Logan Square denizens flock to this sandwich haven on the regular for a variety of gussied up fast-casual fixings, from tortas and Cubanos to reubens and meatball subs. The fact that they can customize most sammies to be vegan, vegetarian, or gluten-free only helps matters — as does their solid collection of on-tap beers and cocktails. For a refreshing way to wrap up the day, spring for the Watermelon Basil Daisy, a melding of watermelon and lime juice, basil syrup, Grand Marnier, and tequila that is topped off with a basil sprig in a Collins glass.

Situated on the sixth floor of The Robey hotel, this rooftop bar is a favorite for Wicker Park locals and hip, worldwide travelers alike. Post up near the pool — the ultimate setting for skyline views, crowd-pleasing plates, and sun-ready sippers from beverage director Danny Park. Experience a taste of the tropics in the cucumber blackberry margarita, an at once bright and earthy concoction of Grand Marnier, tequila, blackberries, and cucumbers that is shaken and double strained into a margarita glass.

Bartender Liz Pearce helms the beverage menu at this lush, urban rooftop, where she puts forth a collection of rare Mediterranean wines and spirits — along with a handful of reserve cocktails featuring high-end components. One of them is the 5th Generation margarita, a rich, smooth rendition featuring Grand Marnier Cuvée Centenaire, Tequila Fortaleza, and lime juice. Pair it up with a variety of flavor-packed plates from Top Chef alum CJ Jacobson, who has quickly become known for favorites like short rib hummus, char-grilled lamb chops, and grilled cauliflower kebabs.

This family-owned restaurant has been serving traditional Mexican fare to the Lincoln Park neighborhood for more than 35 years — enough time for the team to open three more Chicagoland locations. Crowds gather at each of them for several house specialties like steak fajitas, enchiladas de mole poblano, and molcajete surtido (grilled skirt steak and chicken with cactus paddles), all prime pairings for the bar’s Latin cocktails. Classicists will enjoy the especial margarita (with Grand Marnier, tequila, and fresh lime juice), while a more complex concoction is found in the mezcal margarita (with Grand Marnier, mezcal, and lime juice).

Roman pizza and convivial crowds are big-time draws at this River North restaurant, where consulting chef Massimo Moresi helps to create a menu of authentic, street-style pies. Keep things simple with the Queen (with basil and tomato sauce), or try several fun flavors with options like the Cookout (with citrus chipotle BBQ chicken, bacon, and cheddar) or the Popeye and Truffle Oil (with sautéed spinach and mushrooms). Bartender Robbie Smolucha oversees an Italian-American beverage program, where other globally inspired libations are found, too. For a spicier alternative to the mainstream margarita, try the Cinco Reps, a shaken dram with tequila, Ancho liqueur, and Grand Marnier that is strained into a Tajin-rimmed rocks glass.

Ready all Instagram handles for a visit to this modern Mexican restaurant, where interiors are outfitted with Day of the Dead sugar skulls, eye-catching street art, and plenty of pink. Sample through Baja favorites in orders like the carne asada bowl (with grass-fed steak, cilantro rice, and cotija cheese), green chile chicken enchiladas (with shredded chicken, jack cheese, and tomatillo sauce), or, of course, the venue’s namesake offering: pink tacos (with achiote chicken, arbol salsa, and habanero pickled onions). The ultimate pairing for it all? The Cadillac margarita, a fusion of Patrón Reposado Barrel Select, organic agave syrup, and fresh lime juice that is served alongside a mini bottle of Grand Marnier.

Chef Rick Bayless has spent more than 30 years building a restaurant empire in Chicago (with close to 10 establishments to date) and it all started with his James Beard Award-winning Frontera Grill. Soulful, regional Mexican cuisine is the specialty here — case in point with plates like the house ceviche (with Hawaiian albacore tuna, cilantro, and green chiles) and Oaxacan black mole (a house recipe boasting 28 ingredients). That dedication to quality sourcing applies just as strongly to the restaurant’s drinks list, where two show-stopping margaritas are on offer: the splurge margarita (with Grand Marnier Cuvee du Centenaire, Don Julio “1942” Añejo Tequila, fresh lime juice, and agave syrup) and the mezcal margarita (with mezcal, Grand Marnier, Peychaud’s Bitters, and house-made lemonade).

The cuisine of Mexico City served as the inspiration for this River North restaurant, where chef Daniel Espinoza offers a menu of must-haves like hand-rolled enchiladas, ahi tuna tacos, and top-shelf guacamole. They’re natural accompaniments to the bar’s beloved “flip” cocktails, which feature an extra shot of booze via floating fruit garnishes turned inside out. Don’t miss the Cabo Flip, a variation with tequila, Grand Marnier, and fresh lime juice that packs extra punch with a tequila-filled lime boat float.

Come to this 95th-floor fixture for its upscale environs and 360-degree skyline views; stay for the cocktails. Reimagined classics run the show and are categorized by spirit, as showcased by the pear mule (vodka), strawberry mojito (rum), and blackberry Collins (gin). But when it comes to agave options, it’s all about the Grand Margarita, a shaken and strained rendition with tequila, Grand Marnier, lime juice, and simple syrup that’s garnished with a salted rim and lime wheel. Drink it alongside chef Cardel Reid’s elevated American cuisine, including popular picks like the roasted rack of lamb, seafood tower, and half-roasted Amish chicken.