Install mingw tools on linux:
sudo apt-get install mingw-w64
clone openssl repo:
git clone https://github.com/openssl/openssl.git
Configure openssl for cross compile:
./Configure --cross-compile-prefix=x86_64-w64-mingw32- mingw64
make
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How to cross compile Openssl 1.1.0 for Windows Host on Ubuntu 14.04 LTS
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./Configure mingw shared --cross-compile-prefix=x86_64-w64-mingw32- --prefix=${WORKSPACE}
worked for me