Tags are the restaurant’s own; confirm allergies with staff.
No dish on this menu carries every tag you picked.
1 dish
(GF) = food items naturally gluten free, (V) = vegetarian, (VG) = vegan
22 dishes
Ask what it is made with. The menu does not list the ingredients.
Can't decide which protein to get with your sandwich? Why not try them all with our Jibarito Trio (GF)
Ask what comes with it, and what each part is made with.
Each of these hearty sandwiches can be prepared on our Pan Sobao (Puerto Rican sweet bread) or Panini. Served with side of fries or House Salad. Upgraded sides include Yuca fries, Sweet Potato fries, Tostones, Maduros, Fruit Cup, or Rice (rice only on weekends)
Ask whether the bread has milk or egg in it, and to leave off any cheese or mayo.
Your choice of three classic appetizers. Perfect for sharing!
Ask what else goes into it besides what the menu lists.
Can't decide which protein to get with your sandwich? Why not try them all with our Jibarito Trio (GF)
Ask what else goes into it besides what the menu lists.
Smooth and creamy puree made from pigeon peas, garlic, and tahini. Served with plantain chips and a veggie for dipping (GF)
Ask whether the pita is made with milk or butter, and whether the white sauce is tahini rather than yoghurt.
Our Homemade Puerto Rican bread pudding - be sure to ask about our flavors as we are always changing it up. Served warm
Ask what else goes into it besides what the menu lists.
Traditional fried sweet plantains drizzled with a sweet coconut sauce and topped with shredded coconut flakes. The ultimate sweet island side dish
Ask what else goes into it besides what the menu lists.
Keep the weekend vibes flowing with sparkling prosecco mixed with fresh orange juice (Mami-Mosa) or pineapple juice with a splash of grenadine (Puerto Rican Sunrise). Bottomless options available
Ask if they know which are marked vegan. Some beer and wine is cleared using fish, milk or egg, and that is never printed on the bottle.
Prefer your fried plantains sweet or savory? Either way, these perfectly complement any entree
Ask what else goes into it besides what the menu lists.
Golden, crispy on the outside and perfectly tender inside, these fries, made from fresh cassava root, bring a rich, buttery flavor with a satisfying crunch in every bite. Pair it with one of our house made dipping sauces
Ask whether the fryer is shared with meat, and if there is egg in the batter.
Ask whether anything is added to it, on its own this is vegan.
Malibu rum and pineapple juice. 7.5
Ask whether anything is added to it, on its own this is vegan.
Spiced, Jamaican, and coconut rums, banana liqueur, with pineapple, orange, and lime juice, grenadine, a splash of sprite, and cherry. 9
Ask what goes into it, most cocktails are vegan, and the ones that are not turn on egg white, cream or a honey syrup.
This refreshing mix of Malibu, Triple Sec, pineapple juice, cranberry juice, and splash of lime on the rocks pays tribute to Jose's Mother's birthplace; San Lorenzo, PR. 9.5
Ask what else goes into it besides what the menu lists.
We love Love here at Stay & Play. Enjoy a luxurious mix of creme de cocoa, pineapple, and Malibu Pink (guava, coconut, and pineapple infused rum). 11
Ask what goes into it, most cocktails are vegan, and the ones that are not turn on egg white, cream or a honey syrup.
Let the guava vibe refresh you this summer with this smooth mix of guava, coconut, and pineapple infused rum and guava-spiked lemonade. Guavissimo! 11
Ask what goes into it, most cocktails are vegan, and the ones that are not turn on egg white, cream or a honey syrup.
Pineapple juice, vanilla, grenadine, cherry, and cinnamon sprinkle. 7
Ask whether anything is added to it, on its own this is vegan.
Classic mix of sprite, grenadine, and cherry. 5
Ask what else goes into it besides what the menu lists.
Passion Fruit, coconut water, simple syrup, and lime juice. 7
Ask what else goes into it besides what the menu lists.
Ask what it is made with. The menu does not list the ingredients.
Ask what it is made with. The menu does not list the ingredients.
33 dishes
A Chicago specialty that pays homage to Puerto Rico. Instead of bread, the sandwich is made up of two tostones (fried plantains). It has lettuce, tomato, mayo-ketchup, American cheese, and your choice of lechon, chicken, steak, or veggie (GF)
Tender and flavorful steak, marinaded and cooked with onions. Served with lettuce, tomato, and in-house sofrito mayo
A wonderful combination of our lechon (slow-roasted pork), ham, Swiss cheese, pickles, mayo & mustard
Can't decide between steak or pork? Porque no los dos?
Toasted panini bread sandwich with your choice of our Mango BBQ or Guava Sweet Heat shredded chicken, pickled onions, avocado, sofrito mayo and pepper jack cheese
Crispy, golden coconut shrimp tossed in our signature, in-house spicy mayo-ketchup, loaded onto pan sobao with melted cheese, crisp lettuce, and juicy tomato. A marvelous bite of sweet island heat and perfect crunch
Crispy and refreshing combo of bacon, mixed greens, tomato, avocado, and sofrito mayo - served on perfectly toasted texas toast
Enjoy a plate of our Puerto Rican rice of the day with either our roasted pork or steak and a side of Tostones or Maduros
A rich, velvety Puerto Rican cream cheese custard, baked to perfection and bathed in a deeply golden, house-made amber caramel syrup. Silky, decadent, and perfectly balanced
Puerto Rican cheesy turnover pockets filled with chipotle chicken, roasted pork, beef with sweet plantain, or veggie. Flaky on the outside, hot and flavorful on the inside
Traditional crispy fritters made from a green banana and taro root dough, packed with seasoned pork filling and fried to a golden crunch (GF)
Perfectly-fried mashed potato croquettes packed with a savory, seasoned ground beef filling. Crispy on the outside, soft and flavorful on the inside
Golden, crispy cornmeal fritters that are beautifully sweet and cheesy on the inside. Served piping hot with a side of our signature house-made mayo-ketchup for the perfect dip (V)
Crisp, perfectly fried jumbo shrimp coated in sweet shredded coconut. Served with a sweet and tangy mango dipping sauce
Tender, crispy-skinned chicken wings tossed to perfection in one of our custom, small-batch sauces. Select our bright and fruity Mango BBQ or our complex, sweet-with-a-kick Guava "Sweet Heat" BBQ
Twice-fried plantains with beef or chicken, nacho cheese, drizzled with sofrito mayo and pico de gallo - optionally add avocado (GF)
A rich, velvety Puerto Rican cream cheese custard, baked to perfection and bathed in a deeply golden, house-made amber caramel syrup. Silky, decadent, and perfectly balanced
Ultra-creamy, dense Caribbean cheesecake is baked to perfection and topped with a thick, glossy glaze of sweet island guava nectar. A bright and tropical finale to any meal
Golden-brown, crispy pastry ribbons dusted in fragrant cinnamon sugar, featuring a rich, velvety custard hidden inside. Served warm with your choice of a decadent dark chocolate dipping sauce or a lush, slow-cooked dulce de leche
Crisp garlic-and-pork-rind-infused plantain medallions topped with lechon, chicken, or steak, perfectly poached eggs, and a flavorful house-made mojo hollandaise. Served with choice of breakfast potatoes or fruit cup
Thick-cut French toast dipped in a Puerto Rican coquito batter of sweet coconut milk, cinnamon, and nutmeg. Griddled golden brown and finished with powdered sugar
Three farm-fresh eggs whipped until fluffy, folded over your choice of premium ingredients, and cooked to a delicate golden finish. Served with house breakfast potatoes, fruit cup, or toast
Eggs, melted cheese, and your choice of savory steak or grilled ham, perfectly pressed on pan sobao or panini bread. Served with breakfast potatoes, fries
Fresh mixed greens combined with cucumbers, red onions, cherry tomatoes and croutons. Add chicken or avocado
Romaine lettuce, croutons, parmesan cheese - all nicely tossed with tangy Caesar dressing. Add chicken
Rich caramel with butter toffee, amaretto, and roasted macadamia nuts - ABV:40% 10.5
Medium-bodied with notes of vanilla, honey, and candied fruits, balanced by a subtle hint of citrus. - ABV: 40
Aromas of red fruits, honey and toasted nuts with flavors of wood, vanilla and baked apples, and a smooth, well-balanced finish - ABV: 40% 10
Hints of spicy vanilla complement flavors of sweet caramel and honey for a long-lasting and complex finish. - ABV: 40% 10
Spiced rum, honey, cloves, and lemon - served warm. 8
2 dishes
Choice of rum, muddled fresh mint and limes, with sprite or bubbly club soda. 9.5
Harmonious blend of ripe blackberry juice, delicate hibiscus, and cane sugar. 6
13 dishes
Flavorful and smooth with notes of cinnamon, vanilla, and nutmeg - ABV: 47% 6.5
White and dark rum with pineapple, orange, and lime juice, grenadine, and cherry. 9
Coconut and Jamaican rums, triple sec, orange, cranberry, and lime juice, grenadine, and cherry. 9
Spiced rum, lemonade, and mint. 8
Citra & Mosaic hopped hazy IPA - ABV: 6.9% 8
Crisp, light-bodied lager brewed with Pilsner and Vienna malts and Santiam hops - ABV: 5.1% 7
Brewed with barley, a generous amount of corn, and a mound of freshly toasted coconut. A light tropical element reminiscent of paradise, beach volleyball, and the all too infrequent day off. - ABV:5.1% 8
Delicate, creamy mouthfeel with pistachio flavor - ABV: 5.0% 8
This citrus forward pale ale is brewed with mosaic & citra hops along with orange peel. Light, crisp & easy drinking. - ABV: 5.2% 8
Lightly roasted dark lager with notes of toasted barley and spicy hops - ABV: 5.0%
Seasonal Dark Lager featuring layers of German malt and Czech Saaz hops - ABV: 4.7%
These tropical drinks should help you with that reach our "island time" vibe
Muddled fresh mint and limes, with sprite or bubbly club soda. 6.5
32 dishes
Medium body with aromas of almonds, vanilla, raisins, and bananas - ABV: 43% 11
Ask what else goes into it besides what the menu lists.
Light-medium body with aromas of plums, almonds, apricot, and vanilla - ABV: 43% 9
Ask what else goes into it besides what the menu lists.
Smooth and velvety finish with notes of apricots and pineapples and hints of almond and vanilla - ABV: 40% 7.5
Ask what else goes into it besides what the menu lists.
Smooth and velvety finish with notes of apricots and pineapples and hints of almond and vanilla - ABV: 40% 14
Ask what else goes into it besides what the menu lists.
Light with notes of almonds and lime and hints of vanilla (also available in Dark or Spiced) - ABV: 40% 5
Ask what else goes into it besides what the menu lists.
Smooth and tasty Puerto Rican moonshine rum blended with your choice of Coco, Pina, and Parcha (passion fruit). Get it here while supplies last! - ABV: 36%-44% 7
Ask what goes into it, most cocktails are vegan, and the ones that are not turn on egg white, cream or a honey syrup.
Secret blend with subtle notes of vanilla and caramel to create a smooth and medium bodied taste - ABV: 35% 5.5
Ask what else goes into it besides what the menu lists.
Natural coconut flavour and a smooth and sweet finish - ABV: 21% 6
Ask what else goes into it besides what the menu lists.
Madagascar vanilla, soft caramel and toasted oak with notes of cinnamon, roasted nuts and allspice - ABV: 35% 9
Ask what else goes into it besides what the menu lists.
Rich bouquet, accented by smoky notes and aromas of tropical fruit, pineapple, citrus peel, and a touch of clove - ABV: 40% 9
Ask whether anything is mixed into it, as poured, most drinks are vegan.
Natural coconut flavour and a smooth and sweet finish - ABV: 40%
Ask whether anything is mixed into it, as poured, most drinks are vegan.
Full bodied dark rum with a robust flavor and hints of spices - ABV: 40% 6.5
Ask whether anything is mixed into it, as poured, most drinks are vegan.
Orange peel, toffee and licorice aromas give this refined rum a signature smooth taste - ABV: 40% 11
Ask what goes into it, most cocktails are vegan, and the ones that are not turn on egg white, cream or a honey syrup.
Smooth and spicy with a long, dry finish and notes of cherry and candied fruit and touches of tobacco, cocoa powder and oak - ABV: 40% 11
Ask what else goes into it besides what the menu lists.
Long, smooth and sweet with dark cherry, chocolate, date, prune with sweet oak spices of clove, vanilla and cinnamon - ABV: 40% 27
Ask what else goes into it besides what the menu lists.
Spanish red wine with seasonal fruit (and Yesenia's extra something-something). Yesenia has also made a white Sangria available for the summer. 9
Ask if any of the wines are marked vegan. Most are clarified using fish, milk or egg, and that is never printed on the label.
Choice of rum, topped off with refreshing coke and lime garnish. 7
Ask what goes into it, most cocktails are vegan, and the ones that are not turn on egg white, cream or a honey syrup.
Black and white rum, triple sec, orange and lime juice, and grenadine. 9
Ask what goes into it, most cocktails are vegan, and the ones that are not turn on egg white, cream or a honey syrup.
A Caribbean version of a margarita with Bacardi limon, triple sec, simple syrup and lime juice. Served with a salted rim. We also have a spicy rumrita with jalapenos and a splash of pineapple. 9.5
Ask what else goes into it besides what the menu lists.
Choice of rum, lime juice, and simple syrup. 8
Ask what goes into it, most cocktails are vegan, and the ones that are not turn on egg white, cream or a honey syrup.
Planteray Stiggins Pineapple rum, lime juice, and simple syrup. 11
Ask what goes into it, most cocktails are vegan, and the ones that are not turn on egg white, cream or a honey syrup.
A sultry mix of Jamaican rum, passion fruit, and cherry. 8
Ask what goes into it, most cocktails are vegan, and the ones that are not turn on egg white, cream or a honey syrup.
A circus full of intense hop flavors fill this IPA with notes of candied lime, ripe peach, and dried mango, landing on a pillowy wheat finish. - ABV: 7% 8
Ask if they know which are marked vegan. Some beer and wine is cleared using fish, milk or egg, and that is never printed on the bottle.
63% Sauvignon Blanc, 20% Chardonnay, 17% Pinot Grigio 8
Ask if any of the wines are marked vegan. Most are clarified using fish, milk or egg, and that is never printed on the label.
52% Merlot, 46% Cabernet Sauvignon, 2% Syrah 8
Ask if any of the wines are marked vegan. Most are clarified using fish, milk or egg, and that is never printed on the label.
Mexican Lager with Hibiscus & Lime. A Mexican icon of femininity, creativity, sexuality, authenticity, perseverance, and triumph, Frida Kahlo has empowered generations of people around the world. This beer is a collaboration with the Chicago Brewseum and the National Museum of Mexican Art. - ABV: 4.5% 8
Ask if they know which are marked vegan. Some beer and wine is cleared using fish, milk or egg, and that is never printed on the bottle.
Achieve that "island time" vibe without any alcohol
Ask whether anything is mixed into it, as poured, most drinks are vegan.
We strive to support local Chicagoland breweries / wineries and have a neat rotation in place. The below reflects our current lineup
Ask if any of the wines are marked vegan. Most are clarified using fish, milk or egg, and that is never printed on the label.
Some of our favorite cervezas to load up in a cooler for a day at the beach or picnic at the park
Ask whether anything is mixed into it, as poured, most drinks are vegan.
Explore some of our favorite rums from around the world (and definitely from Puerto Rico)!
Ask whether it is a cream or honey liqueur, straight spirits are vegan.
These are tasty rums that we had in lineup and might bring back based on guest feedback
Ask whether it is a cream or honey liqueur, straight spirits are vegan.
Ask if they know which taps are vegan. Some beers are still cleared with fish gelatin, though most big brands are not.
2 dishes
Rum, pineapple juice, cream of coconut, and cherry. 9.5
Pineapple juice, cream of coconut, splash of lime juice and cherry. 6.5