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Chicago to do
Printers Row Wine Shop is one of Chicago to do.

1. Printers Row Wine Shop

8.2
719 S Dearborn St (at Polk), Chicago, IL
Wine Store · Printer's Row · 17 tips and reviews

Explore ChicagoExplore Chicago: Staff can help you select a bottle suitable to accompany any cuisine. Stop in on a Friday evening, and indulge in one of their weekly free tastings from 5-8pm. Read more.

Chicago's Downtown Farmstand is one of Chicago to do.

2. Chicago's Downtown Farmstand

66 E Randolph St (Michigan Ave.), Chicago, IL
Farmers Market · The Loop · 8 tips and reviews

Explore ChicagoExplore Chicago: A year-round “farmers market” stocking hundreds of products (many organic) from within 250 miles of Chicago, the Farmstand offers sustainably-grown fresh produce & edibles produced by local companies.

Tribune Tower is one of Chicago to do.

3. Tribune Tower

435 N Michigan Ave (at E Illinois St), Chicago, IL
Structure · Streeterville · 55 tips and reviews

Explore ChicagoExplore Chicago: Did you know? A piece of the Berlin wall is one of the many special stones embedded in the wall of the Tribune Tower. Head to the Western Brown Line 'L' stop to see another Berlin Wall monument. Read more.

Macy's is one of Chicago to do.

4. Macy's

7.8
111 N State St (btwn W Randolph St & W Washington St), Chicago, IL
Department Store · The Loop · 157 tips and reviews

Explore ChicagoExplore Chicago: Head to the 5th Floor for a view of the Tiffany Favrile glass ceiling, which was installed in 1907, and contains over 1.6 million pieces of glass.

360 CHICAGO is one of Chicago to do.

5. 360 CHICAGO

8.9
875 N Michigan Ave Fl 94 (btwn Delaware Pl & Chestnut St), Chicago, IL
Scenic Lookout · Streeterville · 167 tips and reviews

Explore ChicagoExplore Chicago: An open-air SkyWalk at John Hancock Observatory, not only gives you great views of the city, it also lets invites you to take a breath of fresh air!

Villains Bar & Grill is one of Chicago to do.

6. Villains Bar & Grill

649 S Clark St, Chicago, IL
Bar · Printer's Row · 36 tips and reviews

Explore ChicagoExplore Chicago: One of many bars in Printers Row, Villains has an extensive list of craft beers, as well as an eclectic menu of snacks and meals. They also feature live music and a burlesque show once a month.

Greek Islands is one of Chicago to do.

7. Greek Islands

8.8
200 S Halsted St (at Adams St), Chicago, IL
Greek Restaurant · Greektown · 130 tips and reviews

Explore ChicagoExplore Chicago: Greek Island is the staple of Greek Town, importing wines, olives oil, oregano, honey and olives straight from Greece. Try their distinctive lima beans and Colorado lamb.

Pan Hellenic Pastry Shop is one of Chicago to do.

8. Pan Hellenic Pastry Shop

322 S Halsted St (btwn W Jackson Blvd & W Van Buren St), Chicago, IL
Greek Restaurant · Greektown · 23 tips and reviews

Explore ChicagoExplore Chicago: A must stop in Greektown, the family-owned Pan Hellenic Pastry Shop has been serving authentic, homemade Greek pastries for over 38 years, including a delicious traditional baklava.

Porkchop is one of Chicago to do.

9. Porkchop

941 W Randolph St (btwn N Morgan St & N Sangamon St), Chicago, IL
BBQ Joint · West Town · 56 tips and reviews

Explore ChicagoExplore Chicago: Ask Porkchop to “add meat” to anything on your menu. Besides their grilled porkchop, this place is also known for fried chicken! Come here on a Friday or Saturday to listen to live local rock bands.

Tomato Head Pizza Kitchen is one of Chicago to do.

10. Tomato Head Pizza Kitchen

945 W Randolph St (Randolph and Morgan), Chicago, IL
Pizzeria · West Town · 12 tips and reviews

Explore ChicagoExplore Chicago: Tomoto Head, known for their cracker thin-crust, puts a unique spin on pizza by using cornmeal instead of flour. Their Fire Breather and BBQ Chicken are popular menu choices!

Mario's Italian Lemonade is one of Chicago to do.

11. Mario's Italian Lemonade

9.0
1068 W Taylor St (at S Carpenter St), Chicago, IL
Dessert Shop · University Village - Little Italy · 82 tips and reviews

Explore ChicagoExplore Chicago: A seasonal stand in the heart of Little Italy, Mario’s is a local staple. Stop in for one of their famous frozen lemonades, which are similar to an Italian ice.

Jayson Home is one of Chicago to do.

12. Jayson Home

7.8
1885 N Clybourn Ave (at Kenmore Ave.), Chicago, IL
Furniture and Home Store · North Side · 10 tips and reviews

Explore ChicagoExplore Chicago: This one-of-a-kind Lincoln Park boutique features sophisticated, unique furnishings & stylish accessories & accent pieces for the home, as well as a wide selection of products for your garden.

Dat Donut is one of Chicago to do.

13. Dat Donut

8.3
8249 S Cottage Grove Ave (at E. 83rd St.), Chicago, IL
Donut Shop · East Chatham · 47 tips and reviews

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

Vito & Nick's Pizzeria is one of Chicago to do.

14. Vito & Nick's Pizzeria

8.3
8433 S Pulaski Rd (at W 84 Pl), Chicago, IL
Pizzeria · Ashburn · 64 tips and reviews

Explore ChicagoExplore Chicago: Featured on the Food Network's Diners, Drive-Ins and Dives, this neighborhood hot spot is said to have the best thin crust pizza in Chicago. Read more.

Superdawg Drive-In is one of Chicago to do.

15. Superdawg Drive-In

9.0
6363 N Milwaukee Ave (btwn Devon Ave & Highland Ave), Chicago, IL
Hot Dog Joint · Norwood Park · 162 tips and reviews

Explore ChicagoExplore Chicago: Superdawg, which has been in business since 1948, sports two curiously dressed, 12-foot winking weenies on its roof (named Maurie and Flaurie after the owners), and provides car-hop service. Read more.

16. The Cake Walk

8537 S Pulaski Rd, Chicago, IL
Bakery · Ashburn · 1 tip

Explore ChicagoExplore Chicago: The butter cookies are the most popular item here, using the same recipe as Chicago Public Schools popular butter cookie (passed down from the owner’s mother who once worked in a CPS cafeteria). Read more.

Rosario's Italian Foods is one of Chicago to do.

17. Rosario's Italian Foods

8611 S Pulaski Rd, Chicago, IL
Deli · Ashburn · 5 tips and reviews

Explore ChicagoExplore Chicago: Designed by the current owner’s late father, the shop’s infamous neon sign depicts a series of pigs jumping into a meat grinder, and coming out as sausage that spells "Sausage by Rosario." Read more.

DMK Burger Bar is one of Chicago to do.

18. DMK Burger Bar

8.8
2954 N Sheffield Ave (at W Wellington Ave), Chicago, IL
Burger Joint · Lakeview · 257 tips and reviews
Hopleaf Bar is one of Chicago to do.

19. Hopleaf Bar

9.0
5148 N Clark St (at W Foster Ave), Chicago, IL
Beer Bar · Andersonville · 335 tips and reviews
Butcher & The Burger is one of Chicago to do.

20. Butcher & The Burger

8.8
1021 W Armitage Ave (at Kenmore Ave.), Chicago, IL
Burger Joint · North Side · 108 tips and reviews
BBQ Supply Co. is one of Chicago to do.

21. BBQ Supply Co.

6954 N Western Ave (W Lunt Ave), Chicago, IL
BBQ Joint · West Ridge · 48 tips and reviews
Sugar Bliss Cake Boutique is one of Chicago to do.

22. Sugar Bliss Cake Boutique

115 N Wabash Ave (at E Washington St), Chicago, IL
Cupcake Shop · The Loop · 49 tips and reviews
Poag Mahone's is one of Chicago to do.

23. Poag Mahone's

333 S Wells St (at W Jackson Blvd), Chicago, IL
Pub · The Loop · 32 tips and reviews