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When in Chicago

1. Bite Café

1039 N Western Ave (at W Cortez St), Chicago, IL
New American Restaurant · Ukrainian Village · 100 tips and reviews

Time Out ChicagoTime Out Chicago: Try the mashbrown from our 100 Best list: The search for the perfect hash browns ends at Bite, where a patty of skin-on potato mash is always fried to a golden crisp.

2. Lush Wine & Spirits

8.5
1412 W Chicago Ave (at Noble St), Chicago, IL
Wine Store · Noble Square · 18 tips and reviews

Time Out ChicagoTime Out Chicago: Try the croque-madame from our 100 Best list: Lush has developed one of the most craveworthy menus of drinking snacks in the city, though this sandwich—ham, cheese, béchamel, egg—is no snack.

3. GT Fish and Oyster

531 N Wells St (at Grand Ave), Chicago, IL
Seafood Restaurant · River North · 195 tips and reviews

Time Out ChicagoTime Out Chicago: Try the squid-ink gnocchi in carrot broth from our 100 Best list: Chef Giuseppe Tentori is first and foremost an Italian & where he really shines is with pastas such as this rich yet delicate gnocchi.

4. Pleasant House Bakery

964 W 31st St, Chicago, IL
Bakery · Bridgeport · 61 tips and reviews

Time Out ChicagoTime Out Chicago: Try the mushroom and kale pie from our 100 Best list: This is one of our favorite openings of the year: It’s understated, authentic and charming, just like this individual savory pie.

5. Glenn's Diner & Seafood House

1820 W Montrose Ave (at Wolcott Ave.), Chicago, IL
Seafood Restaurant · Ravenswood · 113 tips and reviews

Time Out ChicagoTime Out Chicago: Try the cioppino from our 100 Best list: Among the reasons people flock to the place is this classic San Francisco dish: a spicy broth sporting a rotating cast of fish, sweet shrimp & tender mussels.

6. 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.

7. Telegraph Wine Bar

2601 N Milwaukee Ave, Chicago, IL
Wine Bar · Logan Square · 35 tips and reviews

Time Out ChicagoTime Out Chicago: Try the pork loin tartine from our 100 Best list: The Logan Square wine bar is turning out glammed-up bruschetta piled with pickled pork loin, whipped feta, Bosc pears and juniper vinaigrette.

8. Gilt Bar

9.2
230 W Kinzie St (at N. Franklin St.), Chicago, IL
Lounge · River North · 189 tips and reviews

Time Out ChicagoTime Out Chicago: Try the ham and cheese fondue from our 100 Best list:Take a croque-madame, increase the cheese tenfold, melt it in a crock, fold in ham, put the egg on top and use the bread on the side, for dipping.

9. Poag Mahone's

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

Time Out ChicagoTime Out Chicago: Try the Irish bread pudding from our 100 Best list: These slices of moist bread pudding are griddled, giving the pudding crispy, caramelized edges—and giving you a reason go take a nap.

10. Girl & The Goat

9.1
809 W Randolph St (at Halsted St), Chicago, IL
New American Restaurant · West Town · 552 tips and reviews

Time Out ChicagoTime Out Chicago: Try the chocolate bouchon from our 100 Best list: Stephanie Izard successfully incorporates foie gras as a decadent marshmallow “fluff” alongside a moist chocolate cake.

11. Jimmy Jamm's Sweet Potato Pies

8.6
1844 W 95th St (at Longwood Dr.), Chicago, IL
Bakery · Beverly · 14 tips and reviews

Time Out ChicagoTime Out Chicago: Try the Sweet-potato pie from our 100 Best list: It’s the most obvious treatment of all that wins us over: straight-up sweet-potato pie, as ideal as it is simple.

12. The Whistler

9.0
2421 N Milwaukee Ave (at W Fullerton Ave), Chicago, IL
Cocktail Bar · Logan Square · 110 tips and reviews

Time Out ChicagoTime Out Chicago: Try the Oaxacan old-fashioned from our 100 Best list:This cocktail is not on the menu, but it’s a Paul McGee classic available by request.

13. 2 Sparrows

553 W Diversey Pkwy (at N Lehmann Ct), Chicago, IL
Breakfast Spot · Lake View East · 58 tips and reviews

Time Out ChicagoTime Out Chicago: Try the quiche from our 100 Best list: Closer in texture to a soufflé—and that’s a marvelous thing.

14. Hoosier Mama Pie Co.

8.9
1618 W Chicago Ave (at N Ashland Ave), Chicago, IL
Pie Shop · East Ukrainian Village · 68 tips and reviews

Time Out ChicagoTime Out Chicago: Try seasonal creations (from strawberry-rhubarb in spring to apple and pumpkin in fall) and signatures (like the incomparable banana-cream) with a coffee. The pies are, in a word, extraordinary. Read more.

15. Sugar Bliss Cake Boutique

115 N Wabash Ave (at E Washington St), Chicago, IL
Cupcake Shop · The Loop · 49 tips and reviews

Time Out ChicagoTime Out Chicago: For more than just a sugar high, the small downtown shop sells fresh fruit–studded muffins and cupcakes that run the gamut from classic (such as Texas Red Velvet) to unconventional. Read more.

16. The Barrelhouse Flat

2624 N Lincoln Ave (at W Wrightwood Ave), Chicago, IL
Cocktail Bar · Lincoln Park · 90 tips and reviews

Time Out ChicagoTime Out Chicago: Try the blue-cheese-and-mushroom beignets from our 100 Best list:We went for the cocktails. We came back for these meltingly rich puffs.

17. Three Aces

1321 W Taylor St (btwn Throop St & Loomis St), Chicago, IL
Bar · University Village - Little Italy · 97 tips and reviews

Time Out ChicagoTime Out Chicago: Try the chicken-thigh pizza from our 100 Best list: Everybody knows that, at the end of the day, there’s really nothing more satisfying than a well-made pizza.

18. The Fudge Pot

7.5
1532 N Wells St, Chicago, IL
Dessert Shop · Old Town · 16 tips and reviews

Time Out ChicagoTime Out Chicago: Chocoholics have been coming to this Old Town shop since 1963 to get their hands on marshmallows, strawberries, toffee and cookies dipped in the good stuff. Read more.

19. Owen & Engine

2700 N Western Ave (at W Schubert Ave), Chicago, IL
Gastropub · Northwest Side · 147 tips and reviews

Time Out ChicagoTime Out Chicago: Try the Full English fry up from our 100 Best list: Hands down, this British pub is putting out one of the best brunches in the city, from the ornate coffee service to made-in-house seasonal scones.

20. Great Lake

1477 W Balmoral Ave (btw Clark & Glenwood), Chicago, IL
Pizzeria · Andersonville · 37 tips and reviews

Time Out ChicagoTime Out Chicago: Try the salad with buttermilk dressing from our 100 Best list: An obsession with detail, an amount of scrutiny seldom applied to lettuce, a superlative, creamy dressing.

21. Dharma Garden

3109 W Irving Park Rd (at N Albany Ave), Chicago, IL
Thai Restaurant · Albany Park · 18 tips and reviews

Time Out ChicagoTime Out Chicago: Try the Naem khao thawt from our 100 Best list: Northern specialties like this crispy rice salad with ham, are a textbook example of Thai food’s ability to hit sweet, sour, salty & spicy all at once.

22. DiSotto Enoteca

8.2
200 E Chesnut St, Chicago, IL
Wine Bar · Streeterville · 13 tips and reviews

Time Out ChicagoTime Out Chicago: Try the ricotta and honeycomb from our 100 Best list: This ricotta is richer and smoother than we could have imagined (it’s whipped with olive oil), paired with sweet honeycomb and grilled bread.

23. Hummingbird Kitchen Food Truck

Evanston, IL
Food Truck · 4 tips and reviews

Time Out ChicagoTime Out Chicago: Try the braised lamb sandwich from our 100 Best list!

24. Tamale Spaceship

1341 N Damen Ave, Chicago, IL
Food Truck · Bucktown · 17 tips and reviews

Time Out ChicagoTime Out Chicago: Try the mole-drenched tamales from our 100 Best list!

Glenwood Avenue Arts District is one of When in Chicago.

25. 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.

Ping Tom Memorial Park is one of When in Chicago.

26. Ping Tom Memorial Park

9.3
300 W 19th St (btwn Lumber St & Wentworth Ave), Chicago, IL
Park · South Loop · 24 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.

Chicago's Home Of Chicken & Waffles is one of When in Chicago.

27. Chicago's Home Of Chicken & Waffles

8.4
3947 S King Dr (at E Oakwood Blvd.), Chicago, IL
Southern Food Restaurant · Grand Boulevard · 101 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.

Garfield Park Conservatory is one of When in Chicago.

28. Garfield Park Conservatory

9.5
300 N Central Park Ave (at Lake St), Chicago, IL
Garden · East Garfield Park · 75 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.

29. The Wormhole Coffee

9.2
1462 N Milwaukee Ave (at N Honore St), Chicago, IL
Coffee Shop · Wicker Park · 248 tips and reviews

Time Out ChicagoTime Out Chicago: This time-travel-themed (it has a DeLorean in the front) coffee shop has a small selection of baked goods from Fritz Pastry, Cheerios and other assorted cereals; and talented baristas.

30. Kristoffer's Café & Bakery

7.8
1733 S Halsted St (at 18th St.), Chicago, IL
Bakery · East Pilsen · 30 tips and reviews

Time Out ChicagoTime Out Chicago: There’s plenty to nosh on: breakfast burritos, sandwiches and fair trade coffee. Try a slice of tres leches while using the free Wi-Fi. The café stays open late on second Fridays. Read more.

31. Celtic Crown Public House

7.4
4301 N Western Ave (at W Cullom Ave), Chicago, IL
Pub · North Center · 20 tips and reviews

Time Out ChicagoTime Out Chicago: You may find yourself with a bill for $2 burgers or free wings. Celtic Crown is worth a visit for above average bar food. The corned-beef sandwich is satisfying, as is the baked barbecue-rib plate. Read more.

32. Mrs. Murphy & Sons Irish Bistro

6.8
3905 N Lincoln Ave (at Byron), Chicago, IL
Irish Pub · North Center · 46 tips and reviews

Time Out ChicagoTime Out Chicago: This Irish bistro serves modern food. Guinness is in the onion–and–white cheddar soup, beef stew and the mac and cheese served alongside barbecue ribs. Also stop by for a great Irish whiskey. Read more.

33. David Burke's Primehouse

616 N Rush St (at E Ontario St), Chicago, IL
Steakhouse · Near North Side · 124 tips and reviews

Time Out ChicagoTime Out Chicago: Warm popovers stand in for bread, filets are tender and rich, and brunch gets served in bento boxes with themes— “griddled” (pancakes and French toast) and “hangover” (burgers, fries and sunglasses). Read more.

34. HUB 51

8.2
51 W Hubbard St (at Dearborn St), Chicago, IL
New American Restaurant · Near North Side · 249 tips and reviews

PeoplePeople: Stars like Josh Duhamel and the Glee cast load up on their crunchy tuna rolls and famous carrot cake–only to dance off the calories downstairs at Sub51. Tip: Make a reservation or expect a big wait.

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

35. 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
Vida Simple Mural By Juan Angel Chávez is one of When in Chicago.

36. Vida Simple Mural By Juan Angel Chávez

7.6
2010 S Damen Ave (at CTA - Damen/Cermak), Chicago, IL
Art Gallery · Heart of Chicago · 5 tips and reviews
Green Mill Cocktail Lounge is one of When in Chicago.

37. Green Mill Cocktail Lounge

8.8
4802 N Broadway St (at W Lawrence Ave), Chicago, IL
Jazz and Blues Venue · Uptown · 136 tips and reviews

38. Ruxbin Kitchen

851 N Ashland Ave (at Pearson St), Chicago, IL
American Restaurant · Noble Square · 53 tips and reviews

Bon Appetit MagazineBon Appetit Magazine: Skipping the kimchi taco route that's so popular elsewhere, Kim takes a chance (and succeeds) with dishes like a clever spin on the clambake, Korean chili and calamari stuffed with chicken and pork.

39. 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.

40. Buddy Guy's Legends

8.7
700 S Wabash Ave (at Balbo Dr.), Chicago, IL
Music Venue · South Loop · 140 tips and reviews

Explore ChicagoExplore Chicago: Local and international legends play here, and Buddy Guy himself graces the stage of his authentic blues club, where memorabilia like B.B. King and John Lee Hooker’s guitars complete the atmosphere. Read more.

41. Kingston Mines

9.1
2548 N Halsted St (at Wrightwood Ave), Chicago, IL
Jazz and Blues Venue · Lincoln Park · 111 tips and reviews

Explore ChicagoExplore Chicago: Its late hours, regular acoustic blues sets, all-night kitchen, and vibrant neighborhood full of shops, restaurants, and other entertainment recommend this club as a top blues destination. Read more.

42. Gino's East

8.1
162 E Superior St (btwn Fairbanks Ct & Michigan Ave), Chicago, IL
Pizzeria · Streeterville · 273 tips and reviews

naveennaveen: it's almost as if they built this place with extra walls so even more people could write on them. don't let your eyes get bigger than your appetite: a medium deep dish is enough (400 cals a slice!)

43. Millennium Park Chiropractic

155 N Michigan Ave (Randolph and Michigan), Chicago, IL
Chiropractor · The Loop · No tips or reviews

44. Portillo's

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

naveennaveen: what a place! so much going on all over. start simple: get two classic chicago-style hot dogs. lemonade on the side. it's plenty for your first time.

45. Muddy Waters' Home

Chicago, IL
Home (private) · North Kenwood · 4 tips and reviews

Explore ChicagoExplore Chicago: Blues legend Muddy Waters bought this place where Howlin’ Wolf and other musicians used to stay. When it got too hot to play indoors, neighbors were often treated to a jam session on the front porch. Read more.

46. Chicago Blues District

8.3
708 E 47th St, Chicago, IL
Jazz and Blues Venue · Grand Boulevard · 11 tips and reviews

Explore ChicagoExplore Chicago: This used to be the landmark 708 Club, one of the birthplaces of the Chicago blues. It was here that the instruments and style that defined the highly-charged electrified blues really came together. Read more.

47. Wrigley Field

9.2
1060 W Addison St (btwn Sheffield Ave & Clark St), Chicago, IL
Baseball Stadium · Wrigleyville · 573 tips and reviews

Explore ChicagoExplore Chicago: According to the National Hot Dog & Sausage Council, Wrigley Field and Yankee Stadium tied for home of the best stadium hot dog in 2008. Read more.

Andersonville Swedish Dala Horse is one of When in Chicago.

48. Andersonville Swedish Dala Horse

8.0
Clark St. & Farragut Ave., Chicago, IL
Sculpture Garden · Andersonville · 6 tips and reviews
Rock Your Palate is one of When in Chicago.

49. Rock Your Palate

1925 N Halsted St (W. Armitage Ave), Chicago, IL
Arts and Entertainment · Lincoln Park · 7 tips and reviews

50. Butcher & The Burger

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

EaterEater: Butcher & the Burger has a fully operational butcher shop on premise and is all about customization: choose your meat blend, choose your seasonings, choose your bun, choose your toppings.

51. Au Cheval

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

EaterEater: The cheeseburger here may look like a simple, griddled double patty burger, but don't be fooled: this burger is what food writer Francis Lam calls "tremendous work, thin patty diner style magic."

52. Kuma's Corner

8.9
2900 W Belmont Ave (at Francisco Ave), Chicago, IL
Burger Joint · Northwest Side · 417 tips and reviews

EaterEater: Big fat burgers from a popular, insanely loud metal bar, that is divisive in terms of ambience. Former Eater Chicago editor Ari Bendersky says it would be "blasphemous" to leave it off the list.

Gino's East is one of When in Chicago.

53. Gino's East

500 N La Salle Dr (at Illinois St), Chicago, IL
Pizzeria · River North · 130 tips and reviews

Travel ChannelTravel Channel: What’s my take on the age-old argument: New York thin crust versus Chicago deep dish? Let’s just say, I’m a Brooklyn guy, but Gino's tests my loyalty. – Adam Richman, Man v. Food Read more.

Big Jones is one of When in Chicago.

54. Big Jones

8.3
5347 N Clark St (btwn W Summerdale Ave & W Balmoral Ave), Chicago, IL
Southern Food Restaurant · Andersonville · 138 tips and reviews

55. Franks 'N' Dawgs

1863 N Clybourn Ave (at W Wisconsin St), Chicago, IL
Hot Dog Joint · North Side · 67 tips and reviews

EaterEater: This may look like an ordinary hot dog joint, but sink your teeth into one of their housemade haute sausages and you may pass out. [Eater 38 Member]

Piccolo Sogno is one of When in Chicago.

56. Piccolo Sogno

9.1
464 N Halsted St (at Grand Ave), Chicago, IL
Italian Restaurant · Fulton River District · 111 tips and reviews

57. Big Star

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

EaterEater: Where else can you get a beer, a taco and a shot of whisky for under $10? Leave it to Blackbird exec chef Paul Kahan to make it happen. [Eater 38 Member] Read more.

Smoque BBQ is one of When in Chicago.

58. Smoque BBQ

9.1
3800 N Pulaski Rd (at Grace St), Chicago, IL
BBQ Joint · Old Irving Park · 232 tips and reviews
Chicago Pizza and Oven Grinder Co. is one of When in Chicago.

59. Chicago Pizza and Oven Grinder Co.

8.8
2121 N Clark St (at Dickens), Chicago, IL
Pizzeria · Lincoln Park · 186 tips and reviews

ThrillistThrillist: Historical Detour: Stroll past Chicago Pizza & Oven Grinder. The St. Valentine’s Day Massacre happened across the street.

Mr. Beef is one of When in Chicago.

60. Mr. Beef

8.3
666 N Orleans St (at Huron St.), Chicago, IL
Italian Restaurant · River North · 46 tips and reviews

ThrillistThrillist: Mr. Beef is the BEST Italian beef. Read more.

Franks 'N' Dawgs is one of When in Chicago.

61. Franks 'N' Dawgs

1863 N Clybourn Ave (at W Wisconsin St), Chicago, IL
Hot Dog Joint · North Side · 67 tips and reviews

ThrillistThrillist: Chef'd by a Blackbird/Sixteen alum, FND looks like an unassuming hot dog stand decked out in red, black, and steel and ornamented with photos of local graffiti. Snag an egg-laden brunch dog! Read more.

62. 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

Explore ChicagoExplore Chicago: See 160 works by Pop artist Roy Lichtenstein in a major retrospective May 22 - September 3. Chicago has the honor of being the first city to host the show: Read more.

63. 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!