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Cocktails and guacamole in Chicago

A bowl of fresh guacamole and a cocktail are the only things required to turn a slow evening into something worth savoring.

Based on 801 Opinions
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Updated April 2026
01
Westso Mexican Steakhouse image 1
Westso Mexican Steakhouse image 2
Westso Mexican Steakhouse image 3
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Modern steakhouse with sleek black decor and comfortable seating creates a friendly yet elegant atmosphere. The vibe balances casual and sophisticated, welcoming guests in casual clothes. Excellent margaritas and steaks complement the stylish setting.

Skilled mixologists craft cocktails that are both beautifully presented and well balanced. Drinks pair seamlessly with dishes, showing thoughtful bar program design.

Exceptional quality stands out in the guacamole here. It pairs well with appetizers like elote corn and complements dishes such as steak and churros.

People are saying

"I thought the food was delicious and amazing."

"The cocktails here are truly unique and creative."

"I thought the guacamole was absolutely delicious."

Good to know

1

Happy hour runs from 4-7pm with $10 margaritas and unique appetizers.

2

Tacos are $10 for three during happy hour.

3

Reservations are recommended for the dueling pianos event on weekends.

02
Raizes Mexican Cocktail Bar + Kitchen image 1

Mexican cocktail bar with house music and a club-like vibe creates a lively, loud atmosphere. Creative, high-quality margaritas and elevated tacos draw a crowd seeking authentic flavors. The space features a wall of Jaritos and unique decor adding to its distinct character.

Creative cocktails use homemade flavored syrups and come with a unique twist. Drinks are refreshing and not overly sweet unless requested.

House guacamole stands out with fresh flavors. It pairs well with great drinks and earns strong recommendations.

People are saying

"The cocktails here are creative and made to perfection."

"The tacos here are delicious and flavorful."

"I would recommend the house guacamole; it genuinely ruled."

Good to know

1

Happy hour runs from 4 to 6 PM Tuesday through Friday.

2

Taco Tuesday specials are available during happy hour.

3

Expect to pay around $118 for 6 tacos and 6 drinks.

03
Casa Tulum image 1
Mexican restaurant

Mexican restaurant with beautiful decor and an energetic vibe featuring a live DJ and upbeat music. Two bars with TVs add to the lively atmosphere, complemented by a fire show and flaming desserts. The place draws a crowd enjoying great margaritas and flavorful dishes in a clean, vibrant setting.

Rich and creamy cocktails come served in real iced coconut shells with coconut shavings on top. Drinks like the Blue Hawaiian and Coconut Tulum stand out for their excellent flavors.

Fresh, creamy guacamole features a perfect balance of lime and pairs well with chips and salsa. It complements dishes like grilled chicken tacos and seafood with house sauce.

People are saying

"The food here is amazing, fresh, and perfectly seasoned."

"The service here for Date Spots is attentive and above and beyond."

"I love that they make the guacamole fresh here."

Good to know

1

Happy hour starts at 3 PM.

2

Ask for the $10 margaritas special on Mondays and Tuesdays.

3

Street parking is easy to find and free on Sundays.

04
Momento Cantina image 1
Mexican restaurant

Space features vibrant Mexican-inspired decor with colorful lights and intricate metalwork. Atmosphere feels fun and lively, enhanced by live mariachi music and reggaeton beats. Unique self-serve tequila and mezcal stations invite guests to sample drinks at their own pace.

Cocktails come in a diverse range with strong flavors and careful preparation. The Carajillo stands out for espresso martini fans, and bartenders serve drinks with a friendly smile.

Guacamole stands out with its house-made style and charred serrano that adds a smoky kick. It pairs well with tacos and has a mezcal-infused twist in some drinks.

People are saying

"The food here is delicious and fresh."

"Sebastian made really good cocktails and a welcoming atmosphere."

"The guacamole here is excellent and delicious."

Good to know

1

Happy hour runs from 4-7pm with great deals on drinks and appetizers.

2

Friday night features live Mariachi performances starting at 8pm.

3

The venue plans to host live DJ performances in the future.

05
Kayao Restaurant image 1
Peruvian restaurant

Intimate and bustling Peruvian restaurant with soft lighting and artistic decor creates an upscale, cozy vibe. Music plays a key role, featuring a DJ-curated playlist that energizes the space. Signature pisco cocktails and standout dishes like ceviche and lucuma ice cream highlight the authentic experience.

Cocktails stand out for their unique flavors and well crafted quality. The Pisco Sours are especially pleasing and pair well with starters and mains.

Fresh guacamole gets made tableside with avocado, feta, edamame, and aji amarillo leche de tigre. It comes with tuber chips and has a balanced spice that stands out.

People are saying

"The ceviche here has a great balance of tartness and citrus."

"The short ribs here are tender, rich, and deeply satisfying."

"The guacamole is prepared right at your table."

Good to know

1

Happy hour menu is available before 6:30 PM; ask to sit on the patio or bar.

2

The happy hour offers a great calamari option.

3

Kayao Restaurant has a limited brunch menu available until 4 PM.

06
Bàrbaro Taqueria image 1
Mexican restaurant

Mexican restaurant with intimate, charming decor and vinyl record music creates a vibrant yet cozy atmosphere. Outdoor seating adds to the experience when weather permits. The place fills with lively energy but can get noisy when busy.

Creative spins on traditional Mexican drinks use fresh ingredients and showcase fantastic tequila and mezcal mixed drinks. The cocktail program features smart and balanced options crafted by a skilled bartender.

Guacamole stands out with awesome toppings and a spicy kick on the side. It pairs well with dishes like Asada Gorditas and ranks among the top 3 in quality.

People are saying

"The tacos here are fresh, delicious, and amazing."

"The cocktails here are creative spins on traditional Mexican drinks."

"I found the guacamole to be among the best I ever had."

Good to know

1

Happy hour runs from 4 to 6 PM with great drink specials.

2

The patio is dog-friendly during the summer months.

3

Reservations are not required, and the restaurant can accommodate large parties.

07
VELA image 1
Mexican restaurant

Space channels sophisticated Mexican vibes with warm, vibrant design inspired by Mexico City. Music shifts from chill to loud with a live DJ mixing house, reggaeton, and hip hop, creating a lively atmosphere. Guests enjoy upscale casual energy with comfortable seating and standout cocktails.

Cocktails feature a top-tier tequila selection and include standout drinks like the Carrajillo de Olla. Staff provide superb guidance to help choose from an amazing menu during happy hour and beyond.

Guacamole comes with papalo oil drizzled on top, adding a fresh twist. It pairs with fresh tortilla chips and appears alongside other light dishes like empanadas and tacos.

People are saying

"The food here has flavor profiles that are above and beyond."

"The cocktails here are phenomenal, with recommendations that are spot-on."

"The guacamole's papalo oil topping is something new and delicious."

Good to know

1

Happy hour offers $10 off cocktails and half-price appetizers from 4-6pm.

2

Reservations are recommended for large parties, especially on weekends.

3

The restaurant hosts a popup event with their sister restaurant every month.

08
Bocaditos Chicago image 1
Mexican restaurant

Small Mexican restaurant with authentic vibe and unique decor creates a chill atmosphere filled with Latino music and a dog-friendly patio. Tables are close together, making the space feel busy and lively. Cocktails like mezcal drinks stand out amid a fun, energetic setting.

Cocktails show creative mixology with a menu that stands out. Each drink, including the El Alisino, offers fresh flavors and attentive service.

Guacamole has a full flavor and brightness that stands out without needing extra salt or lime. It pairs well with chips and complements dishes like pork tacos and bacon wrapped shrimp.

People are saying

"The Happy Hour food has bold, bright flavors and is outstanding."

"The atmosphere here is colorful and energetic."

"You have to try the guacamole; it's full of flavor."

Good to know

1

Happy hour runs from 4-7pm Monday through Friday with $1 oysters.

2

The happy hour oysters are now $2, up from $1 in the past.

3

Expect a 20% gratuity automatically added to your bill.

09
Ayayay - Mexican Eatery image 1
Mexican restaurant

Urban, modern space with Tulum-inspired decor and stunning interior architecture creates an authentic Mexican canteen vibe. Great music energizes the atmosphere, while seating ranges from stools at larger tables to intimate spots for two. The setting feels like a slice of Mexico City with a lively, welcoming energy.

Delicious cocktails stand out with a mix of flavors that complement the food well. Drinks come at a reasonable price, adding to the overall enjoyable experience.

Extremely fresh guacamole pairs perfectly with tostones and complements tender, flavorful chicken. The guacamole has a smooth, delicious texture that elevates every bite.

People are saying

"I found the food here to be delicious and well-seasoned."

"The guacamole here is so fresh and smooth."

"I tried the best margarita I have ever had."

Good to know

1

Happy hour runs daily from 2 to 6 pm.

2

$3 Taco Tuesdays offer great value for visitors.

3

Wednesday features a special margarita deal.

10
Doña Tola image 1
Mexican restaurant

Mexican restaurant with cozy, vibrant atmosphere and Latin American-inspired decor creates a fun, intimate vibe. Small space includes a chill patio and offers blankets for cooler weather. Strong, well-balanced margaritas and a lively playlist enhance the experience.

Cocktail menu offers good variety to suit different tastes. Drinks come with great quality and pair well with simple snacks like chips and guacamole.

Fresh and flavorful guacamole comes in large portions. It pairs well with chips and cocktails and complements dishes like elote and tacos.

People are saying

"The enchiladas here are flavorful and well-seasoned."

"The cocktails here were really good and varied."

"The guacamole and margaritas here are excellent."

Good to know

1

Reservations are accepted, but it's a small restaurant with limited seating.

2

Expect to pay around $30 for a single set of enchiladas.

3

There is no complimentary chips service; extra chips incur a charge.

11
La Lunita image 1
Mexican restaurant

Airy interiors combine with stylish design and an open window to create a sophisticated yet chill atmosphere. A live DJ and well-lit back bar stocked with tequila and mezcal add to the lively energy on busy nights. The space attracts a mix of diners seeking eclectic Mexican cuisine in a fun, casual setting.

Cocktails come thoughtfully constructed and well balanced here. Each one offers a unique and delicious flavor.

Creamy texture and flavorful taste define the guacamole here. It pairs well with dishes like esquites and prawns, enhancing their flavors.

People are saying

"The food here is amazing, with the perfect amount of flavor and spice."

"The seafood, especially the oysters, is the best I've ever had."

"The guacamole here is so creamy and delicious."

Good to know

1

Happy hour runs from 4-6pm with discounted drinks and appetizers.

2

Vino and Vinyl wine nights occur every Thursday at 7pm.

3

Reservations are recommended, especially during peak hours.

12
Federales Tacos & Tequila - Logan Square, Chicago image 1

Retractable roof and killer patio create an open, lively space with loud music and energetic DJ sets playing 90's and 2000's hits. Crowd enjoys Mexican-inspired food like standout vegan tacos and brisket nachos alongside mezcal margaritas. Atmosphere buzzes with sports on TV and a vibrant, social vibe.

Tequila cocktails stand out with a great selection that pairs well with tacos and beers. Cocktails here are consistently tasty and solid in flavor.

Guacamole comes with free chips and salsa and pairs well with tacos and quesadillas. Portions are small, and extra tortilla chips are not provided.

People are saying

"The tacos here are insane, especially the ribeye."

"I enjoyed the great cocktails they offered."

"I thought the guacamole was the best I had."

Good to know

1

Happy hour runs from 4pm to 6pm Monday through Thursday and 3pm to 5pm on Fridays.

2

Parking can be scarce or tight due to the location.

3

Reservations are recommended, especially during peak hours.

13
La Josie image 1
Mexican restaurant

Rooftop seating offers scenic views and a laid-back vibe with a welcoming atmosphere. The space feels intimate yet accommodating for groups, blending elegance with casual comfort. Cocktails feature creative presentations and strong flavors, enhancing the overall experience.

Innovative cocktails feature tequila and mezcal mixed drinks crafted with care. Bartenders offer dealer's choice options and tailor drinks to individual tastes.

Guacamole features a perfect balance of fresh avocados, tangy lime, and just the right amount of spice. It tastes fresh and bold with no flaws, made from the finest, freshest ingredients.

People are saying

"I found the food here to be fantastic."

"I thought the guacamole was the best I ever had."

"The cocktails here are inventive and tailored to your taste."

Good to know

1

Happy hour drinks are available until 6pm; order before then to get the discount.

2

Reservations are recommended, especially during busy hours.

3

Pricing is premium, with tacos costing $9 each and entrees starting at $35.

14
Ghost Donkey image 1

Upstairs space offers a hidden, cozy lounge with stunning decor and couch tables. Music is loud and upbeat, often featuring a DJ and dance elements like salsa lessons and bubble machines. The vibe suits date nights and lively gatherings, blending traditional Mexican influences with a modern bar atmosphere.

Unique twists like a variation of an espresso martini stand out. The menu features an excellent selection of mezcal cocktails, including a spicy and adventurous Mushroom Margarita that sparks curiosity.

Guacamole comes with chips that are consistently enjoyable and pairs well with dishes like carne asada quesadilla and tacos. It has a delicious flavor that complements other menu items like esquites.

People are saying

"This bar has a super fun, lounge-like atmosphere."

"The cocktails here are unique and the vibe is crazy fun."

"The guacamole here is great, especially with the chips."

Good to know

1

Happy hour is from Monday to Saturday 4:00 PM to 6:30 PM and all day on Sunday.

2

Tacos are priced at $2.00 during happy hour.

3

Ghost Donkey gets packed between 6:00 and 8:00 PM.

15
Amor y Tequila image 1
Mexican restaurant

Mexican restaurant with a cozy patio and garden seating creates a vibrant, casual atmosphere that is welcoming but can be unbelievably loud during live music. The space feels small and inviting, attracting a crowd that enjoys expertly crafted tequila cocktails and authentic dishes like craft tacos and al pastor burritos.

Cocktails come with masterful flavor and beautiful presentation. The menu offers an extensive list with drinks like the Clybourne, a spicy margarita that feels very refreshing.

Warm chips come with perfect crunch alongside guacamole that varies from delicious to lacking flavor, lime, and salt.

People are saying

"The tacos and guacamole here are amazing."

"The outdoor seating has a charming, perfect ambiance."

"The guacamole here is delicious with warm, crunchy chips."

Good to know

1

Happy hour runs from 4-6pm on weekdays with discounted drinks and appetizers.

2

Taco Tuesday features $2 tacos all day, making it a popular choice.

3

Tequila Thursday offers special pricing on select tequila shots.

16
Solazo image 1
Mexican restaurant

Modern space with gorgeous patio and Mexican touches creates a beautiful, lively atmosphere. Soft Mexican melodies and a live band add to the vibrant vibe. Guests enjoy great margaritas and flavorful tacos in a setting that feels like a high-end upgrade from typical local spots.

Mezcal cocktails stand out with homemade Miche mix and a refreshed menu. The clavado de un Bar cocktail rates highly for flavor and balance.

Guacamole stands out with its unique flavor and is rated 10 out of 10. It pairs well with dishes like tacos dorados papa and tinga.

People are saying

"The Mexican food here is flavorful, like flavor bombs."

"The cocktails here are great and have beautiful presentation."

"The guacamole here is so fresh, I'd rate it 10 out of 10."

Good to know

1

Happy hour is on weekdays from 4 to 6 pm with special prices on appetizers and drinks.

2

Parking can be very difficult to find near the restaurant.

3

Expect to pay extra for substitutions like onions and cilantro on tacos.

17
Aztec Dave's Cantina image 1

Bar and grill with stunning Aztec art and a community feel creates an intimate, lively atmosphere. Music features a DJ set that keeps energy high while multiple big screen TVs show games. Known for fresh margaritas and flavorful Mexican-inspired food, it blends a hipster dive bar vibe with quality offerings.

Jorge handcrafts the cocktail lists and makes the best drinks here. Cocktails like the mango margarita and Paloma use fresh ingredients and come with a great menu including Modelo on tap.

Chips come with tasty guacamole that many find delicious. It works well as a starter alongside homemade salsas.

People are saying

"These tacos are dynamite, smoky, and packed with flavor."

"The guacamole here is delicious."

"The cocktails here are so creative and handcrafted."

Good to know

1

Karaoke happens every Friday night, starting at 9pm.

2

The restaurant has a parking lot across the alley for guests.

3

Tacos come with cilantro and onion only; additional toppings are available for an extra charge.

18
Beat Kitchen Cantina at Navy Pier image 1

Restaurant offers strong margaritas and fusion shrimp and fish tacos with blue corn tortillas. Atmosphere feels warm and laid-back with a decent view from the dining area. Food portions tend to be small with higher prices, but the energy remains cool and buzzing.

Strong cocktails stand out with a large menu offering various options. The Pepino on the beach is a refreshing, one-of-a-kind drink, but frozen cocktails tend to be disappointing.

Guacamole comes fresh and chunky with high quality and flavorful taste. Chips served alongside are also super fresh.

People are saying

"I loved the quesabirria tacos with the lime and salsa."

"The Pepino on the beach cocktail is refreshing and one-of-a-kind."

"The guacamole here is super fresh and flavorful."

Good to know

1

Expect to pay around $23 for three appetizer-sized tacos.

2

They offer a 50% discount for military personnel.

3

The restaurant does not provide free water; bottled water is for sale.

19
La Mejikana image 1
Mexican restaurant

Urban Latino spot with a hidden patio and chic dive bar vibe offers live DJ sets mixing old jams and Spanish music. Indoor space feels dark and loud, especially when music peaks, while patio seating provides a quieter atmosphere for conversation. The place fills up with people enjoying singing and dancing, creating a lively energy.

Cocktails here are incredibly tasty and beautifully presented with perfect garnishes. The Mejikãna cocktail stands out, though some find it a bit sweet until balanced with a lime wedge.

Creamy guacamole comes with tortillas and red sauce, balancing out the dryness of the meat in dishes like Pollo de Tinga flautas. Friends often highlight the guacamole as a standout.

People are saying

"The Mexican food's grilled octopus is tender with a flavorful sauce."

"The cocktails are fresh, not too sweet, and made with care."

"The guacamole here is amazing, my friends raved about it."

Good to know

1

Reservations are not accepted, so expect a wait during busy hours.

2

Parking is available on the street next to Ashland, and paid parking is in front.

3

It can get busy after 5 PM, so be prepared for a wait.

20
ROJO GUSANO image 1
Taco restaurant

Roomy taco restaurant with live jazz music and outdoor seating creates a hip, starry vibe. The space features beautiful interior decor and a dog-friendly patio. Energy ranges from chill to lively, with music sometimes loud enough to challenge conversation.

Signature cocktails stand out for being refreshing and excellent. Drinks often come with a $15 price tag and pair well with tacos and desserts.

Fresh guacamole comes with pistachios, cranberries, and feta cheese for a unique twist. The chips served alongside stand out as a highlight.

People are saying

"The tacos here are fresh, flavorful, and insanely good."

"The live music here was a nice surprise and a highlight."

"I found their guacamole to be fresh and excellent."

Good to know

1

Live music happens on Thursday and Friday nights.

2

Reservations are recommended for weekend dining due to high demand.

3

The chilaquiles and café de olla are only available during weekend brunch.

21
LA CATRINA RESTAURANT image 1
Mexican restaurant

Small Mexican restaurant with authentic tacos and colorful Mexican artwork on the walls creates a cozy atmosphere. Music ranges from lively reggaeton to a mix of styles, contributing to a friendly, fun vibe. Outdoor seating includes a hidden back patio, adding to the charm.

Cocktails here have a creative selection with strong, satisfying flavor. Drinks tend to have barely any alcohol, so they are lighter than expected.

Guacamole offers a large portion with good flavor. It tastes rich and has a solid, standard profile.

People are saying

"The food here is delicious and has authentic Mexican flavor."

"The margaritas and piña colada queen are amazing date spot drinks."

"The cocktails here have a strong, satisfying flavor."

Good to know

1

On weekends, they offer bottomless mimosas for $20.

2

Expect a 40-minute wait for a table during peak hours.

3

A 4% fee applies for credit card payments.

22
Del Toro image 1
Mexican restaurant

Mexican restaurant offers a spacious outdoor patio and a lively downstairs area with a great Latin vibe. Atmosphere ranges from loud and fun downstairs to quiet and laid back upstairs. Known for top-notch margaritas and a diverse crowd enjoying food and drinks.

Margaritas and cocktails stand out with fresh, flavorful mixes that pair well with food. Some mixed drinks feel a bit bland but overall it offers a solid selection for after work.

Freshly made guacamole offers an authentic and flavorful taste. It pairs well with tasty chips and complements tacos effectively.

People are saying

"The Mexican food, especially the tacos, is surprisingly rich and juicy."

"The outdoor patio here is really spacious."

"The margaritas here are refreshing and crafted with care."

Good to know

1

Expect long wait times during peak hours, especially on weekends.

2

Street parking is available but can be challenging to find.

3

The restaurant has a 1½ hour table limit for diners.

23
El Taco Azteca - Pilsen image 1
Mexican restaurant

Open-concept Mexican restaurant with authentic decor and a cozy, welcoming atmosphere. Offers an elaborate vegan menu alongside traditional dishes and excellent margaritas with diverse flavors. Small space includes TVs for games, creating a dynamic yet relaxed vibe.

Cocktails come with an afternoon happy hour and generally taste good. Some mixed drinks lack alcohol despite their price, and staff may misrepresent liquor content when questioned.

Guacamole comes with rich, smoky ribeye and grilled panela cheese on top. The octopus version scores an 8.5 out of 10 but has a small portion for the price.

People are saying

"I thought the Mexican food here was amazing and sophisticated."

"I found the cocktails here to be very good."

"The guacamole with ribeye was rich, smoky, and topped with grilled panela cheese."

Good to know

1

Happy hour runs from 2 to 7 pm with $5 margaritas.

2

Expect a 75-minute wait during peak hours.

3

The restaurant has a good selection of vegetarian and vegan dishes.

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