Chicago Spots That Stand the Test of Time

Cool people know about cool things…so we tapped on the shoulders of a #coolmom in Chicago to tell us her favorite spots in and around town. She's well versed in all things new to old, but truly loves the staples; places that have been around and will still be around when you return to the windy city. And if you're anything like us, her selections of home, fashion and snacking spots are pretty much a perfect schedule for with whomever you choose to roam. Take a look at her top picks.

Winifred Grace

5642 N Clark Street

Started as a jewelery designer and evolved into a great collection of clothing and home goods.

Winifred GracePC Winifred Grace

Asrai garden

1935 W North Avenue

Where I bought my first pineapple plant...14 years ago.

Asrai GardenPC Carousel Image

The Doughnut Vault

401 N Franklin Street

Because shipping for doughnuts counts...

Doughnut Vault

Robin Richman

2108 N Damen Avenue

For edited, lesser known, european designers.

Robin RichmanPC Google Images

Glazed & Infused

939 W Armitage Ave ...and several more around town.

You always need more doughnuts.

Glazed & Infused

Jayson Home & Garden

1885 N Clybourn Avenue

Because plants and great homewares under one roof...

Jayson Home & GardenPC Habitually Chic


1211 W Webster Avenue

Great kicks.

Rick OwensElu

Owen & Alchemy

2355 N Milwaukee Ave

Cold pressed juices, plus vegetarian snacks served.

Owen & AlchemyPC Owen & Alchemy

Sweet Mandy B's

1208 W Webster Ave

For the cupcakes and the best peanut butter rice krispies.

Sweet Mandy B'sPC Fab Food Chicago


1220 W. Webster Avenue

Coffee/ bakery...trained at Tartine in San Francisco before opening. Love the loft space upstairs.

FloriolePC Savoring Chicago

Monica + Andy

2038 N Halsted Street

Baby Clothes. The softest. The cutest. Great gift.

Monica & AndyPC Michigan Ave Magazine

Merz Apothecary

4716 N Lincoln Avenue

Family owned pharmacy, great natural finds.

Merz ApothecaryPC Scentsate

Julius Meinl

211 E Ontario Street

Coffee, Coffee

Julius MeinlPC via Youtube

And a trip to the city wouldn't be complete with out a stop at the classic go-to's: Barney's, Vince, Calypso, Bonpoint, Lou & Grey.

Major Crush...and just added a little Winifred Grace to our Holiday shopping list! Thanks to the lovely local, Lauren Armstrong, for these sweet ideas. Kisses!

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