This essay examines the work of several poets (including Langston Hughes, Kay Ulanday Barrett, Christopher Leland, Julie Gard, Heiu Minh Nguyen, Danez Smith, and Rane Arroyo) who engage the Midwest as a resonant source for writing about a host of topics pertaining to queer self-awareness, belonging, and memory. Not unlike the work of recent scholars aiming to dislodge the rural in particular and the Midwest more broadly as a site of unbridled anti-LGBT sentiment and politics, the essay illustrates how these poets refuse essentialist beliefs about the Midwest to instead register the myriad queer histories, cultures, and experiences stemming from America’s heartland. Furthermore, as it considers the inextricable bond between “the Midwest” and “the rural,” the essay illustrates how the urban Midwest additionally requires consideration for the way that cities like Minneapolis, Detroit, and Chicago are indeed part and parcel of the heartland yet frequently eclipsed by the customary association of gay liberation with major metropolitan coastal cities like San Francisco, Los Angeles, and New York.