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Haunted Chicago Booze & Boos Pub Crawl

Representative photos: Images show the destination or route-area atmosphere and may not be photos from this exact tour, guide, group, or operator. Exact route, sights, access, group size, and conditions may vary by operator and date. Confirm final details on the partner booking page.

1–2 Hours Large group (21-50) English
Overview

Why this night is worth your time

A guide in 1920s dress leads this one, which turns out to be exactly the right register for it. You cover about a mile through Lincoln Park, stopping at three bars while the stories run to old burial grounds and the spirits that stuck around the neighborhood. It is a real crawl with real history attached, not a costume gimmick: drinks between the scares, scares between the drinks, across two easy hours.

The ticket covers the costumed guide, the three bar stops and the full walking route, so the structure and the storytelling are sorted while you focus on keeping up. The value is in the pairing, a proper pub crawl welded to genuine local ghost history, with a guide whose costume actually fits the era being described. Drinks themselves are on you, so plan for a round at each of the three stops.

It suits groups, couples and social solo travelers who want their history with a beer in hand, and the mood is fun over frightening. Expect a sociable Lincoln Park crowd and a walkable mile between bars. Bring ID, wear shoes you can cover ground in, and a light layer for the lakefront chill after dark.

Places & context

Places this tour is built around

Skim this like a pre-tour cheat sheet: the places, streets, bars, views, or landmarks that give the night its flavor. The live listing still has the final route, access, and meeting details.

  • Glascott's Groggery

    A Lincoln Park institution since 1937, all dark wood and Irish clutter — the kind of old saloon where the barflies swear a regular or two never quite left.

  • Lincoln Park

    The leafy neighborhood built over the city's old graveyard, where not every body was moved before the mansions rose — a fashionable address with a buried past.

  • Biograph Theatre

    The old movie palace where John Dillinger watched his last picture show before the G-men caught him; some say the 'Lady in Red' still lingers by the marquee.

  • Lilly's

    A cosy, dim Lincoln Park bar with a reputation for the odd unexplained chill — a warm stop on a cold crawl through the neighborhood's haunted corners.

  • Hook and Ladder

    A firehouse-themed tavern where the beer flows under old brass and red lanterns, named for the ladder companies that once raced these very streets.

  • Oz Park

    The green named for L. Frank Baum, who dreamed up Oz while living nearby; the Tin Man and Cowardly Lion stand in bronze where the shadows lengthen after dark.

  • King of Cups

    A tarot-themed cocktail den of velvet and candlelight, where the drinks arrive with a wink of the occult and the fortunes told are never quite reassuring.

  • The Red Lion Pub

    Chicago's most famously haunted pub, an English-style tavern where staff and drinkers alike have reported the ghost of a woman on the stairs for decades.

Good to know

Practical details to check

  • Typical start

    Evening

  • Place note

    Places, access, order, and route details can change. Confirm the live listing before booking.

Included

What is typically covered

  • Costumed guide; 3 bar stops; walking route.
  • Drinks; food.
Meeting Point

Where the evening begins

Meeting details

Lincoln Park, Chicago; exact point confirmed at booking.

Before you go, review the start point, arrival time, route notes, and cancellation window on the live listing.

Before You Book

Use this page before you book

Partner checkout

Booking happens on the live listing

Tours After Dark helps you compare the experience; the provider handles live inventory, payment, tickets, and reservation changes.

Live details

What can change

Exact route, place access, start time, price, inclusions, group size, and cancellation terms can change on the partner side.

Before you go

What to verify

Check the live listing for the current meeting point, arrival time, route notes, age rules, accessibility notes, and weather policy.

Disclosure

How Tours After Dark is compensated

We may earn a commission when a booking is completed through one of our links, at no extra cost to you. Recommendations still have to fit the Tours After Dark editorial standard.