From Rush Street east toward Michigan Avenue

BARNEYS NEW YORK Nearly double its former size, the new Barneys includes an enlarged shoe salon and Co-Op, a Fred’s restaurant, and a concierge who can book transportation, restaurant reservations, and Broadway tickets for shoppers. The geometric architecture is a nod to Chicago’s rich Louis Sullivan heritage. 15 E. Oak St.; 312-587-1700, barneys.com

PRADA 30 E. Oak St.; 312-951-1113, prada.com

PIAZZA SEMPIONE The high-end Milanese retailer, long available at luxury department stores, opened this sleek, gallery-like shop in May. 34 E. Oak St.; 312-280-1129, piazzasempione.com

DAVID YURMAN One of the largest of the jeweler’s nationwide stores, the Chicago outpost carries the entire collection. 40 E. Oak St.; 312-787-7779, davidyurman.com

LORO PIANA 45 E. Oak St.; 312-664-6644, loropiana.com

JIL SANDER 48 E. Oak St.; 312-335-0006, jilsander.com

GEORGE GREENE One of the best men’s stores in the city, this longtime favorite carries hand-tailored European suits, sport coats, and shirts from Kiton, as well as a variety of items from other designers. 49 E. Oak St.; 312-654-2490

YVES SAINT LAURENT 51 E. Oak St.; 312-751-8995, ysl.com

HARRY WINSTON This outfit has iced royals, heiresses, and Elizabeth Taylor. The intimidating storefront protects the 8,000 square-foot space that houses one of the most impressive diamond collections in the city. 55 E. Oak St.; 312-705-1820, harrywinston.com

LESTER LAMPERT 57 E. Oak St.; 312-944-6888, lesterlampert.com

LUCA LUCA 59 E. Oak St.; 312-664-1512, lucaluca.sectorlink.org

ME & RO An in-store pond drives home the point that here, high-end, bohemian jewelry takes inspiration from nature. 61 E. Oak St.; 312-957-8181, meandrojewelry.com

JIMMY CHOO 63 E. Oak St.; 312-255-1170, jimmychoo.com

JUICY COUTURE 101 E. Oak St.; 312-280-1637, juicycouture.com

GRAFF DIAMONDS 103 E. Oak St.; 312-604-1000, graffidiamonds.com

PAUL STUART The stalwart men’s shop relocated to this 1920s townhouse last fall. The buttoned-up men’s style remains the same. 107 E. Oak St.; 312-640-2650, paulstuart.com

CHASALLA One of the few independent retailers to hang in on the chain-heavy street, the high-end designer boutique carries luxury apparel and accessories for men and women from designers such as Rock Revival, Diesel, and Cavalli. 106 E. Oak St.; 312-640-1940

HERMÈS This über-high-end French luxury house has plans to take over a portion of the former Barneys space at 25 East Oak Street in 2010. 110 E. Oak St.; 312-787-8175, hermes.com

TRABERT & HOEFFER JEWELS 111 E. Oak St.; 312-787-1654

10 ULTIMO An independent retailer on the street for 40 years, this shop carries established and emerging designers such as Karl Lagerfeld and Peter Som, with a particularly impressive eveningwear department. 116 E. Oak St.; 312-787-1171, ultimo.com

TIPS

The cheapest parking option on this very expensive block is the attached garage at Bloomingdale’s (900 N. Michigan Ave.). Make a minimum purchase of $10 (which could be as small as a coffee and snack from the shop inside) to receive a parking validation, and the rate is $12 for up to three hours.

For a pre- or postshopping treat, pop into Sarah’s Pastries & Candies (70 E. Oak St.; 312-664-6223, sarahscandies.com). Although the main events here are the divine candies and cakes, there is also a selection of pastries and lunch items that come much more affordable than at Fred’s down the street.

Anyone who makes a purchase at these luxury spots would likely be allowed to use the restrooms, but the easiest to access (without proof of purchase) is inside Barneys New York.

Photography: (belted jacket and skirt) courtesy of Prada, (mosaic cuff) courtesy of David Yurman, (orange dress) courtesy of Jil Sander, (shoe) courtesy of Jimmy Choo, (diamond ring) courtesy of Harry Winston, (red and white bangle bracelets) courtesy of Hermès (black dress) courtesy of Yves Saint Laurent