Chicago Cocktail
The Chicago Cocktail is a vintage mixed drink combining brandy, triple sec, and bitters for a balanced, slightly sweet sipper with citrus notes. It's an elegant choice for those who prefer spirit-forward classics.
Total
5 minServings
4Ingredients
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3 Ingredients
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Instructions
- 1
Prepare old-fashioned glass by rubbing slice of lemon around rim and then dip in powdered sugar.
- 2
Stir ingredients above with ice and strain into prepared glass.
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Tips & Notes
Pro tips
- Chill your glass beforehand by filling it with ice while you prepare the drink; discard ice before serving for a properly chilled cocktail.
- Measure precisely: the ratio of brandy to triple sec (8:1) is critical to the drink's balance—use a jigger to avoid over-sweetening.
- Use a dash of bitters sparingly; add it last after other ingredients to prevent it from settling at the bottom.
- Stir rather than shake if you prefer a silky texture and less dilution; this drink works well either way depending on personal preference.
Substitutions
- Mr. Boston Five Star Brandy → VS or VSOP brandy (maintains spirit quality; avoid premium cognac)
- Mr. Boston Triple Sec → Orange curaçao or Cointreau (adds depth or premium citrus notes)
- Angostura Bitters → Orange or Peychaud's bitters (shifts complexity; stay with one dash)
Storage & make-ahead
Cocktails are best served immediately after mixing and chilling; do not store prepared cocktails.
Equipment
cocktail shaker or mixing glass · jigger · bar spoon · strainer
Common Questions
What type of brandy works best in a Chicago Cocktail?
A five-star or VS (Very Special) brandy like Mr. Boston provides the right balance of smoothness and flavor. Avoid premium cognacs, which are wasted in mixed drinks.
Can I make a Chicago Cocktail without triple sec?
You can substitute orange curaçao for similar sweetness and citrus, but triple sec is traditional. Cointreau will work but will increase cost.
Should a Chicago Cocktail be served cold?
Yes, serve it well-chilled over ice or strain it up (no ice) in a coupe glass after shaking with ice and straining.
What type of bitters should I use?
Angostura bitters is the standard and traditional choice; a single dash is sufficient to add complexity without overpowering the brandy and triple sec.
