Warm Up with These Cozy Cocktails
Cocktails that will keep you warm all season long
Like it or not, there is a chill in the air. Aside from wrapping yourself in a shaggy blanket and thawing your toes by the fireplace, another way to warm the soul is with some cozy cocktails. We’ve rounded up some of our favorites that are deliciously perfect for this time of year.
Updated October 2026
Jump to: Where to Drink ‘Em | How to Make ‘Em
Where to Drink ‘Em
Whiskey Chai from The Oakville Grill & Cellar
Buffalo Trace Bourbon, chai tea, oat milk, demerara, cinnamon
Make a reservation at The Oakville Grill & Cellar
Pearloma from The Oakville Grill & Cellar
Del Amigo Mezcal, St. George Pear Brandy, Tatomer Riesling, pompelmo
Make a reservation at The Oakville Grill & Cellar
The Best Damn Old Fashioned from Bub City
Bub City single barrel bourbon, demerara syrup, orange bitters
Make a reservation at the Bub City location nearest you
Pera de Otoño Spritz from Lil Ba-Ba-Reeba!
Poire Williams, apple brandy, Mata Blanco Vermouth, sparkling cava, cinnamon
Make a reservation at Lil Ba-Ba-Reeba!
Manzana Fashioned from Cafe Ba-Ba-Reeba!
Redemption Rye, Laird’s Applejack, maple, molasses bitters
Make a reservation at Cafe Ba-Ba-Reeba!
Ema Barrel Select Old Fashioned at Ema – Glenview, River North
Koval “Ema Barrel” bottled in bond, mission fig, bitters
Make a reservation at the Ema location nearest you
Irish Coffee from Gus’ Sip & Dip
Kilbeggan Irish Whiskey, Metric coffee, cane sugar, hand-shaken cream
Gus’ Sip & Dip is first-come, first-served.
Kinoko Dream from MiruMonkey Shoulder Scotch, Poli Chamomile, YoboKish Smoked Mushroom, Candy Cap Demerara, Boston Bittahs
Barrel-Aged Black Manhattan from Mon Ami Gabi – Lincoln Park
Four Roses bourbon, meletti amaro, cointreau noir, cocoa bitters; served on a big cube
Make a reservation at Mon Ami Gabi – Lincoln Park
Reserve Single Barrel Old Fashioned from Beatrix
Koval ‘Beatrix’ Single Barrel Bourbon, chai spice, orange, cherry; poured tableside
Make a reservation at the Beatrix location nearest you
Campo di Zucca from Tre Dita and Bar Tre Dita
Knob Creek Rye, pumpkin-amaro cordial, Gomme cane syrup, champagne acid
Make a reservation at Tre Dita or Bar Tre Dita in the St. Regis Chicago
Tucci Spagliato from Tre Dita and Bar Tre Dita
Monkey 47 Gin, campari, Bordiga rosso, vanilla-bourbon chai, orange
Make a reservation at Tre Dita or Bar Tre Dita in the St. Regis Chicago
Ginrosa from Pizzeria Gabbo
Orange, rhubarb, cinnamon
Make a reservation at Pizzeria Gabbo
How to Make ‘Em
Harvest Gin & Tonic inspired by Aba
Try this seasonal twist on a classic cocktail, blending fall favorites like pear and fig with the timeless flavors of a gin and tonic.
Get the recipe for the Harvest Gin & Tonic inspired by Aba
Apple Cinnamon Sangria Spritz inspired by Lil’ Ba-Ba-Reeba!
Spice up your next get-together with an Apple Cinnamon Sangria Spritz—the perfect blend of three of our favorites: crisp apples, classic sangria, and a bubbly spritz.
Get the recipe for the Apple Cinnamon Sangria Spritz inspired by Lil’ Ba-Ba-Reeba!
Pear Spritz inspired by Pizzeria Portofino
Pears are another seasonal favorite—and the star of this autumn Pear Spritz from Pizzeria Portofino. It’s the perfect sip for a crisp evening, especially fireside.
Get the recipe for the Pear Spritz inspired by Pizzeria Portofino
Hazelnut Espressotini inspired by Pizzeria Portofino
Another seasonal espresso martini hit from Pizzeria Portofino, except this one features hazelnut Italian liqueur for a drink that everyone will go nuts for!
Get the recipe for the Hazelnut Espressotini inspired by Pizzeria Portofino
Irish Coffee inspired by RPM Seafood
Nothing warms you up like a hot coffee, especially when there’s whiskey involved!
Get the recipe for the Irish Coffee inspired by RPM Seafood
Hot Buttered Rum inspired by Three Dots and a Dash
This cozy cocktail will make you feel warm and fuzzy inside! Serve this one up at your next cold weather get-together.
Get the recipe for the Hot Buttered Rum inspired by Three Dots and a Dash
Check out more of our best cozy season drink + dish recipes!
Want to feel the warmth of summer during the chilly fall and winter months? Check out our favorite restaurants that feel like a vacation getaway!
