Chicago Cocktail

Pro tips

• Stir the brandy, bitters, and Curacao with ice for 10-15 seconds to chill and dilute slightly — this balances the flavors.
• Use a dash, not a pour, of bitters; too much overpowers the delicate brandy base.
• Serve immediately in a chilled coupe or cocktail glass to maintain the smooth, balanced profile.

Substitutions

• Old Mr. Boston Five Star Brandy → Cognac or VS brandy (higher quality, more complex flavor)
• Curacao → Triple Sec or Grand Marnier (similar orange note, slightly drier or sweeter)

Equipment

cocktail shaker or mixing glass · bar spoon · cocktail strainer · coupe or cocktail glass

What type of brandy works best for a Chicago Cocktail?

A quality five-star brandy like Old Mr. Boston works well, but you can use any smooth brandy. Cognac or VS brandy will elevate the drink.

Should a Chicago Cocktail be served up or on the rocks?

Traditionally served straight up in a cocktail glass after stirring with ice, though serving on the rocks is also acceptable depending on preference.

Can I substitute the Curacao in this recipe?

Yes. Triple Sec or Grand Marnier work as direct substitutes and offer similar orange notes with slightly different flavor profiles.

What bitters pair well with this cocktail?

Angostura bitters are the classic choice. Peychaud's bitters offer a lighter anise note if you prefer a different flavor dimension.