Experience Chicago's iconic art and culture with a stay in a refined 4-star hotel in the heart of Downtown.

Enjoy thoughtful amenities unique to each hotel, from fitness centers and swimming pools to on-site dining, rooftop terraces, and more.

Uncover the city's hidden gems with a guided food tour and skip-the-line access to a private art experience at The Art Institute of Chicago.

Your trip also includes 2 tickets to an event of your choice, whether it be live music or a thrilling sports game.

You can also visit some iconic Chicago theaters! Enjoy two tickets to Goodman Theater's production of Feast, as well as two tickets to either of Steppenwolf Theater's productions of The Comeuppance or Ellen B.

Pertinent Terms and Conditions

Feast at Goodman Theater runs from 2/28/27 to 3/27/27

The Comeuppance at Steppenwolf runs from 2/4/27 to3/21/27

Ellen B. at Steppenwolf runs from 4/1/27 to 5/9/27

Winner has 12 months to redeem trip and 24 months to travel.

Please note that airfare is not included, and the tickets to the shows at Goodman Theatre and Steppenwolf Theatre are not exchangeable. In order to redeem both sets of tickets, you must travel during a period where both shows are running. If you cannot do so, your trip still includes 2 tickets to an event of your choice.

Tickets Donated by Goodman Theatre and Steppenwolf Theatre