Chicago Twenty Something
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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.
Sampling different espresso martini flavors all day is actually my dream☕ See you at Hubbard Inn Espresso Martini Fest, NEXT SATURDAY, October 3rd!
Tix include 15 tastings, giveaways & more!
Use promo code CHI20IG for a discount!
LINK IN BIO for tix
Plans set early so I can focus on my costume 🙂↕️👻 Halloween is on a Saturday this year, don’t wait til the last minute to set your plans! Spend Halloweekend with us⬇️
Friday 10/30 - Halloween at Old Crow
‼️LIMITED $5 SUPER EARLY BIRD TIX ON SALE NOW!
🔗ChicagoHalloweenTix.com
🎟️Tix include admission, a drink, a shot and live band! Party at Wrigleyville’s # 1 Country bar—costumes, boos & booze await
Saturday 10/31 - Wrigleyville Halloween Crawl
‼️LIMITED $10 SUPER EARLY BIRD TIX ON SALE NOW!
🔗WrigleyvilleHalloweenCrawl.com
🎟️Tix include:
👻admission
🍽️Free dinner buffets
🍻Gift cards and more!
USE PROMO CODE CHI20IG for a discount!
wrigleyville
Real spritz drinkers know there a spritz for every season ;) 🍊 🍾🍎 🥂🍋
📆Saturday, October 10th
🎟️ Tix include 4 hours of bubbly cocktails, giveaways & more! There will be a variety of cocktails to try at this one of a kind venue!
🌟CODE CHI20IG
‼️Limited $30 early bird tix on sale now!
🔗 GodfreySpritzFest.com
Minions got that mirrorball in the bag😮💨 LIMITED $10 TICKETS FOR THE WRIGLEY HALLOWEEN CRAWL ARE ON SALE NOW!
Come party with us Saturday, October 31st at Chicago’s BIGGEST Halloween party🧟🍻👻
🔗WrigleyvilleHalloweenCrawl.com
🌟Code CHI20IG for a discount!
Tix include:
👻admission
🍽️Free dinner buffets
🍻Gift cards and more!
Get your tickets and get your costume 🫵 See you there!
Wait this audio :’) I’m suddenly so nostalgic for Eras Tour Summer🫶💞Relive all that magic (a sing your heart our to some new T Swift) at the Taylor Swift Bar Crawl on Saturday, November 14th!
Tickets include admission to all bars on the crawl, a free brunch buffet, gift cards to use on the crawl, Taylor themed drink specials, all the Taylor Swift music you can handle, giveaways & more!
Limited $10 early bird tickets are on sale now! Use code CHI20IG for a discount
LINK IN BIO! (ChicagoSwifites.com)
Riverwalk Fall Fest is officially back! Everything on your fall bucket list all in one place 🍂🍎🍻🎃 Come see us every Saturday this fall Island Party Hut now through October 31st!
🚨Early Bird Tix Start at $5! + Use promo code PUMPKIN
Tickets include:
🍁Admission
🍻Welcome shot (for those 21+) or drink (Fall Shirly Temple, Apple C***r or Hot Chocolate)
🎸Live Music from 1-4pm & 5-8pm
📸Photo Ops
🎯Games & more!
Event also features:
🎸Live Music from 1-4pm & 5-8pm
🌽Hayrides on the River
cFall Cocktails & B**r
🍎Apple C***r Donuts
🎃Pumpkin Patch
📸Photo Ops
🍁Fun for all ages! (21+ to drink)
🎯Games & more!
🔗IPHFallFest.com
09/21/2026
We’re on the hunt for DJs, who are currently in college or recently graduated, to perform at some upcoming events! Email [email protected] to apply and send this post to your local frat DJ;) 🪩🎧💻
Upcoming events:
🦃The Turkey Crawl - Wrigleyville’s Blackout Wednesday Bar Crawl
🍾NOVA NYE
🎆 Wrigleyville NYE Crawl
🥂Congress Plaza Hotel NYE
🥸Mustache Crawl 2027
Hourly pay + commission based on ticket sales
Opportunity to play at some of Chicago’s hottest clubs and bars!
And tonight…We get our Wrigleyville Halloween Crawl tickets!!!
Come party with us Saturday, October 31st at Chicago’s BIGGEST Halloween party🧟🍻👻
🔗WrigleyvilleHalloweenCrawl.com
🌟Code CHI20IG for a discount!
‼️Limited $5 early bird tix on sale now!
Tix include:
👻admission
🍽️Free dinner buffets
🍻Gift cards and more!
Get your tickets and get your costume 🫵 See you there!
Click here to claim your Sponsored Listing.
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Chicago, IL