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Best Restaurants with a Vibrant Bar Scene in Old Town, Chicago / Illinois

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41 restaurants available nearby

How are Featured results ranked

A photo of LUXBAR restaurant
1. LUXBAR
4.7
Exceptional(3230)
$$$$
• American • Gold Coast / Streeterville
Booked 128 times today
The quintessential American bar, LUXBAR features seasonal and classic cocktails made from freshly pressed juices, premium ice, house made shrubs, and an extensive selection of spirits that runs especially deep in whiskey and bourbon. A "Build Your Own Manhattan" menu, thoughtful, approachable wine list, and beer menu with vintage and local options make the bar a go-to for casual, mid-week drinks and bites with friends, watching weekend sports and post-shopping. Beautiful private dining and events spaces available.
A photo of Ada Street restaurant
2. Ada Street
4.9
Exceptional(1224)
$$$$
• American • Bucktown / Wicker Park
Booked 32 times today
Ada Street is a vibrant bar scene because it's often described as a 'cool, funky place' with a 'great bar' and 'excellent food and drinks'. Reviewers love the 'unique' and 'festive' drinks, along with the 'varied' and 'amazing' cocktails. The ambiance is 'funky', 'cozy', 'romantic', and 'super sexy and swanky', making it an exciting and inviting spot for a night out.
A photo of Shaw's Crab House & Oyster Bar - Chicago restaurant
3. Shaw's Crab House & Oyster Bar - Chicago
4.8
Exceptional(14711)
$$$$
• Seafood • River North (Chicago)
Booked 166 times today
Since 1984, Shaw’s Crab House has earned its status as a Chicago icon with its unwavering commitment to quality and warm, dedicated staff. This generational restaurant embodies timeless seafood traditions inspired by America's coastal crab houses, creating a classic dining experience that stands the test of time. Signature dishes include King Crab Legs, oysters from both coasts, hand-rolled sushi, fresh fish, and more. After 40 years of excellence, Shaw's was ranked #8 in Chicago Magazine's Best Chicago Restaurants of 2024.The restaurant's 1940s-style design features two distinct dining rooms: the lively, casual Oyster Bar and the elegant, white-tablecloth Main Dining Room. Guests who reserve "Hightop" seating will dine in the Oyster Bar, while "Standard" seating is for the Main Dining Room.Located in the heart of River North, Shaw’s is just a short walk from Michigan Avenue and the Chicago River, making it a perfect spot to enjoy a memorable seafood experience.
A photo of Gene and Georgetti restaurant
4. Gene and Georgetti
4.7
Exceptional(6560)
$$$$
• Steakhouse • River North (Chicago)
Booked 54 times today
Gene and Georgetti is Chicago's original steakhouse since 1941. This family-owned establishment housed in Chicago's third oldest building serves the finest prime-aged steaks and chops, pastas, & signature dishes invented here such as The Garbage Salad and Chicken alla Joe. Our curated wine list originates from our roots in Lucca, Tuscany, Italy - we concentrate on Italian varietals that complement our classic Italian steakhouse menu.Securely processed credit card info is required to secure a reservation. No-shows or cancellations within 48 hrs will be charged $25 pp. As a reminder we do have a 15 minute grace period to honor your reservation, past that time your reservation will be forfeit.Valet parking after 3pm is $15 cash.Our dress code is Business Casual- you never know who you might see at G & G!Gene & Georgetti can accommodate your party of up to 100. .Our restaurant has two floors ,and there is no elevator ,please let us know if you require special accommodation.
A photo of Girl & the Goat restaurant
Icon
5. Girl & the Goat
4.7
Exceptional(15865)
$$$$
• Contemporary American • West Loop
Booked 263 times today
Girl & the Goat opened in 2010 with the goal of offering a menu of bold, flavorful dishes designed to share in a fun and lively atmosphere. To complement the experience, we offer a curated selection of wines from around the world, focusing on small producers, along with a rotating list of craft beers and a playful cocktail menu crafted by our bartenders. The ever-changing menu, driven by locally sourced and seasonal ingredients, features favorites like sautéed green beans, roasted oysters, crispy short ribs, and confit goat belly. While reservations are encouraged for the dining room, our bar welcomes walk-ins, adventurers, and those who prefer spontaneity.
A photo of Steak 48 - Chicago restaurant
6. Steak 48 - Chicago
4.9
Exceptional(8478)
$$$$
• Steakhouse • River North (Chicago)
Booked 70 times today
At Steak 48, we serve the finest steaks and high-quality seafood in an intimate and vibrant setting. Our diverse menu will satisfy any personal craving, as we serve the best USDA prime steaks, succulent seafood and shellfish along with inventive and classically inspired side dishes and appetizers. Located in River North, on bustling Wabash Avenue, Steak 48 brings a contemporary atmosphere to Chicago's dining scene. Visitors will be welcomed in the entryway with a view of our 3,000-bottle wine vault and chic decor. The lower floor features a lively bar where guests can enjoy something from our extensive wine, whiskey, bourbon, or signature cocktail list.
A photo of Le Colonial - Chicago restaurant
7. Le Colonial - Chicago
4.8
Exceptional(8495)
$$$$
• Vietnamese • Gold Coast / Streeterville
Booked 145 times today
Le Colonial is a celebration of seductive spirit and vivid flavors reminiscent of Saigon in the 1920s. With locations in Atlanta, Denver, Delray Beach, Houston, Lake Forest, and Naples, the famed Vietnamese restaurant is designed to capture a bygone era of sophistication and opulence. Celebrated restaurateurs Rick Wahlstedt and Joe King deliver exquisite attention to detail in the luxurious, classic, and romantic atmosphere perched on Oak Street in Chicago’s Gold Coast. For special occasions, our private dining space provides a bespoke setting for unforgettable celebrations.
A photo of Tavern on Rush restaurant
8. Tavern on Rush
4.7
Exceptional(3926)
$$$$
• Steak • Gold Coast / Streeterville
Booked 61 times today
Tavern On Rush is the premier dining destination for steaks & seafood in Chicago. The upscale, contemporary steakhouse features multi-level seating, private dining, a bustling bar, and Chicago's favorite outdoor patio.
A photo of Untitled Supper Club restaurant
9. Untitled Supper Club
4.7
Exceptional(3108)
$$$$
• American • River North (Chicago)
Booked 21 times today
Dress Code: Business Casual is expected - No Shorts, Tee Shirts, Athletic Attire, sandals, gym shoes are permitted. Final decisions are based on the sole discretion of management. *Please notate if you have a room or entertainment preference. Requests cannot be guaranteed, but we will do our best to accommodate.*With its vintage, Prohibition Era-inspired design, Untitled has been a darling of Chicago nightlife and fine dining since opening in 2011. The sumptuous 18,000 square-foot restaurant, bar and live entertainment space hosts the largest selection of American whiskies in the world .Their dining menu includes shareable bites, perfect pastas and beautifully creative desserts; with eight Michelin Bib Gourmand awards, their cuisine is sure to satisfy any palette. The best part? While you dine and drink the night away, you can enjoy world-class entertainment with weekly music and titillating cabaret-style performances from Chicago's finest.Untitled is a 21+ establishment.
A photo of Chicago Cut Steakhouse restaurant
10. Chicago Cut Steakhouse
4.8
Exceptional(10470)
$$$$
• Steakhouse • River North (Chicago)
Booked 128 times today
Chicago Cut Steakhouse is one of Chicago’s most iconic dining experiences in a city that boasts dozens of options for steak-centric dining. Our downtown Chicago steakhouse offers guests a selection of signature, USDA-certified prime beef that is hand-cut and dry-aged on site. Our curated menu also features fish, shellfish, chops and a selection of unique side dishes and appetizers. In addition to delicious martinis and specialty cocktails, Chicago Cut offers a wine list with more than 600 bottles that has been highlighted Wine Spectator, the world’s leading authority on wine. Our dining area features a lively bar scene, vibrant red velvet banquettes and spacious dining tables, private dining options and beautiful, sweeping views of the Chicago River. In the warm months, we also open our sprawling outdoor dining patio, which makes Chicago Cut an excellent spot for an outdoor brunch, lunch or dinner reservation along the river.
‘About the restaurant’ descriptions have been generated using an artificial intelligence model comprised of OpenTable proprietary data that has not been independently verified by OpenTable. The content is presented as-is, for informational purposes only.

See what locals rave about

From verified diners like you
From verified diners like you
  • JenGold
    Las Vegas •19 reviews
    5.0
    Dined 1 day ago
    We booked this restaurant twice on our trip to Chicago. It was so fun sitting outside if it's a great area to people watch. The wedge salad is amazing, Great cocktails and really good service
    More info
    Tavern on Rush$$$$• Steak• Gold Coast / Streeterville
    •
    4.7
  • Nicole
    Palm Springs / Palm Desert Cities •1 review
    5.0
    Dined 2 days ago
    Zach was the floor manager and came by the table & visited with us. Our waiter was training a new server and everyone was professional, friendly and made for a lovely evening. The food, per usual, was excellent!
    More info
    Steak 48 - Chicago$$$$• Steakhouse• River North (Chicago)
    •
    4.9
  • Eileen
    Chicago / Illinois •27 reviews
    5.0
    Dined 3 days ago
    I have never been treated in a restaurant by friendlier, kinder, more attentive staff, from the valets outside to the sign-in desk to the waiter, and even to a manager asking how we were doing. Top-notch service from start to finish. Great food: the waiter found us the largest raw oysters I asked for, and the soft-shell crabs were cooked perfectly. Even loved their coffee! It was fun to be in a full restaurant, people all around laughing and enjoying themselves. On the way out, staff were helpful and friendly all the way to the curb. Amazing dining experience!
    More info
    Shaw's Crab House & Oyster Bar - Chicago$$$$• Seafood• River North (Chicago)
    •
    4.8
  • KimberlyGold
    Chicago / Illinois •10 reviews
    5.0
    Dined 5 days ago
    The food is consistently terrific, and it's a very good value. Our server, Sydney, was terrific, as well - professional, but friendly! Definitely a good choice for dinner in that area!
    More info
    LUXBAR$$$$• American• Gold Coast / Streeterville
    •
    4.7
  • MaryannGold
    Chicago / Illinois •1 review
    5.0
    Dined on May 23, 2026
    Amazing! Great service they take really good care of you. The atmosphere is really nice also.
    More info
    Homeslice | Pizza + Pub$$$$• Pizzeria• Lincoln Park
    •
    4.7

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