Chicago Cocktail

Pro tips

• Chill your glass in the freezer for 5 minutes before serving to keep the cocktail cold longer.
• Use fresh ice when shaking to avoid dilution from older ice that may have absorbed freezer odors.
• Measure precisely with a jigger — the 1/4 tsp triple sec is critical for balance; too much oversweetens the drink.
• Shake vigorously for 10-15 seconds until the shaker becomes frosty before straining to properly chill and slightly dilute the spirit.

Substitutions

• Old Mr. Boston Five Star Brandy → any quality brandy or cognac (maintains flavor profile)
• Old Mr. Boston Triple Sec → Cointreau or other premium triple sec (slightly different flavor nuance)
• Angostura Bitters → Peychaud's or Regan's orange bitters (adjusts aromatic notes)

Equipment

cocktail shaker · jigger · cocktail strainer · coupe or cocktail glass

What type of glass should I use for a Chicago Cocktail?

Serve in a coupe or cocktail glass, chilled beforehand for best results.

Can I substitute the brandy in this cocktail?

Yes, use any quality brandy or cognac as a 1:1 replacement for Old Mr. Boston Five Star Brandy.

What bitters work best in a Chicago Cocktail?

Angostura bitters are traditional, but Peychaud's or other aromatic bitters work equally well.

How do I chill this cocktail properly?

Shake ingredients with ice for 10-15 seconds until the shaker frosts, then strain into a pre-chilled coupe glass.

Is this cocktail sweet or dry?

The triple sec adds subtle sweetness, balanced by the dry brandy and aromatic bitters for a refined taste.