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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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A post shared by Redhead Piano Bar (@redheadpianobar)

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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A post shared by Zak Shapiro (@zakonthekeys)

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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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 🇮🇹

If you don’t have Naples, Italy on your Italy trav If you don’t have Naples, Italy on your Italy travel list WHAT ARE YOU DOING?! Once you’re here there is sooo much to experience! Good food. Great people. Seafood. Spritz. The list goes on and on. 

Plus, there are so many side quests you can experience! While most people tack on a day trip to Pompeii, I suggest going to a slightly less popular spot: Herculaneum. This seaside town had also been destroyed by Vesuvius but was covered in volcanic mud instead of ash. It has preserved the town in an incredible way. 

📌 Make sure to save this if you are visiting Naples! 
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#herculaneum #visitnapoli #italytravel #lifeinitaly #italytraveltips American in Italy | Things to do in Naples Italy | Visit Herculaneum | Parco Archeologico di Ercolano | Napoli Italia | Living in Italy | Life in Italy
I have been either insanely busy or sick (I’ve bee I have been either insanely busy or sick (I’ve been bed ridden the last 3 days 🫠) to kick off this year! I’ve been taking it a sign my body needs to slowww down but then I get antsy I haven’t been putting anything out here. 

Well, I finally got around to editing this video so here is day 5 of my Hawaiian honeymoon! We arrived in Kauai and immediately set off to the North Shore. We chilled on the beach most of the afternoon before making our way slowly back to Kapa’a where we had dinner and music on the beach at @llbckauai. 

Day 6 is our most adventurous yet so make sure you are following along to see what we get up to! 🌺
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#hawaii #kauai #hawaiivlog #visitkauai #hawaiihoneymoon 
Travel Hawaii | Hawaii travel vlog | Hanalei Kauai | honeymoon in Hawaii | things to do Kauai | Kauai north shore
Back in our favorite place ⛷️❄️ I am NOT a fan of Back in our favorite place ⛷️❄️

I am NOT a fan of the cold unless it means skiing. IYKYK…Campiglio has a huge spot in our hearts. 

We had a wonderful weekend taking advantage of some slightly sunny days on the slopes! It never ceases to amaze me that this is just a few hours away from where I live 🤯

Had the best time staying at the @biohotelhermitage 
as always!! These days it feels so rare that a hotel can feel like home (family-run, hospitable, etc etc) and the Hermitage checks all the boxes. 

Where is your favorite Italian ski spot?! 🎿
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#madonnadicampiglio #livinginitaly #winterinitaly #dolomitisuperski #skiinginitaly
Welcome to my honeymoon in Hawaii vlog day 4! This Welcome to my honeymoon in Hawaii vlog day 4! This day we rented a car and drove all around the island. There is so much to explore in Oahu beyond Honolulu. We didn’t necessarily have a set agenda, but we just wanted to stop any lookouts, beaches, and food trucks 😅

Make sure to save this post or hit follow to keep following along on this adventure. For anyone new, I typically post content all about my life as an American in Italy, but now am posting some honeymoon content as well. 
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#hawaiihoneymoon #hawaiivacation #honolulu #hawaiivlog #visitoahu
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