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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
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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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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.

sara.in.italia

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

Welcome back to my series where I break down how I Welcome back to my series where I break down how I moved to Italy without a European passport! And - I stayed!!

In this episode I talk about how I ultimately chose @scuolaleonardomilan and how the Study Type D Visa application looked like for me. 

Feel free to drop any questions - I’m trying to film these quick so they aren’t overly boring lectures 🤣 I can dive deeper into some of the details if I went too quickly. This is a process you don’t want to rush or mess up!
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Ciao! I’m Sara, an American living in Milan. 3 years ago I quit my corporate job and moved to Italy. Now I share all about my life in Italy and my favorite Italy travel tips. Follow along! 🇮🇹
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#livinginitaly #movingtoitaly #italystudyvisa #movetoitaly #expatinitaly American in Italy, how to move to Italy, how to study in Italy, Italy type D study visa, Italy visa application process, help moving to Italy, moving abroad, living in Milan
Italian bureaucracy is not for the faint of heart. Italian bureaucracy is not for the faint of heart. 🫪

But… I (usually) think the pain is worth the gain!

It just neverrrr ends. 😵‍💫
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Ciao! I’m Sara, an American living in Italy. Follow along to see all about my adventures in Italy and what life in Italy looks like for me. 🇮🇹
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#livinginitaly #lifeinitaly #expatinitaly #movingtoitaly #italianbureaucracy 
Italy bureaucracy, living in Italy, American in Italy, move to Italy, life abroad, Italian culture, moving to Italy, expat in Italy, American abroad
Why I love living in Milan!! 🫶🏼🩷🇮🇹 I see a lotttt Why I love living in Milan!! 🫶🏼🩷🇮🇹

I see a lotttt of Milan slander online. And you know what…good. I can selfishly enjoy more of the city for myself. 🤣

I’m kidding (ish?). 

But seriously, I looove living in Milan. Here are some of my favorite reasons that make life in Milan dreamy. 🙌🏼

It’s a city I often think is misunderstood or not properly researched ahead of a visit. If you come here and all you did was snap a photo at the Duomo and then aimlessly walk around and get frustrated that there is nothing else to do or see, you missed the boat. 

Follow me as I will try to start sharing more about my life in Milan and what living in Milan looks like for me. 🫶🏼
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Ciao! My name is Sara. I’m an American living in Italy. Follow along on my Italian adventures where I share my life in Italy, Italy travel tips, and more! 🇮🇹
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#livinginitaly #lifeinmilan #milano #lifeinitaly #visitmilano 
Living in Milan, move to Milan, move to Italy, I love Milano, things to do Milan, American in Italy, expat in Italy, life in Milan, moving to Milan, American abroad
🇮🇹How I Moved to Italy! (And Stayed!) In part 2 o 🇮🇹How I Moved to Italy! (And Stayed!)

In part 2 of this series I discuss what research you need to do for finding out your options for an Italian visa. While there are different pathways (marriage, job, study, etc) you need to pick what suits your life the best. 

I ultimately decided on an Italy study visa, BUT still had to decide which option. I was between getting an MBA or choosing an Italian language school. 

📌Save this post and follow along as the next episode I will dive into HOW I applied for the Italian visa. Hint: it was relatively “easy” but had some requirements you may not expect. 
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Ciao! I’m Sara, an American living in Italy. Follow me as I share all of my adventures abroad and provide my best Italy travel tips! 🇮🇹
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#movingtoitaly #italystudyvisa #italianvisa #livinginitaly #studyinitaly 
Move to Italy, how to move to Italy, getting a visa in Italy, life in Italy, how to study in Italy, American in Italy, living in Milan, moving to Italy, Italy visa, American abroad, expat in Italy, USA vs Italy
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