Windy City
Dat Donut is one of Windy City.

1. Dat Donut

9.2
8249 S Cottage Grove Ave (at E. 83rd St.), Chicago, IL
Donut Shop · East Chatham · 41 tips and reviews
Ping Tom Memorial Park is one of Windy City.

2. Ping Tom Memorial Park

9.4
300 W 19th St (btwn Lumber St & Wentworth Ave), Chicago, IL
Park · South Loop · 21 tips and reviews
Music Box Theatre is one of Windy City.

3. Music Box Theatre

9.5
3733 N Southport Ave (btwn Grace St & Waveland Ave), Chicago, IL
Indie Movie Theater · Lakeview · 78 tips and reviews
Revolution Brewing is one of Windy City.

4. Revolution Brewing

9.4
2323 N Milwaukee Ave (btwn N California & W Fullerton Ave), Chicago, IL
Brewery · Logan Square · 370 tips and reviews
Chicago's Home Of Chicken & Waffles is one of Windy City.

5. Chicago's Home Of Chicken & Waffles

8.4
3947 S King Dr (at E Oakwood Blvd.), Chicago, IL
Southern / Soul Food Restaurant · Grand Boulevard · 90 tips and reviews
United Center is one of Windy City.

6. United Center

9.4
1901 W Madison St (btwn Wood St & Damen Ave), Chicago, IL
Stadium · Near West Side · 421 tips and reviews
Dat Donut is one of Windy City.

7. Dat Donut

1979 W 111th St, Chicago, IL
Donut Shop · Morgan Park · 4 tips and reviews
The Oriental Institute is one of Windy City.

8. The Oriental Institute

9.5
1155 E 58th St (btwn Woodlawn Ave & University Ave), Chicago, IL
History Museum · Hyde Park · 21 tips and reviews
Chicago Velo Campus is one of Windy City.

9. Chicago Velo Campus

8615 S Burley Ave, Chicago, IL
Racetrack · South Chicago · 11 tips and reviews
Vida Simple Mural By Juan Angel Chávez is one of Windy City.

10. Vida Simple Mural By Juan Angel Chávez

8.1
2010 S Damen Ave (at CTA - Damen/Cermak), Chicago, IL
Art Gallery · Heart of Chicago · 5 tips and reviews
Garfield Park Conservatory is one of Windy City.

11. Garfield Park Conservatory

9.6
300 N Central Park Ave (at Lake St), Chicago, IL
Garden · East Garfield Park · 60 tips and reviews
Co-Prosperity Sphere is one of Windy City.

12. Co-Prosperity Sphere

8.4
3219 S Morgan St (at 32nd St), Chicago, IL
Art Gallery · Bridgeport · 4 tips and reviews
DuSable Museum Of African American History is one of Windy City.

13. DuSable Museum Of African American History

9.4
740 E 56th Pl (S Cottage Grove Ave), Chicago, IL
Tourist Information Center · Washington Park · 25 tips and reviews
Glenwood Avenue Arts District is one of Windy City.

14. Glenwood Avenue Arts District

8.7
6912 N Glenwood Ave (at W Morse Ave), Chicago, IL
General Entertainment · Rogers Park · 4 tips and reviews
Merz Apothecary is one of Windy City.

15. Merz Apothecary

9.1
4716 N Lincoln Ave (at W Leland Ave), Chicago, IL
Pharmacy · Ravenswood · 21 tips and reviews
Andersonville Swedish Dala Horse is one of Windy City.

16. Andersonville Swedish Dala Horse

8.7
Clark St. & Farragut Ave., Chicago, IL
Sculpture Garden · Andersonville · 6 tips and reviews
Jane Addams Hull-House Museum is one of Windy City.

17. Jane Addams Hull-House Museum

8.6
800 S Halsted St (at UIC), Chicago, IL
History Museum · University Village - Little Italy · 14 tips and reviews
Milios Hair Studio is one of Windy City.

18. Milios Hair Studio

9.0
959 W Belmont Ave (at Sheffield Ave.), Chicago, IL
Salon / Barbershop · Lakeview · 18 tips and reviews
63rd Street Beach is one of Windy City.

19. 63rd Street Beach

8.7
6300 S Lake Shore Dr (at Hayes Dr), Chicago, IL
Beach · 19 tips and reviews
Renegade Handmade is one of Windy City.

20. Renegade Handmade

1924 W Division St (at N Damen Ave), Chicago, IL
Arts & Crafts Store · Wicker Park · 9 tips and reviews
Michael Jordan Statue is one of Windy City.

21. Michael Jordan Statue

9.3
United Center (at Wood St), Chicago, IL
Monument / Landmark · Near West Side · 29 tips and reviews
Dat Donut is one of Windy City.

22. Dat Donut

9.2
8249 S Cottage Grove Ave (at E. 83rd St.), Chicago, IL
Donut Shop · East Chatham · 41 tips and reviews

Explore ChicagoExplore Chicago: This take-out bakery specializes in the "Big Dat" an enormous doughnut, measuring 9" across and 3" tall.

Dat Old Fashioned Donut is one of Windy City.

23. Dat Old Fashioned Donut

1979 W 111th St, Chicago, IL
Donut Shop · Morgan Park · 3 tips and reviews

Explore ChicagoExplore Chicago: This take-out bakery specializes in the "Big Dat" an enormous doughnut, measuring 9" across and 3" tall.

Renegade Handmade is one of Windy City.

24. Renegade Handmade

1924 W Division St (at N Damen Ave), Chicago, IL
Arts & Crafts Store · Wicker Park · 9 tips and reviews

Explore ChicagoExplore Chicago: The Renegade Craft Fair, which got its start in Chicago, has a permanent storefront in Wicker Park where you can shop year-round for one-of-a-kind DIY goods by over 300 artists. Read more.

Michael Jordan Statue is one of Windy City.

25. Michael Jordan Statue

9.3
United Center (at Wood St), Chicago, IL
Monument / Landmark · Near West Side · 29 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.

Glenwood Avenue Arts District is one of Windy City.

26. Glenwood Avenue Arts District

8.7
6912 N Glenwood Ave (at W Morse Ave), Chicago, IL
General Entertainment · Rogers Park · 4 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.

Green Mill Cocktail Lounge is one of Windy City.

27. Green Mill Cocktail Lounge

9.1
4802 N Broadway St (at W Lawrence Ave.), Chicago, IL
Jazz Club · Uptown · 112 tips and reviews

Explore ChicagoExplore Chicago: This Chicago landmark presents jazz nightly, from traditional to experimental, amid a "speakeasyesque" décor. Read more.

63rd Street Beach is one of Windy City.

28. 63rd Street Beach

8.7
6300 S Lake Shore Dr (at Hayes Dr), Chicago, IL
Beach · 19 tips and reviews

Explore ChicagoExplore Chicago: This free admission beach is one of Chicago’s 33 sandy Lake Michigan beaches. Read more.

Jane Addams Hull-House Museum is one of Windy City.

29. Jane Addams Hull-House Museum

8.6
800 S Halsted St (at UIC), Chicago, IL
History Museum · University Village - Little Italy · 14 tips and reviews

Explore ChicagoExplore Chicago: Today, visitors can explore historic exhibitions, borrow seeds from an heirloom seed library, learn about urban horticulture, eat soup and debate politics, and see contemporary art exhibitions. Read more.

Music Box Theatre is one of Windy City.

30. Music Box Theatre

9.5
3733 N Southport Ave (btwn Grace St & Waveland Ave), Chicago, IL
Indie Movie Theater · Lakeview · 78 tips and reviews

Explore ChicagoExplore Chicago: The Music Box plays a mix of independent and foreign films, as well as classic (black and white) movie matinees, and midnight screenings of cult classics. Read more.

Milios Hair Studio is one of Windy City.

31. Milios Hair Studio

9.0
959 W Belmont Ave (at Sheffield Ave.), Chicago, IL
Salon / Barbershop · Lakeview · 18 tips and reviews

Explore ChicagoExplore Chicago: Milio’s is the place to go for a punk rock haircut. It’s also the former location of 3 rock clubs that hosted now-famous bands such as the Velvet Underground, Prince, REM, and The Smashing Pumpkins. Read more.

Revolution Brewing is one of Windy City.

32. Revolution Brewing

9.4
2323 N Milwaukee Ave (btwn N California & W Fullerton Ave), Chicago, IL
Brewery · Logan Square · 370 tips and reviews

Explore ChicagoExplore Chicago: Located in trendy Logan Square, Revolution Brewing is one of Chicago’s artisanal brewing companies. Try the Bacon Fat Popcorn at their restaurant, which also has vegan-friendly options. Read more.

Chicago's Home Of Chicken & Waffles is one of Windy City.

33. Chicago's Home Of Chicken & Waffles

8.4
3947 S King Dr (at E Oakwood Blvd.), Chicago, IL
Southern / Soul Food Restaurant · Grand Boulevard · 90 tips and reviews

Explore ChicagoExplore Chicago: Popular with locals and visitors, Chicago’s Home of Chicken & Waffles serves soul food up in a stylish dining room. Read more.

DuSable Museum Of African American History is one of Windy City.

34. DuSable Museum Of African American History

9.4
740 E 56th Pl (S Cottage Grove Ave), Chicago, IL
Tourist Information Center · Washington Park · 25 tips and reviews

Explore ChicagoExplore Chicago: Mosaic portraits in Founders Hall celebrate Dr. Margaret Burroughs, co-founder of the museum, Harold Washington, Chicago’s first African American Mayor, and DuSable, Founder of Chicago. Read more.

The Oriental Institute is one of Windy City.

35. The Oriental Institute

9.5
1155 E 58th St (btwn Woodlawn Ave & University Ave), Chicago, IL
History Museum · Hyde Park · 21 tips and reviews

Explore ChicagoExplore Chicago: One of Chicago’s Always Free Attractions, the museum has a collection of treasures from the Middle East such as a 5,000 year old mummy, a 40-ton Assyrian sculpture & a 17-foot tall statue of King Tut. Read more.

Garfield Park Conservatory is one of Windy City.

36. Garfield Park Conservatory

9.6
300 N Central Park Ave (at Lake St), Chicago, IL
Garden · East Garfield Park · 60 tips and reviews

Explore ChicagoExplore Chicago: Often referred to as “landscape art under glass,” the free admission conservatory occupies approximately 4.5 acres inside and out, where thousands of plant species are on display. Read more.

Co-Prosperity Sphere is one of Windy City.

37. Co-Prosperity Sphere

8.4
3219 S Morgan St (at 32nd St), Chicago, IL
Art Gallery · Bridgeport · 4 tips and reviews

Explore ChicagoExplore Chicago: Stroll past three large window galleries with new and engaging artwork to enjoy. This “experimental cultural center” produces art exhibitions, readings, and performances. Read more.

Vida Simple Mural By Juan Angel Chávez is one of Windy City.

38. Vida Simple Mural By Juan Angel Chávez

8.1
2010 S Damen Ave (at CTA - Damen/Cermak), Chicago, IL
Art Gallery · Heart of Chicago · 5 tips and reviews

Explore ChicagoExplore Chicago: Located just outside the Damen Pink Line ‘L’ Stop,this mural focuses on the individuality of the people that created the heritage and cultural identity of the community. Read more.

Chicago Velo Campus is one of Windy City.

39. Chicago Velo Campus

8615 S Burley Ave, Chicago, IL
Racetrack · South Chicago · 11 tips and reviews

Explore ChicagoExplore Chicago: The Chicago Velo Campus is a large, banked track for bicycle racing, and is the first velodrome built in Chicago in a generation.

Merz Apothecary is one of Windy City.

40. Merz Apothecary

9.1
4716 N Lincoln Ave (at W Leland Ave), Chicago, IL
Pharmacy · Ravenswood · 21 tips and reviews

Explore ChicagoExplore Chicago: Around since 1875, this apothecary's original location is stacked floor-to-ceiling with every medicine, scent and homeopathic brand you can think of. It's one of Lincoln Square's many hip boutiques. Read more.

Ping Tom Memorial Park is one of Windy City.

41. Ping Tom Memorial Park

9.4
300 W 19th St (btwn Lumber St & Wentworth Ave), Chicago, IL
Park · South Loop · 21 tips and reviews

Explore ChicagoExplore Chicago: Among the Park’s cool features are a pagoda-shaped pavilion, where you can catch a water taxi to downtown Chicago, and a unique railroad drawbridge. Read more.