Chicago boasts more than 200 theaters, with an unprecedented 5 Tony Award-winning regional theatre companies. The local award-winning theater scene showcases everything from Broadway world premieres to edgy original productions year-round.

Treat your culture-hungry group to some of the city's renowned stages and jaw-dropping talent with this sample itinerary.

Day 1
Start your morning at Wildberry Pancakes and Café and see why their flapjacks have been voted best in Chicago.

Cultural Center 

Next, head to the Chicago Cultural Center (above), where free music, dance, cinema and art exhibits, and the world's largest Tiffany stained glass dome sets the tone for a spirited day. Call ahead to arrange a free 45-minute group tour.

For lunch, let them follow their cravings at Foodlife, an urban dining venue with 14 distinctive kitchens serving from-scratch BBQ to sushi. Vouchers are available for groups.

The Burials 

Catch a matinee at the legendary Steppenwolf Theatre Company (above), founded in the mid-70s by actors-in-arms Jeff Perry, Terry Kinney and Gary Sinise. Group tickets can be purchased for any performance throughout the season. For more information, contact

Another option: See a thought-provoking play at Lookingglass Theatre Company in the historic Water Works building. Groups of up to 200 are welcome and student tours and group discounts are available.

Lookingglass Theater 

For dinner, go classic Chicago with deep-dish pizza from Gino's EastGiordano's or Lou Malnati's Pizzeria (below). Ask about private dining spaces and party packages for groups.

Lou Malnatis

Dazzle groups with a hit Broadway musical through Broadway In Chicago at multiple venues downtown, such as Cadillac Palace Theatre, the James M. Nederlander Theatre and The PrivateBank Theatre.

Turn in at the art-centric Hotel Palomar Chicago, where the surrounding River North neighborhood's art galleries and nightlife beckon if guests have the itch for a nightcap.

Day 2
Spend the morning exploring Chicago's lakefront playground. More than 50 acres await at Navy Pier, including a revamped communal dining experience (point groups towards rustic fruit tarts and fantastic coffee at Goddess and The Baker) and the beloved Chicago Shakespeare Theater (below). Inquire about the theater's free Audience Enrichment programs and performances on tap for the year-long Shakespeare 400 event. Discounted tickets are available for groups of 10 or larger.

Chicago Shakespeare Theater - Ext night 

Head to the Loop for a casual lunch of hand-carved sandwiches and daily Chicago specials from the Berghoff Café.

Book a matinee with the Blue Man Group (below) at the Briar Street Theatre. Schedule a special pre-performance group Q&A session with a Blue Man and then settle in for a thrilling stage-stomping afternoon show. Group discounts for 10 or more are available.

Blue Man Group

Catch your breath over appetizers and drinks at the popular Tavern at the Park or treat yourselves to a leisurely steak dinner at Millennium Park's Park Grill Chicago before diving back in with a moving music and dance ensemble at the Harris Theater (below).

Harris Theater at Millennium Park

More Ideas

Chicago Theatre Week
For budget-hunters, this annual two-week celebration of Chicago's world-class theater is the perfect way to catch a show without spending a fortune. Each February during Chicago Theatre Week, visitors and locals can choose from more than 100 productions, with tickets specially priced at $15 and $30 (or less).

2nd Fridays on the Chicago Cultural Mile
Free and discounted concerts, cultural exhibitions, theater productions, city tours and other activities the second Friday of every month. Learn more.

Tip: Check the League of Chicago Theatres' to view shows for over 200 theaters all in one calendar.

See More for Less: Before you pay full-price for your theater event, be sure to check Hot Tix, which has last-minute discounted tickets for every night of the week.


Related Listings

Navy Pier
600 E. Grand Ave.
Chicago, IL 60611
(312) 595-5300

Blue Man Group
3133 N. Halsted St.
Chicago, IL 60657
(773) 348-4000

Broadway In Chicago
17 N. State St.
Chicago, IL 60602
(312) 977-1701

Berghoff Restaurant
17 W. Adams St.
Chicago, IL 60603
(312) 427-3170

Hotel Palomar Chicago, a Kimpton Hotel
505 N. State St.
Chicago, IL 60654
(312) 755-9703

Steppenwolf Theatre Company
1650 N. Halsted St.
Chicago, IL 60614
(312) 335-1650

Lou Malnati’s Pizzeria Chicago- South Loop
805 S State St.
Chicago, IL 60605
(312) 786-1000

Chicago Shakespeare Theater
800 E. Grand Ave.
Chicago, IL 60611
(312) 595-5600

835 N. Michigan Ave.
Chicago, IL 60611
(312) 335-3663

The Harris Theater for Music and Dance
205 E. Randolph Dr.
Chicago, IL 60601
(312) 334-2400

Chicago Cultural Center
78 E. Washington St.
Chicago, IL 60602
(312) 744-3316

Park Grill
11 N. Michigan Ave.
Chicago, IL 60602
(312) 521-7275

Tavern at the Park
130 E. Randolph St.
Chicago, IL 60601
(312) 552-0070

Hot Tix
72 E. Randolph St.
Chicago, IL 60601
(312) 977-9483

Lookingglass Theatre Company
821 N. Michigan Ave.
Chicago, IL 60611
(312) 337-0665

Gino's East South Loop
521 S. Dearborn St.
Chicago, IL 60605
(312) 939-1818

Giordano's Famous Stuffed Pizza
730 N. Rush St.
Chicago, IL 60611
(312) 951-0747

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