Chicago Twenty Something

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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.

$10 Super Early Bird Wrigleyville Halloween Crawl tix on sale NOW!20+ Bars | 🍽Free Dinner Buffets | 💎Gift Cards to Use o...
07/09/2024

$10 Super Early Bird Wrigleyville Halloween Crawl tix on sale NOW!

20+ Bars | 🍽Free Dinner Buffets | 💎Gift Cards to Use on the Crawl | 🎃Costume Contest | 💥Giveaways & more! Chicago's BIGGEST Halloween Party is BACK Sat October 26th!

🎟:WrigleyvilleHalloweenCrawl.com. Hurry, prices will increase!

Join us at Wrigleyville’s best bars like Old Crow Smokehouse, Tin Roof Chicago, Moe's Cantina Wrigleyville, Bamboo Club Chicago, HVAC Pub, Sluggers Sportsbar, Cubby Bear Wrigleyville, Murphy's Bleachers, Merkle's Bar & Grill, Stretch Bar & Grill, Nola Bar & Kitchen, Roadhouse 66 Gas N' Grill, The Sandlot Wrigley, Country Club Chicago, Vines On Clark, Lucky's Sandwich Company Wrigleyville, Rabbit Hole Wrigley, Sports Corner Wrigleyville, Hacienda D' Suarez, The Smoke Daddy, Lucky Strike Social at Wrigleyville, Trace, Yak-Zies Wrigleyville, Underground Lounge - Chicago, Almost Home Tavern & Grill, Cheba Hut "Toasted" Subs, The Dugout Bar, Graystone Tavern, Happy Camper Wrigleyville & More TBA!

https://www.facebook.com/events/831866255578136?active_tab=about

Get your $10 Early Bird Girls Only Bar Crawl tickets! 👯Tickets include admission to all bars & a free brunch buffet, $8 ...
06/09/2024

Get your $10 Early Bird Girls Only Bar Crawl tickets! 👯Tickets include admission to all bars & a free brunch buffet, $8 in gift cards to use on the crawl, giveaways and more!🔥

Come alone or with your girl squad Saturday, October 12th to Wrigleyville's best bars! Don't miss Wrigleyville's girls only party! The boys can feel free to join us at the after party!😎💅

🎟: Use promo code "CHI20FB" for an additional discount.

https://www.facebook.com/events/1468039217416473?active_tab=about

🚨$10 Early Bird tix for the Halloween DAY Crawl are on sale NOW! River North’s Halloween Crawl is BACK Sat, October 26th...
06/09/2024

🚨$10 Early Bird tix for the Halloween DAY Crawl are on sale NOW! River North’s Halloween Crawl is BACK Sat, October 26th🚨

👀Admission to All Bars |🍳Breakfast Buffets |💎Gift Cards to Use on the Crawl |🍻Drink Specials |🎃Costume Contest |💥Giveaways & More!

🎟: HalloweenDayCrawl.com. Hurry, prices will increase!

Summer’s not over yet! Visit ChicagoPartyBoat.com to book your cruise👇Afternoon, evening, and late night cruises all sum...
06/09/2024

Summer’s not over yet! Visit ChicagoPartyBoat.com to book your cruise👇

Afternoon, evening, and late night cruises all summer long

Enjoy a luxury yacht with full bars, dance floor & one of Chicago’s best DJs performing live!

Tix start at $20 - use promo code CHI20IG for an additional discount! LINK IN BIO (ChicagoPartyBoat.com)

It’s sangria time! Early Bird tix start at $29 for Sangria Fest ON THE BEACH! Tix include 3 hours of tastings! Join us a...
06/09/2024

It’s sangria time! Early Bird tix start at $29 for Sangria Fest ON THE BEACH! Tix include 3 hours of tastings! Join us at Shore Club Chicago TOMORROW Friday, September 6th for an unrivaled sangria tasting experience at North Ave. Beach!

🎟: Get your tickets now at RiverNorthFests.com! Hurry, prices will increase soon!

Grab your closest friends and come enjoy this beachfront getaway while sipping a variety of different sangrias!

☀️🚤For a limited time, score $20 Early Bird tix to a Chicago Skyline Cruise at ChicagoPartyBoat.com! Cruise Lake Michiga...
05/09/2024

☀️🚤For a limited time, score $20 Early Bird tix to a Chicago Skyline Cruise at ChicagoPartyBoat.com! Cruise Lake Michigan on a 2 story boat! 🚤☀️

2 Levels | Live DJ | 2 Fully Stocked Bars | Incredible Views of the Chicago Skyline

🌊Cruise 🍻 Drink ✨ Dance 😎 Good Vibes ⚓️ Cruises Every Weekend!

🎟: Get an additional discount w/ promo code CHI20FB at ChicagoPartyBoat.com. Hurry, prices will increase!

It’s  , whether you’re celebrating with tavern style or deep dish, we hope to see you at our upcoming West Loop Pizza Fe...
05/09/2024

It’s , whether you’re celebrating with tavern style or deep dish, we hope to see you at our upcoming West Loop Pizza Fests!👇

West Loop Pizza and Beer Fest Saturday,  November 9th! 🍻
West Loop Pizza and Wine Fest Saturday, December 14th!🍷

Tickets include 3 hours of beer/wine and pizza pairings!🍕🥂

LINK IN BIO for tickets! (WestLoopFests.com)

🍻🤠 For a limited time, score $10 Early Bird tix for Wrigleyville Country Fest on Saturday, September 14th!🤠🍻💥 Tix Includ...
05/09/2024

🍻🤠 For a limited time, score $10 Early Bird tix for Wrigleyville Country Fest on Saturday, September 14th!🤠🍻

💥 Tix Include: 👀 Admission to ALL Bars | 🍳 Country Brunch Buffet | 🥃 Whiskey Shot | 🎶Live Music | 💥 Giveaways & More!

🎟: Get an exclusive discount w/ promo code "CHI20FB" at WrigleyvilleCountryFest.com. Hurry, prices will increase!

https://www.facebook.com/events/876590020990162/?active_tab=about

An Adults Only (21+) 90’s/2000's Night at the Zoo- A 21+ After-Hours Event at Lincoln Park Zoo! Pre-Sale tix on sale now...
05/09/2024

An Adults Only (21+) 90’s/2000's Night at the Zoo- A 21+ After-Hours Event at Lincoln Park Zoo! Pre-Sale tix on sale now at RiverNorthFests.com! Join us THIS Friday, September 6th and enjoy a DJ, live band, karaoke, adult beverages, no kids and more!

This event will feature:
🥂Pop-up bars serving beer, wine, seltzer, and canned cocktails throughout the zoo
💎Concession stands serving up your favorite zoo foods
🎼A live DJ spinning the best Y2K hits
🎸Live band playing retro jams
🎤Karaoke in Foreman Pavilion
📸A fun photo booth and photo ops
✨After-hours viewing of gardens and animal habitats
🎯Lawn games and plenty of spaces to relax with friends and family

🎟Score Pre-Sale tickets at RiverNorthFests.com. Hurry, prices will increase!

River North Fests events help keep Lincoln Park Zoo free and open to all 365 days a year. Support your zoo while sipping a cocktail!

https://www.facebook.com/events/1535835010702508?active_tab=about

Official NFL season starts this week! Here’s our list of   bars to catch an NFL game this season! What’re we missing?
04/09/2024

Official NFL season starts this week! Here’s our list of bars to catch an NFL game this season! What’re we missing?

It’s sangria time! Early Bird tix start at $29 for Sangria Fest ON THE BEACH! Tix include 3 hours of tastings! Join us a...
04/09/2024

It’s sangria time! Early Bird tix start at $29 for Sangria Fest ON THE BEACH! Tix include 3 hours of tastings! Join us at Shore Club Chicago THIS Friday, September 6th for an unrivaled sangria tasting experience at North Ave. Beach!

🎟: Get your tickets now at RiverNorthFests.com! Hurry, prices will increase soon!

Grab your closest friends and come enjoy this beachfront getaway while sipping a variety of different sangrias!

🌟🥂For a limited time, score $10 Super Early Bird Taylor Swift Bar Crawl tickets at TaylorSwiftBarCrawl.com!🥂🌟💥Tix Includ...
03/09/2024

🌟🥂For a limited time, score $10 Super Early Bird Taylor Swift Bar Crawl tickets at TaylorSwiftBarCrawl.com!🥂🌟

💥Tix Include: 👀 Admission | 🍳Free Brunch Buffet |💎Gift Cards to Use on the Crawl |🥃Taylor Themed Drink Specials | ✨All the Taylor Swift Music You Can Handle |💥Giveaways & More!

Join us Saturday, November 9th in Wrigleyville for Eras, Ex's & Everything Taylor!

🎟: Use promo code "CHI20FB" for an additional discount at TaylorSwiftBarCrawl.com. Hurry, prices will increase!

https://www.facebook.com/events/1488061175174385/?active_tab=about

It may be September but summer’s not over yet! We’re bringing all the summer vibes and country music to the streets of W...
03/09/2024

It may be September but summer’s not over yet! We’re bringing all the summer vibes and country music to the streets of Wrigleyville Saturday, September 14th!👇

$10 Early Bird Tickets include:
⭐Admission
🥃A shot of whiskey
🐖A country brunch buffet
🎸Live music & more!

🌟Use promo code CHI20IG for a discount!
LINK IN BIO for tickets! Hurry, prices will increase! (WrigleyvilleCountryFest.com)

🚨$10 Super Early Bird tickets are on sale NOW for The Turkey Crawl! Wrigleyville's Black Wednesday Bar Crawl is BACK on ...
03/09/2024

🚨$10 Super Early Bird tickets are on sale NOW for The Turkey Crawl! Wrigleyville's Black Wednesday Bar Crawl is BACK on Wednesday, November 27th!🚨

👀 Admission to ALL Bars | 🍽 Free Dinner Buffet | 💎 Gift Cards to Use on the Crawl | 🍻Drink Specials | 💥Giveaways & more!

🎟: Visit TheTurkeyCrawl.com to snag your tickets. Hurry, prices will increase!

🎅🎄$9.99 Super Early Bird tickets on sale for TBOX - Chicago’s Christmas Crawl! 🎄🎅👀20+ Bars |💥Admission to ALL Bars |🍳Fre...
02/09/2024

🎅🎄$9.99 Super Early Bird tickets on sale for TBOX - Chicago’s Christmas Crawl! 🎄🎅

👀20+ Bars |💥Admission to ALL Bars |🍳Free Breakfast Buffets |💎Gift Cards to Use on the Crawl |🍻Drink Specials |💥Giveaways & more!

🎟: Score $9.99 tickets at TBOXCrawl.com. Hurry, prices will increase!

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Our Story

Chicago Twenty Something Inc. is a Marketing and Event Planning company that acts as a social network for those in their 20's who work, live, or play in the city. In addition to our weekly events, we also create the best bar crawls, booze cruises, tasting festivals, holiday events and tons more! Some of our most popular events include: The Mustache Crawl, Nova New Year's Eve, Chicago Whiskey Festival, Chicago Shamrock Crawl, Chicago Wine Fest, and Chicago Country Crawl! Want to celebrate your birthday at one of our events? Send us a message and we can get you a free ticket and an awesome deal for your friends! We also work with over 60 of Chicago's best venues to set up private birthday parties, charity events, bachelorette parties, graduation parties, corporate events, or any other special event for any occasion you can think of! Visit www.ChicagoPartyBooker.com, and we can get going on your event today! Chicago Twenty Something is a fun company that works with young adults who are passionate about event coordination, and have the drive for marketing and sales. FAQ’s: Q: How long has Chicago Twenty Something Inc. been in business? A: Chicago Twenty Something Inc. was founded in 2004 Q: How many events have you hosted and what events are you known for? A: Since launching in 2004, we have hosted over 5,000 events. Our signature events include: The Mustache Crawl, Nova New Year's Eve, Chicago Whiskey Festival, Chicago Shamrock Crawl, Chicago Wine Fest, Chicago Country Crawl, and more! Q: How many people currently work at Chicago Twenty Something? A: We currently have 6 Full-Time Employees & 48 Part-Time Event Coordinators & Promoters. Q: What sets you apart from your competitors? A: We have our own corporate office downtown and an amazing internship program. We not only host and promote events but we also set up private events. We've been in business for over 10 years and have been the biggest and most profitable event production company in Chicago for the past four years. Q: What are the benefits of working with us? A: There is unlimited income potential and opportunity for growth. We are a relatively new company that has grown in both the number of employees and revenue consistently for the past five years and we will continue to grow in the future. Q: What is our company culture/work environment like? A: Relaxed, Laid Back, Fun, & Competitive Q: How many customers do you reach? A: We have 200,000 email subscribers, over 21,000 Facebook Fans & over 10,000 Members in our Facebook Group! For more information on all of our events please visit: www.ChicagoTwentySomething.com We are currently hiring Event Ambassadors and Staff to help out with our events. If you are outgoing, social, and like to have a good time with your friends--send us a message for more information. Check out over 100,000 pictures from our past events at www.ChicagoTwentySomething.com