After Jamie Baker, Alex Bogdanovic and David Rice all exited at the second stage on Tuesday night to leave Britain with only three players in the main draw of the men's singles - Andy Murray, James Ward and Kyle Edmund - 23-year-old Naomi Broady was edged out by France's Caroline Garcia after two tight sets.
The third qualifying seed eventually closed out a 7-6 (8/6) 7-6 (7/3) win before Lincolnshire's Windley fell to a quick 6-4 6-1 defeat to Sesil Karatantcheva of Kazahkstan at Roehampton.
Top qualifying seed Paula Ormaechea was a shock victim of Australia's Casey Dellacqua, who won 6-2 6-1, with fifth seed Eleni Daniilidou retiring hurt at 6-1 2-0 down to Irina Falconi.
Tadeja Majeric, Polona Hercog, Maria Sanchez and Teliana Pereira were other seeds to fall after losing their respective matches against Grace Min, Petra Cetkovska, Shahar Peer and An-Sophie Mestach.
Second qualifying seed Galina Voskoboeva had a better morning, though, seeing off Germany's Anna-Lena Friedsam 6-1 6-4.
In the men's competition, Belgian veteran Olivier Rochus was denied a 13th appearance in Wimbledon's main draw after being forced to retire against Wayne Odesnik while holding a 6-2 6-2 4-6 0-3 lead.
Julian Reister of Germany had been the first man to qualify, at the expense of third qualifying seed Joao Sousa, while Tunisian Marc Gicquel completed a 6-2 3-6 9-7 win over Farrukh Dustov in a match suspended by bad light yesterday.
Australia's Matt Reid, 22, reached the main draw of a grand slam tournament for the first time in his career after recovering from a set down to beat Tim Smyczek 3-6 7-5 7-6 (7/5) 7-5.
Dustin Brown, Jimmy Wang and Michael Przysiezny were other names to make it through by beating Evgeny Korolev, Malek Jaziri and Daniel Munoz-De La Nava respectively.