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Chocolatey vs pip

Chocolatey

chocolatey.org

pip

pip.pypa.io

Side by side

FigureChocolateypip
Price from$1.50/moFree
Free planYesYes
Free trial——
Open source——
WindowsYesYes
macOSYesYes
LinuxYesYes
Plans published41
Spec score · Package Managers9.1 (#2)8.8 (#7)
Dependency resolutionYespip can determine and install package dependencies, and its resolver can backtrack when version choices are incompatible.
Free planYesYes
Lockfile supportYesYes
Offline installationYesYes
Package formatsnupkg,nuspec,packages.configsdist,wheel
Private registry authYesYes
Supported platformsWindows; Linux; macOSThe current pip version is supported on Windows, Linux, and macOS, and maintainers do not support other operating systems.

Plans

Chocolatey

  • Open SourceFree
  • Pro$96 a year
  • Business (C4B)$18 a year
  • Chocolatey for Business PerpetualPriced on request

Chocolatey pricing →

pip

  • pipFree

pip pricing →

In their own words

Chocolatey

Chocolatey has no write-up on Specifiction yet; its figures are above.

Visit chocolatey.org

pip

pip installs Python packages from PyPI and other package indexes, as well as from version control URLs, local project directories, and source archives. It supports source distributions and wheels, resolves dependencies, and can install an environment specified in a requirements file. Its install command can produce a JSON report of installed packages. pip runs on Linux, macOS, and Windows, and the current version supports CPython 3.10 through 3.15 and the latest PyPy3. Other operating systems and Python versions are not supported by its maintainers. It is commonly included in virtual environments and Python downloads from python.org; ensurepip and get-pip.py are also installation options. An experimental standalone zip application is available, but its documentation advises against production use. pip is free. It does not collect telemetry, though it sends non-identifying details such as Python version and operating system to the remote indexes it accesses. Remote tampering checks are not enabled by default; hash-checking mode and binary-only installs are listed as more secure options.

Visit pip.pypa.io