Quartino is one of The 15 Best Places for Calamari in Near North Side, Chicago.

1. Quartino

8.8
626 N State St (at W Ontario St), Chicago, IL
Italian Restaurant · Near North Side · 345 tips and reviews

Steve S.Steve Sielatycki: Rob, this is our favorite place by our old apt. Try the salumeria tasting with the eggplant salad, duck prosciutto and taleggio for sure. Calamari also basic and excellent.

Rosalina S.Rosalina So: The organization and execution of food service are top notch. The menu literally is awesome from the calamari to the pizza to the bordetto to the tiramisu are excellent... And the prices arent bad!

Katie B.Katie B.: Try the crispy calamari and the Quattro Formaggio pizza!

Topo Gigio Ristorante is one of The 15 Best Places for Calamari in Near North Side, Chicago.

2. Topo Gigio Ristorante

8.6
1516 N Wells St (btwn North Ave & Schiller St), Chicago, IL
Italian Restaurant · Old Town · 79 tips and reviews

Raphael D.Raphael De Mello: Fish, calamari are great options! The gnocchi is good, and you can also change it to bolognese sauce. Enjoy!

Renee D.Renee Dreznes: The grilled calamari is the best I've ever had. Highly recommended!

Jodi E.Jodi E.: The Insalata Ai Frutti Di Mare is AMAZING! Fresh steamed calamari and shrimp (I did not include the mussels or clams) over salad with citrus vinaigrette.

Harry Caray's Italian Steakhouse is one of The 15 Best Places for Calamari in Near North Side, Chicago.

3. Harry Caray's Italian Steakhouse

8.2
33 W Kinzie St (at Dearborn St), Chicago, IL
Steakhouse · Near North Side · 107 tips and reviews

Cristina M.Cristina Marrero: By checking in u receive a complementary tiramisu, i went with 5 ppl and we were all able to share, it was huuge and by far the best tiramisu any of us had ever had! The calamari was also delicious!

Winona Y.Winona Y: the best Calamari ..;).

Bailey S.Bailey Shemenski: Calamari and house made cocktail sauce

Erie Cafe is one of The 15 Best Places for Calamari in Near North Side, Chicago.

4. Erie Cafe

7.6
536 W Erie St (at N Larrabee St), Chicago, IL
Steakhouse · River North · 40 tips and reviews

Sally M.Sally Ma: Calamari is the best.... Maybe not the steaks

Veronica💋🍸🍰Veronica💋🍸🍰: Great steaks and great service!.... Try the grilled calamari, it's delish! .... Also a great bar scene. Definitely one of my favorite places to dine in the city.

Jodi W.Jodi Wernikoff: Recommend the calamari appetizer!

Orso's Restaurant is one of The 15 Best Places for Calamari in Near North Side, Chicago.

5. Orso's Restaurant

7.5
1401 N Wells St (at W Schiller St), Chicago, IL
Italian Restaurant · Old Town · 75 tips and reviews

LucretiaLucretia: Beautiful backyard patio, good grilled calamari, but really bad, oily, poorly-seasoned Caesar salad. Pastas were good!

Antonio M.Antonio Milito: Best calamari in Chicago !!

Chad C.Chad Curry: What a gem. The weekend piano is really nice for the ambiance. It's not your typical Old Town stop. Traditional Italian. Calamari alla griglia was nice and tender as were the sausage and peppers.

Francesca's on Chestnut is one of The 15 Best Places for Calamari in Near North Side, Chicago.

6. Francesca's on Chestnut

8.6
200 E Chestnut St, Chicago, IL
Italian Restaurant · Streeterville · 23 tips and reviews

Jeff F.Jeff Fisher: Doc at the bar may be Chicago's best bartender!! All food is great! Luv the calamari & beef carpaccio to start.

Stephen L.Stephen Lawrence: Get the fried calamari, frutti de mare and of course the tiramisu!!!!

O. K.O. K.: The beef Carpaccio and the pastas are always a delight, and everything else is absolutely delicious. This is one of my favorite restaurants in Chicago.

Labriola is one of The 15 Best Places for Calamari in Near North Side, Chicago.

7. Labriola

7.7
535 N Michigan Ave, Chicago, IL
Italian Restaurant · Streeterville · 38 tips and reviews

Redeye ChicagoRedeye Chicago: Check out Italian fare including handmade squid ink pasta with grilled calamari, house-smoked swordfish carpaccio and salumi and cheese platters. Read more.

Ruth M.Ruth Malena: The squid ink pasta with calamari was delicious!

ISC C.ISC Chicago: LINGUINE DI MARE (Lobster Tail, Shrimp, Calamari, Mussels, Spicy Pomodoro)

Tanta Chicago is one of The 15 Best Places for Calamari in Near North Side, Chicago.

8. Tanta Chicago

8.8
118 W Grand Ave, Chicago, IL
Peruvian Restaurant · River North · 112 tips and reviews

Chicago TribuneChicago Tribune: I recommend the criollo, tuna topped with a circle of fried squid and a dab of aji amarillo sauce, and the pobre, richly flavored wagyu skirt steak with quail egg and ponzu sauce. Read more.

Natalie S.Natalie Shpiegel: Ceviche with crispy calamari, Nikei tuna, lomo saltado, and cauliflower side dish.

ISC C.ISC Chicago: arroz con mariscos (wok fried rice, prawns, shrimp, octopus, calamari, peruvian peppers, criolla, rocoto aioli)

RL Restaurant is one of The 15 Best Places for Calamari in Near North Side, Chicago.

9. RL Restaurant

9.2
115 E Chicago Ave (at Michigan Ave), Chicago, IL
American Restaurant · Streeterville · 115 tips and reviews

Jumana I.Jumana I: Amazing atmosphere, great service, and delicious food! Got to try the calamari, crap cake, RL burger it's something else!!

Fletcher R.Fletcher Rhoads: Good cocktails, RL burger is good. Calamari is a great starter appetizer.

Dana D.Dana Danielle: Brunch on the patio is great for people watching! Staff is amazing and the fried calamari is the best in the city!

La Pizza & La Pasta is one of The 15 Best Places for Calamari in Near North Side, Chicago.

10. La Pizza & La Pasta

7.9
43 E Ohio St, Chicago, IL
Italian Restaurant · Near North Side · 22 tips and reviews

Elena Jacobs L.Elena Jacobs Lopez: Open on the 4th all day! The Pasta Nero is delicioso! Delicato squid ink fettuccini with shrimp, mussels, and calamari tossed in a spicy smoky tomato sauce.Great paired w/ a Sangiovese or a nice rose!

BriBri: The ravioli was the best I’ve ever had. The margarita pizza 12 inch was also very good if you like sweet sauce. The Calamari and fried broccoli was also very good!

Nicole S.Nicole Schmidt: The charcuterie (grande piatto misto do salumi &formaggio) is outstanding! Ask for Velvet, she won't steer you wrong!

Volare Ristorante Italiano is one of The 15 Best Places for Calamari in Near North Side, Chicago.

11. Volare Ristorante Italiano

8.7
201 E Grand Ave (at St Clair St), Chicago, IL
Italian Restaurant · Streeterville · 132 tips and reviews

Esteban G.Esteban Gonzalez: like lots of grilled octopus, calamari, shrimp, balsamic? mediterranean salad here, yum!

Taylor K.Taylor Konigseder: Salmon grilled in their pizza oven is a total winner. Their grilled calamari was also delish, nice treat! Wine list is rather impressive, too.

ISC C.ISC Chicago: Insalata di Mare (Octopus, calamari, conch, & shrimp with garlic, lemon, E.V.O.O., parsley)

Lou Malnati's Pizzeria is one of The 15 Best Places for Calamari in Near North Side, Chicago.

12. Lou Malnati's Pizzeria

8.7
439 N Wells St (btwn Illinois St & Hubbard St), Chicago, IL
Pizzeria · River North · 332 tips and reviews

Anna S.Anna Stumpf: The "order while you wait" was awesome! Best and biggest calamari I've ever had (we thought they were onion rings!). Love the personal size pizzas!

Joseph L.Joseph Legasto: Sumptuous Malnatis Chicago Classic Deep Dish Pizza and calamari fritti

ImperfectlyWorthyImperfectlyWorthy: Best calamari I've ever had! And the pizza was to die for!

Nonnina is one of The 15 Best Places for Calamari in Near North Side, Chicago.

13. Nonnina

8.7
340 N Clark St, Chicago, IL
Italian Restaurant · Near North Side · 22 tips and reviews

ISC C.ISC Chicago: Spaghetti Frutti di Mare (Squid ink spaghetti, mussels, clams, shrimp, calamari, bay scallops, garlic and San Marzano cherry tomatoes)

ISC C.ISC Chicago: Frutti Di Mare Pizza (Tomato basil sauce, oregano, garlic, calamari, shrimp, bay scallops, Mediterranean mussels and little neck clam)

Nour H.Nour Haddad: AmaZing!! Our favorite dishes were the octopus , the halibut and the raviolis. Full of flavor and not expensive. Also try the sorbets for dessert!!

Carmine's is one of The 15 Best Places for Calamari in Near North Side, Chicago.

14. Carmine's

7.6
1043 N Rush St (btwn Cedar St & Bellevue Pl), Chicago, IL
Italian Restaurant · Gold Coast · 78 tips and reviews

Kevin W.Kevin Wilson: Calamari, huge tender, crunchy goodness!! Awesome and worth every dollar!

ElenaElena: Eggplant salad was good, simple and fresh. Not the best idea to get calamari and clams. I hope trying some pasta will change my impression of this place.

ISC C.ISC Chicago: Fish Salad (Calamari, octopus, shrimp, whole clams, scungilli, Italian vinegar, peppers, celery, garlic, lemon vinaigrette)

Rosebud on Rush is one of The 15 Best Places for Calamari in Near North Side, Chicago.

15. Rosebud on Rush

7.6
720 N Rush St (at Superior St), Chicago, IL
Italian Restaurant · Near North Side · 67 tips and reviews

Social N.Social News Network: Best calamari in town! Convenient location and good for late-night dining. They have a great menu, lots of variety and deliciously fresh pasta.

Steve P.Steve Petrosino: Eclectic restaurant. Good service. Red sauce is nice but is cream and cheese based, giving it a pinkish appearance. Pappardelle is quite good. Italian sausage was good. calamari has a broiled option.

Kim L.Kim Lo: Eggplant stack is very tasty. Appetizer calamari is out of this world. They grill the entire calamari.