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Fri, Dec. 7 – Northwest Side Holiday Bar Crawl

A new holiday event in old school Chicago bars

Do something different to celebrate the holidays in Chicago with our new holiday bar crawl with dinner! Offered only on the evening of Friday, December 7, our holiday bar crawl starts in the hubbub of downtown and ventures into the winter wonderland of Chicago neighborhoods. We will explore the neighborhoods of Avondale, Irving Park, and Albany Park, where the tinsel sparkles like a cool pour of Old Style.  You’ll visit two dive bars and a homey ’70s joint for pizza and beer. Swedish spiced wine (glögg) is your dessert.
Can’t make this date? Check out our Holiday Tour of Drinks, Daleys and Dead Guys for more festive fun.

This is not your average bar crawl tour of Chicago! While on the bus, tour guide Amanda will share some basic background on these Chicago neighborhoods as well as the stories behind each locale on this holiday bar crawl. Then, to inspire careful observation of the unique character of our stops, tour guests will divide into teams and we will play a visual scavenger hunt, esigned to inspire careful observation of these unique environs as well as a little fun competition. Part of it is a contest for the most ridiculous selfie with your tour guide as the judge. Prizes will be won!

We have tested and scoped out an excellent mix of stops. Your group will visit an 80-year-old dive bar, a historic pizza institution, and a neighborhood bar totally decked out with wintery decorations. An entire meal and all drinks are included.

This holiday bar crawl ends in West Avondale, where guests can choose to either get a nightcap at another bar within walking distance or Uber home.

The ticket price for this 2.5-hour-long tour is $45 per person and includes coach transport, prizes, and all food and drink.


2.5 hours


Minimal walking


  • Days & Times

  • 6:30pm-9:00pm


  • Explore Chicago neighborhoods
  • Eat delicious pizza in a time-warped institution
  • Indulge in home-made Mexican hot chocolate
  • Play a holiday selfie contest and win prizes
  • Feel cozy among vintage holiday decorations
  • Make memories with your corporate or family group

Stories & Ideas

  • Unique stories behind two bars and a pizza joint/liquor store
  • Background on Irving Park and Avondale neighborhoods
  • History of drinking in Chicago bars
  • Inside scoop on eccentric bar characters

Tour Includes

Tour Location

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Call: 312.350.1131
E-Mail: [email protected]