Oak Park's Spectacular Sidewalk Sales (2025)
Oak Park's sidewalk sales are a celebration of local charm, offering a unique shopping experience that draws visitors from near and far. Picture yourself strolling through Oak Park's historic streets, discovering incredible deals on everything from apparel and accessories to home goods and art. This July, three Oak Park districts— the Hemingway District, Downtown Oak Park and the Oak Park Arts District— will transform into bustling marketplaces, each offering a distinct selection of goods.
The sidewalk sale excitement kicks off on July 17 and runs through July 20 in Downtown Oak Park. The Hemingway District's sidewalk sale is a two-day event on July 19 and July 20 and the Oak Park Arts District is hosting its one-day sale on July 19. Shoppers can explore merchandise, indulge in delicious food and drinks and experience community events. With a wide range of participating stores, there's something for everyone.
These sidewalk sales aren't just about finding great deals— they're about celebrating the community and its rich cultural heritage. Alongside the shopping, visitors can enjoy the Hemingway District's Birthday Fete, honoring the district's namesake Ernest Hemingway for a unique way to explore the neighborhood.
There are so many ways to shop, explore and experience all Oak Park has to offer, so let's dive in!

.webp)

Oak Park Shopping Sales - What to Expect
Oak Park is buzzing with anticipation for two major shopping events that promise to bring excitement and great deals to the community. With so much happening, let's explore these fantastic events in detail and see what each one has to offer!
Downtown Oak Park's Four-Day Sale and Hemingway District's Two-Day Sale
The Downtown Oak Park sidewalk sale runs for four exciting days, July 17 to July 20, 11 a.m. to 5 p.m., while the Hemingway District's is happening on July 19 and July 20, 11 a.m. to 5 p.m. The sales, a collaborative event between the Downtown Oak Park Business Alliance and Hemingway District businesses, offer a wide variety of items, from apparel and accessories to home goods and art. Shoppers can enjoy browsing through unique finds while soaking in the charming atmosphere of Oak Park.
Participating Stores:
16 Suitcases – Offers coming soon!
Candycopia – $3 dirty sodas and loaded waters
Cafe Cubano – $2 empanadas
CarefulPeach – Offers coming soon!
Club Pilates – 50% off select items, 20% off full-price items, excluding Lululemon and grip socks
Filoni – Special deals and discounts
Gem Home + Jewelry – Up to 50% off home items and 20% off select jewelry
Jayne – Clothing, shoes and accessories starting at $10
Manouche – Special deals and discounts
Olive & Well – Special deals and discounts
Personalization House – Garments, tumblers, water bottles, & assorted goods from 30% to 70% off!
Pumpkin Moon – Sale items in store
Selleria Veneta – Up to 70% off
R Titus Designs – Special deals and discounts
Scratch n’ Sniff – Select items up to 50% off or more
Style Society – Special deals and discounts
Smoothie King – 10% discount on their limited-time watermelon line
Spilt Milk – Variety of specialty food items, wine, gifts and other treats on sale as well as menu specials and new products rolling out for the weekend
Sugarcup Trading – Up to 40% off select summer items
+ more sales in the Hemingway District!
Click here to learn more.
Hemingway’s Birthday Fete
Date: July 18-20
Hemingway's Birthday Fete is a celebratory event running from July 18 to July 20, commemorating the 126th birthday of the district's namesake Ernest Hemingway. The festivities include author readings at different Oak Park businesses, a kids' running of the bulls event and an evening concert at the Hemingway Birthplace Museum. This event offers a unique blend of activities and community engagement, honoring the legacy of the Nobel Prize-winning author.
Click here to learn more.
Oak Park Arts District One-Day Sidewalk Sale
The Oak Park Arts District sidewalk sale is a one-day event on July 20, organized solely by the Oak Park Arts District. This event promises an eclectic mix of goods, from beautiful artwork and boutique fashion to unique home decor and more. Shoppers can explore the vibrant arts scene of Oak Park, enjoying great deals and the chance to support local artists and businesses.
Dancing Krow Studio and Art Gallery – 43 Harrison St. – View and purchase a wide range of beautiful hand-crafted art pieces, including paintings, photography, video art, fiber art, mixed media collages, jewelry, soaps and incense from over 20 artists, many of whom will be at the sidewalk sale!
Slowfire Ceramics – 907 S. Lombard Ave. – Drop in and paint your own piece of pottery, plus view and maybe even purchase the incredible work of advanced students.
Elevate Creative – 321 Harrison St. – Bonus beauty bundles available to all shoppers.
Studio 144 – 144 Harrison St. – Spend $50 and get a 5% discount or spend $100 and get 10% discount
Purple Sun Arts – 142 Harrison St. – Indulge in the beauty of leather with leather goods, purses and other wearables, as well as stained glass by Therese Strew and driftwood decor and accessories and antique glass insulator creations by Ann.
Dye Hard Yarns – 210 Harrison St. – Learn to knit and crochet, plus other fun activities.
Fat Cat Gallery – 19 Harrison St. – Enjoy such activities include live art demonstrations, collaborative community art making, mystery bags, face painting and more!
Whatever Comes to Mind Studio – 27 Harrison St. – Join Whatever Comes to Mind Studio in celebrating galleries on the east end of the district.
Fifty First Street Studio Hard Yarns – 210 Harrison St. – Find spectacular ceramics, prints and classes.
Click here to learn more.
Tips for Making the Most of Your Visit
Planning Your Trip
There are so many different ways to visit Oak Park! Whether you’re coming from downtown Chicago or the surrounding suburbs, Oak Park is easily accessible by car, train, or bus. The village offers multiple parking options for those driving, including street parking and public parking lots. If you prefer public transportation, the CTA Green Line and Blue Line trains and the Metra provide direct routes to Oak Park.
What to Bring
Since the area is fairly large, comfortable walking shoes are highly recommended for exploring all that Oak Park has to offer. Additionally, consider bringing a bag that is comfortable to carry throughout the day. Shopping bags can get heavy quickly, so having a sturdy bag or backpack will help you manage your purchases and keep your hands free for more shopping and fun.
Meet Us for a shopping trip in Oak Park
From amazing deals on apparel, accessories and home goods to celebrations like Hemingway's Birthday Fete, Oak Park's sidewalk sales offer an unforgettable experience. These events promise a unique blend of shopping, culture and fun!
Mark your calendars and plan a visit to Oak Park's sidewalk sales to enjoy incredible bargains, support local businesses and immerse yourself in the community. Join us in celebrating Oak Park and making wonderful memories.