The 16 Best Bottomless Espresso Martini in Chicago

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:
- 1. The Dawson
- 2. Matchbox Bar
- 3. Kit Kat Lounge
- 4. Storyville Chicago
- 5. The Kitchen American Bistro
- 6. The Monkey's Paw
- 7. The Delta | Chicago
- 8. HighLine
- 9. Bar Louie - Printers Row
- 10. Venteux Brasserie, Cafe & Oyster Bar
- 11. Earls Kitchen + Bar
- 12. Duffy's Tavern and Grille
- 13. Gold Coast Social
- 14. Upstairs at The Gwen
- 15. The Dime
- 16. Martini Bar

- 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
Information and Reviews
- 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.

- 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
Information and Reviews
- Small but mighty bar with knowledgeable bartenders
- Great outdoor seating options
- Intimate atmosphere with friendly staff

- 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
Information and Reviews
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

- 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
Information and Reviews
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.

- 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
Information and Reviews
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.

- 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
Information and Reviews
- 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.

- 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
Information and Reviews
- 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.

- 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
Information and Reviews
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.

- 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
Information and Reviews
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.

- 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
Information and Reviews
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.

- 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
Information and Reviews
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

- 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
Information and Reviews
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.

- 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
Information and Reviews
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.

- 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
Information and Reviews
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.

- 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
Information and Reviews
- 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.
Related Services