A snowboard from Burton’s Andy Warhol collection, $549.95
The Arlington Park Fall Show and Sale runs Oct. 12th through 14th with 150 dealers peddling jewelry, antiques, collectibles, and vintage clothing. Admission is $8. Arlington Park Racetrack, 2200 W. Euclid Ave., Arlington Heights; 708-366-2710
Building Blocks Toy Store holds an anniversary sale from Oct. 15th through 31st with 15 percent off storewide. 3306 N. Lincoln Ave.; 773-525-6200
Burton, a Vermont-based snowboard retailer, recently opened an 8,000-square-foot flagship in Chicago. Look for Burton-brand snowboards, boots, and outerwear, Anon sunglasses and goggles, R.E.D. protective gear, Analog clothing, and Gravis shoes and accessories. 56 E. Walton St.; burton.com
Gem, a jewelry boutique, celebrates its second anniversary this month with 10 percent off fall pieces. 1710 N. Damen Ave.; 773-384-7700
Macy’s hosts its Shop for a Cause event on Oct. 13th and 14th. Purchase a $5 shopping pass for storewide discounts. All locations, macys.com.
Macy’s State Street displays clothing, handbags, and accessories created by Chicago-based designers Orlando Espinoza, Cyndi Chan, Michelle Tan, and others, starting Oct. 9th. 111 N. State St.; 312-781-1000
The Merchandise Mart International Antiques Fair adds a fall bazaar from Oct. 12th to 15th. Look for 20th- century designs, paintings, furniture, and jewelry from more than 90 dealers. Admission is $15. Merchandise Mart, 8th floor; 800-677-6278
P.45 celebrates its 10th birthday weekend on Oct. 19th with discounts. 1643 N. Damen Ave.; 773-862-4523
Richard Bennett Custom Tailors, a purveyor of custom suits, hosts a trunk show with 100 percent worsted Vicuña and baby cashmere fabrics from Italian mill Loro Piana on Oct. 5th and 6th. 208 S. LaSalle St.; 312-332-3016
Rush University Medical Center puts on its annual fashion show Oct. 4th—a date starred and circled on many a socialite’s calendar. At 81 continuous years, the show is the oldest in the country. Look for Fields, Crowns, and McNallys to walk the catwalk in designs from Neapolitan, Ultimo, and more. At Symphony Center, 220 S. Michigan Ave.; 312-942-6513. Tickets are $75.
Shop CHICago moves from Union Station to a tent in Millennium Park, with merch from emerging designers and city boutiques under one roof. Free, but reservations required at genart.org. VIP Tickets allow early admission for $40. Oct. 13th. Millennium Park, Chase Promenade North; 312-229-1701
St. John Boutique teams up with the Susan G. Komen Race for the Cure to create a special collection. Available from Oct. 9th. 919 N. Michigan Ave.; 312-943-1941
Photograph: Courtesy of Burton
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