Over the years, I've tried my fair share of these tropical delights, from beachside bars to upscale lounges. So, when it comes to finding the perfect pina colada, you can trust that I know what I'm talking about.

After scouring the city and sipping my way through twelve different variations, I am excited to share with you my top picks for the best pina colada in Chicago. So sit back, grab your sunglasses, and let's dive into this fruity adventure together!


🗺️ 660 W Lake St, Chicago, IL 60661
☎️ 312-600-0600
🌐 Website
Sunday: 5 PM–2 AM
Monday: Closed
Tuesday: 5 PM–2 AM
Wednesday: 5 PM–2 AM
Thursday: 5 PM–2 AM
Friday: 5 PM–2 AM
Saturday: 5 PM–2 AM
Great drink options
Cool vibe and atmosphere
Bartenders make great drinks
Limited seating but worth it

Firstly, let me just say that this place has a cool vibe and atmosphere. It's the kind of spot that makes you feel like you're in on a secret. The bartenders are friendly and really know how to make a great drink.

Speaking of drinks, the options at Moneygun are top-notch. They have an extensive menu with plenty of choices for all kinds of tastes. But, I was there on a mission to find the best pina colada in Chicago and I'm happy to report that they did not disappoint.

The pina colada at Moneygun is made with fresh ingredients and blended perfectly to create a creamy yet refreshing taste. The presentation was also noteworthy with a cute little umbrella garnish that made me feel like I was on vacation.

Now, it's worth noting that seating at Moneygun is limited but don't let that deter you from visiting. It's absolutely worth standing or waiting for a seat to enjoy their delicious drinks.

In conclusion, if you're looking for a great pina colada in Chicago, look no further than Moneygun. They have great drink options, cool vibes and atmosphere, and bartenders who know how to make an excellent cocktail. Just be prepared for limited seating but trust me, it's worth it!

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La Mejikana

La Mejikana
🗺️ 1820 S Ashland Ave, Chicago, IL 60608
☎️ 312-877-5400
🌐 Website
Sunday: 12–11 PM
Monday: 4–11 PM
Tuesday: 4–11 PM
Wednesday: 4–11 PM
Thursday: 4 PM–1 AM
Friday: 4 PM–2 AM
Saturday: 12 PM–2 AM
Delicious meals
Strong drinks
Great atmosphere
Coconut margarita
Friendly service

Firstly, I must say that La Mejikana is not just your average Mexican restaurant. It's a place where you can enjoy delicious meals and strong drinks while being surrounded by a lively and festive atmosphere.

Now, let's talk about their pina colada. Oh boy, it was a treat! The balance of pineapple and coconut was perfectly blended to create a smooth and velvety texture that was both refreshing and satisfying. The drink had just the right amount of rum which gave it a nice kick without overwhelming the fruity flavors.

If you're not in the mood for a classic pina colada, I highly recommend trying their coconut margarita. It's a unique twist on the traditional margarita that will make your taste buds dance with joy.

But what truly sets La Mejikana apart is their friendly service. The staff made me feel welcome from the moment I walked in and were more than happy to answer any questions I had about their menu.

In conclusion, if you're looking for an authentic Mexican dining experience with great food, strong drinks, and fantastic service- La Mejikana is the perfect spot for you!

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The Pink Squirrel

The Pink Squirrel
🗺️ 2414 N Milwaukee Ave, Chicago, IL 60647
☎️ 773-904-8185
🌐 Website
Sunday: 5 PM–12 AM
Monday: Closed
Tuesday: Closed
Wednesday: 5 PM–12 AM
Thursday: 5 PM–12 AM
Friday: 5 PM–2 AM
Saturday: 5 PM–3 AM
Fun atmosphere
Creative drinks
Boozy milkshakes
Ferris wheel of drinks
Great presentation

First off, the atmosphere at The Pink Squirrel is undeniably fun. With its retro decor and neon signs, it's impossible not to feel a little nostalgic for simpler times. But don't let the throwback vibe fool you; their drinks are anything but outdated.

Their pina colada was one of the most creative I've ever tasted. It had all the classic ingredients: rum, coconut cream, and pineapple juice. But what really set it apart was the addition of fresh mint leaves and a splash of lime juice which gave it a zesty kick that balanced out the sweetness perfectly.

But if you're feeling adventurous (or just in need of a boozy dessert), I highly recommend trying one of their boozy milkshakes. They have flavors ranging from chocolate peanut butter to fruity pebbles, all with a generous pour of alcohol mixed in.

One thing that really impressed me about The Pink Squirrel was their presentation. Every drink came with an Instagram-worthy garnish or unique glassware that added to the overall experience. And if you're feeling extra festive, they even have a "Ferris wheel" of drinks that can be shared among friends.

Overall, The Pink Squirrel is definitely worth checking out if you're on the hunt for the best pina colada in Chicago (or any other creative cocktail). Their playful yet professional approach to mixology makes for an unforgettable drinking experience.

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Cindy's Rooftop

Cindy's Rooftop
🗺️ 12 S Michigan Ave, Chicago, IL 60603
☎️ 312-792-3502
🌐 Website
Sunday: 10 AM–11 PM
Monday: 11 AM–11 PM
Tuesday: 11 AM–11 PM
Wednesday: 11 AM–11 PM
Thursday: 11 AM–11 PM
Friday: 11 AM–12 AM
Saturday: 10 AM–12 AM
Amazing views
Great atmosphere
Unique viewpoint
Comfy seating
Fantastic service

First of all, let me start by saying that the views from Cindy's Rooftop are absolutely amazing! There's nothing quite like sipping on a delicious pina colada while overlooking the beautiful cityscape of Chicago. The atmosphere is also top-notch, with a unique viewpoint that makes you feel like you're on top of the world.

The seating at Cindy's Rooftop is incredibly comfortable, which is important when you plan to spend some time enjoying their fantastic cocktails. And speaking of cocktails, their pina colada definitely did not disappoint! The blend of pineapple and coconut was perfectly balanced and complemented by just the right amount of rum.

But what really sets Cindy's Rooftop apart is their fantastic service. From the moment I walked in, I felt welcomed and taken care of. The staff was knowledgeable about the cocktails they were serving and made great recommendations based on my preferences.

Overall, if you're looking for an unforgettable experience with a great pina colada in Chicago, Cindy's Rooftop should be at the top of your list. It has everything you need for a perfect night out – amazing views, great atmosphere, comfy seating, unique viewpoint and fantastic service!

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90 Miles Cuban Cafe

90 Miles Cuban Cafe
🗺️ 2540 W Armitage Ave, Chicago, IL 60647
☎️ 773-227-2822
🌐 Website
Sunday: 10 AM–9 PM
Monday: 11 AM–9 PM
Tuesday: 11 AM–9 PM
Wednesday: 11 AM–9 PM
Thursday: 11 AM–9 PM
Friday: 11 AM–10 PM
Saturday: 10 AM–10 PM
Tasty food
Great atmosphere
Friendly staff

First of all, I was blown away by the great atmosphere. From the moment I walked in, I felt like I was transported to Cuba with the colorful decor and lively music. The place was buzzing with diners enjoying their meals and drinks.

Speaking of drinks, let's talk about the pina colada. It was absolutely delicious! The balance between pineapple and coconut flavors was perfect, and it wasn't too sweet or watery like some pina coladas can be. Plus, the presentation was on point with a cute little umbrella and slice of pineapple on top.

But what really stood out to me about 90 Miles Cuban Cafe was the friendly staff. They were knowledgeable about the menu items and even gave me some recommendations on what to order next time I visit. And speaking of menu items, everything we ordered was tasty and affordable, so you won't break the bank while indulging in some tasty Cuban cuisine.

Overall, if you're looking for a great place to enjoy a delicious pina colada in Chicago, do yourself a favor and check out 90 Miles Cuban Cafe - you won't regret it!

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La Pulqueria ( Pilsen )

La Pulqueria ( Pilsen )
🗺️ 2501 S Western Ave, Chicago, IL 60608
☎️ 773-647-2000
🌐 Website
Sunday: 9 AM–8 PM
Monday: Closed
Tuesday: Closed
Wednesday: 10 AM–10 PM
Thursday: 10 AM–10 PM
Friday: 10 AM–11 PM
Saturday: 10 AM–11 PM
Delicious food
Authentic Mexican
Excellent service
Unique pulque drinks

Upon arrival, I was greeted with a warm welcome and immediately felt at home. As I perused the menu, I noticed they had an impressive selection of pulque drinks, which are fermented Mexican beverages made from the sap of the maguey plant. Of course, being on a quest for the best pina colada in Chicago, I had to try theirs.

Let me tell you, this pina colada did not disappoint! It was creamy, sweet and had just the right amount of rum to give it that extra kick. It was like sipping paradise in a glass.

But La Pulqueria is more than just amazing pina coladas - their authentic Mexican food is also worth raving about. From tacos al pastor to chilaquiles verdes, every dish was packed with flavor and made with fresh ingredients.

The service was excellent as well - our server was attentive and knowledgeable about the menu. Plus, the atmosphere of La Pulqueria truly makes you feel like you're in Mexico City rather than Chicago.

Overall, if you're looking for a unique and delicious pina colada experience in Chicago, look no further than La Pulqueria ( Pilsen ). With their authentic Mexican cuisine and excellent service, it's no wonder why they've become a local favorite.

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Bar Sótano

Bar Sótano
🗺️ In the alley behind Frontera Grill, 443 N Clark St, Chicago, IL 60654
☎️ 312-391-5857
🌐 Website
Sunday: Closed
Monday: Closed
Tuesday: Closed
Wednesday: 5–11 PM
Thursday: 5–11 PM
Friday: 5 PM–12 AM
Saturday: 5 PM–12 AM
Hidden location
Happy hour deals
Great mezcal/tequila
Cocktail pairing option
Excellent value

Firstly, finding the entrance to Bar Sótano was like discovering a secret hideout. This hidden location added an element of excitement to my visit, and I couldn't wait to see what they had in store for me.

Upon entering, I was pleasantly surprised by their affordable happy hour deals on cocktails and small plates. But let's talk about the pina colada. The bartender recommended a mezcal and tequila-based version that was smooth and well-balanced. It had just the right amount of sweetness without being overly syrupy.

To top it off, there was even a cocktail pairing option with their delicious tacos. This pairing elevated my experience to another level and made me feel like a true connoisseur.

What impressed me most was the excellent value for such high-quality drinks and food. I left feeling satisfied not only with my pina colada but also with the entire experience.

Overall, Bar Sótano is a must-visit spot for anyone seeking an adventure in cocktails, mezcal or tequila, or even Mexican cuisine. With its hidden location, happy hour deals, excellent cocktail pairings, and outstanding value, this place has truly won my heart as one of the best places to enjoy a pina colada in Chicago!

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Tack Room

Tack Room
🗺️ 1807 S Allport St, Chicago, IL 60608
☎️ 312-526-3851
🌐 Website
Sunday: Closed
Monday: Closed
Tuesday: Closed
Wednesday: Closed
Thursday: 7 PM–12 AM
Friday: 7 PM–1 AM
Saturday: 7 PM–1 AM
Great food
Friendly staff
Delicious cocktails
Live music

From the moment I walked in, I was impressed by the friendly staff who welcomed me with open arms. The ambiance of the place was fantastic, with comfortable seating and a cozy atmosphere that made me feel right at home.

But let's get to the main point: the pina colada. The one served at Tack Room is simply amazing! It had the perfect blend of coconut and pineapple flavors and a hint of rum that gave it just the right kick. It was creamy and smooth, without being overly sweet - a true masterpiece!

I couldn't help but pair my drink with some food from their menu, which turned out to be another highlight of my experience at Tack Room. Their dishes are carefully crafted with fresh ingredients and bold flavors that will leave your taste buds dancing.

If you're looking for some entertainment while you sip on your pina colada, Tack Room has got you covered. They offer live music performances that will keep you entertained all night long.

Overall, I would highly recommend Tack Room for anyone looking for a delicious pina colada in Chicago. The combination of great food, friendly staff, delicious cocktails, and live music make it an experience worth having.

You might also want to check out the best bars in Aurora.

Encanto Agave Bar

Encanto Agave Bar
🗺️ 155 W Kinzie St, Chicago, IL 60654
☎️ 773-348-8899
🌐 Website
Sunday: Closed
Monday: Closed
Tuesday: Closed
Wednesday: Closed
Thursday: 5 PM–2 AM
Friday: 5 PM–2 AM
Saturday: 5 PM–3 AM
Passionate about Mezcal
Unique bottles of Mezcal
Educating customers about liquor processes
Hard to find imported bottles
Fun and engaging bartender

Firstly, I was impressed by the bartender's passion for Mezcal. They had a vast selection of unique bottles that I've never seen before. The best part? The bartender was more than happy to educate me on the liquor-making process and how it differs from tequila.

While I wasn't there specifically for Mezcal, it was refreshing to see a bar so dedicated to educating its customers on their offerings. This dedication extended to their pina colada as well. The bartender took their time crafting the perfect drink and even added a small twist to make it unique.

One thing worth noting is that Encanto Agave Bar has a hard-to-find imported bottle selection that would be great for anyone looking to expand their knowledge of different liquors.

Overall, my experience at Encanto Agave Bar was fun and engaging thanks to the bartender's personality and passion for their craft. If you're looking for a spot that not only has great drinks but also cares about the education behind them, this is definitely a place worth checking out!

You might also want to check out the best bars in Deerfield.

Bar Goa, an Indian Gastropub

Bar Goa, an Indian Gastropub
🗺️ 116 W Hubbard St Suite 1, Chicago, IL 60654
☎️ 312-847-9119
🌐 Website
Sunday: 12–8 PM
Monday: 5–10 PM
Tuesday: 5–10 PM
Wednesday: 5–10 PM
Thursday: 5–10 PM
Friday: 12 PM–12 AM
Saturday: 12 PM–12 AM
Comedy Night and live music
Unique cocktails and Indian food
Great ambience for a tropical vibe
Phenomenal service for an amazing experience

Upon entering the pub, I was immediately transported to a tropical paradise with its beautifully decorated space that oozed an island vibe. The menu offered unique cocktails that were a perfect blend of Indian flavors and American twists. My eyes were drawn to their pina colada which was served in an actual coconut shell - it looked almost too good to drink!

As I took my first sip, I could taste the sweet flavors of coconut and pineapple, blending perfectly with the rum. It was not too sweet nor too strong, just the right balance for a refreshing summer drink. The presentation itself was enough to make anyone feel like they're on vacation.

Aside from their drinks, Bar Goa also offers Indian cuisine that pairs well with their cocktail selection. I highly recommend trying their samosas and butter chicken – both dishes had authentic Indian spices that tickled my taste buds.

The service at this gastropub is phenomenal! The staff were friendly and attentive, making sure we had everything we needed for an amazing experience. On top of that, they have Comedy Nights and live music performances which makes it an ideal spot for a night out with friends or a date.

Overall, if you're looking for a place to enjoy great cocktails and delicious food while being transported to an island paradise, Bar Goa is definitely worth checking out!

You might also want to check out the best upscale bars in Chicago.

El Mariachi Tequila Bar & Grill

El Mariachi Tequila Bar & Grill
🗺️ 3906 North Broadway, Chicago, IL 60613
☎️ 773-549-2932
🌐 Website
Sunday: 10 AM–10 PM
Monday: 4–10 PM
Tuesday: 4–10 PM
Wednesday: 4–10 PM
Thursday: 4–10 PM
Friday: 11 AM–11 PM
Saturday: 10 AM–11 PM
Best margaritas
Delicious food
Phenomenal service
Great drink options
Fried ice cream

First of all, the atmosphere was lively and festive. I felt like I was on a mini vacation as soon as I walked in. But let's get to the important stuff - the pina colada. While it may not be their specialty drink, they still make a mean one. The smooth blend of coconut and pineapple with just the right amount of rum left me feeling like I had just taken a sip straight from a fresh pineapple on the beaches of Hawaii.

But that's not all, folks! El Mariachi also has amazing margaritas (yes, I know this is supposed to be about pina coladas but hear me out). The salted rim adds an extra zing to the already perfect blend of tequila and lime juice. And if you're hungry, their food menu will not disappoint either. From tacos to fajitas to their famous fried ice cream, everything tasted fresh and flavorful.

But what really made my experience at El Mariachi stand out was their phenomenal service. Our waiter was attentive but not overbearing, making sure our drinks were always full and our food arrived promptly.

Overall, while El Mariachi may not be known for their pina coladas specifically, they definitely have some other great drink options as well as delicious food and outstanding service. It's definitely worth checking out if you're in the area!

The Diver

The Diver
🗺️ 601 N Wells St, Chicago, IL 60654
☎️ 312-929-0060
Sunday: 12–5 PM
Monday: Closed
Tuesday: 4 PM–12 AM
Wednesday: 4 PM–12 AM
Thursday: 4 PM–12 AM
Friday: 4 PM–1 AM
Saturday: 12 PM–1 AM
Food quality

Firstly, the ambience of The Diver was fantastic. It had a cozy and intimate atmosphere that made me feel like I was on vacation in Hawaii.

Secondly, the food quality was outstanding! I ordered some appetizers to go with my pina colada and they were all delicious. The flavors complemented each other perfectly.

Thirdly, the service at The Diver was exceptional. The staff were very friendly and attentive to my needs throughout the evening.

The decor was another highlight of The Diver. The nautical theme added an extra touch of charm that made it a unique experience.

Last but not least, the pina colada itself was beyond amazing! It was so flavorful, creamy, and had just the right amount of sweetness. I could taste the freshness of the coconut milk and pineapple juice used to make it.

Overall, if you're looking for a place to grab an outstanding pina colada in Chicago then you should definitely check out The Diver. Trust me; it won't disappoint!

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Alex Irvin

Alex enthusiastically explores her hometown of Chicago with an adventurous spirit and a pen in hand. As a freelance writer, Alex specializes in reviewing places in and around the city. From restaurants to theaters, Alex brings attention to interesting finds throughout the area. Along with her reviews, Alex writes articles on Chicago's neighborhoods, engaging events, and her own travel stories. When Alex can't be found behind a computer, you'll find her sampling the newest restaurant, attending a play or strolling around the city.