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Local picks

Historical bars in the Loop

You like your drinks served where the history of the building is still part of the room.

Based on 505 Opinions
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Updated April 2026
01
University Club of Chicago image 1
University Club of Chicago image 2
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Building showcases early 20th century architecture with historic character and beautiful views. Atmosphere blends classy, elegant charm with modern exclusivity, creating a harmonious and inviting setting. Amenities include squash courts, gym, library, and bar, supporting both relaxation and active pursuits.

Offers a very nice bar with a great view and a bar area connected to a game room. Amenities include first-class bars alongside restaurants and other facilities.

Historic character shines through the stunning architecture and thoughtful design. The library holds a large selection of historical volumes on topics like religion and government.

People are saying

"The views of Lake Michigan from the club are great."

"This historic building is fascinating and stunning."

"The bar's historic character combines with modern ambience."

Good to know

1

The club hosts various events, including weddings and corporate gatherings.

2

Expect high costs for events, with weddings starting around $50,000.

3

Reservations are recommended for dining, especially during peak hours.

02
Union League Club image 1

Elegant edifice with dark wood, marble, and gold fixtures creates a historic American atmosphere. Ambiance blends old-world charm with a relaxing yet professional vibe. Amenities include a library, multi-story gym, pool, and co-working spaces that support both leisure and business.

An indoor bar offers a secluded spot for quiet moments and lively pre-dinner drinks. The bar downstairs gets lively during games, creating a great vibe alongside the event room on the second floor.

Elegant venue with rich history and impressively preserved features. Combines historic charm with luxury in a beautiful, old building.

People are saying

"It's a truly elegant and classy place with a timeless feel."

"The food here is really good and delicious."

"The bar staff here is so friendly and professional."

Good to know

1

Expect to pay an extra $50 per night if you are a non-member.

2

Parking costs $68 for same-day in-and-out access.

3

The venue hosts monthly birthday parties for members with dinner included.

03
Adams Street Brewery image 1

Wood-paneled sports bar with a large warm wood bar and historic vibes creates a welcoming, laid-back atmosphere. Polka music and live performances add a German Beer Hall feel, while televisions offer casual entertainment. The place stays relaxed during mid-afternoon and grows lively later in the day.

A large, warm wood bar creates a welcoming atmosphere with lots of draught beer selections including German styled drafts. The bar offers great service and full access to the historic restaurant next door.

History dates back to 1870 with ties to the Chicago World Fair. The place offers a strong historic ambiance and shares fascinating stories about its past.

People are saying

"I enjoyed the great German-style beers here."

"This bar has a great beer selection with many German styles."

"The historical ambiance here is great, and the beers are good too."

Good to know

1

Expect busy times during holidays; reservations are not required.

2

Pickpocketing incidents have been reported, so keep personal items secure.

3

Credit cards and mobile payments are accepted for purchases.

04
Jazz Showcase image 1
Jazz club

Intimate jazz club with historic dรฉcor and excellent acoustics creates a cozy, relaxed atmosphere. Live performances feature talented musicians playing in a setting that honors jazz legends. Dim lighting and comfortable seating offer a balanced sound experience ideal for soaking in pure jazz.

A cozy, authentic jazz bar with a long history as the second oldest in the US. The bar serves a solid selection of drinks at reasonable prices, and the staff adds to the memorable atmosphere.

A historic jazz venue since 1947, it offers a cozy, intimate atmosphere with a rich sense of history. The Dearborn Station room adds an old-school vibe that highlights its deep roots.

People are saying

"I enjoyed the great live jazz performances here."

"It's a historical jazz venue with a rich history."

"The bar's vibe is intimate and cozy."

Good to know

1

Admission is $20 per person for entry.

2

Jazz Showcase does not serve food but allows patrons to bring their own.

3

It is advisable to buy tickets in advance as shows often sell out.

05
Bistro Monadnock image 1
French restaurant

Historic building hosts a French bistro with European charm and elegant design. Live jazz music creates a relaxing atmosphere complemented by a skilled bar offering standout cocktails. The space feels cozy and stylish, attracting those seeking a refined dining experience.

Cozy atmosphere with skilled bartenders crafting drinks. Offers wines by the glass and bottle at reasonable prices compared to other spots.

A restored historic building anchors the space with architectural beauty. The atmosphere and design bring an elegant, stylish feel that fits the building's history.

People are saying

"The escargot here is outstanding and alone worth the visit."

"The historical sites here are creative and inspiring."

"The bartenders here are fantastic and have so much imagination."

Good to know

1

Reservations are recommended, especially on weekends, to avoid being turned away.

2

Happy hour runs from 4-6pm on weekdays with discounted drinks and appetizers.

3

Expect a $10 charge for each cheese on the charcuterie board.

06
The Walnut Room image 1
American restaurant

Dining room showcases historic decor and a stunning Christmas tree that creates a magical atmosphere. Fairy princesses visit tables, adding a whimsical touch to the experience. Space feels spacious and elegant with white tablecloths and a sense of Chicago history.

Seats at the bar are available even after the wait list closes, with staff helping guests get in before 6:30 pm. The bar offers great service and features Holiday Drinks to enjoy while waiting or sitting at the bar.

Dining happens beneath beautiful chandeliers and wood paneling in a space that holds over a century of history. The building itself dates back 118 years and carries stories from its days as Marshall Field's.

People are saying

"The holiday atmosphere and the Great Tree are just stunningly gorgeous."

"The staff here is so welcoming and informative about the historical sites."

"The bar staff here is amazing and always keeps your glasses full."

Good to know

1

Reservations are required for holiday dining at least two months in advance.

2

The Walnut Room hosts a popular drag brunch every Sunday at 11 AM.

3

Parking costs $28 for three hours, so plan accordingly.

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Chicago Loop, Chicago

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