Best Restaurants with a Happy Hour in Old Town

196 restaurants available nearby

1. Benchmark

new

3.9

Excellent(1)

Price: Moderate

• American • Old Town

Booked 5 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 LG's Bar & Kitchen restaurant

2. LG's Bar & Kitchen

4.7

Exceptional(128)

Price: Moderate

• American • Old Town

Booked 6 times today

LG's is a modern Irish American Bar & Kitchen in the heart of Old Town, Chicago. Offering evening meals, weekend brunch, and a variety of daily food and drink specials, LG’s Bar & Kitchen is the premier hotspot on Wells Street. Carrying a diverse selection of craft beers and cocktails, we pay particular attention to our Irish roots and love of Irish whiskeys. Diners can enjoy a variety of globally influenced dishes that are approachable, yet delicious. With an expansive TV selection, guests are welcomed into the best gameday location in Old Town. When the lights go down, LG’s features the best DJs in town, spinning all your favorite tunes. In the warmer months, LG’s has a full pet-friendly patio. We at LG’s like to say, “come for the food and stay for the party!”Our weekly events include:- Bingo Night on Wednesday at 7pm- Trivia Thursday from 7-9pm- All Day Happy Hour on Friday 12pm-7pm- Brunch on Saturdays & Sundays from 11am-3pm

A photo of Mercadito - River North restaurant

3. Mercadito - River North

4.6

Exceptional(6256)

Price: Expensive

• Mexican • River North (Chicago)

Booked 75 times today

We are the city’s top Mexican restaurant for authentic modern cuisine, specialty tequila and mezcal cocktails, located in the heart of River North. Our culinary team features popular Mexican dishes, including our signature tacos, as well as fresh salsa and guacamole, ceviche, esquites and more.Mercadito's lounge is nestled in the lower level of Mercadito. It offers a speakeasy-style experience with a chic and exclusive ambiance. The space features banquet-style booths and dim lighting that enhances the elegant wood furniture, creating an inviting and intimate atmosphere. Once inside, guests can enjoy the full Mercadito menu, with the same delectable cuisine and beverages that our restaurant is known for.

A photo of Bar Siena - West Loop restaurant

4. Bar Siena - West Loop

4.6

Exceptional(3260)

Price: Moderate

• Italian • West Loop

Booked 70 times today

Perfectly Centralized In Chicago's West Loop 'Restaurant Row', The Two-Story, 8,000-Square-Foot Restaurant Is The Sibling Of DineAmic Hospitality'S River North Staple Eatery, Siena Tavern. Bar Siena Offers Diners The Perfect & Approachable Setting To Enjoy Lunch, Dinner, Late Night, And Weekend Brunch. The Menu Features An Expansive Italian Street Food And Pizza Bar Selection, All Served Within The Streets Of Fulton Market. Our Team Of Hospitality Professionals Are Thrilled And Dedicated To Host Your Next Dining Experience, Private Event Or Catering Function!

A photo of Gibsons Bar & Steakhouse - Chicago restaurant

5. Gibsons Bar & Steakhouse - Chicago

4.7

Exceptional(8847)

Price: Expensive

• Steakhouse • Gold Coast / Streeterville

Booked 110 times today

Gibsons Bar & Steakhouse has been a Chicago icon since partners Hugo Ralli and Steve Lombardo opened its doors in May 1989. The classic American steakhouse serves Gibsons Prime Angus Beef and Gibsons Grassfed Australian Beef. Gibsons also features fresh fish, classic cocktails, an extensive wine list and exceptional service. Celebrities, Chicago visitors and loyal neighborhood residents enjoy three distinct locations: Chicago, Rosemont and Oak Brook. Beautiful private dining and events spaces available.

6. Café Ba-Ba-Reeba

4.8

Exceptional(9261)

Price: Moderate

• Tapas / Small Plates • Lincoln Park

Booked 145 times today

Cancellation policy: For parties of 5+ you need to cancel by 9am on the day of your reservation, otherwise it is a $25 fee. For smaller parties, please give us one hour in advance, in the event of a last minute cancellation or no show it is a $25 fee. Located in Lincoln Park, the All-Season Courtyard and Dining Rooms at Cafe Ba-Ba-Reeba! are open with our new AIRPHX Air Filtration System. Your health is our top priority in all that we do. Steps we are taking: disposable and digital menus, continuous sanitation procedures & hand washing.

7. RL Restaurant

4.9

Exceptional(7224)

Price: Expensive

• American • Gold Coast / Streeterville

Booked 77 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 Doc B’s Restaurant - River North restaurant

8. Doc B’s Restaurant - River North

4.6

Exceptional(856)

Price: Moderate

• American • River North (Chicago)

Booked 30 times today

Set in a comfortable and inviting atmosphere, Doc B's Restaurant + Bar serves food made from scratch daily. Incorporating the highest-quality ingredients, the menu includes a variety of entree-sized salads,"very special” entrees, crave-worthy burgers and sandwiches, signature Wok Out Bowls™, indulgent desserts and so much more. Doc B’s also impresses with an extensive craft beer, wine and spirits selection in addition to signature cocktails. No matter what occasion, the expansive menu truly offers something for everyone. With each location having its own personality, Doc B’s Chicago (River North) is located next to Nordstrom on the corner of Grand and Wabash and offers an expanded selection of house cocktails as well as a weekday happy hour.

9. The Florentine

4.4

Awesome(1297)

Price: Expensive

• Italian • Downtown / Loop

Booked 15 times today

Located in the JW Marriott Chicago, in the city’s bustling Loop Financial district, The Florentine offers an elegant yet accessible interpretation of seasonal Italian cuisine.Characterized by simplicity and paramount ingredients, the menu showcases top imported Italian pastas, cheeses, salts and meats as well as ingredients from local farms.The Florentine offers semi-private and private dining spaces, accommodating anywhere from an intimate dinner for six, to a cocktail reception for 130. Our large private dining room can seat 60, or be divided into two smaller rooms holding 20-30 guests. Semi-private dining for large groups is also available.

A photo of Le Colonial - Chicago restaurant

10. Le Colonial - Chicago

4.8

Exceptional(7850)

Price: Very Expensive

• Vietnamese • Gold Coast / Streeterville

Booked 102 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.

See what locals rave about

From verified diners like you

J
John and Jenvip
Chicago / Illinois •142 reviews
5.0
Dined 3 days ago
Gibsons is one of my favorite restaurants in the city! My recent visit was nothing short of exceptional. I started with an Old Fashioned, which was perfectly crafted. My wife and I shared a loaded wedge salad, a New York Strip, and a double baked potato – all of which were delicious and cooked to perfection. For dessert, we indulged in a cookie with ice cream, paired with a glass of 20-year Tawny. The evening was made even more special by the fantastic piano player, who added a wonderful ambiance to our dining experience. Highly recommend!
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Gibsons Bar & Steakhouse - ChicagoPrice: Expensive• Steakhouse• Gold Coast / Streeterville
•
4.7
E
Evelyn
New Orleans / Louisiana •1 review
5.0
Dined 4 days ago
Everyone at Mercadito was very kind and accommodating. We enjoyed our experience. Great food for everyone.
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Mercadito - River NorthPrice: Expensive• Mexican• River North (Chicago)
•
4.6
R
Rick
Chicago / Illinois •1 review
5.0
Dined on Nov 22, 2024
Surcharge added to the bill, not sure purpose..so reduced tip
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Bar Siena - West LoopPrice: Moderate• Italian• West Loop
•
4.6
K
Kevin
Chicago / Illinois •1 review
5.0
Dined on Nov 2, 2024
Was quite loud but good was exceptional. I’d highly recommend getting their wraps.
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LG's Bar & KitchenPrice: Moderate• American• Old Town
•
4.7
J
Jamievip
Chicago / Illinois •27 reviews
5.0
Dined on Nov 18, 2017
Such a fun brunch location - bottomless mimosas and a great spread of food!
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BenchmarkPrice: Moderate• American• Old Town
•
3.9

Best Restaurants with a Happy Hour in Old Town

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196 restaurants available nearby

1. Benchmark

2. LG's Bar & Kitchen

3. Mercadito - River North

4. Bar Siena - West Loop

5. Gibsons Bar & Steakhouse - Chicago

6. Café Ba-Ba-Reeba

7. RL Restaurant

8. Doc B’s Restaurant - River North

9. The Florentine

10. Le Colonial - Chicago

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