Festive Holiday Bar Crawls in Chicago to Attend

You know what they say — deck yourself before you wreck yourself… or something like that.

It’s time to get into the holiday ~ spirits ~ by joining these all-too-festive bar crawls in Chicago happening all over the city! There are plenty of chances to get away from the stress of shopping, annoying family members, and scheduling all of your doctors’ appointments next year — get blitzened this season by visiting the best bar hopping events near in in the city.

Southport Holiday Stroll & Cocktail Crawl

Photo Credit: Lakeview Chamber of Commerce

Southport Holiday Stroll & Cocktail Crawl | December 6 | 5 – 9 pm @ Southport

A longstanding tradition in Lakeview, the Southport Holiday Stroll is taking on a more intoxicated spin this year. While the stroll is absolutely free to the public, you can also participate in the cocktail and bar crawl for just $25 if you buy tickets today! Stop at participating restaurants like Grassroots Grill and Foxtrot Market for a tasty cocktail while you’re getting your holiday shopping done in Lakeview for competitive prices. Check out the full list of locations that are participating in this bar hopping festival and their deals online.


Photo Credit: TBOX

TBOX | December 14 | 10 am – 8 pm @ Wrigleyville

This one doesn’t even need an introduction. Chicago’s largest and longest-running holiday bar crawl, the 12 Bars of Xmas, is hitting Wrigleyville on December 14. This year’s theme is MEMES, so dress as your favorite internet meme and donate to the Lakeview East Community Partnership. Tickets to TBOX are just $33 and include a shit-ton of freebies, so make sure to get on this bar crawl ASAP.

Ugly Christmas Sweater and Holiday Lights Bar Crawl

Photo Credit: LPZ
Photo Credit: LPZ

Ugly Christmas Sweater and Holiday Lights Bar Crawl | December 14 | 7 – 10 pm @ Lincoln Park

Looking for something more lowkey than the legend that is TBOX? Take the time to get to know someone new at this Meet People Chicago event that passes through the Lincoln Park ZooLights. Tickets are just $15 and include drink specials at all participating bars, a list of which will be announced the day of. Whoever dons the ugliest holiday sweater will win a Starbucks gift card and be personally chauffeured by the Polar Express.

Chicago Santa Crawl

Chicago Santa Crawl
Photo Credit: Chicago Santa Crawl Facebook

Chicago Santa Crawl | December 14 | 11 am – 6 pm @ River North

River North is spreading holiday cheer this year with its annual Chicago Santa Crawl, which runs through Bar Louie, Hubbard Inn, Ironside, Joy District, Moe’s Cantina, Old Crow Smokehouse, Point & Feather, Tunnel, and more! The $10 ticket to this bar crawl in Chicago includes plenty of drink specials, gift cards, a free breakfast buffet, giveaways, and, of course, a Santa hat. The full schedule will be announced the night before, so stay tuned!

12 Bars of Charity

12 Bars of Charity
Photo Credit: 12 Bars of Charity Facebook

12 Bars of Charity | December 14 | 2 pm – 6 pm @ West Loop

The first-ever charity-run bar crawl is making its way to Chicago this month! The 12 Bars of Charity supports Bear Necessities Pediatric Cancer Foundation, PAWS Chicago, Autism Speaks Chicago, Chicago Coalition for the Homeless, Imerman Angels, Junior Council, Make-A-Wish Illinois, and Best Buddies Illinois, and hits a ton of bars through West Loop. For just $36.55, a $15 donation will be made to the charity of your choice and you’ll receive a sweatshirt for that charity (each one is a different color), plus drink specials, of course. Get your tickets today!

2020 Chicago New Year’s Eve Bar Crawl

Photo Credit: Social Scene Facebook
Photo Credit: Social Scene Facebook

2020 Chicago New Year’s Eve Bar Crawl | December 31 | 8 pm – 2 am @ Wicker Park

Ring in 2020 (how the hell are we suddenly so close to the future!?!) the right way in one of Chicago’s trendiest neighborhoods when you crash the Chicago New Year’s Eve Bar Crawl this month. This bar hopping event starts at Tobacco Road or Flat Iron. Visitors will make their way to Bangers & Lace, The Anthem Bar, The Fifty/50, and more (subject to change) for one helluva night. Tickets start at $21, so get yours today.


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Featured Image Credit: TBOX



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