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Best Southwest American Restaurants in Old Town

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329 restaurants available nearby

A photo of Benchmark restaurant
1. Benchmark
4.3
Awesome(2)
Price: Moderate
• Mexican • Old Town
Booked 14 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 Broken English Taco Pub-Old Town restaurant
2. Broken English Taco Pub-Old Town
4.7
Exceptional(347)
Price: Moderate
• Mexican • Old Town
Booked 13 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 LG's Bar & Kitchen restaurant
3. LG's Bar & Kitchen
4.3
Awesome(134)
Price: Moderate
• Mexican • Old Town
Booked 7 times today
LG's Bar & Kitchen is a standout in the heart of Old Town, Chicago, offering a premium Gastro Pub experience that brilliantly marries Irish American flavors with global influences. Known for its diverse craft beer and cocktail selection, this hotspot on Wells Street is celebrated for its genuine Irish roots and "love of Irish whiskeys." Guests rave about the "phenomenal food" and "top-notch cocktails," making it a must-visit for both locals and tourists. The vibrant atmosphere, complemented by engaging events like Bingo Night and Trivia Thursday, ensures that guests "come for the food and stay for the party!" With a pet-friendly patio and warm, attentive service, LG's truly excels in delivering an authentic and lively Gastro Pub experience.
A photo of Utopian Tailgate restaurant
4. Utopian Tailgate
3.7
Very Good(183)
Price: Expensive
• Mexican • 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 Corcoran’s Grill & Pub restaurant
5. Corcoran’s Grill & Pub
4.5
Awesome(162)
Price: Moderate
• Mexican • 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.
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(3592)
Price: Expensive
• Mexican • Gold Coast / Streeterville
Booked 208 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
4.6
Exceptional(7700)
Price: Expensive
• Mexican • Downtown / Loop
Booked 51 times today
The Walnut Room - Chicago is a beacon of exceptional Vegetarian cuisine, nestled in the vibrant heart of Downtown Chicago. Known for its historic charm and delightful ambiance, this iconic venue offers a "magical dining experience" that has enchanted guests for over a century. The Mushroom Ravioli has been described as "incredible," and the menu abounds with fresh, flavorful vegetarian options that delight the palate. The restaurant's commitment to quality is evident in every dish, promising both an authentic and satisfying culinary journey. Whether you're a local or a visitor, The Walnut Room is a must-visit for vegetarian enthusiasts seeking a memorable dining experience.
A photo of Gibsons Bar & Steakhouse - Chicago restaurant
9. Gibsons Bar & Steakhouse - Chicago
4.7
Exceptional(8988)
Price: Expensive
• Mexican • Gold Coast / Streeterville
Booked 139 times today
Gibsons Bar & Steakhouse in Chicago’s vibrant Gold Coast is a testament to classic American cuisine at its finest. Renowned for serving "the best steak I’ve ever had," Gibsons offers an unparalleled dining experience that combines premium Gibsons Prime Angus Beef with impeccable service. From the lively ambiance to the expertly crafted cocktails, every visit is a celebration of authentic American dining. Diners rave about the "wonderfully cozy feel" and "outstanding" food, making it a top choice for both locals and visitors alike. With a reputation for excellence, Gibsons is undoubtedly a must-visit destination for lovers of quality American cuisine.
A photo of Boka restaurant
10. Boka
4.8
Exceptional(7187)
Price: Expensive
• Mexican • Lincoln Park
Booked 97 times today
Boka, nestled in the heart of Lincoln Park, Chicago, offers an exquisite take on contemporary American cuisine that is nothing short of a revelation. With its Michelin-star status, Boka crafts each dish as a "miniature masterpiece," highlighting seasonal ingredients sourced from local farms. Executive Chef Lee Wolen, celebrated as “Chef of the Year,” ensures a dining experience that is both innovative and deeply satisfying. Diners rave about the "impeccable service" and "phenomenal" food, making it a must-visit destination. The restaurant’s elegant yet inviting ambiance, combined with its artful presentations and "spectacular" wine pairings, guarantees an unforgettable culinary journey.

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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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