Best Casual Restaurants in Old Town

271 restaurants available nearby

1. Kayao

4.6

Exceptional(146)

Price: Expensive

• Peruvian • Old Town

Booked 24 times today

At Kayao, we aim to showcase the dynamic flavors, techniques, and ingredients that unite Peruvian and Asian culinary traditions. Kayao is a melting pot of cultures and cuisines, where guests are invited to embark on a culinary journey that transcends borders and opens hearts. Through our commitment to authenticity, creativity, Kayao seeks to create intrigue while also pushing the boundaries of culinary innovation.

2. Utopian Tailgate

4.0

Excellent(183)

Price: Expensive

• American • Lincoln Park

A place for friends, wanderers, and adventurers. May you have a drink in your hand and a song in your heart. A playground for grownups 21+ With a curated menu of elevated tailgate fare and an extensive bar program, Utopian Tailgate delivers high times, chill vibes, and an unforgettable experience where the party never ends... and neither do the views.Perched high atop Piper's Alley, above world-famous comedy enclave The Second City, Utopian Tailgate is Chicago's best never-ending rooftop party. Super-sized Jenga, drinking games, disco dance party, and a whole lot more mix with elevated eats and whimsical whistle-wetters all year ‘round. Reservations are encouraged, but we always accept walk-ins until we reach capacity. Reservations will be held for 15 minutes. We offer indoor and outdoor table reservations, as well as party booths (with minimum required spend). We're a 21+ venue.

A photo of Broken English Taco Pub-Old Town restaurant

3. Broken English Taco Pub-Old Town

4.7

Exceptional(347)

Price: Moderate

• Mexican • Old Town

Booked 2 times today

From the minds of long-time Chicago restaurateurs Adolfo Garcia, Carmen Rossi, and Phil Stefani, Broken English Taco Pub provides authentic Mexican tacos and a world-class selection of tequila and mezcal cocktails.We are located at 1400 N. Wells Street, in the heart of the historic Old Town Neighborhood of Downtown Chicago.

A photo of Corcoran’s Grill & Pub restaurant

4. Corcoran’s Grill & Pub

4.5

Awesome(161)

Price: Moderate

• Irish • Old Town

Booked 1 time today

Corcoran's Grill & Pub is located in the heart of Old Town neighborhood, across the street from The Second City. 15 Beers on Tap (including craft, Irish imports and domestic selections), signature cocktails and wine. Irish & American cuisine featuring Pub burger, Fish & Chips, Corned Beef Sandwich and much more! Open for lunch, dinner and late night, offering great daily deals. In the spring and summer we offer special hours, an amazing beer garden as well as a front patio.

5. Rose Mary

4.8

Exceptional(3299)

Price: Expensive

• Croatian • West Loop

Booked 106 times today

Located in the historic Fulton Market district of Chicago’s West Loop neighborhood, Rose Mary is Chef/Owner Joe Flamm’s debut restaurant inspired by his Italian heritage and the bold, bright flavors of Croatian cuisine. The boisterous space—named for Flamm’s grandmothers, Mary and Mary Rose, and the herb rosemary, which grows natively along the Italian and Croatian coastlines—offers a seasonal menu of rustic yet refined dishes that encapsulate what Flamm has coined “Adriatic drinking food”.

A photo of Pizzeria Portofino restaurant

6. Pizzeria Portofino

4.8

Exceptional(1545)

Price: Expensive

• Italian • River North (Chicago)

Booked 224 times today

Pizzeria Portofino is a sun-drenched casual restaurant located directly on the Chicago riverfront offering hand-stretched pizzas, coastal wines, an expansive patio and breezy decor that will instantly transport you to the Italian Riviera.

A photo of Club Lago Restaurant restaurant

7. Club Lago Restaurant

4.9

Exceptional(492)

Price: Moderate

• Italian • River North (Chicago)

Booked 4 times today

Opening its doors in 1952, Club Lago has anchored the corner of Superior and Orleans since before the neighborhood River North grew up around it. Serving classic Northern Italian specialties from the Garfagnana Valley in Tuscany to steaks, chops and signature sandwiches too, the Lago's staff will recommend the perfect entree for whatever mood you're in. Third generation owners GianCarlo and Guido are pouring the wine or serving the veal--it's a family affair. Time warp back to the fifties with a glass of chianti in a plush booth in the bar or hold court at one of the tables in the back; Club Lago's ideal for the first date, a meal before the theater or a game, or whenever you're looking to relax to great food and be a regular in a family joint. Some call it "retro," we call it home. Benvenuti, come on in!

8. Café Ba-Ba-Reeba

4.8

Exceptional(9298)

Price: Moderate

• Tapas / Small Plates • Lincoln Park

Booked 145 times today

Cancellation policy: For parties of 5+ you need to cancel by 9am on the day of your reservation, otherwise it is a $25 fee. For smaller parties, please give us one hour in advance, in the event of a last minute cancellation or no show it is a $25 fee. Located in Lincoln Park, the All-Season Courtyard and Dining Rooms at Cafe Ba-Ba-Reeba! are open with our new AIRPHX Air Filtration System. Your health is our top priority in all that we do. Steps we are taking: disposable and digital menus, continuous sanitation procedures & hand washing.

A photo of Summer House - Chicago restaurant

9. Summer House - Chicago

4.6

Exceptional(7889)

Price: Moderate

• American • Lincoln Park

Booked 216 times today

Located in Chicago’s Lincoln Park neighborhood, Summer House is the place for sunshine all year round. Enjoy seasonal specialties, market-driven pasta, artisan pizzas, and fresh antipasti from Chef Ben Goodnick’s California-inspired menu. Reserve your table today and be transported to the West Coast by the beach house decor, retractable glass ceiling, and all-season courtyard. For parties of 9 or more, email shsbparties@lettuce.com. Carryout and delivery are available, or visit The Cookie Bar for a selection of fresh-baked goods, sourdough English muffins, Summer House's renowned oversized cookies, small-batch coffee, and specialty espresso drinks.

10. Alla Vita

4.8

Exceptional(2301)

Price: Expensive

• Contemporary Italian • West Loop

Booked 139 times today

Serving a casual, family-style menu, Alla Vita is a place to gather and enjoy comfortable Italian cuisine. Alla Vita means “to life” in Italian which recognizes overcoming life's challenges and creating a space for shared meals and memorable experiences. Executive Chef Lee Wolen shares his passion for fresh, delicious Italian food made simply with the best ingredients. Follow @allavitachicago to stay up-to-date with the latest happenings.

See what locals rave about

From verified diners like you

SB
SandyB
Chicago / Illinois •5 reviews
5.0
Dined 2 days ago
Everything was wonderful Food, cocktails Recommendations service … The ONLY thing to improve upon and it’s small.. is the restroom experience Pathway to restrooms is downstairs … and Smelled like mildew and felt like a dungeon They Obviously cared enough to make the actual restroom nice and updated, but the hallway is unfinished and needs to be basement proofed and finished to match the level that the restaurant deserves
More info
Rose MaryPrice: Expensive• Croatian• West Loop
•
4.8
M
MattVIP
Greater Boston •3 reviews
5.0
Dined 5 days ago
Love kayao, food and service are top notch. Best restaurant in Old Town.
More info
KayaoPrice: Expensive• Peruvian• Old Town
•
4.6
J
JosephVIP
Phoenix / Arizona •1 review
5.0
Dined on 14 Dec 2024
Chris is awesome!!!!!!!!!!!! Made our time amazing. Definitely coming back to see him.
More info
Utopian TailgatePrice: Expensive• American• Lincoln Park
•
4
S
sandra
Chicago / Illinois •3 reviews
5.0
Dined on 11 Dec 2024
I love Broken English and have been many times. Unfortunately this time around the tacos tasted different and didn’t have the flavor and richness they normally do. Not sure if it was due to a change or recipes or cooks but it was a bit disappointing. Everything else is always great, nice atmosphere and staff. I will be back and hopefully the food is back to normal next time I go.
More info
Broken English Taco Pub-Old TownPrice: Moderate• Mexican• Old Town
•
4.7
S
Samantha
New Orleans / Louisiana •2 reviews
5.0
Dined on 30 Sept 2024
Great local pub with excellent burgers! Super convenient if you want to grab food before or after Second City.
More info
Corcoran’s Grill & PubPrice: Moderate• Irish• Old Town
•
4.5

Best Casual Restaurants in Old Town

Price

Cuisine

Regions

Areas

Top Rated

Dining Options

Seating options

Award-winning

Accessibility

271 restaurants available nearby

1. Kayao

2. Utopian Tailgate

3. Broken English Taco Pub-Old Town

4. Corcoran’s Grill & Pub

5. Rose Mary

6. Pizzeria Portofino

7. Club Lago Restaurant

8. Café Ba-Ba-Reeba

9. Summer House - Chicago

10. Alla Vita

See what locals rave about

Explore OpenTable