Oak Park Shopping: A Gift Guide to Boutiques, Bargains, and Best Buys

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Love boutiques and unique buys? These Oak Park shops are some of the best retail spots outside of Chicago!

Known for its historic homes and architecture, Oak Park, Illinois is also a delightful place to spend a day shopping. Enjoy a short train ride from the city to this village for an eclectic mix of local boutiques, galleries, antique stores and more.

In this guide, I’m sharing my picks for great Oak Park shopping so that you can explore the village’s local businesses, find unique gifts and souvenirs, and experience the charm of this historic Chicago suburb.

Where to Shop in Oak Park

We’re putting the spotlight on three shopping hotspots where you can uncover the best of Oak Park’s stores:

  • Hemingway District
  • Pleasant District
  • Downtown Oak Park

There are also charming cafes, restaurants, salons and bakeries interspersed between the shops.

Let’s take a virtual stroll through these neighborhood retail districts that provide more unique finds, with mostly indie brands that are not common.

Hemingway District

The Hemingway District is an electric neighborhood bursting with history that, takes its name from the iconic American author, Ernest Hemingway. This vibrant area was home to the young wordsmith during his formative years in Oak Park and is near his birth home.

Most of the retail stores are located on Oak Park Avenue and on Lake Street. Get ready for an exhilarating shopping adventure, exploring a diverse array of enticing stores and endless possibilities!

Toys & Gifts

When it’s that time of year to find gifts for the little ones, head over to Geppetto’s Toy Box.  I always liked shopping at this store when our daughter was in her formative years because they have a great selection of fun, creative toys. 

And there is something for kids of all ages. Imagine playing a word game that also increases your child’s SAT vocabulary!

While you may be on the hunt for presents that will spark their imagination, your kids will be the ultimate happy path for hours of enjoyment. 

And for gifts that need a bit of power, don’t forget the batteries!  A 4-pack of the AA Energizer brand is only $3.99, what a deal!

📍730 Lake St

🎁Gift Ideas: Art supplies, building blocks, interactive learning games, costumes and dress-up accessories, stuffed animals.

Fashion & Accessories

woman in clothing store

As soon as I walked in, the smell of fine leather filled the air at Selleria Veneta. The owner, Moses, also has a store in Winnetka with strong ties to Italy. The fashions are from the finest fabrics with timeless sophistication.

The store has high-quality brands like Quarzovivo and products are made at the same factory as the famed Italian fashion house, Bottega Veneta.

Stop at this intimate boutique for luxury fashion and elevated essentials made by Italian artisans. I recently peeked into their sip and shop with live music and lite bites for refreshments.  With all the Italian goods, it made my shopping experience feel like I had been whisked away on a vacation to Rome.

📍139 N. Oak Park Ave

🎁Gift Ideas: Wallet, belt, cufflinks, bracelet, gloves, handbag, key fob, cashmere wrap

hand holding a wallet

Filoni is a fashion brand offering elevated basics and essentials for apparel. Every item is designed to be mixed, matched, and moved through multiple occasions seamlessly.

What I love about Filoni is the stylish ways you can express yourself and be unapologetically you. Shari, the owner, has an eye for curating unique pieces. 

Whether you favor bold prints, sophisticated dark hues, or vivid brights, you’ll discover pieces that align with your personal tastes.  I am obsessed with travel accessories.  The RFID wallets are fashionable and functional.  And they are just as diverse as the clothing, completing any head-to-toe look.  

📍131 N. Oak Park Ave

🎁Gift Ideas: Jewelry, dresses, scarves, candles, travel accessories (for jewelry storage, double-sided eyeglass case, small purses, RFID wallets), notecard sets, journals, hair accessories, books.


oil and vinegar gift box

For some of the most flavorful gifts, shop at Olive & Well on Oak Park Avenue their wide array of artisanal olive oils and balsamic vinegars.  It makes for the perfect foodie gift or luxury corporate gift idea.

The polished displays of imported Italian oils and vinegars attracts gourmet home cooks and chefs looking for high-quality ingredients. You can find bright, peppery oils perfect for finishing dishes along with aged, complex vinegars that make incredible vinaigrettes.

I met the owner, Kay, who provided some great ideas for boxed gifts. Infused oils in flavors like lemon, basil, and chili pepper also make exciting presents. She has pairings of the month, and you can find free recipe cards to inspire your inner Julia Child. 

Customize a flight tray with your choice of five olive oils and balsamic vinegars.  With gift sets like “Memories of Italy”, items from Olive & Well will be what you reach for again and again in the kitchen. 

📍133 N. Oak Park Ave

🎁Gift Ideas: Gift boxes, linen tea towels, imported seasonings and salts, serving board, pour spouts, dish sets

vinyl records in bins

Looking to gift a song enthusiast?  With endless bins of new and used vinyl records spanning every musical genre, Oak Park Records is a treasure trove for music lovers of all kinds. The owner, Alan, is knowledgeable and mentioned that their T-shirt logos are quite popular with buyers.

Their inventory ranges from classic rock to indie and alternative albums, so you can always find a special throwback record for the hard-to-shop-for person. The store attracts an eclectic crowd of collectors, DJs, and music enthusiasts browsing for those rare finds.

📍179 S. Oak Park Ave

🎁Gift Ideas: T-shirts, vintage music

Home & Lifestyle

party goods at festive collective

There is no shortage of unique gifts in Oak Park!  After shopping at the Festive Collective your room could be bathed in the brilliant glow of Parisian nightlife thanks to the Pampshade Baguette Lamp made from real bread!

There is a range of cute and quirky items for the home or for kids.  I stopped in a found an adorable selection of retro dresses.  Planning a party?  Check out their selection of festive and baking supplies.  

📍159 S. Oak Park Ave

🎁Gift Ideas: Hair clips, necklace, earrings, and other beauty accessories, placemats, mugs, paper products (notebooks, notepads, stickers, cards), puzzles, stuffed animals.

hand holding a small travel bag

At Lively Athletics, gift giving is a breeze with their astounding selection of apparel, footwear, accessories and more for an active lifestyle. Peruse the shelves and racks brimming with athletic gift options for everyone on your list.

For the fitness fanatic, find motivating workout gear like performance leggings, moisture-wicking tops, and durable yet stylish sneakers.  You’ll find well-known brands like Under Armor, The North Face, and Therabody.

This small bag ($35) caught my eye for traveling or short hikes.  It’s roomy enough for my smart phone and passport.  With goods for men and women, plus gadgets and accessories galore, Lively Athletics makes checking off your shopping list a workout that’s anything but tiresome. 

📍109 N. Oak Park Ave

🎁Gift Ideas: Luxe activewear, massage tools, and skin-nourishing beauty products, beard oil, Dark Matter coffee, craft cocktail mixes, deep muscle rub, reflective vest.

hand holding store product

Although it’s been in Oak Park for over 15 years, GEM might be considered a hidden gem because it’s tucked away in the brick courtyard on Oak Park Avenue between Lake St. and South Boulevard.

The store expanded their jewelry line to home décor so that you can shop vintage home décor, scented candles, art, pillows, apothecary items (lotions, teas, hand wash), and more.  The lip balm and solid perfumes in seashell compact is so original.

📍115 N. Oak Park Ave (in the courtyard)

🎁Gift Ideas: Asian inspired gifts (brushes, art, paint), vintage jewelry, linen throws, scented candles, luxury matches, incense, pottery, containers, candlestick holders, and beauty and wellness (lip balms, perfumes, body creams).

store display of stones and jewelry

Stepping into Village & Vessel feels like entering a modern mystic boutique. With its array of healing crystals, tarot decks, sage bundles, and candles, it caters to those drawn to spirituality, mediation, and holistic practices.

Sarah, the owner, offers gift experiences that align with the recipients’ beliefs and interests, or your well wishes are for the individual. 

You can also schedule a manifestation altar or workspace in groups of 2 to 4 with friends and family.  It is specially designed area used to help manifest goals or intentions through spiritual practices like meditation, visualization, affirmations,

It’s a must-visit on your shopping list for a wide range of crystals and gemstones such as amethyst, blue apatite, and bumblebee jasper. 

📍135 N. Oak Park Ave

🎁Gift Ideas: A personally relevant gem, card deck, aromatherapy products, jewelry, scented candles, books.


plants inside florist shop

Fresh floral arrangements are a beautiful way to wish neighbors and relatives season’s greetings!  Plants and flowers also make a cherished hostess gift.  So, head to this local florist Garland Flowers and be amazed by the beautiful arrangements and plants they have for the season.

No occasion is too grand or too small for this expert florist.  The owner, Therese, is a second-generation owner and her staff can make your event exquisite by crafting stunning floral masterpieces, and they have a network that delivers throughout the country.

Just imagine, a monthly flower subscription will keep your loved ones smiling all year long!

📍137 S. Oak Park Ave

🎁Gift Ideas: Poinsettias, plants, wreaths, floral bouquets, succulents, garland, gift baskets, flower subscription

Pleasant District

This a neighborhood is mostly known for Pleasant Home, a museum and cultural center that is a testament to architectural innovation.  It’s also known for its shops, restaurants, and unique local offerings like yoga and pottery classes.

The general boundaries of the Pleasant District are south of North Boulevard on Marion Street.


Shopping in smaller towns has its perks, especially when it comes to jewelry because local jewelers possess an intimate understanding of the latest trends, beloved classics, and unique tastes of the community.

If you’re looking for special gifts, take a peek inside Oak Park Jewelers , where you can gift a touch of sparkle and sophistication to your loved ones.

For added inspiration, check out their dazzling collection on Instagram. Those eternity bands are an absolute showstopper!

📍101 S. Marion St

🎁Gift ideas: Luxury time piece, stackable rings, tennis bracelets, earrings, necklace, engraving.


exterior Anfora Wine Merchants

Shopping for wine lovers? Anfora Wine Merchants has an extensive selection of Italian wines. Stop by and meet Adrian, the enthusiastic store owner and Maestro of genuine, region-specific Italian wines!

During our chat, he suggested a fantastic wine club subscription for gifting. It can be tailored to your budget and preferences—whether it’s for 3 months, 6 months, or however long you fancy.

Crafting a wine gift basket for a curated indulgence is a delightful option.

Additionally, consider gifting a store membership that unlocks a treasure trove of benefits—discounted wines, exclusive access to sponsored events, and priority seating are just the beginning of the gourmet journey.

📍128 S. Marion St

🎁Gift ideas: Wine club membership, create a wine gift basket (with selected pastas, olive oils, honey, jam, tinned fish), a store membership, or bottled wine.

Downtown Oak Park

Downtown Oak Park is a central commercial and cultural district. The approximate border streets are Lake Street to the north, Harlem Avenue to the west, and Marion Street to the east.

These streets encompass the primary area that constitutes the vibrant downtown shopping, dining, and entertainment district in Oak Park.

Stationery and Gifts

hand holding travel themed accessory

Fitzgerald’s is filled with lovely gift ideas like artisan soaps, candles, journals, accessories. Stop by to order your custom holiday cards and invitations. They are offering a promotion for 20% off until Halloween.

I found this travel tray for trinkets or home decor, and an animal mug that is so adorable. They also carry a selection of room scents by Thyme.

The Balsam Fir candle emits a captivating aroma that transports you to a tranquil forest. It’s a wonderful way to gift holiday ambiance into a home.

📍111 N. Marion St

🎁Gift ideas: Bath bombs, notecards, planners, calendars, passport covers, travel sets for personal care, tea towels.

display of gifts in retail store

Paper Source offers a wide assortment of fine and artisanal papers, greeting cards, wrapping paper, journals, pens, paper craft supplies, and so much more. Personalize notepads, stationery, cutting boards, and more for a memorable gift. It’s a stationery lover’s dream come true!

📍1109 Lake St

🎁Gift ideas: Journals and notebooks, candles, kid’s toys, custom planners, drinkware, monogrammed note pad sets.

Both stores are beautifully curated and perfect for finding one-of-a-kind gifts for birthdays, weddings, baby showers, and more.

When shopping at either Paper Source or Fitzgerald’s, I love picking out monogrammed stationery or a pretty notebook for myself or my bookworm friends, scented candles, or soaps for family, and fun graphic prints, greeting cards, or toys for kids.

The staff are friendly and can also help you put together gift boxes or gift bags with an assortment of items for anyone.


display of books at bookstore

The Book Table is my go-to for the best book buys. It is an independent bookstore that offers a wonderfully curated selection of books across all genres. When shopping there, you can find extensive collections of fiction, poetry, sci-fi, mystery, biography, history, cookbooks and more.

The Book Table was a wonderful addition to Oak Park. It’s hard to believe that they’ve been here for 20 years already! My daughter and I shopped here for her school needs and summer reading bucket lists. A few bookstores have come and gone, including Barnes and Noble, but fortunately for Oak Park the Book Table is here to stay!

The staff are extremely knowledgeable and provide great recommendations to help you find the perfect book, even if you don’t know what you’re looking for.  If it’s not in stock, they can order it for you right on the spot.

📍1045 Lake St

🎁Gift Ideas

  • A newly released hardcover bestseller – Perfect for fans of fiction or non-fiction who want the latest buzzworthy book.
  • A beautifully bound classic novel – A timeless gift for readers who appreciate literary classics.
  • An artfully designed cookbook or coffee table book – Great for foodies, hosts/hostesses, and home décor lovers.
  • A book on an intriguing hobby or skill – Consider a book on painting, gardening, cocktails, or puzzles for unique gifts.
  • A children’s book or board book – For little ones, choose a popular storybook, an educational book, or a sturdy board book.
  • A book of poetry or inspirational quotes – Lovely for spiritually minded recipients on your list.
  • A book on local history or architecture – Ideal for Oak Park visitors who want to learn more about the village.
  • A book club subscription – Let your book lover choose new releases to be shipped monthly.
  • A gift card – Don’t know their taste? A gift card allows them to choose their own perfect book.

Fashion & Accessories

discount section in retail store

Step into 16 Suitcases, an extraordinary clothing boutique adorned with exceptional designs.

Michelle, the owner, exudes a talent for top-notch customer service, ensuring your hunt for high-quality gifts is a breeze.

Personally, I’m constantly astonished by discoveries in the discount section tucked at the rear. Near the front of the store, the tiered shelves never fail to ignite my curiosity for indulgent treats, and the travel accessories beckon, tempting me to pack my bags and set off on a global adventure!

📍108 N. Marion St

🎁Gift ideas: Bath bombs, lip scrub, colorful toiletry and cosmetic bags, hand creams, jewelry, head bands, gift cards.

children's retail store

Sugarcup Trading is a delight to shop for children’s clothing and is also owned also owned by Michelle (16Suitcases). They are colorful, cute, and uber cute at affordable prices. You’ll find a delightful mix of both casual and semi-formal wear that are perfect for little ones to rock their style on any occasion!

Treat your nieces, nephews, and grandkids to Sugarcup Trading’s array of gifts, stylish clothing, and accessories. Sizes range from 0 to 12 for girls, and size 0 to 10 for boys in whimsical patterns that will bring bright smiles.

📍110 N. Marion St

🎁Gift ideas: Clothing, imaginative play toys (dollhouses, trucks, cars), art supplies, books, lunch bags, backpacks, hair accessories, puzzles.

exterior of Jayne retail store

Jayne boutique offers on-trend jewelry, handbags, and apparel from both well-known and up-and-coming designers. There are several in the Chicagoland area.

Between Jayne and other delightful shops in the downtown shopping district, you’re sure to find the perfect addition to their wardrobe – maybe a pair of artful earrings or a cozy, unique sweater.

📍122 N. Marion St

🎁Gift ideas: You’ll love their trendy and fashionable collection of tops, dresses, skirts, jackets, and shoes from brands like Birkenstock, Ugg, and Dr. Marten, Voluspa candles.

Home & Lifestyle

display of bottles, soap, and peony

Einnim is a home and lifestyle store that carries a collection of home and personal care products. The store emanates a delightful vibe, serving as a heartfelt tribute to its owner’s mom—Minnie, her name spelled backward.

I’ve purchased and tried body sprays, a bar shampoo, and several candles. My favorite is the cedarwood rosemary shampoo bar. It’s vegan-friendly and a great international travel essential. Especially if you don’t want the hassle of liquids spilling out of the suitcase.

📍1020 Lake St.

🎁Gift ideas: custom aromatherapy products, soy was candles, oil perfumes, diffusers, and other lifestyle products from a selection of over 40 fragrance oils.

At Personalization House you can customize almost anything as a thoughtful personalized gift for loved ones. You name it, they will personalize it!

Picture this: presenting a set of coasters or wine glasses, each elegantly etched with the recipient’s initials or a meaningful symbol. Personalized gifts like these add a touch of sentiment and thoughtfulness that is unparalleled.

📍127 N. Marion St

🎁Gift ideas: Mugs, cups, infant bibs or onesies, jackets, tee-shirts, etched stemware, embroidered blankets, totes, wine bags, frames, sweatshirts, water bottles.

hand pulling drawer of decorative box

Crafters & Weavers is an excellent choice for home décor and antique gifts, particularly if you’re in search of lamps, area rugs, or small home furnishings and designs. The Gold Hatpin is in the same retail space and offers a nice selection of antique jewelry.

📍125 N. Marion St

collection of body care items on a shelf

The CarefulPeach Boutique stands out from ordinary gift shops. Whenever I wander through downtown Oak Park, I make it a point to step inside and explore.

The store exudes charm and offers a wide price range, catering to various preferences. The owner’s frequent travels to France result in a delightful array of handpicked favorites. She possesses a keen eye for curating selections that are perfect for Francophiles, even including wines.

My favorite areas to visit are the culinary and gourmand sections. The is an extensive selection of French linens, ceramic service ware, and body products. Shopping at these specialty stores means skipping generic gifts in favor of meaningful, custom creations and excellent products.

📍1024 North Boulevard

🎁Gift ideas: Wine carafe, weaved basket, tote, cutting board, wine, cookbook, create a gift basket, monogrammed tote bag, silk scarf.


If you are looking for unique jewelry, check out EcoKarat. This boutique artisan jewelry store handcrafts pieces onsite using ethically sourced metals, conflict-free diamonds, and recycled precious metals.

Beyond their sustainable practices and quality craftsmanship, EcoKarat’s staff provide excellent service, working with you to custom design the perfect piece.

While large chain jewelers can feel impersonal, the caring experience at this local Oak Park shop makes jewelry shopping a pleasure. My first encounter with the store was when I needed a watch battery replaced. They did it for only $7 and the service was so fast.

📍131 N. Marion St

🎁Gift ideas: Classic diamond stud earrings for a special occasion, an engraved bracelet for a family member, or a delicate gold necklace with a loved one’s birthstone.

Sporting Goods

Fleet Feet is a cherished specialty running store in Chicagoland, well-known for its exceptional services. Here, you can experience a fitting like no other, using advanced 3D foot-scanning technology to find the perfect running shoes and explore the latest gear for runners.

This specialized service sets it apart from any typical shoe store—acknowledging the essential need for runners to have the right equipment and the perfect fit for their sport.

Suzanne, the store manager, highly recommends Vuori hoodies and joggers as ideal gift choices. Not only are they incredibly comfortable, but they also offer a timeless look suitable for everyday loungewear.

Moreover, with the weather cooling down, an array of activewear in merino wool will soon be available, ensuring runners will stay comfortable and sweat-free during their training sessions.

Fleet Feet is the ultimate destination to find thoughtful gifts for your fitness-focused friends!

📍102 N. Marion St

🎁Gift ideas: Athletic hoodie and jogger set, Nathan quick squeeze insulated bottles, Goodr sunglasses, caps, trail slings, Garmin Forerunner watches, running socks, and jackets or vests.

gifts for bikers

When it comes to holiday gifting, there’s a special joy in surprising your loved ones with a bike—a gift that promises adventure, health, and a whole lot of fun.

In Oak Park, Wheel & Sprocket stands as the quintessential local bike shop, boasting an impressive array of bicycles and cycling gear.

As I strolled through the store, I witness locals carefully considering their choices, not only for themselves but also for the avid cyclists in their lives.

In addition to bikes, Wheel & Sprocket offers an impressive range of cycling equipment and accessories that make for fantastic presents. Whether it’s a sleek helmet to enhance safety, a set of vibrant bike lights for night rides, or a comfortable saddle for long journeys, these thoughtful additions ensure a complete and enjoyable cycling experience.

📍1118 Westgate St

🎁Gift ideas: Bike lights, helmets, and other accessories, cycling jerseys, a tune-up for their current bike, shoelace reflectors, Illinois pin map.

Specialty Stores

puppy on human's leg
retail items in Scratch n Sniff

Scratch ‘n Sniff is a beloved store that welcomes fur babies and their humans. They have cute and whimsical items that make me want to buy one of everything. From local art, oddities, apothecary items, and more.

I purchased a pair of portable stainless-steel chopsticks ($20) for my daughter. She loved it! The whimsy glasses with mistaken lyrics are so relatable. I can’t tell you how many times I sang “Don’t go Jason Waterfalls” only to learn later the correct lyric: “Don’t go chasing waterfalls”.

They also have a wide selection of products for animal lovers. You are welcome to shop here with your pets on a leash. Don’t forget to stop at the front desk for their little snack treat!

📍120 N. Marion St

🎁Gift ideas: graphic print handbags, wallets, and totes, whimsical kitchen mitts, puzzles, chew toys for pets.

people shopping inside retail store

Pumpkin Moon is an entertaining, amusing, and one-of-a-kind toy and gift store for kids, teens, and possibly even young adults. I could seriously go nuts in this store with all the memorabilia and novelty items.

Kids adore the little trinkets, fidgets, and lava lamps. It is the best place for those seeking quirky finds. As a sibling store to Scratch ‘n Sniff, it’s an excellent spot to discover delightful stocking stuffers!

📍1028 North Boulevard

🎁Gift ideas: Barrel of Monkeys, Magic Rocks, Rubik’s cube, explorer compass juggling balls, tin kaleidoscope.

display of artisan goods

Ten Thousand Villages sells fair trade home decor, jewelry, and gifts that support artisans in developing countries. They have everything from handbags to ornaments.

I love dropping in to see what is new on the shelves. The items are so distinctive, and I am obsessed with their tablecloths. If you are looking for a hostess gift during the holidays, their selection of coasters and tableware may be the perfect idea.

Nothing that is offered for sale here is mass-produced, made in bulk, processed by a machine, or even tacky. A gift from this store exudes thoughtfulness, and that’s such a great thing to do. The soaps and chocolates are of the highest quality.

📍121 N. Marion St

🎁Gift ideas: Artisan jewelry, coffee/tea kettles, trivets, set of mugs, small planters, scarves, jewelry, handbags, soaps, tableware, sari aprons, bento box, artisan robes, ornaments.

Department Stores

In Oak Park, you’ll find several branches of well-known retail chains, providing great convenience for daily necessities.

Old Navy offers an affordable array of clothing and footwear suitable for the entire family, encompassing graphic tees, yoga pants, and activewear.

Target, on the other hand, is a one-stop-shop, offering a vast variety of items including groceries, beauty products, apparel, toys, and more, all conveniently available under a single roof.

These major retail outlets are a fantastic option for revamping your wardrobe, allowing you to explore clothing options without breaking the bank.

However, when it comes to gift shopping and holiday purchases, my preference is to shop small and support the local businesses in the community.  As one is also on this journey, I am all for celebrating the entrepreneurial spirit of small businesses owners in the area.

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More Oak Park Resources

Let the adventure continue! Explore more about this destination, as our blog takes you on an immersive voyage, showcasing the beauty and wonder that await your arrival.

10 Gorgeous Frank Lloyd Wright Houses in Oak Park

2 Days in Oak Park: The Best 48 Hours Unlocked

8 Best Summer Events in Oak Park – Travels & Treasures

Unity Temple: An Incredible Visual Tour of a UNESCO Site

Ernest Hemingway Birthplace Museum Review

22 Frank Lloyd Wright Souvenirs That You’ll Want to Gift

Authentic Frank Lloyd Wright Home and Studio Tour Review

The Best Downtown Oak Park Restaurants

Final Thoughts on Oak Park Shopping

retail sidewalk signs

Your family and friends will appreciate the extra thought and care you put into a gift from any of these charming Oak Park shops. Each store promises a distinctive array of gift ideas that you won’t want to miss, and you’ll love the range of price points.

Besides clothing and gift boutiques, Oak Park hosts a collection of genuinely distinctive specialty stores. And if you’re looking for a guaranteed smile, consider gifting a gift card – the perfect choice that lets your loved ones pick their ideal present.

If you’re looking to explore some great shopping beyond the Magnificent Mile, this blog post highlights the best spots to shop ’til you drop in Oak Park. Make sure you refuel at some of the nearby restaurants.

Happy Shopping!

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