(Category) (Category) OpenLDAP Faq-O-Matic : (Category) OpenLDAP Developer's FAQ : (Category) Porting OpenLDAP : (Category) Porting to Cygwin
This answer details how to build OpenLDAP 2.X-devel using Cygnus's Cygwin Sourceware (http://sourceware.cygnus.com/cygwin/).

This port is EXPERIMENTAL. Contributions welcomed.

Due to various Winsock-specific bugs, building with Cygwin is discouraged. Use the MinGW port instead. See (Xref) Porting to MinGW.
Current Status: 
  libraries build
  tools build
Need: 
  ldbm compatible database (BerkeleyDB2 or GDBM)
  posix thread library (Cygwin devel?)

(Answer) Install CGYWIN
(Answer) Update C translator
(Answer) POSIX Regex
(Answer) Running configure
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