Food & Drink

Cuban Craze: Top 10 Spots for the Best Bites in Milwaukee!

Milwaukee is known for its diverse food scene, and one sandwich that has been grabbing attention lately is the Cuban sandwich.

This classic sandwich is made up of ham, roasted pork, Swiss cheese, pickles, and mustard, all pressed between two slices of Cuban bread. It’s a simple combination, but when done right, it’s a flavor explosion in your mouth.

If you’re looking for the best Cuban sandwich in Milwaukee, you’re in luck. There are plenty of places in the city that serve up this delicious sandwich, each with their own unique twist.

From traditional versions to modern takes on the classic, there’s something for everyone.

But with so many options to choose from, it can be overwhelming to know where to start. That’s why we’ve compiled a list of the best places in Milwaukee to get your Cuban sandwich fix.

Whether you’re a local or just visiting, this guide will help you navigate the city’s Cuban sandwich scene and find the perfect spot to satisfy your cravings. So sit back, grab a napkin, and get ready to discover the best Cuban sandwiches in Milwaukee.

1. Oscar's Pub & Grill

Oscar's Pub & Grill
1712 W Pierce St, Milwaukee, WI 53204 (Google Maps)

Oscar's Pub & Grill is a must-visit for anyone looking for a delicious Cuban sandwich. The restaurant offers a casual and inviting atmosphere, complimented by warm service and unbeatable prices.

In addition to their Cuban sandwich, they also serve up some of the best burgers in town, with a variety of toppings to choose from.

The fries are crispy and flavorful, and the beer selection is extensive. If you're in the mood for something different, try the spreadable garlic and herb Boursin cheese – it's amazing!

Oscar's Pub & Grill is a great spot for a satisfying and affordable meal.

2. Transfer Pizzeria Cafe

Transfer Pizzeria Cafe
101 W Mitchell St, Milwaukee, WI 53204 (Google Maps)

Transfer Pizzeria Cafe offers more than just pizza. They also have a delicious Cuban sandwich on the menu.

The cafe has a relaxed atmosphere with local art and live music. The staff is friendly and accommodating to food allergies. The ingredients are fresh and locally sourced.

The place is clean, including the bathrooms. The prices are reasonable, and they offer lunch specials.

It's a great spot to meet up with friends or have a date night. Highly recommended for those looking for a tasty Cuban sandwich in a unique setting.

3. Johanna's Cafe

Johanna's Cafe
1239 S 11th St, Milwaukee, WI 53204 (Google Maps)

Johanna's Cafe is a hidden gem for those looking for authentic Cuban sandwiches. The cafe's clean and cozy atmosphere is perfect for enjoying a delicious meal.

The sandwiches are made fresh to order and are filled with tender and flavorful meats.

The tostones and rice are also highly recommended. The desserts are a must-try and are always a huge hit.

The staff is friendly and provides excellent service. Johanna's Cafe is a great spot for anyone looking for a taste of Cuba in a welcoming environment.

4. Don's TV & Repair Speakeasy

Don's Tv & Repair Speakeasy
1100 S 1st St, Milwaukee, WI 53204 (Google Maps)

Don's TV & Repair Speakeasy is a unique place for a delicious Cuban sandwich. This small speakeasy offers all-day breakfast, burgers, sandwiches, sides, and creative cocktails.

The atmosphere is fun and fantastic, and the prices are reasonable for the quality and portion sizes.

The staff is friendly and attentive, and the food is over-the-top delicious. The drinks are excellent with beautiful presentation and worth the asking price.

If you are looking for a great spot for dinner with friends or family, Don's TV & Repair Speakeasy is definitely worth a visit.

5. Ricanmex Frappes & Grill

Ricanmex Frappes & Grill
1567 W Oklahoma Ave, Milwaukee, WI 53215 (Google Maps)

Ricanmex Frappes & Grill is a Puerto Rican restaurant that serves some of the best cuban sandwiches in town.

The food is freshly made and bursting with flavor. The staff is friendly and efficient, making the ordering process quick and easy.

Although the restaurant only offers takeout, the food is definitely worth the trip. The menu also offers a variety of other Puerto Rican dishes, including arroz con gandules and empanadillas, all of which are delicious.

If you're looking for authentic Puerto Rican cuisine, Ricanmex Frappes & Grill is definitely worth a visit.

6. Cafe Benelux

Cafe Benelux
346 N Broadway, Milwaukee, WI 53202 (Google Maps)

Cafe Benelux is a European-style cafe and market that offers a unique twist on the classic Cuban sandwich.

With a diverse selection of beers, including hard-to-find options, and a cozy indoor and outdoor seating area, the cafe provides a great atmosphere for lunch or brunch.

The attentive and hospitable service adds to the overall experience, making Cafe Benelux a must-visit spot for anyone looking for a delicious Cuban sandwich in a charming setting.

7. Cubanitas

728 N Milwaukee St, Milwaukee, WI 53202 (Google Maps)

Looking for authentic Cuban food and a great atmosphere for lunch or dinner, Cubanitas is your place.

This compact spot offers delicious Cuban sandwiches, empanadas and tostones.

Their mojitos are a must-try. Cubanitas has sidewalk seating where locals line up for down-home Cuban cooking and refreshing mojitos.

Enjoy the old-school Cuban eats and hospitality at Cubanitas.

8. Sabor Tropical

Sabor Tropical
2258 S Kinnickinnic Ave, Milwaukee, WI 53207 (Google Maps)

Sabor Tropical is a hidden gem for Cuban sandwiches. The food is incredibly flavorful and affordable.

The staff is friendly and attentive, making for a great dining experience.

The atmosphere is relaxing and laid back, with great music and decor.

Highly recommended for anyone looking for delicious Caribbean and Latin American cuisine.

9. Amelia's Bar & Restaurant

Amelia's Bar & Restaurant
724 E Layton Ave, Milwaukee, WI 53207 (Google Maps)

Amelia's Bar & Restaurant is a great spot for a cuban sandwich. The restaurant has an aviation theme and serves up tasty burgers, thin-crust pizzas, and refreshing cocktails.

The waitstaff is friendly and accommodating, and the service is prompt even during busy periods.

The restaurant is nicely decorated with cozy booths, making it an excellent place to enjoy good food and great company.

Prices are reasonable, and the portions are generous. If you're looking for a casual spot to grab a delicious cuban sandwich, Amelia's Bar & Restaurant is the place to go.

10. Shalom Puerto Rican Restaurant

Shalom Puerto Rican Restaurant
3500 W National Ave, Milwaukee, WI 53215 (Google Maps)

Shalom Puerto Rican Restaurant is a must-visit for those looking for a delicious Cuban sandwich. The restaurant serves hot and flavorful sandwiches, with plenty of meat in every bite.

The prices are great, and the service is polite and respectful, making customers feel valued. The environment is comfortable for those who prefer to dine in, and the food is outstanding.

The relleno de papa and alcapurrias are must-try items on the menu. The pastelillos are amazing and perfect for those in a rush. The restaurant also offers Puerto Rican cuisine, which is equally delicious.

The portions are generous, and the food is always fresh. The restaurant is definitely worth a visit, and you won't be disappointed with the food or service.