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Esquire Menu

Appetizers

  • AHI TUNA TARTARE 20

    avocado, radish, cucumber, jicama, ginger ponzu, wasabi crème, sesame

    Suggested Flight Pairing: 01

  • COLOSSAL SHRIMP 21

    bacon-wrapped, guacamole, pico, tequila-lime butter

    Suggested Flight Pairing: 02

  • CRISPY BRUSSELS SPROUTS 18

    cashews, Fresno chili, sweet chili lime, sriracha aioli

    Suggested Flight Pairing: 01

  • THE PRIME MEATBALL 18

    pomodoro, stracciatella, Sartori Parmesan, basil, garlic bread

    Suggested Flight Pairing: 04

  • PETITE MAINE LOBSTER ROLLS 21

    Calabrian aioli, pickled mustard caviar, chips

    Suggested Flight Pairing: 02

  • HOISIN GLAZED PORK BELLY 21

    avocado, pickled veg, toasted flatbread, sesame mustard sauce

    Suggested Flight Pairing: 03

Appetizer Salads and Soup

  • ESQUIRE BABY WEDGE 15

    Nueske’s bacon, Cambozola bleu cheese, red onion, grape tomato, red wine vinaigrette

    Suggested Flight Pairing: 02

  • LITTLE GEM CAESAR 14

    Calabrian chili, lemon, roasted tomato, pretzel crostini, Sartori Parmesan

    Suggested Flight Pairing: 01

  • SHAVED BRUSSELS SPROUTS 15

    yellow beets, Pleasant Ridge reserve cheese, stracciatella, lemon-hazelnut vinaigrette, aged balsamic

    Suggested Flight Pairing: 01

  • LOBSTER & CRAB BISQUE 16

    butter-poached, sherry, pretzel crostini

    Suggested Flight Pairing: 02

Esquire Main Dishes

  • THREE-FINGER CAVATELLI 26

    roasted chicken, pancetta, English peas, spinach, garlic cream

    Suggested Flight Pairing: 03

  • CHICKEN PICCATA 27

    pappardelle, broccolini, lemon-caper butter

    Suggested Flight Pairing: 02

  • ROASTED LOCH DUART SALMON 36

    wasabi-potato purée, asparagus, soy-ginger glaze, sesame butter

    Suggested Flight Pairing: 02

  • SHORT RIB RISOTTO 37

    Carnaroli rice, roasted wild mushrooms, black truffle mascarpone, Sartori Parmesan

    Suggested Flight Pairing: 04

  • BRAISED SHORT RIB 40

    whipped root veg, broccolini, Cooper’s Hawk Lux Cabernet reduction

    Suggested Flight Pairing: 04

  • SURF & TURF 55

    6oz. center-cut filet, colossal bacon-wrapped shrimp, whipped root veg, asparagus, steak jus

    Suggested Flight Pairing: 05

  • TRIO OF PRIME FILET MEDALLIONS 46

    Parmesan-crusted, whipped root veg, asparagus, Cooper’s Hawk Lux Cabernet reduction

    Suggested Flight Pairing: 05

  • ESQUIRE PRIME FILET MIGNON, 8 oz.* 49

    8oz filet, crispy Yukon potatoes, maitake mushroom, broccolini, porcini truffle sauce

    Suggested Flight Pairing: 05

  • PRIME STRIP STEAK, 14 oz* 65

    crispy Yukon potatoes, broccolini, roasted Mighty Vine tomatoes, Cooper's Hawk Lux Cabernet reduction

    Suggested Flight Pairing: 05

  • PRIME BONE-IN RIBEYE, 22 oz* 75

    crispy Yukon potatoes, broccolini, roasted MightyVine tomatoes, Cooper's Hawk Lux Cabernet reduction

    Suggested Flight Pairing: 05

Salads and Sandwiches

  • NAPA SALAD 22

    roasted chicken, avocado, Laura Chenel goat cheese, apple, corn, farm greens, cucumber, marcona almonds, champagne vinaigrette

    Suggested Flight Pairing: 01

  • PRIME RIB SANDWICH* 24

    caramelized onion, horseradish ranch, sweet pickle, ciabatta, fries

    Suggested Flight Pairing: 05

  • FRICO SALAD 20

    caramelized Sartori Parmesan chicken, gem lettuce, lemon-Calabrian caesar, pesto vinaigrette, roasted tomatoes, pretzel crostini

    Suggested Flight Pairing: 02

  • ESQUIRE PRIME BURGER* 19

    MontAmoré and Pleasant Ridge Reserve cheeses, caramelized onion, roasted tomato, black truffle aioli, brioche bun, fries

    Suggested Flight Pairing: 05

  • OAK ST. CHICKEN SANDWICH 18

    Nueske’s bacon, avocado, Widmer’s aged cheddar, chipotle cilantro ranch, sweet pillow bun, fries

    Suggested Flight Pairing: 03

Sides

  • CRISPY YUKON POTATOES 8

  • ROOT VEG PURÉE 7

  • WASABI ROOT VEG PURÉE 7

  • ROASTED ASPARAGUS 10

  • ROASTED BROCCOLINI 9

Desserts

  • KEY LIME PIE 13

    white chocolate crème fraîche ganache, berry sauce, strawberry-basil pixie dust, meringue
  • SEVEN-LAYER CHOCOLATE CAKE 13

    hazelnut ganache, whipped Valrhona white chocolate, espresso meringue, dark chocolate sauce
  • MAG MILE SUNDAE 13

    Reese’s cookies and brownies, vanilla ice cream, banana brulée, peanut butter mousse; caramel, chocolate, and vanilla sauces
  • SALTED CARAMEL CRÈME BRULÉE 13

    whipped Valrhona white chocolate, berries, vanilla crunch
  • FIREFLY 14

    lemon tartufo, citrus curd, bitter-lemon cake, wild blueberry preserves
  • HOUSE-MADE TRUFFLES 4

    chocolate, white chocolate, or Truffle of the Month

Please check out our Gluten Free menu.

The “Perfect 10” Happy Hour menu celebrates the perfect combination of coveted wines; playful, wine-centric cocktails; and elevated bites, available Monday through Friday 3-6.

Happy Hour

Bites

  • TRUFFLE ARANCINI 10

    Suggested Pairing: Cooper’s Hawk Lux Chardonnay
    lemon aioli, Sartori Parmesan

  • GOLD COAST OYSTERS ROCKEFELLER 10

    Suggested Pairing: Cooper’s Hawk Blanc de Blanc
    wakame, basil aioli, gold leaf

  • DOUBLE FRIED CHICKEN WINGS 10

    Suggested Pairing: Cooper’s Hawk Lux Pinot Noir
    dry spice, rosemary, lemon

  • KOREAN FRIED CHICKEN (KFC) 10

    Suggested Pairing: Cooper’s Hawk Scarletto
    brioche, special spicy sauce, lime

  • PRIME RIB SLIDERS 10

    Suggested Pairing: Cooper’s Hawk Cab Zin
    broiche, shaved prime rib, horseradish cream,
    onion jus

  • WHITE BEAN HUMMUS 10

    Suggested Pairing: Cooper’s Hawk Super Tuscan
    spice-roasted carrot confit, endive,
    everything spice

I CAN’T BELIEVE THEY OPENED THIS

  • Exclusive Wine by The Glass Mkt

    Every day our Esquire sommeliers open an exclusive bottle from our award-winning collection, available by the glass

Our wines by the glass are provided as a sample. Availability and prices are subject to change at any time.

Wine by the Glass

Sparkling

  • BORGO MARAGLIANO 13

    'La Caliera' Moscato d'Asti

    Piedmont 2020

  • COOPER’S HAWK 13

    Prosecco

    Veneto NV

  • CHATEAU MONMOUSSEAU 13

    Crémant de Loire Rosé

    France NV

  • JOSEPH PERRIER 22

    Cuvée Royale Brut

    Champagne NV

White

  • COOPER’S HAWK 13

    Gewürztraminer

    Monterey NV

  • COOPER’S HAWK 11

    Cooper's Hawk White

    USA NV

  • CRAGGY RANGE 'TE MUNA ROAD' 14

    Sauvignon Blanc

    New Zealand 2022

  • A.A. BADENHORST ‘SECATEURS’ 13

    Chenin Blanc

    South Africa 2021

  • COOPER’S HAWK 16

    Cooper's Hawk Lux Chardonnay

    South Africa 2021

ROSÉ

  • CHÂTEAU MAÏME 12

    Côtes de Provence Rosé

    France 2021

RED

  • I CLIVI 18

    Schioppettino

    Italy 2020

  • KOBAL 13

    Blaufränkisch

    Štajerska, Slovenia 2021

  • COOPER'S HAWK 19

    Cooper’s Hawk Lux Pinot Noir

    Central Coast NV

  • COOPER'S HAWK 13

    Old Vine Zin

    California NV

  • COOPER'S HAWK 15

    Tempranillo

    Spain NV

  • COOPER'S HAWK 13

    Petite Sirah

    California NV

  • COOPER'S HAWK 15

    Super Tuscan

    Tuscany NV

  • CHÂTEAU ST. GEORGES 22

    Merlot / Cabernet Franc

    Saint-Georges-Saint-Émilion 2018

  • CUVELIER ‘LOS ANDES’ 14

    Malbec

    Uco Valley 2018

  • COOPER'S HAWK 19

    Cooper's Hawk Lux Meritage

    California NV

  • COOPER’S HAWK 20

    Camille Audacious

    South Australia 2020

  • MICHAEL MONDAVI EMBLEM 22

    Cabernet Sauvignon

    Napa, California 2018

Please download our full wine list featuring hundreds of the worlds most exclusive wines. Availability and prices are subject to change at any time.

Cocktails

Cocktails

  • OAK STREET SOUR 16

    The NY sour meets its match in this uniquely Chicago tipple.

    Courvoisier VS Cognac, fresh lemon, wild banana chai, Cooper’s Hawk Old Vine Zin

  • A STUDY IN SCARLET 16

    Everything you need. Nothing you don’t.

    Ketel One vodka, Cooper's Hawk Passion Fruit wine, fresh lemon, Cooper's Hawk Scarletto

  • TWILIGHT SONG 14

    Stirred, savory, light, complex.

    Milagro Reposado tequila, rosemary, lychee, rose, Luxardo maraschino, Cooper's Hawk Cranberry wine

  • THE ESQUIRE OLD FASHIONED 14

    Shine your shoes and brush your hair.

    Maker’s Mark bourbon, cherry, Cooper’s Hawk Nightjar, Marie Laveau “tobacco” bitters

  • EMPEROR’S NEW COCKTAIL 14

    Healthy is just a word.

    Sipsmith gin, fresh carrot, Cooper’s Hawk Riesling, fresh lemon, cardamom

  • BEE’S KNEES 15

    The immortal classic, through a uniquely local lens.

    CH Key gin, thyme and ginger-infused local honey, fresh lemon

  • MADAME PRESIDENT 14

    Power to the people.

    Cooper's Hawk Camille Fierce, Mt. Gay Eclipse rum, Grand Marnier, Lustau Blanco vermouth, orange peel

  • ESPRESSO MARTINI 15

    Is it tomorrow already?

    Grey Goose vodka, Mr. Black coffee liqueur, Cooper’s Hawk Nightjar, espresso, toasted coconut flake

Ultimate Martinis

  • THE ULTIMATE VODKA MARTINI 18

    Indulgence and Exploration

    Belvedere Lake Bartezek vodka and Cooper’s Hawk Lux Ice Wine

  • THE ULTIMATE GIN MARTINI 18

    Innovative and Exotic Ki No Tea Japanese gin, Cooper’s Hawk Gewürztraminer, Shanghai Shirley 5-Spice bitters

Sangria

  • Summer Sangria 10

    rosé wine, chardonnay, peach, strawberry, lemon, jasmine, Brandy de Jerez

Spirit-Free Cocktails

  • BACK TO YOUR ROOTS 8

    A tree with strong roots laughs at storms.

    fresh carrot, lemon, rosemary, lychee

  • CYD CHARISSE 8

    Dancin’ ain’t just for the kiddos.

    wild banana chai, cherry, lemon, soda

Our wine pairings are provided as a sample. Availability and prices are subject to change at any time.

Wine Pairing Flights

  • 01: Light & Bright 25

    ANTONIO MAZZELLA, ‘Ischia’ Biancolella, Campania 2021

    DOMAINE SKOURAS, ‘Salto" Moscofilero, Peloponnese, Greece 2021

    COOPER’S HAWK, Pinot Gris, Washington NV

  • 02: Luscious & Creamy 25

    ZLATAN OTOK, Pošip Vrhunsko Vino, Dalmatia, Croatia 2019

    COOPER’S HAWK, ‘Vio’ Aged Viognier, California NV

    TALLEY ESTATE, Chardonnay, San Luis Obispo Coast, California 2020

  • 03: Light, Fresh Red 25

    I CLIVI, Schioppettino, Venezia Giulia, Italy 2020

    COOPER’S HAWK, Tempranillo, Rioja NV

    NEGRO ANGELO & FIGLI, ‘Angeline’ Nebbiolo, Piedmont 2020

  • 04: Leather & Earth 40

    COOPER’S HAWK, Super Tuscan, Tuscany NV

    GAJA PIEVE SANTA RESTITUTA, Brunello di Montalcino, Tuscany 2014

    CÒLPETRONE, Sagrantino di Montefalco, Umbria, Italy 2015

  • 05: Flash & Flair 45

    COOPER'S HAWK, Cooper's Hawk Lux Meritage, California NV

    DAY, Zinfandel, Sonoma County, California 2018

    PARATUS, Reserve Cabernet Sauvignon, Mount Veeder 2010

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