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Best Southwest American Restaurants in Old Town

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323 restaurants available nearby

A photo of Broken English Taco Pub-Old Town restaurant
1. Broken English Taco Pub-Old Town
4.5
Awesome(346)
Price: Moderate
• Mexican • Old Town
Booked 15 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 Utopian Tailgate restaurant
2. Utopian Tailgate
4.2
Awesome(181)
Price: Expensive
• Mexican • Lincoln Park
Booked 2 times 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 LG's Bar & Kitchen restaurant
3. LG's Bar & Kitchen
4.6
Exceptional(128)
Price: Moderate
• Mexican • Old Town
Booked 3 times today
LG's Bar & Kitchen is renowned for its exceptional cocktail bar experience in the vibrant heart of Old Town, Chicago. Celebrated for its commitment to Irish-American hospitality, LG's offers a cocktail menu that excels in both diversity and quality. Patrons rave about the authenticity and creativity of the drinks, especially the Irish whiskies that highlight the menu. Reviews often highlight the expertly crafted cocktails, with one guest noting, "the service was amazing and the drinks were even better!" Whether you're enjoying a casual evening out or looking for a lively night with great music, LG's Bar & Kitchen promises a top-tier cocktail experience that keeps locals and visitors alike coming back for more.
A photo of Benchmark restaurant
4. Benchmark
new
3.9
Excellent(1)
Price: Moderate
• Mexican • Old Town
Booked 20 times today
Benchmark, located in the heart of Old Town, is open for lunch, happy hour, and dinner—Tuesday through Friday from 5pm to close, and Saturday and Sunday from 11am to close. Indulge in our delicious new menu, refreshing cocktails, and vibrant atmosphere—perfect for enjoying great food, catching the game, celebrating parties, or just hanging out with friends.
A photo of Corcoran’s Grill & Pub restaurant
5. Corcoran’s Grill & Pub
4.5
Awesome(161)
Price: Moderate
• Mexican • Old Town
Booked 1 time today
Nestled in Chicago's vibrant Old Town, Corcoran’s Grill & Pub stands out as a beacon of authentic Irish cuisine and hospitality. With a hearty selection of Irish and American dishes, guests rave about the "truly Irish Fish & Chips" and the "All day Irish Breakfast" that tastes just like it does in Ireland, according to a delighted Irish patron. The pub's atmosphere is consistently praised, with patrons noting the "fun environment" and "excellent" service perfect for large groups. As one reviewer exclaimed, "This is the real deal Irish Pub!" Corcoran's commitment to an authentic Irish experience, from its food to its imported Irish beers, ensures a delightful dining adventure in the heart of Chicago.
A photo of Declan's Irish Pub restaurant
6. Declan's Irish Pub
5.0
Exceptional(0)
Price: Moderate
• Mexican • River North (Chicago)
Declan's Irish Pub has made its mark on Chicago's culinary landscape since the early 1970s with its elevated bar food served in a charming and welcoming atmosphere. The grilled chicken tenders slathered in spicy mango-habanero sauce or the crispy nachos topped with a blend of melted cheeses are sharable and tasty starters. Declan's Irish Pub's specialty main dishes include the Reuben on toasted rye, the beer-battered cod fish and chips and the vegetarian-friendly Malibu black bean burger, all served with sides like tater tots, salad and fries. For a sweet end to your meal, try the freshly made donuts with caramel sauce.Enjoy your delectable meal and the fantastic atmosphere with some of Declan's Irish Pub's various craft beers. It also has an extensive selection of bourbon, scotch and whiskey.
A photo of 3 Arts Club Cafe at RH Chicago restaurant
7. 3 Arts Club Cafe at RH Chicago
4.8
Exceptional(3520)
Price: Expensive
• Mexican • Gold Coast / Streeterville
Booked 181 times today
The 3 Arts Club Café resides in the grand central garden courtyard of RH Chicago, the Gallery at the Historic Three Arts Club, a 70,000-square-foot design gallery in Chicago's famed Gold Coast neighborhood. We invite you to enjoy our menu of timeless classics for brunch and dinner, and a selection of wines from esteemed vintners in the United States and Europe. RH Chicago also features the 3 Arts Club Wine Vault.For group dining inquiries, please email: chicagohospitality@rh.com
A photo of The Walnut Room - Chicago restaurant
8. The Walnut Room - Chicago
4.7
Exceptional(6661)
Price: Expensive
• Mexican • Downtown / Loop
Booked 273 times today
Nestled in the bustling heart of Downtown Chicago, The Walnut Room offers a truly authentic Vegetarian dining experience that captivates both the palate and the heart. Celebrated as a local tradition since 1907, this iconic venue inside Macy's on State Street shines with its commitment to quality and service. Patrons frequently praise its "delicious" offerings and the "wonderful atmosphere" that make every dining experience memorable. Highlights from the Vegetarian menu include creatively crafted dishes that emphasize freshness and flavor, making it a prime destination for those seeking a culinary delight. As one reviewer enthusiastically noted, "The food is always delicious. The service is always great. And just a lovely place to dine." Whether it’s the charm of the historic setting or the exquisite Vegetarian cuisine, The Walnut Room is a must-visit for those seeking exceptional dining in Chicago.
A photo of Gibsons Bar & Steakhouse - Chicago restaurant
9. Gibsons Bar & Steakhouse - Chicago
4.8
Exceptional(8817)
Price: Expensive
• Mexican • Gold Coast / Streeterville
Booked 146 times today
Gibsons Bar & Steakhouse in Chicago's Gold Coast is the quintessential American dining experience, celebrated for its "top-notch steaks" and "club-like atmosphere." Since 1989, it has set the standard for American steakhouses with its commitment to Gibsons Prime Angus and Grassfed Australian Beef. Patrons rave about the "perfectly cooked" steaks and the extensive wine list that complements every dish. The service is consistently lauded as "professional" and "top-notch," making every visit memorable. Whether it's the "eye-popping desserts" or the "energetic environment," Gibsons promises an authentic and high-quality American culinary journey that's both "remarkable" and "unforgettable."
A photo of Summer House - Chicago restaurant
10. Summer House - Chicago
4.6
Exceptional(7831)
Price: Moderate
• Mexican • Lincoln Park
Booked 263 times today
Nestled in the heart of Lincoln Park, Chicago, Summer House stands out as a beacon of Californian cuisine, transporting diners straight to the sunny West Coast with its beach house décor and seasonal specialties. Chef Ben Goodnick’s menu, bursting with market-driven pasta, artisan pizzas, and fresh antipasti, captures the essence of California’s vibrant flavors. Patrons rave about the "amazing" food and "splendid ambiance," noting that the "atmosphere felt like we were in CA." Summer House isn’t just a meal; it’s an experience, where the retractable glass ceiling and all-season courtyard enhance each visit, making it a must-visit for an authentic Californian dining experience right in Chicago.

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Discover best Mexican / Southwestern restaurants in Old Town

Discover the vibrant flavors of Mexico in the heart of Old Town, Chicago with a selection of top Mexican restaurants catering to every taste. From authentic tacos to innovative Mexican-inspired dishes, these eateries boast a mix of traditional and modern culinary offerings. Enjoy a diverse menu featuring everything from rich guacamoles to savory enchiladas and refreshing margaritas. Each location prides itself on a warm atmosphere, excellent service, and a commitment to quality ingredients, ensuring a memorable dining experience. Old Town, Chicago is known for its lively dining scene, blending historic charm with contemporary flair, making it a prime destination for both locals and tourists seeking a unique meal. Whether you're in the mood for a casual bite or a sophisticated dinner, the Mexican restaurants in Old Town offer an array of options to satisfy your cravings. Dive into the heart of Mexican cuisine in Chicago and enjoy a blend of taste and culture at every turn.

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