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How to Have the Perfect second Wedding

Cost: Variable

No one’s going to expect a poofy dress or staid ceremony. And by this point, you’ve got the chic party thing nailed—so kick back and have fun.

On her See “Dress” below. Delpozo leather sandals, $1,100, Ikram. Maria Elena crystal rhodium-plated earrings, $420, Ultimate Bride.
On him Wool jacket, $2,450, wool pants, $795, cotton shirt, $250, custom silk tie, $225, and pocket square, $35, Frederick Lynn, 9 E. Huron St. Kenneth Cole leather and velvet shoes, $195, Formally Modern Tuxedo.

Where to Party


The Boarding House

720 N. Wells St., boardinghousechicago.com
Capacity 65
Cost From $100 a person
Host an urbane candlelit dinner in this restaurant’s rustic wine cellar. “They have the best food, the best wine, the best cocktails, the best desserts,” enthuses Carlene Smith, owner of Naturally Yours Events.


Ivy Room

12 E. Ohio St., ivyroomchicago.com
Capacity 180
Cost From $200 per person
Bliss Weddings & Events owner Renny Pedersen calls this venue’s charming ivy-wrapped courtyard “the city’s best-kept secret.” Lettuce Entertain You (Beatrix, RPM Steak) crafts the seasonally rotating menu.


Peggy Notebaert Nature Museum

2430 N. Cannon Dr., naturemuseum.org
Capacity 350
Cost $7,000 rental fee; catering additional
The terrace overlooking North Pond is one of the few spaces in Chicago that allows seated outdoor receptions. Plus, your guests can stroll through a roomful of butterflies. How’s that for a symbol of rebirth?


Sweet Mandy B’s

1208 W. Webster Ave., sweetmandybs.com
Cost From $2.75 per person
Let’s face it: Cupcakes are just more fun. (No huge knife necessary.) The most popular flavors at this old-school bakery? Lemon, red velvet, and carrot.


Boka Catering Group

820 W. Lake St., bokacatering.com
Cost From $125 per person
Dinner from the brains behind Girl & the Goat, Balena, and Momotaro will impress foodie friends accustomed to top-notch bites.


Personal shopper

Cost Variable
Swanky department stores and boutiques typically supply a pro, gratis, to help you find a nontraditional look that flatters. Givenchy silk blouse, $1,440, Blake. Givenchy cotton jacquard trousers, $975, Neiman Marcus, 737 N. Michigan Ave.



1827 S. Halsted St., blumgarten.com
Cost About $3,000
Whether you want a throwback bouquet or something wildly creative, the owners of this Pilsen florist have you covered, says Gerber + Scarpelli photographer Belen Aquino.


Chicago Catz

Cost From $8,800
This 11-piece band keeps the party lively with funk, rock, and R&B. “They’re able to get absolutely everyone on the dance floor,” says event coordinator Stacy Saltzman-Swislow of So Stacy. (She chose them for her own wedding.)


Arenal Volcano National Park, Costa Rica

Hike past a volcano and relax in your villa’s personal plunge pool at the hotel Travel & Leisure named second best in the world in 2014. Rooms at Nayara Springs (nayarasprings.com) start at $650 a night.

Stylist: Patric Chauvez Hair: Lyneé Ruiz with Ford Artists using Oribe Makeup: Darcy McGrath with Ford Artists using Chanel Cosmetics Models: Matt Brewer, Anastasia LUPU, and Dustin BLAINE with Ford Artists; Maggie LI WITH Stewart Talent
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