 a.m. – 8:00 p.m.
Spend Small Business Saturday on the in the city’s historic “Black Metropolis,” Bronzeville. Take advantage of special holiday deals and activities during the all-day shopping event. Enjoy a silent party for House Heads and Old School Hip Hop lovers plus discounts and specials at notable restaurants, and clothing boutiques. For more information and how you can support businesses, products, and services by people of color this holiday season, visit the event page.