Chicago Twenty Something

Chicago Twenty Something Chicago Twenty Something Inc. is a Marketing and Event Planning company that creates the best bar crawls, booze cruises, tasting festivals and more!

If you're a recent college graduate, young professional, or just someone looking to have some fun, Chicago 20 Something is your one stop shop for all things party in Chicago! We specialize in creating unique experiences to help you take full advantage of everything that Chicago has to offer, all with a drink in hand! We host the biggest and best events in the city for St. Patrick's Day, Halloween,

New Year's Eve and more...not to mention the iconic Mustache Crawl that takes over the Wrigleyville neighborhood every summer. At Chicago 20 Something, we're all about giving Chicagoans the opportunity to create memories that last a lifetime with new and old friends at one of a kind events. Whether you're a born-and-bred Chicagoan or a newcomer to the city, our events provide the perfect opportunity to party it up with like-minded individuals and let loose in the notorious Chicago party scene. Join us as we experience the pulse of Chicago like never before.

08/28/2026

✨ 🕯️Manifesting all my girls be both hot and witty and whimsical this halloween✨ 🕯️ Show off your costume at the Wrigleyville Halloween Crawl ⬇️

‼️Tickets for the Wrigleyville Halloween Crawl are ON SALE NOW FOR JUST $10!!!

…and NO it is NOT too early to be thinking about Halloween! Halloween’s on a Saturday this year - get your plans booked now🫵

Tix include:
👻admission
🍽️Free dinner buffets
🍻Gift cards and more!

🔗WrigleyvilleHalloweenCrawl.com
🌟Code CHI20IG for a discount!

08/26/2026

Stay silly wrigleyville 🍻🧟 We’re ready to run it back at this year’s Wrigleyville Halloween Crawl!

‼️Tickets for the Wrigleyville Halloween Crawl are ON SALE NOW FOR JUST $10!!!

…and NO it is NOT too early to be thinking about Halloween! Halloween’s on a Saturday this year - get your plans booked now🫵

Tix include:
👻admission
🍽️Free dinner buffets
🍻Gift cards and more!

🔗WrigleyvilleHalloweenCrawl.com
🌟Code CHI20IG for a discount!

If you’re the friend who every one texts “so what’re we doing this weekend?” this is internship for you🫵 LINK IN BIO (& ...
08/26/2026

If you’re the friend who every one texts “so what’re we doing this weekend?” this is internship for you🫵 LINK IN BIO (& our story) for full listing!

Your post grad guide to Big 10 football in Chicago is here🏈 Happy college football season to all who celebrate🍻🏟️ ...
08/25/2026

Your post grad guide to Big 10 football in Chicago is here🏈 Happy college football season to all who celebrate🍻🏟️

08/25/2026
08/25/2026

I mean someones gotta hold it down at a good old fashioned bottomless mimosa brunch🍊🍾 Join us for bottomless mimosas on the riverwalk every weekend this summer Island Party Hut

BOTTOMLESS MIMOSAS ON THE RIVERWALK
Tickets include:
🥂mimosas from 11am-1pm with 3 mimosa varieties to choose from!
🍽️a basket of French toast sticks
☀️scenic views and fun atmosphere along the Chicago Riverwalk and more

Early Bird tix start at just $25! Use code CHI20IG for a discount!
Hurry, price increasing soon!
LINK IN BIO (Chicago20Something.com)

ChicagoEvents

Halloween dump 👻 You want a halloween event that feels like a good old fashioned house party? Wrigleyville Halloween Cr...
08/24/2026

Halloween dump 👻 You want a halloween event that feels like a good old fashioned house party? Wrigleyville Halloween Crawl is exactly what you’re looking for👻

‼️Tickets for the Wrigleyville Halloween Crawl are ON SALE NOW FOR JUST $10!!!

…and NO it is NOT too early to be thinking about Halloween! Halloween’s on a Saturday this year - get your plans booked now🫵

Tix include:
👻admission
🍽️Free dinner buffets
🍻Gift cards and more!

🔗WrigleyvilleHalloweenCrawl.com
🌟Code CHI20IG for a discount!



Zoo wee mama‼️Tickets for the Wrigleyville Halloween Crawl are ON SALE NOW FOR JUST $10!!!

🔗WrigleyvilleHalloweenCrawl.com
🌟Code CHI20IG for a discount!

08/24/2026

Round up your college roommates and beat that dead horse beachside at Sangria Fest on the Beach🙂‍↕️🍷🍓🍊

📍Sangria Fest on the Beach Shore Club Chicago
📅Thursday, September 3rd

🍷Tix include 3 hours of sangria, giveaways & more! Taste a variety of sangria while hanging out at Shore Club on North Avenue Beach!

🌟Limited early bird tix now for just $25 and hurry before prices increase! Code CHI20 for a discount
🔗Chicago20something.com (LINK IN BIO!)

For fun plans all summer long check out our other Beach Front Summer Fest Dates ⬇️
Thursday, September 3rd - Sangria Fest on the beach
Saturday, September 19th - Tropical Cocktail Fest On The Beach

Northavebeach

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Chicago, IL

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