Find Discounted Chicago Entertainment | Savings Coupons | Save on Theatre, Live Performance Tickets from Chicago Traveler

The Chicago Office of Tourism brings you discounts at several of Chicago’s entertainment venues, such as two-for-one admissions and percentage discounts. See a classic at the Shakespeare Theater on Navy Pier and get 2-for-1 tickets. If you like authentic blues, enjoy a show and bite to eat at Buddy Guy’s Legends, Sunday - Thursday and you’ll get a 50% discount off admission. Visit the Greenhouse Theater Center in the Lincoln Park area and receive two tickets for the price of one.

Chicago Travel Info

Shows in Chicago

Show Info Price
Re-Spiced A Silk Road Cabaret Located in The Loop


Cheap $20 Best $30
Blue Man Group Located in Lakeview


Cheap $50 Best $90
Pinkalicious the Musical Located in Gold Coast


Cheap $16 Best $22
Rock of Ages Located in The Loop


Cheap $70 Best $80
Jersey Boys Located in The Loop


Cheap $35 Best $165

The Best Discounts - Entertainment in Chicago

With its thriving Theater District, great live music scene and hilarious comedy shows, there’s no shortage of top entertainment in Chicago. From Chicago headliner show mainstays like the Blue Man Group and Second City Improv Theater Downtown, to the brilliant culture of the Chicago Shakespeare Theater and the Symphony Orchestra of Chicago, the Chicago Office of Tourism can help you save on the best Chicago entertainment. Entertainment deals in Chicago give you inside access to the best Chicago shows for less, and help you save big on your upcoming vacation in Chicago. Entertainment deals Chicago include …

  • The Second City Chicago: One of the most iconic theater troupes in America, the Second City Chicago has produced some of the most celebrated comics of all-time - including Bill Murray, Tina Fey and John Belushi, just to name a few. This exclusive entertainment coupon Chicago includes $5 off up to four tickets at this famous Chicago comedy theater Downtown. A favorite with tourists and locals alike, this Chicago entertainment deal is good until April, 2012. (Inside tip: Mention EXPLORE-CHI when ordering the tickets to receive the discount. Also, this top Chicago discounts coupon excludes Saturdays.)
  • The Redhead Piano Bar: Feel like rocking out to your favorites at one of the best piano bars in Chicago? Then check out the Redhead Piano Bar Chicago discount coupons on the ChicaGO guide from the Chicago Office of Tourism. Enjoy a line pass and 20% off your total bill Sun.- Wed. at this favorite Chicago piano bar Downtown.
  • Lookingglass Theatre in Chicago: Get 2-for-1 tickets to Saturday matinee shows at this progressive Chicago theater Downtown. The 2011 Tony Award Winner for Best Regional Theater, the Lookingglass Chicago features an incredible ensemble of Chicago performance artists, and the great savings make this one of the top entertainment discounts in Chicago. (Inside tip: Mention the word TARGET to take advantage of this Chicago entertainment coupon.)
  • Chicago Hot Tix: Do you have some spare time to kill on your vacation in Chicago? Use the Hot Tix Chicago discounts coupons to get last-minute Chicago theater tickets on the best shows in Chicago. Simply print out this favorite Chicago discounts coupon, redeem it at one of their two locations Downtown, kick back and enjoy the show!

For more information on Chicago discounts and entertainment coupons, visit the the Chicago Office of Tourism Web site. Also, see our guide to the best Chicago theaters and shows!

  • Adventure Stage Chicago
  • Barrel of Monkeys
  • Black Ensemble Theater
  • Blue Man Group
  • Buddy Guy’s Legends
  • Chicago a Capella
  • Chicago Chamber Choir
  • Chicago Human Rhythm Project
  • Chicago Opera Theater
  • Chicago Shakespeare Theater
  • Chicago Symphony Orchestra
  • Chicago Theater Stories Walking Tour
  • Collaboraction
  • The Dance Center of Columbia College Chicago
  • Goodman Theatre
  • Greenhouse Theater Center
  • Hot Tix
  • Mazi Dance Fitness Centre
  • New Leaf Theatre
  • One Plus One Events
  • Orion Ensemble
  • pH Productions
  • Polarity Ensemble Theatre
  • The Redhead Piano Bar
  • The Second City
  • TimeLine Theatre Company
  • TUTA Theatre Chicago
  • Zanies Comedy Club