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This enormous store opposite The Art Institute of Chicago sells contemporary, vintage, and collectors’ posters, as well as artsy gifts.

Here, used books in top condition are stacked floor to ceiling on painted wood shelves, with antique editions protected behind glass.

This wonderful bookstore is the world’s largest that is dedicated to architecture and related fields. It’s a staple for architecture students, but also a fascinating browse for anyone.

Of the wealthy enclaves both north and south of the Chicago River that grew up following the Great Fire of 1871, Prairie Avenue was the most fashionable – and Chicago’s ritziest. Only a few of its mansions remain today, of which two are open to the public (by tour only): the imposing, Romanesque-Revival 1887 Glessner House, and Chicago’s oldest remaining building – Clarke House – built in 1836 in the Greek-Revival style by New York emigré Henry B. Clarke.

A jazz trio, opulent decor, and a forward-leaning continental menu serve diners here. Celebrities love its famed “booth 1.”

The summer home of the Chicago Symphony Orchestra, Ravinia stages concerts (classical, jazz, and pop) in suburban Highland Park. Sheltered seats are available but it’s more fun to pack a picnic and join the crowds on the lawn.

In the heart of Polish Avondale, Red Apple offers budget priced, all-you-can-eat buffets, including dessert and coffee. The diner draws a cross-section of immigrants, artists, students, and the just plain thrifty for authentic dishes such as pierogi , borscht, goulash, and stuffed cabbage.

Enter through the back doors in an alley parallel to North Avenue and head upstairs to Chicago’s self-appointed “Supreme Funk Parlor”. The high-energy, sardine-packed dance floor certainly lives up to its moniker. Monday is gay night, featuring Latin house music, while Friday night caters to hiphop enthusiasts. The downstairs Border Line Tap bar is a perfect stop if you’re early, or simply need a break from dancing.

British ex-pats hang here for a taste of home that fits the bill with plenty of pints from across the pond. Upstairs is an outdoor deck for warm-weather carousing.