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The Silver Room
1442 N. Milwaukee Ave., 773-278-7130; 3243 N. Broadway, 773-525-7130
SAVE Large faces and wide leather bands for watches are all the rage at the moment, but where to find them? The Silver Room, an accessories lifestyle boutique in Wicker Park, is the place for everyday watches with personality—such as the jewelrylike bracelet watch from Nixon ($60) or the line of colorful timepieces from the New York brand Nooka with unconventional dials ($125). Sure, you could pay more here for the swanky Swiss brand Alfex, but you won’t have to.

Westfield Old Orchard Center, Skokie; 847-675-5200 (plus Chicago and Oak Brook locations)
SPLURGE Everybody knows to go to Tourneau and C. D. Peacock for wedding-worthy timepieces that will last a lifetime; but few realize that Bloomingdale’s is one-stop shopping for of-the-moment watches that rise above disposability: to wit, Toy (pictured), the popular Rolex-meets-Swatch brand currently spotted on celebrity wrists, selling here for $225. Also seen in the cases at Bloomie’s: trendy- but-not-cheesy watches by Juicy Couture, Betsey Johnson, Emporio Armani, and Coach.