The 16 Best Bottomless Espresso Martini in Chicago

The Dawson

For those seeking an unlimited flow of espresso martini in Chicago, look no further. Whether it's for a brunch with friends or a night out on the town, this page has curated a list of the best bottomless options in the city.

From trendy bars to cozy cafes, there is a bottomless espresso martini spot for every occasion. Explore the list below to find the perfect place to indulge in this delicious and energizing cocktail.

  • Variety of espresso martini flavors
  • Bottomless options available for a set price
  • Different atmospheres to choose from
  • Convenient locations throughout Chicago

Discover where to find the best bottomless espresso martini in Chicago and treat yourself to a never-ending flow of this delightful drink.

The 16 Best Bottomless Espresso Martini in Chicago:

The Dawson

+1 312-243-8955

  • Monday: Closed
  • Tuesday: 4–9 PM
  • Wednesday: 4–9 PM
  • Thursday: 4–10 PM
  • Friday: 4–11 PM
  • Saturday: 10:30 AM–11 PM
  • Sunday: 10:30 AM–9 PM

1. The Dawson

4.5/5 (More than 1408 reviews)
730 W Grand Ave, Chicago, IL 60654, United States
American restaurant

Information and Reviews

The Dawson is a stellar American restaurant located in Chicago. With a solid rating of 4.5 stars from 1408 reviews, it is evident that customers rave about their experience at this establishment.

  • The lamb shank is a standout dish, described as juicy and flavorful, with generous portions.
  • Customers also praise the ambiance and service, noting that the music isn't too loud and the staff is attentive.
  • Brunch enthusiasts will find a vibrant summer vibe at The Dawson, with refreshing cocktails and delicious food such as perfectly poached Benedicts and crispy potatoes.
  • One reviewer highlighted the exceptional wedding experience at The Dawson, praising the phenomenal space, outstanding food, and the dedicated event team led by Natasha.

This restaurant offers various services such as outdoor seating, kerbside pickup, no-contact delivery, delivery, takeaway, and dine-in options, making it convenient for a wide range of customers. The Dawson is popular for lunch, dinner, and solo dining. Additionally, the venue provides alcohol, cocktails, beer, coffee, vegetarian options, and more among its offerings.

If you are looking for a memorable dining experience in Chicago, The Dawson is definitely a top choice with its excellent food, service, and atmosphere.

Matchbox Bar

+1 312-666-9292

  • Monday: 3 PM–2 AM
  • Tuesday: 3 PM–2 AM
  • Wednesday: 3 PM–2 AM
  • Thursday: 3 PM–2 AM
  • Friday: 3 PM–2 AM
  • Saturday: 3 PM–2 AM
  • Sunday: 3 PM–2 AM

2. Matchbox Bar

4.7/5 (More than 480 reviews)
770 N Milwaukee Ave, Chicago, IL 60642, United States
Bar

Information and Reviews

Matchbox Bar is a cozy and charming spot in Chicago where every seat feels like the captain's chair on a voyage through a galaxy of flavors. The bartenders are alchemists, crafting elixirs that tantalize taste buds and ignite imaginations. From classic cocktails to inventive concoctions, each drink is a world unto itself. The warm atmosphere, great beer selection, and fast service make it a favorite among locals. Customer reviews highlight the intimate space, friendly staff, and affordable prices.

  • Small but mighty bar with knowledgeable bartenders
  • Great outdoor seating options
  • Intimate atmosphere with friendly staff
Kit Kat Lounge

+1 773-525-1111

  • Monday: Closed
  • Tuesday: 5 PM–2 AM
  • Wednesday: 5 PM–2 AM
  • Thursday: 5 PM–2 AM
  • Friday: 5 PM–2 AM
  • Saturday: 11 AM–2 AM
  • Sunday: 11 AM–2 AM

3. Kit Kat Lounge

4.5/5 (More than 1362 reviews)
3700 N Halsted St, Chicago, IL 60613, United States
Bar

Information and Reviews

Kit Kat Lounge is a popular Bar located in Chicago. The lounge offers various services and features that make it stand out. Customers can enjoy Outdoor seating, No-contact delivery, Delivery, Takeaway, and Dine-in options. The bar is known for its Fast service, Great cocktails, Live music, and Live performances.

With a high rating of 4.5, based on 1362 reviews, it's clear that customers love the experience at Kit Kat Lounge. Some key points from customer reviews include:

  • Awesome atmosphere with friendly staff and entertaining shows
  • Fun and engaging drag brunch experience with delicious food and bottomless cocktails
  • Warm and welcoming vibe with interactive entertainment that keeps the champagne flowing
  • Top-tier performance, attentive service, and a vibrant atmosphere make it a must-visit spot in Chicago
Storyville Chicago

+1 312-741-9786

  • Monday: Closed
  • Tuesday: 4 PM–12 AM
  • Wednesday: 4 PM–12 AM
  • Thursday: 4 PM–2 AM
  • Friday: 4 PM–2 AM
  • Saturday: 11 AM–3 PM
  • Sunday: 11 AM–3 PM

4. Storyville Chicago

4.4/5 (More than 1111 reviews)
712 N Clark St, Chicago, IL 60654, United States
Restaurant

Information and Reviews

Storyville Chicago is a vibrant restaurant located in Chicago, IL, known for its New Orleans themed experience. Offering a variety of services like Kerbside pickup, Delivery, Takeaway, and Dine-in, Storyville Chicago caters to different customer preferences. The restaurant boasts highlights such as Great cocktails, Great dessert, Great wine list, and even Live music for a lively atmosphere. It is popular for Dinner and Solo dining, making it a great choice for intimate meals or gatherings.

Customer reviews rave about Storyville Chicago, with key points highlighted below:

  • New Orleans themed restaurant provides a dazzling experience, offering a romantic chic lounge with delicious Shrimp & Grits.
  • Exceptional service and staff, with a special mention of the bottomless mimosas on Sundays.
  • Great atmosphere, fast service, and delectable dishes like the gumbo and banana foster garner high praise.
  • Perfect spot for Happy Hour with a diverse menu including Bourbon Street Old Fashion, Fat Tuesday fries, and more, offering a taste of NOLA.

With a high rating of 4.4, Storyville Chicago stands as a top choice for those seeking a taste of New Orleans in the heart of Chicago. Visit their website for more information and to explore their offerings.

The Kitchen American Bistro

+1 312-836-1300

  • Monday: 11 AM–10 PM
  • Tuesday: 11 AM–10 PM
  • Wednesday: 11 AM–10 PM
  • Thursday: 11 AM–10 PM
  • Friday: 11 AM–10 PM
  • Saturday: 10 AM–10 PM
  • Sunday: 10 AM–10 PM

5. The Kitchen American Bistro

4.3/5 (More than 1245 reviews)
316 N Clark St, Chicago, IL 60654, United States
Restaurant

Information and Reviews

The Kitchen American Bistro is a renowned restaurant located in Chicago. This establishment offers a wide range of service options including outdoor seating, no-contact delivery, and takeout. Visitors can expect fast service along with a great selection of beer, cocktails, and wine.

Popular for breakfast, lunch, and dinner, The Kitchen American Bistro provides a relaxing atmosphere perfect for families, groups, and solo diners. The amenities include a bar on-site and Wi-Fi access.

The reviews speak highly of the dining experience at The Kitchen American Bistro:

  • An exceptional dining experience with outstanding food, warm service, and a breathtaking view.
  • Great spot for gatherings with beautiful ambiance, but the food was not extraordinary.
  • A delightful Restaurant Week experience with a diverse and delicious menu, including unique dishes like sea bass.
  • Positive comments on the great food and ambiance, with a standout recommendation for the oysters and espresso martini.
The Monkey's Paw

+1 773-413-9314

  • Monday: Closed
  • Tuesday: 5–11 PM
  • Wednesday: 5–11 PM
  • Thursday: 5–11 PM
  • Friday: 5–11 PM
  • Saturday: 3–11 PM
  • Sunday: 11 AM–11 PM

6. The Monkey's Paw

4.5/5 (More than 384 reviews)
2524 N Southport Ave, Chicago, IL 60614, United States
Gastropub

Information and Reviews

The Monkey's Paw is a beloved Gastropub located in Chicago that offers a variety of service options to its customers such as outdoor seating, delivery, takeaway, and dine-in. The establishment is known for its highlights like fast service, a cozy fireplace, great desserts, and a sporty atmosphere. Customers have praised the venue for its delicious food and excellent customer service.

  • The ambiance is charming and cozy, perfect for a casual meal.
  • The food is top-notch, with standout items like the chicken sandwich and fries.
  • The bottomless mimosas during brunch are a hit, with attentive staff ensuring glasses are always full.
The Delta | Chicago

+1 773-360-1793

  • Monday: Closed
  • Tuesday: 11 AM–12 AM
  • Wednesday: 11 AM–12 AM
  • Thursday: 11 AM–12 AM
  • Friday: 11 AM–1 AM
  • Saturday: 11 AM–1 AM
  • Sunday: 11 AM–6 PM

7. The Delta | Chicago

4.4/5 (More than 546 reviews)
1745 W North Ave, Chicago, IL 60622, United States
Southern restaurant (US)

Information and Reviews

The Delta | Chicago is a vibrant Southern restaurant that offers a multi-sensory feast to its customers. The menu is filled with masterfully blended flavors and textures that create a memorable culinary experience. Customers rave about the beautifully crafted cocktails that cater to a wide range of preferences.

  • A feast for the senses with layered flavors and textures
  • Cocktails that hit the spot
  • Fun experience with great music and staff

The Delta | Chicago is popular for both lunch and dinner, offering fast service and a cozy atmosphere. Customers praise the friendly servers and the weekend brunch with outdoor seating. The establishment’s ability to transport guests to the South through its vibe and food is highly appreciated by patrons. The DJ nights on Tuesdays add an extra touch of excitement to the dining experience.

HighLine

+1 312-533-2742

  • Monday: Closed
  • Tuesday: 11 AM–12 AM
  • Wednesday: 11 AM–12 AM
  • Thursday: 11 AM–12 AM
  • Friday: 11 AM–12 AM
  • Saturday: 10 AM–12 AM
  • Sunday: 10 AM–4:30 PM

8. HighLine

4.3/5 (More than 917 reviews)
169 W Kinzie St, Chicago, IL 60654, United States
Bar

Information and Reviews

HighLine is a popular bar located in Chicago, offering various services to its customers. The establishment provides different options such as Delivery, Takeaway, and Dine-in. Customers have highlighted the fast service and the great selection of beer, cocktails, and wine available. The atmosphere is described as casual and trendy, attracting various crowds, including groups and tourists.

Here are some summarized customer reviews:

  • A customer mentioned that the brunch offerings were extensive with mimosa options and a variety of food stations, but some advertised items were missing. The arcade games provided a nice distraction, and the overall experience was pleasant.
  • Another reviewer had a great experience at Highline, enjoying the food, music, and drinks. They appreciated the atmosphere and service, although they found the approach to clearing tables a bit rushed.
  • One customer loved the atmosphere and mentioned a friendly and informative server. They enjoyed a burger and kale salad, highlighting how delicious the salad was along with the strawberry margaritas.
  • A patron praised the fantastic food at the establishment, especially during adult brunch. They noted the buffet's value, which includes unlimited mimosas and nostalgic video games.
Bar Louie - Printers Row

+1 312-872-4550

  • Monday: 11 AM–2 AM
  • Tuesday: 11 AM–2 AM
  • Wednesday: 11 AM–2 AM
  • Thursday: 11 AM–2 AM
  • Friday: 11 AM–2 AM
  • Saturday: 10 AM–2 AM
  • Sunday: 10 AM–2 AM

9. Bar Louie - Printers Row

4.2/5 (More than 1292 reviews)
47 W Polk St, Chicago, IL 60605, United States
Bar & grill

Information and Reviews

Bar Louie - Printers Row is a popular bar & grill located in Chicago, IL. Known for its fast service and sporty atmosphere, this establishment offers a variety of options for its diverse clientele. Customers can enjoy kerbside pickup, no-contact delivery, delivery, takeaway, and dine-in services.

Some of the standout offerings at Bar Louie include an array of alcoholic beverages such as beer, cocktails, wine, and spirits. They also provide comfort food, small plates, and late-night bites for those looking to indulge their cravings.

Customer reviews highlight the positive experiences at Bar Louie - Printers Row. Some key points from the reviews are:

  • Homemade chips were a highlight of the meal, and happy hour specials are a good deal.
  • Great service from bartender Quan, delivering excellent drinks and making customers feel valued.
  • Outstanding mid-day lunch experience, with fantastic service, food, and drinks, particularly the chicken nachos.
  • Positive atmosphere and personalized service, with a recommendation for the grilled chicken salad.

Overall, Bar Louie - Printers Row is a vibrant establishment that caters to various preferences, offering a welcoming environment for patrons to enjoy a diverse range of food and drinks.

Venteux Brasserie, Cafe & Oyster Bar

+1 312-777-9003

  • Monday: 7 AM–9 PM
  • Tuesday: 7 AM–9 PM
  • Wednesday: 7 AM–9 PM
  • Thursday: 7 AM–9 PM
  • Friday: 7 AM–9 PM
  • Saturday: 7 AM–9 PM
  • Sunday: 7 AM–4 PM

10. Venteux Brasserie, Cafe & Oyster Bar

4.3/5 (More than 656 reviews)
224 N Michigan Ave, Chicago, IL 60601, United States
French restaurant

Information and Reviews

Venteux Brasserie, Cafe & Oyster Bar is a French restaurant located in the heart of Chicago. Known for its diverse offerings and welcoming atmosphere, this establishment caters to a wide range of customers. With options like outdoor seating, kerbside pickup, and delivery, Venteux ensures that everyone can enjoy their delicious meals.

The restaurant is popular for its dinner service and is a great spot for solo dining. Customers rave about the fast service and delectable desserts, making it an ideal choice for both locals and tourists alike. The cozy and upmarket atmosphere adds to the overall dining experience, making every visit memorable.

  • Customers appreciate the friendly staff and quick service.
  • The diverse menu offers options for everyone, from meat lovers to vegetarians.
  • The cozy and intimate atmosphere makes it a perfect spot for catching up with friends or enjoying a romantic evening.
Earls Kitchen + Bar

+1 312-929-3952

  • Monday: 11:30 AM–10 PM
  • Tuesday: 11:30 AM–10 PM
  • Wednesday: 11:30 AM–10 PM
  • Thursday: 11:30 AM–10 PM
  • Friday: 11:30 AM–10 PM
  • Saturday: 10 AM–10 PM
  • Sunday: 10 AM–10 PM

11. Earls Kitchen + Bar

4.2/5 (More than 914 reviews)
1538 N Clybourn Ave a108, Chicago, IL 60610, United States
Restaurant

Information and Reviews

Earls Kitchen + Bar is a popular restaurant in Chicago known for its diverse menu and excellent service. They offer a range of services including outdoor seating, delivery, and takeaway, making it convenient for customers to enjoy their delicious food. The restaurant also provides a cozy and trendy atmosphere with amenities like a Bar on site and Wi-Fi.

Customers have praised Earls Kitchen + Bar for its great selection of cocktails, desserts, and wine. The food is described as delicious and fresh, with options for vegetarians and vegans. The staff is friendly and attentive, providing helpful suggestions and ensuring a pleasant dining experience.

Customer reviews highlight the following key points:

  • Delightful atmosphere with creative cocktails and fresh, flavorful dishes
  • Great service from attentive and friendly staff
  • Varied menu with options for vegetarians and vegans
  • Cozy and trendy atmosphere with excellent amenities
Duffy's Tavern and Grille

+1 773-549-9090

  • Monday: 11 AM–2 AM
  • Tuesday: 11 AM–2 AM
  • Wednesday: 11 AM–2 AM
  • Thursday: 11 AM–2 AM
  • Friday: 11 AM–2 AM
  • Saturday: 10 AM–3 AM
  • Sunday: 10 AM–2 AM

12. Duffy's Tavern and Grille

4.2/5 (More than 854 reviews)
420 W Diversey Pkwy, Chicago, IL 60614, United States
Bar & grill

Information and Reviews

Duffy's Tavern and Grille is a popular bar & grill located in Chicago, offering a variety of services that cater to its diverse clientele. The establishment prides itself on providing outstanding delivery, takeaway, and dine-in options. In terms of highlights, customers rave about the fast service, delicious bar food, and impressive array of cocktails. Additionally, the venue hosts events like karaoke nights, live performances, and quiz nights, creating a vibrant atmosphere for patrons to enjoy.

Recently, the business has received praise from satisfied customers, with key points highlighted below:

  • Loved it! Exceptional staff, amazing brunch, and great value.
  • Highly recommended for events - excellent food, drinks, and service.
  • Exciting specials, awesome music, and attentive waitstaff - a must-visit spot.
  • University of Michigan Sports bar with fantastic brunch offerings and energetic ambiance.
Gold Coast Social

+1 312-929-2445

  • Monday: Closed
  • Tuesday: 10 PM–2 AM
  • Wednesday: 10 PM–2 AM
  • Thursday: 10 PM–2 AM
  • Friday: 10 PM–2 AM
  • Saturday: 11 AM–3 AM
  • Sunday: 11 AM–3 AM

13. Gold Coast Social

4.1/5 (More than 359 reviews)
7 W Division St, Chicago, IL 60610, United States
Bar

Information and Reviews

Gold Coast Social is a vibrant bar located in Chicago that offers a variety of services and features to its customers. Some of the highlights of this establishment include no-contact delivery, delivery, takeaway, and dine-in options. Customers can enjoy fast service, great cocktails, live music, live performances, and sports events here.

The atmosphere at Gold Coast Social is casual and trendy, making it a perfect spot for different types of crowds, including groups, LGBTQ+ individuals, and the transgender community. The bar also offers wheelchair-accessible entrances, seating, and toilets to ensure accessibility for all.

In terms of offerings, Gold Coast Social provides a wide range of options, including alcohol, beer, cocktails, dancing, food, happy-hour drinks, spirits, and wine. Customers can enjoy their favorite beverages while socializing in a trendy and welcoming environment.

Customer reviews highlight some key points about Gold Coast Social:

  • Unorganized service with long wait times for reserved tables and expensive food.
  • Great bartenders but issues with table reservations and overcrowding on busy nights.
  • Outstanding service by host Orlando and server Jesella, ensuring a VIP experience with quick service and lively vibes.
  • Best spot in Chicago for food, cocktails, live music, and fun photo opportunities, attracting a diverse crowd.

With a rating of 4.1 and a total of 359 reviews, Gold Coast Social promises a unique and entertaining experience for anyone looking to enjoy good drinks, music, and company in the heart of Chicago.

Upstairs at The Gwen

+1 872-271-6010

  • Monday: 7 AM–11 PM
  • Tuesday: 7 AM–11 PM
  • Wednesday: 7 AM–11 PM
  • Thursday: 7 AM–11 PM
  • Friday: 7 AM–1 AM
  • Saturday: 7 AM–1 AM
  • Sunday: 7 AM–11 PM

14. Upstairs at The Gwen

4.0/5 (More than 307 reviews)
521 N Rush St 5th Floor, Chicago, IL 60611, United States
Cocktail bar

Information and Reviews

Upstairs at The Gwen is a renowned cocktail bar located on the 5th floor at 521 N Rush St, Chicago. This establishment offers a variety of services and features, including outdoor seating, great cocktails, rooftop seating, and an upmarket atmosphere. Customers can enjoy a selection of alcohol, beer, cocktails, and delicious food options in a cozy and trendy setting.

With a rating of 4.0 based on 307 reviews, Upstairs at The Gwen has received positive feedback from its patrons. Here are some key points from recent reviews:

  • Spectacular food and delicious drinks. The ambiance is incredible, especially on the patio at night with the fires going.
  • Fantastic time celebrating a bachelorette party. Amazing service, delicious drinks, and finger-licking tasty wings. Dazzling balcony views.
  • Above-average food, great drinks, and excellent service. A nice spot for a drink or two.
  • Enjoyed cocktails inside due to rain, but still loved the location and friendly staff.

Experience the charm and elegance of Upstairs at The Gwen for yourself. Make a reservation to enjoy a memorable dining and cocktail experience in the heart of Chicago.

The Dime

+1 773-348-7200
Website not available

  • Monday: Closed
  • Tuesday: Closed
  • Wednesday: Closed
  • Thursday: 5 PM–2 AM
  • Friday: 5 PM–2 AM
  • Saturday: 11 AM–3 AM
  • Sunday: 11 AM–6 PM

15. The Dime

3.8/5 (More than 184 reviews)
2263 N Lincoln Ave, Chicago, IL 60614, United States
Sports bar

Information and Reviews

The Dime is a popular sports bar located in Chicago, offering a range of services and features to its customers. The bar provides outdoor seating, kerbside pickup, delivery, takeaway, and dine-in options for patrons to enjoy. With highlights like fast service, great beer selection, great cocktails, live music, live performances, and even quiz night, The Dime caters to a diverse crowd. The establishment is accessible with features like wheelchair-accessible entrance, wheelchair-accessible seating, and a wheelchair-accessible toilet.

Customer reviews highlight key points about The Dime:

  • The service and food quality were subpar, with issues like a lack of flavor in drinks and unimpressive food variety.
  • One reviewer had a negative experience with service and felt mistreated, impacting their overall enjoyment.
  • Positive feedback includes praise for the attentive service, great wings, and the bar's appeal to sports lovers and groups.
  • Another customer had a delightful experience with excellent service, delicious food, and a lively atmosphere, recommending specific team members for outstanding service.

The overall rating of 3.8 shows that while The Dime may have some areas for improvement, many customers find it to be a welcoming and enjoyable spot to hang out with friends and catch up on sports and music.

Martini Bar

+1 312-751-8100

  • Monday: 4–10:30 PM
  • Tuesday: 4–10:30 PM
  • Wednesday: 4–10:30 PM
  • Thursday: 4–10:30 PM
  • Friday: 4–10:30 PM
  • Saturday: 4–10:30 PM
  • Sunday: 4–10:30 PM

16. Martini Bar

3.9/5 (More than 67 reviews)
163 E Walton St, Chicago, IL 60611, United States
Bar

Information and Reviews

Martini Bar offers a cozy and trendy atmosphere, making it an ideal spot for those seeking a relaxing and enjoyable time. With a focus on great cocktails and fast service, patrons can unwind while enjoying live music and performances. The bar is wheelchair-accessible and provides various dining options, including outdoor seating for those who prefer al fresco sips. Customers have shared their experiences, highlighting key points:

  • A customer enjoyed the Asian tea time experience, finding the selection of teas satisfying and the staff accommodating.
  • Another visitor described the bar as a decent place for a martini or margarita, complemented by comfy couches and a relaxed atmosphere.
  • A reviewer expressed disappointment with the slow service at the bar, noting long wait times for drinks and subpar cocktails.
  • One guest praised the great martinis and friendly staff at the bar, making it a standout spot for quality drinks.

Map of Bottomless Espresso Martini in Chicago

Looking for the best spots in Chicago to enjoy a delicious bottomless espresso martini? Look no further! This map highlights all the top locations in the city where you can indulge in this popular and refreshing cocktail. From trendy rooftop bars to cozy cafes, you'll find the perfect spot to sip on endless espresso martinis in the Windy City.

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