Discover Chicago's favorite son's favorite haunts in 3 days.

It's a great day for shopping Obama-style!

Visit Maria Pinto's new west Loop boutique (135 N. Jefferson; 312.648.1350) for the fashions and accessories favored by Michelle Obama. You may also want to make a stop at The Oprah Store (37 N. Carpenter; 312.633.2100) just minutes away to see some of Winfrey's favorite things.

Enjoy lunch at one of Michelle Obama's favorite restaurants - Sepia (123 N. Jefferson; 312.441.1920), just a few doors south of Maria Pinto Boutique. Housed in an 1890 print shop and featuring memorabilia from the Windy City's bygone days, this inviting eatery's simple but elegant seasonal menu showcases pristine natural ingredients in dishes that let celebrated Chef Kendal Duque's passion shine through. (Sepia is also open for Sunday brunch.)

Interested in a two-button wool-cashmere power suit like those worn by the President? Buy Hart Schaffner Marx suits at the new Chicago Hickey Freeman store (114 E. Oak; 312.787.9200). Chicago-based Hartmarx has had a strong presence in the city since 1872, when brothers Harry and Max Hart opened their first men's apparel store amid the ashes of the Great Chicago Fire.

And for great clothing and accessories like those worn by the new First Daughters, pay a visit to Madison and Friends (43 E Oak; 312.642.6403).

End your day and your Obama tour with a very special dinner at Spiaggia (980 N. Michigan; 312. 280.2750) — a spot so memorable that the President and First Lady chose it for a private dinner-for-two election victory celebration. Tony Mantuano, chef-owner of this four-star and James Beard Award-winning restaurant, uses the finest ingredients to create luxurious world-class Italian cuisine. Ask for a seat by the window, and you'll also enjoy a lovely view of the city the 44th President of the United States calls home.

Day 1

Day 2