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Best Restaurants with a Happy Hour in Downtown / Loop

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237 restaurants available nearby

A photo of Morton's The Steakhouse - Chicago - Wacker Place restaurant
1. Morton's The Steakhouse - Chicago - Wacker Place
4.6
Exceptional(3335)
Price: Very Expensive
• Steakhouse • Downtown / Loop
Booked 63 times today
What began in Chicago in 1978 is now one of the most award-winning steakhouses around. For over 30 years, Morton's The Steakhouse has been on a mission to provide "The Best Steak… Anywhere." Focusing on quality, consistency and genuine hospitality, Morton's seeks to provide not only memorable cuisine, but a memorable experience. With fresh, succulent seafood and famed USDA prime-aged steak, it's no surprise that Morton's has thrilled diners all over the world. For a glimpse of a higher standard of steakhouse, come see the legendary Morton's experience for yourself.
A photo of Roanoke restaurant
2. Roanoke
4.4
Awesome(1534)
Price: Moderate
• American • Downtown / Loop
Booked 76 times today
Roanoke Restaurant, located in the Loop, is a local favorite known for its excellent service and top-tier culinary offerings. The menu highlights artisan comfort food, signature rotisserie dishes, and hand-crafted cocktails. The restaurant's design features luxurious finishes, copper accents, and warm lighting inspired by the rotisserie and brick oven in the open kitchen. Whether you're enjoying happy hour at the bar, dining by the fireplace for a more intimate experience, or joining the vibrant lunch crowd, Roanoke is an ideal spot to gather with colleagues, friends, or family. The restaurant also offers large event spaces that can accommodate up to 250 people.Guests can enjoy parking validation at the 172 W Madison Self-Park Garage. After 4 p.m. on weekends and weeknights, park for free with a $25 meal purchase. Be sure to bring your parking slip for validation. Not valid for valet parking.
A photo of Acanto restaurant
3. Acanto
4.8
Exceptional(3939)
Price: Expensive
• Italian • Downtown / Loop
Booked 58 times today
Across from Millennium park and along Chicago’s Cultural Mile, Acanto Restaurant + Wine Bar is a treasured destination for those who appreciate authentic and approachable Italian food in a conversation-friendly atmosphere. Acanto serves seasonally-driven Italian cuisine from both regions of Italy utilizing artisanal ingredients from Midwest farmers and producers. Acanto boasts one of the most lauded wine programs in the US, including a 3-star rating by World of Fine Wine and a two-glass “Best of Excellence” rating by Wine Spectator. The libations menu is rounded out by Italian classics including spritzes and negronis along with craft cocktails, beer, and spirits. The word Acanto is the Italian translation of Acanthus, the flowery leaf featured prominently in Roman architecture. Famed architect Louis Sullivan used Acanthus in his distinctive terra cotta ornamentation found on the facade of the historically-landmarked building that houses Acanto.
A photo of Chateau Carbide restaurant
4. Chateau Carbide
3.9
Excellent(221)
Price: Expensive
• Cocktail Bar • River North (Chicago)
Booked 23 times today
Welcome to Château Carbide, a rooftop winter escape, just for you. See our inimitable seasonal style in full display, where luxurious, private lodges dot the rooftop scene, each adorned with cozy fireplaces and plush, intimate seating for up to 5 guests. Snack on a winter-inspired small bites including a French onion grilled cheese and sip seasonal cocktails while taking in the stunning city-wide views of Chicago and all its snowy splendor.Please note the following policies:**Chateau Carbide is a 21+ establishment**Light Bite service is available until 10:00 PM**Outdoor tables are subject to availability, and a reservation does not constitute an outdoor table. We do our best to accommodate all guest seating requests. **Reservations are encouraged but not required, subject to availability.
A photo of Remington's restaurant
5. Remington's
4.7
Exceptional(3314)
Price: Moderate
• American • Downtown / Loop
Booked 62 times today
Turn to Remington's to create a memorable experience for your upcoming event! Our venue can accommodate your group of 10 to 225 guests for breakfast, lunch, dinner, or a cocktail reception in a variety of private and semi-private dining spaces. Whether you're having an intimate gathering or a large corporate meeting, our sleek restaurant is the perfect spot to host your VIP guests in the heart of Chicago's Millennium Park area.
A photo of Rosebud Rosetta Italian restaurant
6. Rosebud Rosetta Italian
4.6
Exceptional(2846)
Price: Expensive
• Italian • Downtown / Loop
Booked 25 times today
Rosetta Italian introduces an elegant Italian Restaurant in the heart of the loop, amidst Chicago’s financial district and the finest entertainment venues in the city. Escape the everyday hustle and bustle inside this relaxing dining oasis and enjoy an unforgettable culinary experience. Offering a classic selection of Rosebud's signature Italian dishes, steak, tender chicken entrees, seafood specialties, and a hamburger, voted number one in the city of Chicago by the Chicago Tribune, Rosebud knows a thing or two about the fine art of cooking. Join us for a satisfying lunch before heading back to the office or for a romantic dinner before a show in Chicago’s famed theater district. The inviting atmosphere, impressive wine list and impeccable service at Rosetta Italian encompass the sophistication and style that only Rosetta Italian can deliver. A 3% Surcharge will be added to every check. We will be happy to remove this by request.
A photo of Cindy's Rooftop restaurant
7. Cindy's Rooftop
4.7
Exceptional(4)
Price: Expensive
• Contemporary American • Downtown / Loop
Booked 75 times today
Perched atop the 13th floor of the Chicago Athletic Association hotel under a glass atrium, Cindy's welcomes guests with sweeping views of Millennium Park, the ever-changing blues of Lake Michigan, and beyond. Providing a remarkable backdrop for Top Chef contestant Executive Chef Kaleena Bliss and her inspired menu featuring local wild and seasonal produce and fresh seafood. With vibrant service, an all-season terrace, and an extensive beverage menu that intertwines naturally with the dishes, every detail of your experience is thoughtfully crafted to make a lasting memory. For private events: please reach out to cindysevents@caa.bokagrp.com.
A photo of Atwood restaurant
8. Atwood
4.2
Awesome(4562)
Price: Expensive
• American • Downtown / Loop
Booked 15 times today
Atwood proudly offers alluring libations and a wildly guest-pleasing menu filled with your favorite all-day American cuisine courtesy of Executive Chef, David Fingerman. Whether for happy hour cocktails, a theater dinner, or the date of a lifetime, Atwood is Chicago’s premier spot to mix, mingle and delight in the joys of food and drink.Atwood’s soaring dining room is strikingly modern with white marble surfaces, glossy subway-tiled walls, and massive windows ideal for watching the State Street shoppers stroll by.
A photo of The Grillroom restaurant
9. The Grillroom
4.5
Awesome(3187)
Price: Very Expensive
• Steakhouse • Downtown / Loop
Booked 18 times today
Treat yourself to expertly crafted dishes, bold flavors and a stylish vibe at our modern Steakhouse in the heart of Chicago. We proudly serve Allen Bros. award winning steaks, the freshest seafood, pastas, and more. Enjoy steak and style all just steps away from the top hotels, theaters, shopping and the bustling business district.Having dinner before a show or event? 🎭We are located directly across the street from the CIBC theater & within close proximity to several surrounding venues including the Cadillac Palace Theater, Nederlander Theater and Chicago Theater. To ensure the dinner experience standards we pride ourselves on, please allow at minimum 1.5 hours for your reservation with us.• For 7:00 PM shows: please be seated by 5:45 PM• For 7:30 PM shows: please be seated by 6:15 PM• For 8:00 PM shows: please be seated by 6:45 PM After these times, pre-theater guests are welcome to enjoy offerings at the bar. We look forward to making your time with us special!
A photo of McCormick & Schmick's Seafood - Chicago (Wacker Dr.) restaurant
10. McCormick & Schmick's Seafood - Chicago (Wacker Dr.)
4.4
Awesome(4413)
Price: Moderate
• Seafood • Downtown / Loop
Booked 31 times today
McCormick & Schmick's Seafood & Steaks on Chicago's Wacker Drive is conveniently located in the Loop, just minutes away from Chicago Theater, Oriental Theater, Millennium Park, various shopping areas and some of Chicago's best hotels.From fresh seafood and shellfish to Steak and garden fresh salads, our goal is to exceed your dining expectations.As our guest, you will experience culinary excellence at its best. Our menus reflect seafood from the Pacific Rim, the Atlantic Ocean, and the Gulf of Mexico. We also source products from local ranches, farms, and wineries to showcase regionally inspired dishes.

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