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Cole's Chicago Favorites
Longman & Eagle is one of Cole's Chicago Favorites.

1. Longman & Eagle

9.3
2657 N Kedzie Ave (at W Schubert Ave), Chicago, IL
New American Restaurant · Logan Square · 351 tips and reviews
Butcher & The Burger is one of Cole's Chicago Favorites.

2. Butcher & The Burger

8.8
1021 W Armitage Ave (at Kenmore Ave.), Chicago, IL
Burger Joint · North Side · 108 tips and reviews

Cole K.Cole Kennedy: Hungover? Come on down and wipe the floor with some extra delicious greasy meat and cheese. Pick anything, it don't matter!

Intelligentsia Coffee is one of Cole's Chicago Favorites.

3. Intelligentsia Coffee

9.1
53 E Randolph St (btwn Wabash Ave & Garland Ct), Chicago, IL
Coffee Shop · The Loop · 316 tips and reviews

Cole K.Cole Kennedy: Intelli is the truth. This spot is maybe a bit more sterile than their other coffee bars, but the coffee is still impeccable. Go pour over or go home.

The Blackstone, Autograph Collection is one of Cole's Chicago Favorites.

4. The Blackstone, Autograph Collection

7.9
636 S Michigan Ave, Chicago, IL
Hotel · South Loop · 61 tips and reviews

Cole K.Cole Kennedy: Maybe my favorite hotel in Chicago. The view over Grant Park and on to Lake Michigan is stunning, and the concierge lounge takes care of everything. Save time to play some pool in the lobby.

JW Marriott Chicago is one of Cole's Chicago Favorites.

5. JW Marriott Chicago

8.7
151 W Adams St (btwn S. Wells & S. LaSalle), Chicago, IL
Hotel · The Loop · 48 tips and reviews

Cole K.Cole Kennedy: This might be weird, but the lobby here smells like heaven.

Little Goat Diner is one of Cole's Chicago Favorites.

6. Little Goat Diner

820 W Randolph St (at Green St), Chicago, IL
Diner · Fulton Market · 472 tips and reviews

Cole K.Cole Kennedy: The caramelized onions on the patty melt are thickfreakness. The Sloppy Goat is everything you're hoping for. The Eames chairs will keep you comfortable while inhaling all the food.

The Publican is one of Cole's Chicago Favorites.

7. The Publican

8.9
837 W Fulton Market (at N Green St), Chicago, IL
New American Restaurant · Fulton Market · 358 tips and reviews

Cole K.Cole Kennedy: Holy shit. The frites with fried egg are inappropriately delicious.

Mercat a la Planxa is one of Cole's Chicago Favorites.

8. Mercat a la Planxa

7.6
638 S Michigan Ave (at E Balbo Ave), Chicago, IL
Tapas Restaurant · South Loop · 140 tips and reviews

Cole K.Cole Kennedy: Start your day off right with the Blackstone Benedict (eggs Benedict with truffled hollandaise). Head downstairs and grab Starbucks for coffee, though - $4 is too much for diner coffee.

Cherry Circle Room is one of Cole's Chicago Favorites.

9. Cherry Circle Room

8.8
12 S Michigan Ave (at E Madison St), Chicago, IL
American Restaurant · The Loop · 45 tips and reviews

Michael K.Michael Kennedy: Awesome old school cocktail lounge. Stylish and comfortable.

The Vic Theatre is one of Cole's Chicago Favorites.

10. The Vic Theatre

8.3
3145 N Sheffield Ave (btwn W Fletcher St & W Belmont Ave), Chicago, IL
Music Venue · Lakeview · 54 tips and reviews

The FeastThe Feast: No matter how crowded it gets, there's always a pocket of space near the ramps that lead down onto the front-of-stage floor. Try it, you'll like it!

Columbia Yacht Club is one of Cole's Chicago Favorites.

11. Columbia Yacht Club

111 N Lake Shore Dr (at Randolph St), Chicago, IL
Harbor or Marina · 20 tips and reviews

Cole K.Cole Kennedy: Secretly, one of the coolest bars in Chicago (if you can find your way through the ship to get there). Order a Dark 'n' Stormy and listen to sailors tell stories.

Shaw's Crab House is one of Cole's Chicago Favorites.

12. Shaw's Crab House

9.3
21 E Hubbard St (at N Wabash Ave), Chicago, IL
Seafood Restaurant · Near North Side · 221 tips and reviews

Cole K.Cole Kennedy: Old school and cozy. Love the vibe. Come in, take a right, and sidle up to the oyster bar. Dare you to break a 6:1 oyster to martini ratio.

The Art Institute of Chicago is one of Cole's Chicago Favorites.

13. The Art Institute of Chicago

9.5
111 S Michigan Ave (btwn Monroe St & Jackson Dr), Chicago, IL
Art Museum · Grant Park · 686 tips and reviews

Cole K.Cole Kennedy: Check out the new Modern wing, designed by Renzo Piano. The gallery space is as impressive as the artwork.

The Gage is one of Cole's Chicago Favorites.

14. The Gage

9.0
24 S Michigan Ave (btwn Monroe & Madison St.), Chicago, IL
Gastropub · The Loop · 339 tips and reviews

Cole K.Cole Kennedy: Is it cold outside? Don't make a mistake, and order the Spanish Coffee already.

Broken Shaker at Freehand Chicago is one of Cole's Chicago Favorites.

15. Broken Shaker at Freehand Chicago

8.3
19 E Ohio St (State), Chicago, IL
Cocktail Bar · Near North Side · 65 tips and reviews

Cole K.Cole Kennedy: The bartenders here are the coolest, friendliest people. Even if you're not staying at the Freehand, come here and drink. My picks: the Tyler Fry, and whatever the punch special happens to be.

Big Star is one of Cole's Chicago Favorites.

16. Big Star

8.9
1531 N Damen Ave (at N Wicker Park Ave), Chicago, IL
Taco Restaurant · Wicker Park · 572 tips and reviews

Cole K.Cole Kennedy: Do you like day drinking and tacos? Of course you do. Come here and let the DJ spin real vinyl while you get messed up.

Small Cheval is one of Cole's Chicago Favorites.

17. Small Cheval

8.9
1732 N. Milwaukee Ave, Chicago, IL
Burger Joint · Bucktown · 74 tips and reviews

Cole K.Cole Kennedy: My brain can't process the pleasure I got from this meal. Nancy Reagan should've used these cheeseburgers and fries to keep kids off drugs. Oh, and a chocolate shake. Do it, nerd.

Au Cheval is one of Cole's Chicago Favorites.

18. Au Cheval

9.1
800 W Randolph St (at S Halsted St), Chicago, IL
Burger Joint · Fulton Market · 483 tips and reviews

Cole K.Cole Kennedy: When I think about this place, I make obscene noises. The burger is THAT good. Order the single (which has two patties) with egg and bacon (which is actually pork belly). Add fries. Cry with delight.

Lost Lake is one of Cole's Chicago Favorites.

19. Lost Lake

3154 W Diversey Ave (at Kedzie Blvd), Chicago, IL
Tiki Bar · Logan Square · 53 tips and reviews

Emily K.Emily Kane: Well-run establishment with fruity, dangerous cocktails and wonderful atmosphere. Be prepared to wait.

Maple & Ash is one of Cole's Chicago Favorites.

20. Maple & Ash

9.0
8 W Maple St (at State St), Chicago, IL
Steakhouse · Near North Side · 60 tips and reviews

Cole K.Cole Kennedy: A transcendent dinner experience. Sublime steaks, perfect sides (get Brussels sprouts), thoughtful wine program, and comforting desserts. Did I mention the swanky atmosphere and world-class service?

The Violet Hour is one of Cole's Chicago Favorites.

21. The Violet Hour

9.1
1520 N Damen Ave (at Pierce Ave), Chicago, IL
Speakeasy · Wicker Park · 256 tips and reviews

Cole K.Cole Kennedy: It's the perfect date spot. Whether you go before dinner, instead of dinner, or after dinner, you won't be let down. I liked the Midnight Stinger.

Hopewell Brewing Company is one of Cole's Chicago Favorites.

22. Hopewell Brewing Company

8.7
2760 N Milwaukee Ave (Milwaukee and Diversey), Chicago, IL
Brewery · Logan Square · 28 tips and reviews

Cole K.Cole Kennedy: I adore the decór in here. Light and airy without feeling like a soulless cafeteria. Oh, and good beer. There's one that's extra delicious that they make with coffee.

Revival Food Hall is one of Cole's Chicago Favorites.

23. Revival Food Hall

8.6
125 S Clark St (W Adams St), Chicago, IL
Food Court · The Loop · 54 tips and reviews

Cole K.Cole Kennedy: This has to be the best spot for lunch in the Loop, though try to go at off-peak hours to avoid huge crowds.

Happy Camper Pizza is one of Cole's Chicago Favorites.

24. Happy Camper Pizza

8.8
1209 N Wells St (Division), Chicago, IL
Pizzeria · Old Town · 36 tips and reviews

Cole K.Cole Kennedy: Happy Camper is a good conundrum: It's a near perfect sports bar, but it's also a hip spot with great atmosphere, killer pizza and bar food, craft beer, and a dope soundtrack.

Game Room is one of Cole's Chicago Favorites.

25. Game Room

8.9
12 S Michigan Ave (at E Madison St.), Chicago, IL
Bar · The Loop · 33 tips and reviews

Cole K.Cole Kennedy: Just like everything else in the Athletic Association, Game Room is too cool for school. It's like your parents' basement, but grown up & swanky. Perfect for groups. (Try their Chicago dog!)

Pub Royale is one of Cole's Chicago Favorites.

26. Pub Royale

2049 W Division St (btwn Damen Ave & Hoyne Ave), Chicago, IL
Pub · Ukrainian Village · 32 tips and reviews

Cole K.Cole Kennedy: I need this place in NYC. Or maybe I need to move to Wicker Park? Either way, tremendous food. Highlights include Mulligatawny Soup, Gobi Manchurian, and the Chicken Tikka Kati Roll.

Gather is one of Cole's Chicago Favorites.

27. Gather

9.0
4539 N Lincoln Ave (btwn Wilson Ave & Sunnyside Ave), Chicago, IL
American Restaurant · Ravenswood · 42 tips and reviews

Cole K.Cole Kennedy: Totally freaking incredible. Do whatever you can to sit at the chef’s counter and order through the whole menu. Highlights include the fried enoki mushrooms, Brussels sprouts, and the raviolo.