Halloween Crawl

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The only thing that might be as spooky as Halloween is not having any Halloween plans. We’ve all been there, but we’ve got you covered. Put on your best costume, or even your best pair of jeans and join us at the Wrigleyville Halloween Crawl to experience a iconic Chicago Halloween. The Halloween Crawl will be on Saturday, October 31 from 7pm to 12am. Can you picture a better way to spend the most anticipated night of the year than a Wrigleyville bar crawl? Because we can’t. Buy your tickets now before prices increase at wrigleyvillehalloweencrawl.com!

What’s included with a Halloween Crawl ticket? With the purchase of a Wrigleyville Halloween Crawl ticket you will get admission to the bar crawl, a free dinner buffet, free gift cards that can be used during the crawl, and you will be able to participate in a costume contest. Try to find a better Halloween deal than that. 

To enter the costume contest you will have to post your best pictures from the Halloween Crawl to Instagram or Facebook with the hashtag “Chicago20something.” The winner will be contacted shortly after the crawl. Better start thinking of your costume!

Also, make sure to check out wrigleyvillehalloweencrawl.com on Friday, October 30th to see which of your favorite Wrigleyville bars you will be crawling to. 

Note that if there is a Chicago Cubs game on the night of the Wrigleyville Halloween Crawl (October 31st), then the crawl will be moved to November 7th. There will be no refunds so make sure your schedule is open!

Want to keep the party going all weekend long? Should we even be allowed to ask that? If you purchase a Wrigleyville Halloween Crawl ticket you will be invited to our pre-party at Moe’s Cantina River North on Friday, October 30th. Just tell the host that you are there for the Halloween Crawl and you will receive drinks on us from 10-11pm! It’s Halloweekend for a reason. 

As of right now the Wrigleyville Halloween Crawl is intended to take place on October 31st. Check out  wrigleyvillehalloweencrawl.com frequently so that you can be aware of any changes that are made due to Covid. If you feel unwell or have a fever, please stay home to protect the people around you. As always, if you are attending make sure that you follow proper hygiene protocols.

We are already counting down the days to our favorite night of the year, and you should too. The Wrigleyville Halloween Crawl is one of Chicago’s best Halloween events and everyone is welcomed, with or without a costume, although you may be judged if you don’t show up decked out for everyone’s favorite holiday. The Wrigleyville Halloween Crawl is hands down one of the best ways to celebrate this night and you will not want to miss out on it! Drinks, friends, costumes, and more drinks, all on the most exciting day of the year. Get your tickets now before the prices start to climb at wrigleyvillehalloweencrawl.com!

We all know that halloween was one of the BEST holiday’s as a kid. Dressing up with your friends and getting free treats? Nothing better. But as an adult, trick-or-treating is no longer on the table. But the Wrigleyville Halloween Crawl is! And, trust me, it’s even better! 


Chicago is, undoubtedly, the party-hub of the midwest- and the Wrigleyville Halloween Crawl seeks to push that title even further.  On October 31st, the historic and ever-evolving Wrigleyville neighborhood will be full of party-seekers creeping and crawling from bar to bar! Join us at the most popular bars on the block as your favorite hits and party tunes keep the positive vibes going late into the night. 


So put on a costume (or not, you’re an adult, you can make that decision) and head out to Wrigleyville for the best halloween night of your life. The best part? This isn’t your typical bar-crawl. Your wristband won’t just get you into Wrigleyville’s best bars, it’ll also get you a free dinner buffet, free gift cards to use on the crawl, a costume contest and more! 


Once you purchase your ticket at www.ChicagoTwentySomething.com, you will be able to pick up info packets and your wristbands the day of the crawl. Before that, you are welcome to join our pre-party at Moe’s Cantina River North! Mention that you are there for “Wrigleyville Halloween Crawl” at the host stand between 10pm and 11pm to receive a drink on us! Your tickets also include over $200 in Freebies* including: $7 in FREE DoorDash cash from DoorDash, $10 in FREE food from Ritual & More! (*All offers valid for first time users only and subject to change without notice.)


We know you’ll be taking a million pictures during the night, so why not join our costume contest? Enter to win our online costume contest by posting pictures to Facebook or Instagram using “#Chicago20Something” Our panel of judges will go through the pictures and winners will be contacted after the crawl! Be a Wrigleyville Halloween Crawl Champ, and post a picture from every bar!


Are you ready for the best Halloween night of your life? Can’t wait to see you at the Wrigleyville Halloween Crawl. 


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