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Growing up in Chicago meant years of observing the food, the attractions and most importantly, the fashion. Nowadays, Gold Coast rich moms are almost too easy for me to spot. They wear these spring dress styles on repeat, and I found their iconic looks from Astr the Label, Anne Klein and more — starting at just $12.
Tailored silhouettes, understated floral prints and delicate embellishments are just a few telltale details to help spot a Gold Coast rich mom at a glance. Pair that with modest cuts and refined color palettes, and we’re in business. Oh, and Gold Coast rich moms always carry an oversized tote bag. Style any of the 13 dresses below with a tote, and you’ll look like a Midwest millionaire.
13 Dresses to Look Like a Gold Coast Rich Mom — From $12
1. My Favorite: When Gold Coast rich moms wear florals, they opt for this understated style. Ruffle-adorned cap sleeves add the perfect amount of playfulness.
2. Like Loungewear: Comfort and class can totally go hand in hand, thanks to this stretchy maxi dress that feels like loungewear, yet looks so put together. Pockets are just a bonus.
3. Vintage Flair: Channel 1960s Chicago in this vintage shirtdress that shoppers rave about. At just $35, I’m tempted to grab two varieties.
4. Big Event Stunner: This sophisticated spring staple transitions from date nights to work events, thanks to the fun flutter sleeves, sophisticated cape detail and intricately textured fabric.
5. Total Classic: Simple and luxe, this button-front shirtdress never goes out of style. The belt adds shape without squeezing.
6. Lakeshore Lover: Look like a Lake Michigan yacht wife in this striped wonder that features a stand collar, a modest midi length and front buttons. People will assume you have a 60-footer on the water.
7. Rush Street Romantic: Brunch plans? This tie-waist maxi dress adds a Charleston charm to your polished Chicago wardrobe, especially in the garden-inspired print.
8. Apple of My Eyelet: Eyelet dresses typically cost hundreds, but this short-sleeve maxi is under $60. It works for the farmers’ market with comfy sneakers and a tote.
9. Staple White Dress: Everyone needs a casual white dress, and this Anne Klein midi is yours. It even comes with a belt!
10. Magnificent Mile Style: Zimmermann, is that you? Quiet luxury devotees can’t get enough of Zimmermann and this billowy lookalike proves why.
11. Skyline Dinner: Stun your boo in this knit mini dress that’s enhanced with gold buttons, contrast detailing and a sexy sleeveless design. Just add a denim jacket and you’re out the door.
12. CEO Status: Believe it or not, this office-friendly dress transitions from the boardroom to the beach. Simply swap flats for sandals.
13. Lincoln Park Picnic: This solid-color mini dress is selling out for a reason. Contour-enhancing seams, a spring-like pink hue and a chic A-line silhouette make it a no brainer for weekend picnics.
