I've had my fair share of experiences at all sorts of bars, but nothing quite compares to the swanky atmosphere and top-notch drinks that upscale bars have to offer. I took on the challenge of reviewing twelve of the best upscale bars in Chicago to give you a guide on where to go for your next fancy night out.

Trust me, these places are worth it - from classic cocktails to unique creations, each bar has something special to offer. So sit back, relax, and get ready to elevate your nightlife experience in the Windy City.

The Berkshire Room

The Berkshire Room
🗺️ 15 E Ohio St, Chicago, IL 60611
🌐 Website
Sunday: 5 PM–12 AM
Monday: 5 PM–12 AM
Tuesday: 5 PM–12 AM
Wednesday: 5 PM–12 AM
Thursday: 5 PM–12 AM
Friday: 5 PM–2 AM
Saturday: 4 PM–2 AM
Top 3 in the city
Impressive cocktails
Cool, sophisticated vibes
Intimate setting
Bartenders are mixology magicians

Let me begin by saying that this bar is the real deal. It's no surprise that The Berkshire Room has been ranked as one of the top 3 upscale bars in Chicago. As soon as I walked in, I was hit with a wave of cool and sophisticated vibes that made me feel like I was about to have an unforgettable night.

The first thing that caught my attention was the impressive cocktail menu. Each drink was crafted with precision and care, making it hard for me to choose just one. But, with the help of the mixology magicians behind the bar, I finally settled on a drink called "The Bee's Knees". It was definitely worth it! The combination of honey syrup and lemon juice made for a refreshing yet robust flavor.

What really set The Berkshire Room apart from other bars I've visited were its intimate setting and knowledgeable bartenders. Even though it wasn't crowded, I felt like I had my own little corner to enjoy my drink and chat comfortably with friends. And speaking of bartenders, these guys are true mixology wizards! They know their stuff and can make any drink you request, even if it's not on the menu.

Overall, my experience at The Berkshire Room exceeded my expectations. If you're looking for a classy and upscale bar with a wide selection of delicious cocktails and unparalleled service, then look no further than The Berkshire Room.

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

The Violet Hour

The Violet Hour
🗺️ 1520 N Damen Ave, Chicago, IL 60622
☎️ 773-252-1500
🌐 Website
Sunday: 5 PM–12:30 AM
Monday: 5 PM–12:30 AM
Tuesday: 5 PM–12:30 AM
Wednesday: 5 PM–12:30 AM
Thursday: 5 PM–12:30 AM
Friday: 5 PM–12:30 AM
Saturday: 5 PM–12:30 AM
Good drinks
Unique presentation
Reasonable prices
Professional service
Hidden and exclusive location

First off, let's talk about the drinks. The Violet Hour does not disappoint in this department. I tried a few different cocktails and each one was expertly crafted with unique combinations of flavors that left my taste buds singing with joy. Not to mention, the presentation of each drink was impeccable, making for great Instagram-worthy photos.

Speaking of unique, let's talk about the vibe at The Violet Hour. It has a hidden and exclusive feel to it, which adds to the upscale atmosphere. Trust me, you'll feel like a VIP while sipping your drink in this establishment. And don't worry about breaking the bank here as prices are reasonable for such an upscale experience.

The service is also worth noting. The staff is professional and attentive without being overbearing or intrusive, allowing for a relaxed and enjoyable experience.

Overall, The Violet Hour is definitely one of the top contenders for best upscale bars in Chicago. If you're looking for a unique experience with good drinks and professional service all while feeling exclusive at an affordable price, then you need to check out The Violet Hour!

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

Vol. 39

Vol. 39
🗺️ 39 S La Salle St #200, Chicago, IL 60603
☎️ 312-604-9909
🌐 Website
Sunday: Closed
Monday: 4–10 PM
Tuesday: 4–10 PM
Wednesday: 4–10 PM
Thursday: 4–10 PM
Friday: 4–10 PM
Saturday: 4–10 PM
Luxurious vibe
Skilled bartenders
Hidden location
Owner involvement
Great for couples

First of all, the luxurious vibe of this hidden gem blew me away. The dim lighting and plush seating gave off a sophisticated yet cozy atmosphere that made me feel like I was a regular at a private club.

But let's talk about the drinks - the skilled bartenders at Vol. 39 know their stuff. They mix up some seriously delicious cocktails that are both creative and classic. I tried their signature drink, the "Vol. 39," which was a delightful concoction of gin, elderflower, grapefruit, and other secret ingredients that left me wanting more.

The location of this bar is definitely unique - tucked away in the lower level of a historic building in downtown Chicago. But once you find it, you'll be rewarded with an intimate setting that's perfect for couples or small groups.

One thing that sets Vol. 39 apart from other upscale bars is the involvement of the owner. He takes pride in his establishment and it shows in every aspect - from the impeccable service to the attention to detail in the decor.

Overall, if you're looking for a top-notch upscale bar experience in Chicago, then Vol. 39 should definitely be on your list. Just make sure you don't miss out on this hidden gem!

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

IO Godfrey Rooftop Lounge

IO Godfrey Rooftop Lounge
🗺️ 127 W Huron St, Chicago, IL 60654
☎️ 312-374-1830
🌐 Website
Sunday: 11 AM–8 PM
Monday: Closed
Tuesday: 2 PM–12 AM
Wednesday: 2 PM–12 AM
Thursday: 2 PM–12 AM
Friday: 2 PM–2 AM
Saturday: 11 AM–2 AM
Food on point
Great vibes
Incredible lamb shanks
Good sushi
Best servers

First of all, the food on point at this place is truly something to rave about. I had the privilege of trying their incredible lamb shanks, and let me tell you, they were so good that I almost shed a tear. And if you're in the mood for some sushi, IO Godfrey's got you covered there too with their good sushi.

But it's not just about the food here - the great vibes will make you feel like you're on top of the world. Well...you kind of are since it's a rooftop lounge! The ambiance is perfect for a night out with friends or even a romantic date. Plus, it doesn't hurt that their servers are some of the best servers I've ever encountered.

Overall, IO Godfrey Rooftop Lounge definitely deserves a spot on any list of the best upscale bars in Chicago. So if you're looking for delicious food, great vibes and an amazing view, head on over to IO Godfrey Rooftop Lounge and thank me later!

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

M Lounge

M Lounge
🗺️ 1520 S Wabash Ave, Chicago, IL 60605
☎️ 312-447-0201
🌐 Website
Sunday: Closed
Monday: Closed
Tuesday: Closed
Wednesday: Closed
Thursday: 6 PM–12 AM
Friday: 6 PM–2 AM
Saturday: 6 PM–2 AM
Good vibes
Great service
Delicious drinks
Non-alcoholic options available
Great music

First off, let me just say that the vibes at M Lounge are amazing. From the moment I walked in, I was greeted with a warm and inviting atmosphere that made me feel right at home. The service is top-notch as well! The staff was incredibly attentive and made sure my glass was never empty.

Now, let's talk about the drinks. M Lounge serves up some delicious cocktails that are perfect for any occasion. Whether you're in the mood for something sweet or something strong, they've got you covered. And if alcohol isn't your thing, don't worry - they have plenty of non-alcoholic options available too!

One thing that really stood out to me was the music. The DJ played a great mix of old-school classics and modern hits that had everyone on their feet. It's definitely a spot to dance the night away.

Overall, I highly recommend checking out M Lounge if you're looking for a great upscale bar experience in Chicago. With good vibes, great service, delicious drinks, non-alcoholic options available and great music - what more could you want?

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

Drawing Room

Drawing Room
🗺️ 12 S Michigan Ave, Chicago, IL 60603
☎️ 844-312-2221
🌐 Website
Sunday: 2–10:30 PM
Monday: 2:30–10 PM
Tuesday: 2:30–10 PM
Wednesday: 3–11 PM
Thursday: 3–11 PM
Friday: 3–11 PM
Saturday: 2–10:30 PM
Cozy atmosphere
Great food & drinks
Spectacular space
Attentive servers
Happy Hour specials

Firstly, I was pleasantly surprised by the cozy atmosphere of this upscale bar. The dim lighting and comfortable seating made for a perfect spot to unwind after a long day of work. As I settled in, I perused their menu and was blown away by the great food and drinks on offer. I ordered their signature cocktail, "The Drawing Room", which was a perfect blend of sweet and sour flavors that left me wanting more.

The space itself is nothing short of spectacular, with its elegant decor and stylish furnishings that make you feel like you've stepped into a different era. The attention to detail in every corner of the room is truly impressive.

But what really stood out to me was the service - the servers were incredibly attentive without being intrusive, making sure my experience was top-notch from start to finish. And if you're looking for a deal, they have some great Happy Hour specials too!

Overall, if you're looking for an upscale bar that ticks all the boxes - cozy atmosphere, great food & drinks, spectacular space and attentive servers - then Drawing Room is definitely worth checking out.

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

Lazy Bird

Lazy Bird
🗺️ 200 N Green St, Chicago, IL 60607
☎️ 312-761-1799
🌐 Website
Sunday: 5 PM–1 AM
Monday: 5 PM–1 AM
Tuesday: 5 PM–1 AM
Wednesday: 5 PM–1 AM
Thursday: 5 PM–1 AM
Friday: 5 PM–1 AM
Saturday: 5 PM–2 AM
Knowledgeable bartenders
Customized cocktails
Menu of 20+ cocktails
Live music events
Popular dating spot

Firstly, I was impressed by the knowledgeable bartenders who were able to create customized cocktails that catered to my specific taste preferences. The menu boasts over 20 cocktails, so there is something for everyone's taste buds.

What sets Lazy Bird apart from other upscale bars in Chicago is its live music events. As a musician myself, I appreciated the live jazz performances which added an extra layer of sophistication to the ambiance.

It's no surprise that Lazy Bird has become a popular dating spot. The cozy atmosphere and carefully crafted cocktails make for the perfect setting to impress your significant other or simply enjoy a night out with friends.

Overall, my experience at Lazy Bird was exceptional. The combination of customized cocktails, live music events, and cozy ambiance makes this upscale bar stand out from the rest. If you're looking for a sophisticated night out in Chicago, I highly recommend giving Lazy Bird a try.

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

The Aviary

The Aviary
🗺️ 955 W Fulton Market, Chicago, IL 60607
🌐 Website
Sunday: 5 PM–12 AM
Monday: 5–11 PM
Tuesday: 5–11 PM
Wednesday: 5–11 PM
Thursday: 5 PM–12 AM
Friday: 5 PM–1 AM
Saturday: 5 PM–1 AM
Unique, flavorful drinks
Minimalistic and elegant interior
Great service
Delicious food options

Firstly, let me just say that The Aviary is not your typical cocktail bar. From the moment you step inside, the minimalistic and elegant interior design will make you feel like you've stepped into a modern art museum. But don't be fooled by the simplicity of the decor, because once you try their drinks, you'll see why The Aviary is considered one of the best upscale bars in Chicago.

The drinks at The Aviary are nothing short of perfection. Each drink on their menu is crafted with precision and creativity, resulting in unique and flavorful concoctions that will leave your taste buds begging for more. I highly recommend trying their signature drink, "The Jungle Bird", which is a delightful mix of rum and pineapple juice with a hint of lime.

Aside from the amazing drinks, I also have to give credit to their staff who provided excellent service throughout my visit. They were attentive and knowledgeable about each drink on the menu.

And let's not forget about the food! The Aviary offers delicious food options that perfectly complement their drinks. If you're feeling adventurous, try their foie gras funnel cake - it's an interesting twist on a classic carnival treat.

Overall, The Aviary is an upscale bar that truly lives up to its reputation. If you're looking for a one-of-a-kind drinking experience with exceptional service and delicious food options, then this is definitely the place for you!

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


🗺️ 12 W Elm St, Chicago, IL 60610
☎️ 312-725-0732
🌐 Website
Sunday: 4 PM–2 AM
Monday: 4 PM–2 AM
Tuesday: 4 PM–2 AM
Wednesday: 4 PM–2 AM
Thursday: 4 PM–2 AM
Friday: 4 PM–2 AM
Saturday: 4 PM–3 AM
Amazing bartender
Friendly atmosphere
Great cocktails
Cuban-inspired drinks
Huge sugar cane selection

First and foremost, let me tell you about the amazing bartender who served us. They were like a magician with a shaker, whipping up some of the best cocktails I've ever tasted. The friendly atmosphere only added to the experience, making it feel like we were old friends catching up over drinks.

The drink menu at Sparrow is truly something special. They have a selection of Cuban-inspired drinks, which are not commonly found in most upscale bars. The flavors were exotic, and I felt like I was transported to Havana with every sip.

One thing that stood out to me was their huge selection of sugar cane-based drinks. If you're a fan of this unique ingredient, Sparrow should definitely be on your list of bars to visit.

Overall, I would highly recommend Sparrow if you're looking for an upscale bar with great cocktails and an unforgettable atmosphere. Don't miss out on their Cuban-inspired drinks or their impressive sugar cane selection!

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

Adamus Lounge

Adamus Lounge
🗺️ 10 S Wabash Ave, Chicago, IL 60603
☎️ 312-372-7696
🌐 Website
Sunday: 7–10 AM
Sunday: 3–8 PM
Monday: 7–10 AM
Monday: 3–8 PM
Tuesday: 7–10 AM
Tuesday: 3–8 PM
Wednesday: 7–10 AM
Wednesday: 3–8 PM
Thursday: 7–10 AM
Thursday: 3–8 PM
Friday: 7–10 AM
Friday: 3–10 PM
Saturday: 7–10 AM
Saturday: 3–10 PM
Co-located with Silversmith
Stylish and posh lounge
Great for large groups
Decently priced drinks
Happy hour specials

First off, let me just say that Adamus Lounge is stylish and posh. It's co-located with Silversmith Hotel, which makes it a great spot for those looking to impress their guests. The ambiance is perfect for an intimate date or a night out with friends.

What I loved about this bar is that it's great for large groups. You don't have to worry about finding a table or getting lost in the crowd. Plus, they have happy hour specials that won't break the bank. Who doesn't love a good deal?

The drinks are decently priced and the bartenders know how to mix them perfectly. I recommend trying their signature cocktails like the "Adamus Manhattan" or "Silversmith Sour". They're so good, you'll want another round.

Overall, Adamus Lounge exceeded my expectations. It's definitely one of the best upscale bars in Chicago and I highly recommend checking it out.

You might also want to check out the best volleyball clubs in Chicago.

The Office

The Office
🗺️ 955 W Fulton Market, Chicago, IL 60607
🌐 Website
Sunday: 5 PM–12 AM
Monday: 5–10 PM
Tuesday: 5–10 PM
Wednesday: 5–10 PM
Thursday: 5 PM–12 AM
Friday: 5 PM–1 AM
Saturday: 5 PM–1 AM
Personalized cocktail experience
Astonishing selection of spirits
Truffle popcorn and tasty menu
Unique and well balanced drinks
Reservation required and expensive

Upon entering, I was immediately struck by the sophistication and elegance of the atmosphere. The dim lighting and plush seating created an intimate ambiance that made me feel like a VIP.

What really sets The Office apart from other bars is their personalized cocktail experience. The bartender worked with me to craft a drink based on my preferences, and it was amazing! The selection of spirits is truly astonishing, and they have some rare finds that will impress any liquor connoisseur.

I couldn't resist trying the truffle popcorn - it was the perfect salty snack to complement my drinks. And speaking of drinks, each one was unique and well-balanced. It's clear that the bartenders here take pride in their craft.

It's important to note that reservations are required at The Office, which adds to its exclusivity. However, be prepared for a hefty bill as this upscale bar comes with a steep price tag.

Overall, if you're looking for a fancy night out or want to impress someone special, The Office is definitely worth checking out. Just be sure to bring your wallet!

Le Bar Chicago

Le Bar Chicago
🗺️ 20 E Chestnut St, Chicago, IL 60611
☎️ 312-324-4000
🌐 Website
Sunday: 3–11 PM
Monday: 3–11 PM
Tuesday: 3–11 PM
Wednesday: 3–11 PM
Thursday: 3–11 PM
Friday: 3 PM–2 AM
Saturday: 3 PM–2 AM
Chic city bar
Exceptional staff
Amazing cocktails
Great wine
Fantastic food

First off, let me tell you that Le Bar Chicago is hands down one of the chicest city bars I've ever been to. The decor has a perfect blend of sophistication and modernity, making it an Instagram-worthy spot.

But what really sets this bar apart is the exceptional staff. From the moment I walked in, I was greeted with warmth and hospitality that made me feel like royalty. They were knowledgeable about every drink on the menu and offered great recommendations.

Speaking of drinks, let's talk about their amazing cocktails. Le Bar Chicago offers an extensive list of unique cocktails that are crafted to perfection by skilled mixologists. Each sip was a burst of flavors that left me wanting more.

For those who prefer wine, they have a great selection to choose from. Their sommelier can guide you through the wine list based on your preferences and taste buds.

And if you're feeling peckish, their food menu is just as impressive as their drinks. The dishes are artistically presented and made with only the freshest ingredients. My personal favorite was the charcuterie board which paired perfectly with my glass of red wine.

Overall, Le Bar Chicago exceeded all my expectations and left me wanting to come back for more. If you're looking for a fantastic upscale bar experience, this is definitely worth checking out!

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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.