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50 Lesbian Dating

Chicago Gay Dating for Men 50 and Up

Chicago men will forgive you almost anything, except putting ketchup on a hot dog. 50 Gay is a dating site for gay men over 50, with members from Rogers Park down to Hyde Park and out into the suburbs. Signing up is free, so see who lives near you before winter arrives.

Just a few of our member benefits*:

  • Create your free photo profile
  • Find single gay men in Chicago
  • See who's online now
  • See who's viewed your profile
  • Send instant messages
  • Introduce yourself by video
  • And many more...

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How Does 50 Gay Work?

We've made our dating website as easy as possible to use. Just follow these simple steps...

  • Step 1

    Join For Free

    Sign up for your free trial dating account using our signup form above.

  • Step 2

    Post Your Own Free Profile

    Let other single men find you with your shiny new profile complete with your best photo.

  • Step 3

    Find Singles Near You

    Use our easy search tool to find single gay men over 50 by postcode. It's so easy.

  • Step 4

    Break The Ice

    Send messages to the men that catch your eye and reply to messages sent to you.


Want a cheeky peak at a few members near you?

We have thousands of single men over 50 in our database, looking to meet other men, just like you. Just select either your nearest city or your region from the menus below for a preview of our latest members near you.

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What is 50+ Gay Dating

Halsted Street and a Bar Full of Art

Along Halsted Street, rainbow pylons carry bronze plaques honoring LGBTQ+ people and groups, together known as the Legacy Walk. Further north, Big Chicks on Sheridan Road has been pouring drinks since 1986 among the owner's own art collection.

Center on Halsted runs Pride in Aging for LGBTQ+ older adults, including regular Golden Diners lunches for over 60s, and the Pride Parade steps off at the end of June.

What is 50+ Gay Dating

Plans for the Long Winter

Winters here are long, so tell people what you enjoy doing indoors from December to March. Search near home first, Andersonville, Lakeview or Oak Park perhaps. A walk along the Legacy Walk, reading the plaques one by one, gives a daytime first date more than enough to talk about.

No cost to join or browse. Premium is the way to send a message. Browse Chicago men today.

Simple Safe Fun 50s Dating

Windy City Answers

Can I search in Milwaukee or Indianapolis too?

Yes. Search by state or city and Milwaukee, Indianapolis and the rest of Illinois come within reach.

Is there support for LGBTQ+ seniors in the suburbs?

Yes. West Suburban LGBTQ+ Senior Services offers social events and support for LGBTQ+ adults aged 55 and over.

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