‘Ready to Love: Chicago’ Trailer + Meet The Singles
Premiering Friday, October 2nd on OWN.
More than ten seasons in, OWN‘s hit dating series Ready to Love continues its search for meaningful connections with an all-new season set in one of America‘s most dynamic cities: Chicago.

Premiering Friday, October 2nd at 8 p.m. ET/PT on OWN, “Ready to Love: Chicago” follows a vibrant group of successful Black singles in their 30s and 40s as they navigate the excitement, challenges, and unexpected twists of finding lasting love in the Windy City.

Hosted by comedian and relationship expert Thomas “Nephew Tommy” Miles, the long-running series has become a fan favorite for its authentic portrayal of modern dating and Black relationships.
Now, for the first time, the franchise brings its search for love to Chicago.

Against the backdrop of one of America‘s most vibrant and culturally rich cities, a diverse group of professionals, including entrepreneurs, executives, attorneys, creatives, and community leaders, take a chance on finding lasting connection.

The season also features the franchise’s first-ever sibling duo searching for love side by side.
Throughout the season, Tommy encourages the singles to look beyond first impressions and focus on the qualities that create strong, lasting partnerships.

Through candid conversations about compatibility, communication, family, values, and future goals, the hopeful romantics must decide whether they’re truly ready to take a chance on love.
“Ready to Love” is produced for OWN by Will Packer Media and Blink49 Studios.

Check Out The New Trailer!
















