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The Best Piano Bars in Chicago

The Best Piano Bars in Chicago

In my opinion, it is close to impossible to have a bad time at a piano bar. I mean…think about: singing, piano music, usually dancing, cocktails. Fortunately, some of the best piano bars can be found scattered throughout Chicago. Check out this list of the Best Piano Bars in Chicago.

And…if piano bars aren’t your style, but you still need some Chicago watering hole recommendations, check out these posts to help guide you:

  • The Best Bars in River North, Chicago

Table of Contents

  • Redhead Piano Bar
  • The Zebra Lounge
  • Howl at the Moon
  • Grapes and Grains

Redhead Piano Bar

When someone says “Chicago” and “piano bar” in the same sentence, most locals immediately think of the Redhead Piano Bar. It is located in a basement space a couple blocks off of Michigan Avenue and brings in fans of all ages ready to sing-along the night away.

Get there early to grab a seat directly in front of the piano, check out their smoking space (complete with a humidor if you’d like to buy a cigar on the spot), or just boogie in any (likely very limited) free space you can find!

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The Zebra Lounge

For over 85 years a small, hidden gem called The Zebra Lounge has been busting out amazing piano tunes. At this bar, you’ll find live music seven nights a week. Expect a wide range of piano music played and requested: anywhere from Elton John to Sir Mix-a-Lot to the Hamilton musical songs. As mentioned, The Zebra Lounge is a more intimate space than others on this list and does not accept reservations, so show up early to ensure your seat!

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Howl at the Moon

Yes, Howl at the Moon is a national chain…but is it also a national treasure? Since Howl is right in a prime downtown location, you may want to check out the Best Bars in River North before ending the night dancing here. The crowd here is all ages and since there are plenty of chances to enter and win Happy Hour Party deals (check out the website and apply!), the venue can get crowded starting early.

However, keep in mind this is the least “traditional” piano bar on the list. The performers also play guitar, tambourine, drums, etc. and often rotate what instruments they are playing; it is truly a big production!

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A post shared by Howl at the Moon Chicago (@howlchicago)

Grapes and Grains

While Grapes and Grains is one of the newer piano bars in Chicago, it definitely does not lack character and a fun atmosphere. Expect to hear live music Thursday, Friday, and Saturday starting around 8pm. Bonus points if you enjoy whiskey fan as this bar prides itself on an extensive whiskey selection.

If the music really provides you with an out-of-body-experience, top it off with their ~Saber Experience.~ For instance, for a pretty penny you are led to a private room and given instructions on how to saber your own bottle of champagne. Talk about a night out! Pianos and sabers and champagne – oh, my!

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A post shared by Grapes & Grains | Chicago (@ggwestloop)

Ready to tickle the ivories?! Let me know if you have any other favorite piano bars in the city.

In the meantime, check out some of my other Chicago content:

  • 10 Best Restaurants in River North, Chicago
  • 10 Best Restaurants in Lincoln Park, Chicago
  • The Best Donuts in Chicago, IL

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ChicagoDestinationsItineraries & GuidesTravelUSA
About Sara

About Sara

I’m an American who quit my job in Chicago to seek out an Italian adventure. I currently live and work in Milan, Italy.

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About Me

About Me

Sara in Italia, Italophile

Ciao! I'm Sara. An American who quit her job in the US and moved to Milan to seek out my journey of La Dolce Vita. Follow along for Italy guides, tips, and general rants about the pros and cons of moving to Italy.

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📍American living in Milan
Sharing Italy travel tips, guides, and more! ✨
Follow along as I try to figure out my life abroad 🇮🇹

🇮🇹💕🐠SARDINIA DAY 8🐚🌴👙 I’m recapping my 2 week Sar 🇮🇹💕🐠SARDINIA DAY 8🐚🌴👙

I’m recapping my 2 week Sardinia road trip from last summer. We explored Costa Smeralda, the Baunei Coast, Alghero, and La Maddalena. Check out my page and blog for other details reels and stories!

Day 8 in Sardinia was spent lounging at @hotelsugologone and taking advantage of their incredible pool and amenities. 🌀

📌Save and follow along if you want to be informed on all of the Sardinia travel tips and posts I share!
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Ciao! My name is Sara, an American living in Italy. Follow me as I share all about my life abroad and plenty of Italy travel tips along the way. 🇮🇹
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#sardinia #visitsardinia #livinginitaly #italytravel #sardegnadascoprire 
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🐚💕🐠SARDINIA DAY 7: BAUNEI COAST👙🌴🇮🇹 I’m sharing v 🐚💕🐠SARDINIA DAY 7: BAUNEI COAST👙🌴🇮🇹

I’m sharing videos about my 2 week Sardinia road trip and today we are exploring the Baunei Coast - home to some of the most beautiful beaches in the world!

We started the day renting a boat in Cala Gonone before immediately taking off to Cala Goloritzé and trying to beat the crowds! After a few hours of swimming we continued to make our way down the coastline. Between the bright blue water and the tall white cliffs it was a magical experience. 

Eventually we made our way back to @hotelsugologone where we had a romantic evening under the stars and in their garden. It was so good I forgot to film most of it 🙃

📌Save this post if you are looking for Sardinia travel guides. We’ve still got a full week left so follow along!
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Ciao! My name is Sara and I’m an american living in Italy. Follow me as I share My Life in Italy and tons of Italy travel tips and italy guides. 🇮🇹
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#calagoloritzé #bauneicoast #visitsardinia #italytravel #sardinia
Sardinia vlog, rent boat at Cala Gonone, Visit Baunei Coast, best beaches Sardinia, things to do Sardinia, Sardinia travel planning, Visit Sardinia
Let me clarify: According to Italian law, these se Let me clarify: According to Italian law, these sentences ARE justified. I guess I’m just curious if Italians vs Americans agree that the sentencing is fair or not. 

Yes, this can lead to a lot of “what if” scenarios…I guess I’m fortunate I’ve never come face to face with someone in my home OR assaulting me where I’ve felt the need to use force. 

I think even in the U.S. the laws can heavily vary depending on the state. 

What do you think??
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Ciao! I’m Sara, an American living in Italy. I share posts all about my life in Italy and provide Italy travel guides. Follow along! 🇮🇹
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#italyvsusa #americaninitaly #italianlaw #italyculture #americanabroad
Italy vs USA, laws in Italy, crime in Italy, American in Italy, living in Italy, life in Italy, move to Italy
☀️👙💕SARDINIA DAY 6: SU GOLOGONE🐚🐠🌀 I’m sharing de ☀️👙💕SARDINIA DAY 6: SU GOLOGONE🐚🐠🌀

I’m sharing detailed videos about how I spent a 2 weeks trip through Northern Sardinia. If you haven’t seen my other videos, check out what to do in Costa Smeralda (we spent 5 days there!). 

We changed up location and headed to @hotelsugologone. From start to finish we had an INCREDIBLE time here. Everywhere you turn there are pops of color and there is something to discover on the property. 

While today we soaked up the hotel vibes, tomorrow we are off on an exciting boating adventure - maybe seeing the world’s most beautiful beach? 🏝️ 

📌 Save this post or simply follow along if you want some more Sardinia travel inspiration!
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Ciao! My name is Sara and I’m an American living in Italy. I share snippets of my life abroad and what life in Milan looks like. Follow along! 🇮🇹
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#italytravel #sardiniatravel #hotelsugologone #visitsardinia #sardinia 
Italy travel tips, Sardinia vlog, visit Sardinia, su gologone experience hotel, things to do Sardinia, Sardinia road trip, discover Sardinia, Sardinia travel planning
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