Close Icon
Gear IconImportant Reminder:The City Guide app will be sunsetting on December 15, 2024, with the web version to follow in early 2025. Please visit our FAQ to learn more or to download our Swarm app.
Learn more
Chicago
63rd Street Beach is one of Chicago.

1. 63rd Street Beach

8.2
6300 S Lake Shore Dr (at Hayes Dr), Chicago, IL
Beach · 20 tips and reviews

Explore ChicagoExplore Chicago: 63rd Street beach is located in Jackson Park, one of Chicago’s oldest and most significant parks, designed by Olmsted & Vaux, who also designed New York’s Central Park. Read more.

Midway Plaisance Park is one of Chicago.

2. Midway Plaisance Park

7.7
1130 Midway Plaisance (East 59), Chicago, IL
Park · 6 tips and reviews

Explore ChicagoExplore Chicago: The Ferris Wheel debuted on the Midway Plaisance during the 1893 Columbian Exposition, and inspired Sufjan Stevens’s song “Come on Feel the Illinoise”. Read more.

Soldier Field is one of Chicago.

3. Soldier Field

8.9
1410 S Museum Campus Dr (btwn McFetridge Dr & Waldron Dr), Chicago, IL
Football Stadium · Musuem Campus · 216 tips and reviews

HISTORYHISTORY: Opening in 1924, it has played host to Army-Navy & Notre Dame-USC football; the Chicago Bears moved here in 1971. The field has been featured in films, including Clint Eastwood's Flags of Our Fathers.

Grant Park is one of Chicago.

4. Grant Park

9.5
337 E Randolph Dr (at Michigan Ave), Chicago, IL
Park · 136 tips and reviews

IFCIFC: Chicago: Any park that plays host to a Barack Obama victory speech and a Radiohead show in the same year deserves to be at the top of this list. -IFC Viewer

Guaranteed Rate Field is one of Chicago.

5. Guaranteed Rate Field

8.6
333 W 35th St (at Wentworth Ave), Chicago, IL
Baseball Stadium · 300 tips and reviews

Explore ChicagoExplore Chicago: In "My Best Friend's Wedding" (1997), Julianne (Julia Robert) character goes to a White Sox Game with her best friend Michael (Dermot Mulroney) because his fiancée's father owns the team. Read more.

The Second City is one of Chicago.

6. The Second City

9.3
1616 N Wells St (btwn Concord Ln & North Ave), Chicago, IL
Comedy Club · Old Town Triangle · 150 tips and reviews

IFCIFC: Chicago: A training ground for the likes of Tina Fey, Amy Poehler, Steve Carell and others, this legendary comedy club now boasts -IFC Staff

The Wiener's Circle is one of Chicago.

7. The Wiener's Circle

7.9
2622 N Clark St (btwn Drummond Pl & Wrightwood Ave), Chicago, IL
Hot Dog Joint · Park West · 130 tips and reviews

Explore ChicagoExplore Chicago: Late nights on weekends, you’ll find the staff at Weiner’s Circle serving up some of their signature, borderline offensive but good-humored ribbing alongside their equally famous Chicago-style dogs. Read more.

The Spirit by by Omri & Julie Rotblatt-Amrany (Michael Jordan Statue) is one of Chicago.

8. The Spirit by by Omri & Julie Rotblatt-Amrany (Michael Jordan Statue)

8.5
United Center (Gate 4), Chicago, IL
Outdoor Sculpture · Near West Side · 31 tips and reviews

Explore ChicagoExplore Chicago: Located outside the United Center’s east end, the sculpture, which can be seen without buying a ticket to a Bulls or Blackhawks game, celebrates one of Chicago’s most internationally known figures. Read more.

Michael Jordan's Steak House Chicago is one of Chicago.

9. Michael Jordan's Steak House Chicago

8.0
505 N Michigan Ave, Chicago, IL
Steakhouse · Streeterville · 147 tips and reviews

Time Out ChicagoTime Out Chicago: Try the garlic bread from our 100 Best list: It was a close call between this side dish and the goat-cheese cheesecake. But garlic-schmeared bread smothered in blue-cheese sauce wins every time.

RL Restaurant is one of Chicago.

10. RL Restaurant

9.2
115 E Chicago Ave (at Michigan Ave), Chicago, IL
American Restaurant · Streeterville · 115 tips and reviews

AliciaAlicia: No need to look over the menu, order the Steak Diane. The service and overall atmosphere are phenomenal. An absolute must if you're in Chicago.

United Center is one of Chicago.

11. United Center

9.3
1901 W Madison St (btwn Wood St & S Damen Ave), Chicago, IL
Stadium · Near West Side · 467 tips and reviews

HISTORYHISTORY: In the Michael Jordan era, the Chicago Bulls won 6 championships in 8 years here. Bulls coach Phil Jackson won his 500th game & Bill Clinton was nominated for his 2nd White House term in this arena.

Riviera Theatre is one of Chicago.

12. Riviera Theatre

7.7
4746 N Racine Ave (at N Broadway), Chicago, IL
Music Venue · Uptown · 46 tips and reviews

IFCIFC: Chicago: Built in 1917 as a movie palace, "The Riv" now hosts some of Chicago's best live shows, including the famous Wilco residency in 2008. -IFC Staff

Glenwood Avenue Arts District is one of Chicago.

13. Glenwood Avenue Arts District

8.5
6912 N Glenwood Ave (at W Morse Ave), Chicago, IL
Arts and Entertainment · Rogers Park · 6 tips and reviews

Explore ChicagoExplore Chicago: The cobblestone, mural-lined Glenwood Avenue Arts District in Rogers Park is home to award-winning theaters, art galleries, a seasonal farmers market, and cute cafes. Read more.

Hot Doug's is one of Chicago.

14. Hot Doug's

3324 N California Ave (at Roscoe St), Chicago, IL
Hot Dog Joint · Northwest Side · 236 tips and reviews

Explore ChicagoExplore Chicago: When visiting this self-proclaimed ‘encased meat emporium’, be sure to sample Hot Doug’s other ‘haute cuisine’ treats, like fois gras mousse and the duck-fat fries. Read more.

Portillo's is one of Chicago.

15. Portillo's

9.0
100 W Ontario St (at Clark St), Chicago, IL
Hot Dog Joint · River North · 666 tips and reviews

Explore ChicagoExplore Chicago: Making a Chicago-style hot dog, with all its requisite toppings, is also known as "dragging it through the garden". Read more.