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(Part 2) The 36 Best Things to Eat in Chicago (and Where to Eat Them)

By | Last Updated: 30th May 2023

Check the first part here

37. Chorizo Rellenos


What is it: The Chorizo Rellenos is an extraordinarily flavorful, mouthwatering, well-crafted Mexican classic. Your placa arrives stacked with two enormous, grilled Poblano peppers loaded down with exquisite chorizo and melted cheddar, then fried and soaked with a chipotle-tomato sauce. The addition of the super smoky sauce and the blend of tastes and textures make this a seamless ride of intense flavor.

Where to eat it: 1055 W Bryn Mawr Ave, Chicago, IL 60660, United States.

Website: Edgewater Mexican Cafe

38. Gelato Sandwich


What is it: Because it’s okay to indulge your sweet tooth once in a while. This drool- worthy sandwich consists of creamy homemade gelato packed in between two rich and buttery chocolate chip cookies, which are baked fresh in-house. The nutty pistachio and amaretto gelato are highly recommended.

Where to eat it: 7434 W. North Ave., Elmwood Park, Massa Italian Café.

Website: massacafe.com

39. Zeus Burger


Where to eat it: 860 N Orleans St Chicago, IL60610

Website: bigandlittleschicago.com

40. Prime Rib Sandwich


Where to eat it: 535 N Michigan Ave, Ste 208, Chicago, Bandera Restaurant.

41. Pork Belly Sopes


Where to eat it: Crio, 2506 N. Clybourn.

Website: crio-restaurant.com

42. Chocolate Lover’s Crepe


What is it: Chocolate Lover’s Crepe won’t only satisfy the chocolate addicts, but also everyone who can spell the word chocolate! This crepe consists of thin, creamy layers of pancake wrapped around the scrumptious Nutella and strawberry filling, then topped with chocolate syrup, fresh strawberries and delightful whipped cream.

Where to eat it: Cafe Miele,11315 W. 159th St., Orland Park.

43. Meatball Tony Calzony


What is it: The calzone, which is even more a liberal individual pizza, is stuffed with thick, gooey cheese and the oh-so-sweet marinara sauce. What’s more, you have three options to pick from, chicken Parmesan, eggplant caprese and meatball. Decorated with sizable meatballs made out of a house formula of beef, pork and veal that is so succulent it essentially softens in your mouth, it is hard not to think about this over-the-top creation as a definitive rendition of a meatball sub. The grainy crust is thick and firm, with a tad bit of chewiness, a solid vehicle for all that cheese, sauce and meat.

Where to eat it: Bar Toma,110 E. Pearson St. bartomachicago.com.

Website: bartomachigo.com

44. Buffalo Ranch Chicken Pizza


What is it: An outrageous bomb of flavor of a pizza, the Buffalo Ranch Chicken pizza is made of ranch sauce, Buffalo hot sauce, plus tart-spicy-crunchy banana peppers, for you to gobble it up in a breath.

Where to eat it: 200 Tri-State International, Suite 550 Lincolnshire, IL 60069

45. Old fashioned doughnuts


What is it: These doughnuts are like homespun masterpieces.  Fluffy and airy as a pillow, toasty brown and luscious, deep fried old fashioned doughnuts are the best.

Where eat  it: Old Fashioned Donuts, 11248 S Michigan Avenure.

46. Apple Spice Pancakes


What is it: These tasty pancakes are perfect for breakfast. A sweet, apple crisp like filling and topping makes these pancakes smell and taste like a cider donuts.

Where eat it: 1339 W. Taylor Street Chicago, IL 60607

Website: sweetmaplecafe.com

47. Cuban Sandwich

cuban-sandwich-chicago-640x426What is it: Another one from the appetizing sandwich family, authentic Cuban sandwich that recalls its historic Cuban and 19th-century Floridian roots.

Where to eat it2252 N Western Chicago, IL 60647 Logan Square

Website: Sazoncubanocafe.com

48. Pumpkin Muffin with cinnamon glaze


What is it: These deliciously moist pumpkin muffins with dark cinnamon glaze are a compact and delectable treat to look forward to.

Where to eat it: Lovely, Noble Square bake shop and cafe’, 11130 N. Milwaukee Ave, Also in Lovely Too, at 1138 W. Bryn Mawr Ave.

49. Spit Roasted Chicken


What is it: Tacos and crisp go hand in hand. These perfectly brittle catfish tacos with a crumbly coating, dressed with cayenne remoulade and vinegar slaw are a must-try.

Where to find it: 4609 N. Lincoln Ave.

Website: luellassouthernkitchen.com

51. Profiteroles del Pirineo


What is it: Once you’re able to pronounce the name right, a profiterole, more frequently called a cream puff, is a traditional French dessert consisting of a choux pastry ball that is filled with the scrumptious whipped cream, custard or, more commonly, ice cream. The profiteroles del Pirineo come in a pair: two uber delicious scoops of rich vanilla ice cream sandwiched between two light puff pastries and topped with a bittersweet chocolate sauce that runs down the sides and onto the plate in thick, gooey rivulets.

Where to eat it: 1025 Aurora Ave., Naperville

Website: mesonsabika.com

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