Buddy Guy's Legends
754 S. Wabash Ave.
(312) 427-0333
www.buddyguys.com

No trip to Chicago is complete without a visit to Buddy Guy's. Owned by the Grammy Award winner and Rock and Roll legend, Buddy Guy, you can hear the music that made Chicago famous. There is also a restaurant that offers Cajun cuisine.

Eno
InterContinental Chicago
505 N. Michigan Ave.
(312) 321-8738
www.enowinerooms.com

An alternative to the traditional wine, cheese and chocolate bar. The wine directors at Eno are able to recommend pairings and can answer all your questions about wine.

Fado Irish Pub
100 W. Grand Ave.
(312) 836-0066
www.fadoirishpub.com/chicago

Looking for a good pint, then look no further. A replica of an old Irish pub, Fado offers traditional Irish fare while serving up the best of imported beer. On weekend nights there is live music to enjoy as well.

Howl at the Moon
26 W. Hubbard St.
(312) 863-7427
www.howlatthemoon.com

Howl at the Moon is a well known dueling piano bar. The theme of the bar is audience participation in which everyone sings along and the piano players take requests. Not only are you entertained by the staff, but you become part of the show.

Jilly’s
1007 N. Rush St.
(312) 664-1001
www.jillyschicago.com

Jilly's is a well known spot to grab a cocktail. With photos of the rat pack adorning the walls and dimly lit tables, this Gold Coast hangout has been welcoming Chicago personalities, celebrities, locals and visitors for years. There is no cover and there is live music daily.

Le Bar
Hotel Sofitel Chicago Water Tower
20 E. Chestnut St.
(312) 324-4000
www.sofitel.com

Le Bar is known as an upscale, contemporary bar with an extensive martini list with a great view from the floor to ceiling windows.

Old Town Ale House
219 W. North Ave.
(312) 944-7020
www.oldtownalehouse.com

In the heart of Old Town, the Ale House is this area's favorite establishment. Once frequented by the casts of Second City, you will still see all the nostalgic pictures hanging on the walls. This lavish "dive" bar has been a hangout since it opened in 1958.

Pops for Champagne
601 N. State St.
(312) 266-7677
www.popsforchampagne.com

Pops for Champagne offers more than 125 champagnes and sparkling wines with their selections changing daily. Pops for Champagne offers one of the most comprehensive champagne selections in the country. There are also many other spirits and drinks to choose from as well as a comprehensive menu featuring small plates and desserts.

Redhead Piano Bar
16 W. Ontario St.
(312) 640-1000
www.theredheadpianobar

The Redhead is Chicago's premier piano bar in the heart of the city. It is the perfect spot for upbeat music, great conversation and interacting with new people. The Redhead makes you feel as if you have gone back in time and creates a warmth and ambiance of the true Chicago nightlife.

Signature Lounge at the 95th
John Hancock Center
875 N. Michigan Ave.
(312) 787-9596
www.signatureroom.com

You can see the Chicago Skyline for miles on a clear evening when having a drink at the Signature Lounge. Whether you are waiting for a table in the restaurant or just want to grab a drink and a snack, the lounge has an ambience that you won't forget.

The Tasting Room
Wine Cellars
1415 W. Randolph St.
(312) 942-1313
www.tlcwine.com

Offering a view of the Chicago Skyline, the Tasting Room at the Randolph Wine Cellars is the perfect place to relax and unwind. Over 100 wines are available to try, so whether you are a wine connoisseur or a newbie, this place will be sure to please.