Chicago

We’ve compiled the best of the best in Chicago - browse our top choices for the top things to see or do during your stay.

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  • 1. Andersonville

    Andersonville | Neighborhood/Street

    Just north of Uptown there's a neighborhood that feels like a small town and still shows signs of the Swedish settlers who founded it. Andersonville...Read More

  • 2. Boystown

    Boystown | Neighborhood/Street

    Just beyond Wrigleyville lies this section of Lakeview; it's been a major "gayborhood" since the 1970s, which also makes it one of the country...Read More

  • Magnificent Mile

    3. Magnificent Mile

    Near North | Neighborhood/Street

    Michigan Avenue, or Mag Mile as some call it, is a potpourri of historic buildings, upscale boutiques, department stores, and posh hotels. ...Read More

    Magnificent Mile
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  • 4. 18th Street

    Neighborhood/Street

    Pilsen's main commercial strip is loaded with tempting restaurants, bakeries, and Mexican grocery stores. At 1515 West 18th, past the "Bienvenidos...Read More

  • 5. Argyle Strip

    Uptown | Neighborhood/Street

    Also known as Little Saigon (and Little Chinatown and North Chinatown), this area is anchored by the red pagoda of the El's Argyle Street stop...Read More

  • 6. Belmont Avenue

    Lakeview | Neighborhood/Street

    The strip from Lake Shore Drive to Sheffield has an entirely different character than the residential streets nearby. Yes, it has Starbucks...Read More

  • 7. Bombon

    Pilsen | Neighborhood/Street

    If you like sweets or have kids in tow, keep an eye out for this bakery, which stocks a mind-boggling array of treats. ...Read More

  • 8. Devon Avenue

    Far North | Neighborhood/Street

    Chicagoans flock here to satisfy cravings for Indian, Middle Eastern, and Asian fare, or, as the avenue moves west, a good Jewish challah. Indian...Read More

  • 9. Division Street

    Ukrainian Village/Wicker Park | Neighborhood/Street

    At the southern border of Wicker Park, Division Street has become a shopping and dining destination in its own right. Bars, boutiques, and trendy...Read More

  • 10. Fulton Market

    West Loop | Neighborhood/Street

    This stylish neighborhood is filled with chic restaurants, trendsetting galleries, shops, and showrooms for cutting-edge design and green living...Read More

  • 11. Greektown

    West Loop | Neighborhood/Street

    This small strip may as well be half a world away from the rest of the West Loop. Greek restaurants are the main draw here. Continue west on...Read More

  • 12. Halsted Street

    Pilsen | Neighborhood/Street

    Since the late 1960s, Halsted Street near 18th Street has lured a large number of artists, who live and work in the mixed-use community known...Read More

  • 13. Lakeview Homes

    Lakeview | Neighborhood/Street

    Two- and three-story gray-stone houses and other residential buildings line the quiet, leafy side streets heading east and west of Boystown...Read More

  • 14. Lincoln Square

    Lincoln Square | Neighborhood/Street

    Long known for its Teutonic heritage, Lincoln Square is home to two annual German fests—Maifest in late May (held around a 30-foot-tall maypole...Read More

  • 15. Old Town

    Lincoln Park | Arts/Performance Venue

    A vibrant dining scene and lots of good bars and clubs (including the famed Second City) make Old Town a top nightlife destination. ...Read More

  • 16. Printers Row

    South Loop | Neighborhood/Street

    Bounded by Congress Parkway on the north, Polk Street on the south, Plymouth Court to the east, and the Chicago River to the west, this district...Read More

  • 17. River North Gallery District

    River North | Neighborhood/Street

    North of the Merchandise Mart and south of Chicago Avenue, between Orleans and Dearborn, is a concentration of art galleries carrying just about...Read More

  • 18. Southport Avenue

    Wrigleyville | Neighborhood/Street

    Southport and other streets that travel north to Irving Park Road are lined with independent shops, many of which cater to well-dressed young...Read More

  • 19. Taylor Street

    Little Italy | Neighborhood/Street

    In the mid-19th century, when Italians started to migrate to Chicago, about one-third of them settled in and around Taylor Street, a 12-block...Read More

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