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Best Casual Restaurants in Old Town

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270 restaurants available nearby

A photo of Kayao restaurant
1. Kayao
4.6
Exceptional(130)
Price: Expensive
• Peruvian • Old Town
Booked 17 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.
A photo of Utopian Tailgate restaurant
2. Utopian Tailgate
4.2
Awesome(181)
Price: Expensive
• American • Lincoln Park
Booked 1 time today
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
4.6
Exceptional(346)
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
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.
A photo of Pizzeria Portofino restaurant
5. Pizzeria Portofino
4.7
Exceptional(1476)
Price: Expensive
• Italian • River North (Chicago)
Booked 211 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 Rose Mary restaurant
6. Rose Mary
4.7
Exceptional(3246)
Price: Expensive
• Croatian • West Loop
Booked 157 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 LUXBAR restaurant
7. LUXBAR
4.6
Exceptional(2840)
Price: Moderate
• American • Gold Coast / Streeterville
Booked 75 times today
The quintessential American bar, LUXBAR features seasonal and classic cocktails made from freshly pressed juices, premium ice, house made shrubs, and an extensive selection of spirits that runs especially deep in whiskey and bourbon. A "Build Your Own Manhattan" menu, thoughtful, approachable wine list, and beer menu with vintage and local options make the bar a go-to for casual, mid-week drinks and bites with friends, watching weekend sports and post-shopping. Beautiful private dining and events spaces available.
A photo of RL Restaurant restaurant
8. RL Restaurant
4.9
Exceptional(7211)
Price: Expensive
• American • Gold Coast / Streeterville
Booked 128 times today
If you do not find availability online, please call the restaurant directly at 312-475-1100.Located adjacent to the Ralph Lauren Chicago flagship store on Michigan Avenue, RL Restaurant features the vision and décor of Ralph Lauren in a modern club atmosphere. RL Restaurant offers classic American cuisine inspired by Ralph Lauren’s personal favorites. Seasonal dishes range from a chopped vegetable salad to a lobster roll sandwich, grilled fish of the day and steaks. On the cocktail list, guests can choose from classic drinks and a diverse selection of wines and other fine spirits.
A photo of Club Lago Restaurant restaurant
9. Club Lago Restaurant
4.7
Exceptional(489)
Price: Moderate
• Italian • River North (Chicago)
Booked 2 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!
A photo of Alla Vita restaurant
10. Alla Vita
4.8
Exceptional(2260)
Price: Expensive
• Contemporary Italian • West Loop
Booked 200 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.

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