$20 for a Haircut and Clipper Shave at HeadRest Barbershop (Up to $40 Value)

South Loop, Chicago & 1 more location

Value Discount You Save
$40 50% $20
Limited time remaining!
Over 70 bought
Limited quantity available

Men's hairstyles have always reflected the politics of their era—crewcuts embodied the conservatism of the 1950s and shoulder-length locks reflected Nixon's 1972 "Longer Ain't Wronger" reelection campaign. Be in the hair and now with this Groupon.

$20 for a Haircut and Clipper Shave (Up to $40 Value)

Experienced barbers trim hair and use clippers to either straighten up beards, mustaches, and sideburns or remove five o’clock shadows.

Though HeadRest Barbershop sometimes features a discounted price online, this Groupon still offers the best deal available.

HeadRest Barbershop

Inside the Congress Plaza Hotel, HeadRest Barbershop’s three barbers—Raynie, Jeff, and Lawrence—draw on 50 years of combined experience as they trim back the hair of men and women. Clients receive old-fashioned luxuries such as hot-towel treatments and straight-razor shaves, as well as modern trends that include shaving geometric designs, sports logos, and 19th-century novellas onto the side of the head.


It's the type of shop where people learn your name and story pretty quickly

Demetrius D., Yelp, 4/30/11

Professional service in a friendly environment convenient to the loop.

Jon S., Yelp, 1/19/12
  1. 1

    South Loop

    520 S Michagan Ave.

    Chicago, Illinois 60605

    Get Directions
  2. 2

    The Loop

    55 E Monroe St.

    Lower Level

    Chicago, Illinois 60603


    Get Directions

In a Nutshell

Experienced barbers deftly cut hair and use clippers to groom faces at the barbershop’s two locations

The Fine Print

Expires 180 days after purchase. Limit 1 per person, may buy 2 additional as gifts. Limit 1 per visit. Reservation required. New clients only. Services must be used by the same person. Must use promotional value in 1 visit. Merchant is solely responsible to purchasers for the care and quality of the advertised goods and services.

Dapper detailing for the modern man, from custom clothes to close shaves
Upkeep essentials, such as electric toothbrushes and laser hair removal

All Locations

  • South Loop (568.4 miles)

    520 S Michagan Ave.

    Chicago, Illinois 60605

  • The Loop (568.6 miles)

    55 E Monroe St.

    Lower Level

    Chicago, Illinois 60603

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