The 16 Best Cougar Bars in Chicago

Howl at the Moon Chicago is a vibrant bar located in the heart of Chicago. The establishment boasts a range of service options including outdoor seating, delivery, takeaway, and dine-in. It is known for its highlights such as fast service, great beer selection, cocktails, karaoke, live music, and live performances. The bar is accessible with wheelchair-friendly entrances, seating, and toilets.

Customers have praised the venue for its varied entertainment options and delicious food. Here are some key points from their reviews:

• The live music is the highlight, with talented bands playing a variety of instruments.
• Great place for a night out with excellent song selection and food options, especially the fries.
• Fast service, good food, and a fantastic ambiance make it a must-visit spot in downtown Chicago.
• Customers enjoy the interactive atmosphere with musicians taking requests and playing a wide range of songs.

If you're looking for a fun-filled evening with great music, tasty food, and a lively atmosphere, Howl at the Moon Chicago is the place to be!

Liar’s Club is a popular bar located in Chicago, offering a variety of services and features that cater to its patrons. The venue boasts fast service and a great beer selection, perfect for those looking to unwind after a long day. With live music and live performances on offer, guests can enjoy a vibrant atmosphere filled with entertainment.

Customer reviews highlight some key points:

• Best sounding joint in the Chi with a unique and gothic interior.
• Rad venue with good vibes, great live music, and affordable, strong drinks.
• Fun, eclectic bar with great music and a lively atmosphere.
• Excellent venue for live music with friendly staff.

These reviews showcase the quality and entertainment value that Liar’s Club provides to its guests, making it a top choice for those seeking a memorable night out in Chicago.

Sportsman's Club is a popular bar located in Chicago, offering a range of services and features that cater to its diverse clientele. The establishment provides outdoor seating, takeaway, and dine-in options, ensuring customers can enjoy their drinks in whichever setting they prefer. Known for its fast service and a great beer selection, this bar also boasts great cocktails that exceed expectations.

Customer reviews highlight several key points about Sportsman's Club:

• Best local bar with cheap beer and shot combo
• Beautiful outdoor garden with a fireplace and picnic tables
• Warm and laid-back atmosphere reminiscent of an old-school tavern
• Interesting crowd with friendly and dog-friendly patrons

With a 4.6 rating based on 427 reviews, it's clear that Sportsman's Club is a beloved spot for locals and visitors alike. So whether you're looking for a casual night out or a trendy gathering place, this bar has something to offer for everyone.

Shamrock Club in Chicago is a beloved bar known for its cozy atmosphere and spirited vibes. They offer a variety of services including outdoor seating, delivery, takeaway, and dine-in options. The bar is highlighted for its bar games, fast service, great beer selection, and sports atmosphere. Customers appreciate the variety of offerings such as alcohol, beer, cocktails, and food options.

Customer Reviews:

• A hidden gem in the heart of the city with a wallet-friendly menu and a welcoming ambiance. - 4 stars
• A classic dive bar experience with good burgers and friendly bartenders. - 3 stars
• First-class drinks with friendly staff and a welcoming atmosphere, a favorite spot in Chicago. - 5 stars
• Great food and people, a spot where blue-collar workers enjoy delicious burgers. - 5 stars

So whether you're looking for a fun night out with friends or a place to unwind without the fuss, Shamrock Club is the place to be in Chicago. Visit their website for more information and to plan your next visit.

Richard's Bar is a classic establishment located in Chicago, offering a nostalgic experience for all its patrons. With a rating of 4.5, this bar stands out for its fast service, great beer selection, and cocktails. The atmosphere is described as casual and cosy, attracting various groups and tourists.

Customer reviews highlight the following key points:

• Old school charm with friendly bartenders
• Delicious drinks with a great ambiance
• Nostalgic experience with a Cheers-inspired atmosphere
• A true example of a real bar with top-notch liquors and classic tunes

If you're looking for an authentic dive bar experience with a touch of nostalgia, Richard's Bar is the place to visit in Chicago.

The Lodge Tavern is a popular Bar located in Chicago, IL, known for its fast service, great beer selection, and great cocktails. The atmosphere is described as casual and cosy, attracting a diverse crowd including groups and tourists. The bar offers a variety of alcohol options such as beer, cocktails, happy-hour drinks, spirits, and wine. With seating available and dogs allowed, customers can enjoy their drinks in comfort. The Lodge Tavern also accepts a variety of credit card payments and NFC mobile payments, making transactions convenient for customers.

• A customer mentioned a negative experience related to racism, which led to an unpleasant encounter.
• Another customer praised the atmosphere of the bar, highlighting the dog-friendly environment, good beer, and friendly staff.
• A review mentioned the establishment's long history and described the Irish pub feel, the layout, and offered insights on food and drink options.
• A customer appreciated the staff's patience and efficiency in handling a large group during a bar crawl.

ROOF on theWit is a vibrant Bar located in Chicago, offering a range of services and features to ensure a memorable experience for its patrons. The establishment boasts Outdoor seating along with Dine-in options, allowing guests to enjoy the spectacular city views while savoring their favorite drinks and dishes.

Highlighted by its Trendy and Upmarket ambiance, the rooftop bar also offers amenities such as Toilets and Wheelchair-accessible seating for the comfort and convenience of all visitors.

Customer Reviews:

• Had drinks and a quick snack on a beautiful Saturday with lively atmosphere and delicious cocktails and local brews selection. Gluten-free options available. Great experience overall!
• Enjoyed dancing all night at the rooftop club with flavorful sliders, amazing pizza, and divine drinks. Exciting ambiance and great service made for an unforgettable St. Patrick's Day celebration!
• Discovered this bar during a conference trip and was impressed by the evening view, food, drinks, and excellent service. A perfect spot for a business trip outing with top-notch cocktails and meals served in a chic atmosphere.
• Ambiance and decor were beautiful, although prices were on the higher side. Cocktail options during happy hour were not preferred, but seasonal cocktails like Ginger Snaps were delicious. Staff demeanor varied, but overall, a place worth booking a reservation for.

Redhead Piano Bar is a lively establishment in Chicago, known for its outstanding live music and talented musicians who take song requests from the crowd. This charming piano bar offers a cozy and casual atmosphere, making it a favorite spot for locals and tourists alike.

Some key points from customer reviews include:

• The atmosphere is fantastic, with a large oval-shaped bar and friendly bartenders offering delicious cocktails.
• Guests enjoy the live music and vibrant crowd interaction, creating a fun and lively experience.
• Visitors appreciate the variety of high-quality beverages available, including a great wine list and spirits selection.
• The staff receives praise for their friendliness, prompt service, and attentiveness to guests' needs.

Streeter's Tavern is a popular bar located in Chicago, offering a variety of services and features to its customers. With a rating of 4.3, the bar provides outdoor seating and dine-in options for a relaxed and enjoyable experience. Customers can also enjoy bar games, fast service, great beer selection, cocktails, quiz nights, and sport events in a casual and trendy atmosphere.

Here are some key points from customer reviews:

• Cool place to stop off and grab a cold one with friendly and attentive staff.
• Super cool vibe with a young crowd and great lighting. Not your typical day drinker's bar!
• Cozy ambience with music and drinks on point. Large outdoor seating for those looking to unwind.
• Great bar with friendly staff, top-notch drink service, and all the best bar games available.

Customers have praised the bar for its welcoming atmosphere, great service, and entertainment options, making it a must-visit spot in Chicago for locals and tourists alike.

Slippery Slope is a popular bar located in Chicago, known for its vibrant atmosphere and great selection of drinks. The establishment offers a variety of services and features that cater to different preferences. Customers can enjoy bar games and live performances while savoring great cocktails and beer options. The bar is wheelchair-accessible, ensuring that everyone can experience the fun and excitement.

The bar has received positive reviews from customers, with some key points highlighted below:

• This place is free to get into, decorated beautifully during the holidays, and offers high energy.
• Slippery Slope is known for its unique layout, with a cool Manhattan-style bar upstairs and a divey bar with a dance floor downstairs.
• The music is always great, the vibes are super chill, and the ambiance is perfect for a fun night out.
• The establishment may have limited hours, closing at 2 am instead of 4, but it is conveniently located near other food options for late-night cravings.

Esmeralda's Lounge is a vibrant cocktail bar located in Chicago, offering a variety of services and features that make it stand out. With a rating of 4.5 based on 149 reviews, it's clear that customers love what this place has to offer.

Some key points from customer reviews include:

• This is the king of all happy hours, with amazing value for drinks.
• The beautiful ambiance and friendly staff make for a fantastic experience.
• Great cocktails, summer-ready patio, and a place to meet cool new people.
• The staff is amazing, the cocktails are superb, and the patio is perfect for enjoying food and drinks.

If you're looking for a place with outdoor seating, dine-in options, great cocktails, and live performances, Esmeralda's Lounge is the place to be. Don't miss out on the cozy and trendy atmosphere that awaits you at this hidden gem in Humboldt Park.

O'Leary's Public House is a vibrant pub located in Chicago, offering a range of services and amenities to its customers. Some of the key features include outdoor seating, dine-in options, and an atmosphere that's both casual and cosy. The bar games, fast service, and a selection of great beer and cocktails make it a popular choice among locals and tourists alike.

Here are some of the standout comments from satisfied customers:

• Fun Irish Pub with attitude, atmosphere, and great service.
• Relaxing and fun vibe with quick service and tasty drinks.
• Friendly staff and a welcoming environment for an enjoyable evening.
• Great bartenders and a fantastic neighborhood feel make it a go-to spot.

These positive reviews highlight the overall appeal of O'Leary's Public House and its commitment to providing an exceptional experience for all patrons.

Jake's Pub is a beloved spot in Chicago where locals and visitors alike come to enjoy a casual and cozy atmosphere. The pub offers a great beer selection and delicious food, making it a go-to spot for those looking to unwind after a long day.

• Customers rave about the well-priced drinks and friendly staff who provide excellent service.
• Many patrons appreciate the pool table and other bar games available for entertainment.
• Others highlight the LGBTQ+ friendly environment and the pub's happy hour specials.

Whether you're looking to enjoy a quiet afternoon or a lively evening with friends, Jake's Pub has something for everyone. Make sure to stop by and experience this local gem for yourself!

The Boss Bar offers a variety of services and features designed to make every visit memorable. Whether customers are in the mood for delivery, takeaway, or dine-in, this bar has them covered. The great beer selection and cocktails complement the bar games and sport options available. For those seeking a casual or trendy atmosphere, The Boss Bar caters to all preferences.

• Customers praise the knowledgeable bartender who made excellent recommendations on drinks.
• Others enjoy the chill, hole-in-the-wall vibes and appreciate the attentive service.
• Some visitors highlight the fun pool table experience and good vibes all around.
• However, a few reviews mention issues with service and disappointing experiences with the drinks menu.

The Hangge-Uppe is a lively bar located in Chicago, offering a range of services and features that make it a hotspot for locals and tourists alike. With a rating of 3.9 stars, it's known for its great cocktails and fast service.

Customer reviews highlight the following key points:

• Celebrated a 30th birthday party with helpful and responsive staff.
• Chicago landmark with endless fun memories in a safe environment.
• Music can be hit or miss, but the vibrant crowd makes up for it.

Whether you're looking for a fun night of dancing or a place to enjoy some quality cocktails, The Hangge-Uppe is the place to be in Chicago.

Bunny Slope is a unique cocktail bar located in the heart of Chicago. With offerings like alcohol, beer, cocktails, food, and wine, this establishment caters to a wide range of tastes. The atmosphere is described as cosy and trendy, making it the perfect spot for a night out with friends or a special celebration.

Customer reviews highlight several key points:

• Excellent service for group events, accommodating up to 20 people comfortably.
• Fun and unique concept with a hot tub setting, great for special occasions.
• Good selection of cocktails and overall enjoyable experience.
• Some feedback on the limited space and hot tub temperature, as well as the preference for stronger drinks over beer choices.

Overall, patrons of Bunny Slope rave about the experience and recommend it for a fun night out in Chicago.