Local Chicago Businesses You Should Shop and Support This Holiday Season

The holidays are here! And for most people that means seeing your high school friends on Wednesday, stuffing your face on Thursday, and holiday shopping on Friday. But after a tough 2020, a lot of small businesses are still trying to recover from lost sales. So this Black Friday, consider skipping the big box retailers and shop local instead. You’ll be doing good (keeping money in your community) while crossing off your holiday list. Check out all these amazing Chicago businesses for the best presents ever!

For the cozy companions: Siesta Wrap

Started by two young entrepreneurs from the Chicagoland area, Siesta Wrap is the cozy companion you can take with you anywhere. This pillow-blanket hybrid keeps you warm on long transit rides, perfect for a nap in the park on a spring afternoon, or simply something you keep with you on the couch to hold you tight during another Bears loss. With five colors to choose from and quick shipping, Siesta Wrap is the perfect holiday gift for anyone in you life.

For effortlessly cool: Kokorokoko

Chicago’s number one vintage shop is your source for awesome finds from the 80s and 90s and new designer accessories! Located in Wicker Park, owners Ross Kelly and Sasha Hodges know a thing or two about what your cool friend will love. Bonus: whatever you get them will look good on the ‘gram. Trust us. 

For the coffee lover: Chicago French Press

If you’ve ever seen Bring It On or She’s All That, you’ll be pleased to know that actress Gabrielle Union is a HUGE fan of this coffee shop. Her favorite flavor? Maple pecan! You can’t go wrong with mouthwatering blends like Chocolate Blueberry, Pumpkin Spice, and Winter Wonderland. And for the tea lovers: Chai City. The name alone sells it. 

For the comedian: Steel Petal Press

Just take ALL of our money. Owner Shayna Norwood curates her shop with the most hilarious (but tasteful) gifts. The space itself is a juxtaposition with exposed brick walls and plenty of natural lighting. But what you’ll find is plenty of marijunana inspired items, an entire shelf of pottymouth mugs, and handmade prints that remind us, yes, we are f*cking awesome. 

For dope apparel: Transit Tees

Started in 2001 by Tim Gillengerten, Transit Tees takes cues from Chicago’s metro landscapes and transforms them into stunning artwork, accessories, home goods, and more. Everything is locally designed, fabricated, and available for sale online or in-store at their Wicker Park or Andersonville locations. We’ll take one of everything. 

For the person who has everything: Cameo

Did you know Cameo got their start in Chicago, thanks to CEO Steven Galanis? This fun tech company delivers happiness in the form of a celebrity personalized video. So you can get your BFF a shoutout from a Real Housewife, make your Dad cry happy tears with a video from an NFL player, or surprise your sis with a serenade from a singer. 

For the foodie: Lettuce Entertain You

Restaurant gift cards are always a hit. But if you’re not sure where they love to dine, you can’t go wrong with a LEY gift card. This special piece of plastic allows the diner to pick from one of over 100 restaurants in Chicago. Plus now through December 30, for every $100 you buy in gift cards, you’ll score a free $25 holiday bonus! You know, to treat yourself (you deserve it). 

For your furry friend: Liz’s Pet Shop

Our pets need love too. Local owner Liz keeps her adorable shop stocked with the highest quality pet food and supplies. Plus, they offer nutritional counseling for all types of pets: pregnant dogs, kittens and puppies, seniors, and more. The best gift you can give your four-legged friend is companionship and good health!

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