1978 - LGBT+ / Queer / Gay Pride Flag (1st)
LGBT+ / Queer / Gay Pride Flag (2nd)
1979 - LGBT+ / Queer / Gay Pride Flag (3rd)
1989 - Leather Pride Flag
1998 - Bisexual Pride Flag
1999 - Transgender Pride Flag
Lesbian Pride Flag (1st, Labrys, representing feminist action)
Early 2000s - Straight Ally Pride Flag
2009 - Intersex Pride Flag (1st)
2010 - Pansexual Pride Flag
2011 - Genderqueer Pride Flag
Aromantic Pride Flag (1st)
2012 - Genderfluid Pride Flag
2013 - Intersex Pride Flag (2nd)
2013(?) - Autosexual Pride Flag
2013 - Ceterosexual Pride Flag (1st; with heart)
Some time before 2014 - Bigender Pride Flag (1st)
2014 - Nonbinary Pride Flag
Aromantic Pride Flag (3rd)
Mid-2010s - Gay Man Pride Flag (1st)
2015 - Omnisexual Pride Flag
Sapphic Pride Flag (original)
2016 or earlier - Lith Pride Flag
Achillean Pride Flag (original)
2016 - Two-Spirit Pride Flag (1st?)
2018 - Lesbian Pride Flag (3rd, if you count the lipstick variant, which many didn’t until the late 2010s)
2019 - Gay Man Pride Flag (3rd)
Important note: The existence of a pride flag does not mean that a word or community were never established beforehand (for example, omnisexual dates back to the 50s/60s!). Additionally, the lack of a flag does not mean something is fake.
This also does not include all variations of (some of) these flags because that would take all night to list.
There is of course WAY MORE than this! But I thought people ought to know just how old or how new some flags are.