Chicago Cocktail Tour Limo | Craft Bar Routes & Mixology…

Chicago's cocktail scene goes deep: craft bars in every neighborhood, tiki rooms with exotic ingredients, hotel bars with classic-cocktail programs, and dive bars that mix a real Old Fashioned. Monarch Fleet Chicago runs full-evening cocktail tour itineraries: 4-5 stops, chauffeur waits between bars, group of 6-30 friends rolling together without anyone driving.

Chicago Cocktail Tour Pricing

Vehicle	Capacity	4-Hour Rate	6-Hour Rate
Cadillac Escalade SUV	1-6	$560	$800
Mercedes Sprinter	14	$716	$1,080
Stretch Limousine	8-10	$656	$895
30-Passenger Party Bus	30	$1,395	$1,795

Includes chauffeur, fuel, tolls, water, and 20% gratuity. Drinks paid separately at each bar.

Top Chicago Cocktail Bars

Craft Cocktail Standards

• The Violet Hour (Wicker Park), strict cocktail-focused, the OG
• Billy Sunday (Logan Square), smaller-format cocktails, top program
• The Whistler (Logan Square), cocktail-and-music venue
• Sportsman's Club (Ukrainian Village), neighborhood-cool craft bar

Hotel Cocktail Bars

• The Library at the Drake (Gold Coast), clubby, classic
• The Berkshire Room at the Acme Hotel (River North)
• Cherry Circle Room at the Chicago Athletic Association, Adams Street, classic Chicago
• Bar Allegro at the Pendry Chicago (Loop), Italian aperitivo program

Tiki and Exotic

• Lost Lake (Logan Square), top-tier tiki, reservation usually required
• Three Dots and a Dash (River North), large-format tiki, group-friendly
• The Bamboo Room at Three Dots, reservations-only smaller tiki room

Late-Night & Dive

• Delilah's (Lincoln Park), 800+ whiskey bottles, no attitude
• Map Room (Bucktown), beer + cocktail, neighborhood dive

Fine-Dining Cocktail

• The Aviary (Fulton Market), reservation-only cocktail experience
• The Office at The Aviary, hidden room inside The Aviary

Sample 5-Stop Cocktail Tour Itinerary

Time	Stop	Order This
7:00 PM	The Violet Hour	Old Fashioned
8:30 PM	Three Dots and a Dash	Three Dots and a Dash (the namesake)
10:00 PM	Lost Lake	Bunny's Banger
11:30 PM	Billy Sunday	Whatever the bartender suggests
1:00 AM	Delilah's	Bourbon flight
2:00 AM	Drop-off home

We customize completely, five tiki stops, four hotel bars, or a mix.

Why a Limo for Cocktail Touring

• Five drinks across five bars means responsible transport is mandatory
• No coat-check juggling, coats stay onboard
• No parking math, Chicago neighborhood-bar parking is a war
• Reservations are easier with door-to-door drop-off
• Group photos at each stop

What Monarch Fleet Provides

• Reservation help. We know which bars need 7-14 days advance booking
• Late-night chauffeurs, booking runs to 2 AM and beyond when needed
• Patient curbside waits, chauffeur stays at the bar entrance during your stop
• Climate-controlled cabin, cool in summer, warm in winter
• Bottled water onboard, between-cocktail hydration matters

Booking Lead Times

• The Aviary / Lost Lake: 14-30 days advance reservation
• The Violet Hour, Billy Sunday: 7-14 days for Saturday
• Limo booking: 7-14 days for Saturday nights
• Bachelorette / bachelor weekend: 30+ days

Why Monarch Fleet for Cocktail Tours

• Knows the neighborhood-bar geography, Logan Square to Wicker Park to River North is a 90-minute Uber loop without a chauffeur
• Patient and discreet. Late-night cocktail crawls run long
• Reliable, chauffeur stays the full booking; no early cutoff
• Insured for late-night urban driving

Pair with our bourbon tour Chicago limo and speakeasy tour Chicago limo for combined cocktail-and-spirits weekends.

Reserve Your Cocktail Tour

Call (224) 801-3090 with the date, group size, and 3-5 bars of interest. We send a quote, suggest the route order, and lock the chauffeur. Saturday nights book first.

Related Reading

• Chicago bourbon tour limo
• Chicago speakeasy tour limo
• Our fleet

Ready to book?

Next step: Chicago limo service · Book online · Call (224) 801-3090

Flat fares, professional chauffeurs, 24/7 dispatch across Chicagoland.