Top 20 Things To Do In Chicago During The Holiday Season!

Don't hibernate this Winter! Get out and see all of the great things that Chicago has to offer!

20. The Matzo Bash

Get a little mashugana with over 1,500 people at the only party your Bubby wants you to go to! The only Christmas Eve Gala in Chicago!

Tickets and more info HERE!

19. Ice Skate at Millennium Park

For more than a decade, the rink has drawn more than 100,000 skaters annually and is free and open to the public.

For more info click HERE!

18. See Christmas Around the World

The Museum of Science and Industry’s 73rd annual Christmas Around the World and Holidays of Light features more than 50 trees and displays, beautifully decorated by volunteers from Chicago’s ethnic communities to reflect their diverse culture and holiday traditions.

For more info click HERE!

17. Stuff Your Face at the Thanksgiving Feast at The Hilton

On November 27th plan on being at the Hilton Chicago/Oak Brook Hills Resort! This Thanksgiving Feast is great for anyone that can’t make it home for the holiday or just doesn’t want to bother with cooking (we’ve all been there).

For more info click HERE!

16. Black Wednesday at State!

Get a little wild the night before Thanksgiving at STATE in Lincoln Park! Tickets include a Dinner Buffet & 6 Drink Tickets for only $20!

Tickets and more info HERE!

15. Seasonal Tasting at Wonderland Express

Celebrate the holidays at the Chicago Botanic Garden as you participate in tastings of spirits, wine, and winter brews that are all local, while you enjoy the surrounding Wonderland Express exhibition with trains and more than 80 Chicago landmarks.

Tickets and more info HERE!

14. Holiday Lights Segway Tours

Experience a one-of-a-kind tour of Chicago’s unique festivities! Including stops at: Millennium Park, Theater District, the Christmas Tree at Daley Center Plaza and the Christkindlmarket!

For more info click HERE!

13. The McDonald’s Thanksgiving Parade

The classic parade held every year is worth watching. View from the warmth of your home or brave the cold for an unforgettable experience.

For more info click HERE!

12. Catch the Holiday Train!

The Chicago Transit Authority is getting into the holiday spirit with the popular Holiday Train! Santa and his elves will ride the train passing out candy canes and season’s greetings.

Keep an eye out for the updated schedule HERE!

11. Shop The One of a Kind Show and Sale® Chicago

The 14th annual One of a Kind Show will be the ideal place to find truly unique items for yourself, your home and everyone on your holiday gift list. More than 600 talented artists will set up shop at the 2014 show!

For more info click HERE!

10. TBOX

TBOX = The Twelve Bars of Xmas. A marathon twelve hour bar crawl, only for the holiday champions.

Tickets and more info HERE!

9. Sip Shop Savor

An event being put on by Chef Markus Ford, guests can expect hand-crafted food, cocktails, and designer collections. Show up to eat and drink or to shop the exclusive jewelry and bags; either way, expect a great night with an amazing view!

Tickets and more info HERE!

8. The Santa Booze Cruise on Lake Michigan

Drinking is one of the many joys of the holidays, so why not do it on a boat with the big man himself!? Come aboard a 400 person YACHT for The Santa Booze Cruise on Lake Michigan!

Tickets and more info HERE!

7. Magnificent Mile Lights Festival

The BMO Harris Bank Magnificent Mile Lights Festival, the nation’s largest evening holiday celebration. One of the most spectacular Christmas settings in the country!

For more info click HERE!

6. Run The Santa Hustle

Santa Claus is comin’, and is running to your town! Join many of your Santa friends at the Santa Hustle Chicago 5k on Saturday, December 6, 2014.

For more info click HERE!

5. Royal New Year’s Eve!

Ring in the New Year like royalty without the royal price! Get your ticket to Royal New Years Eve, at the old iconic Crobar! This Mega-Club holds 850 people…the best bang for you buck on New Year's Eve with tickets starting at only $15!

Tickets and more info HERE!

4. Visit Christkindlmarket

A winter wonderland for all of the Christmas fans. It’s and village offering food, drinks, and gifts for the whole family based on an old German tradition.

For more info click HERE!

3. Be Amazed by ZooLights!

© Todd Rosenberg Photography

Come check out luminous displays and holiday-season activities throughout zoo grounds. They flip the on switch for the free holiday fun on November 28 until January 4th.

For more info click HERE!

2. The Fireball Santa Crawl

Keep warm with a belly full of Fireball at the first annual Fireball Santa Crawl!

Crawl through River North on Saturday, December 20th!

Tickets and more info HERE!

1. Nova New Year’s Eve!

Voted Chicago’s #1 New Years Eve party 4 years in a row! Ring in the New Year with 1,200 young professionals & recent college grads at one of the biggest clubs in Chicago! With 2 floors and 8 bars you'll never wait for a drink!

Tickets and more info HERE!