Chicago’s stages are serving wildly different flavors this weekend — from a lush operatic dreamscape to razor sharp absurdism to a fizzy musical comedy that practically winks at you from the wings. If you’re looking for something to see, here are three standout productions that deserve a spot on your calendar.
El último sueño de Frida y Diego
Lyric Opera of Chicago — @lyricopera
A visually sumptuous, emotionally charged opera that imagines Frida Kahlo returning from the afterlife for one final encounter with Diego Rivera. The production at Lyric Opera wraps you in color, memory, and myth — a dreamworld where art and longing blur together. If you want a night that feels both epic and intimate, this is the one.
The Cuttlefish, or the Hyrcanian Worldview
Trap Door Theatre — @trapdoorthtr
Trap Door leans all the way into its signature surrealism with this darkly comic, brain bending piece. It’s sharp, strange, and wickedly funny — the kind of show that leaves you buzzing afterward, trying to unpack what you just witnessed. For adventurous theatergoers who crave the unexpected, this is your weekend thrill ride.
The Drowsy Chaperone
Theo Ubique Cabaret Theatre — @theoubiquecabaret
A joyous, meta musical love letter to old school showbiz, delivered with Theo Ubique’s trademark intimacy and charm. It’s buoyant, clever, and irresistibly feel good — the perfect pick if you want to laugh, tap your foot, and leave humming. A cozy, cabaret style escape from the real world.
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