To update pip on pycharm:
- Open project settings (File > Settings...) (preferences on Mac)
- Project > Project Interpreter
- Press the + button
- Type "pip" in the top search box
- In the lower right corner choose "specify version"
- Choose your version and press Install Package

To update pip on pycharm:
- Open project settings (File > Settings...) (preferences on Mac)
- Project > Project Interpreter
- Press the + button
- Type "pip" in the top search box
- In the lower right corner choose "specify version"
- Choose your version and press Install Package

To upgrade any package to its latest version in PyCharm, the easiest way is to use Upgrade button.
When any package has newer version available, it shows in "Latest" column with horizontal blue arrow.
Any such package can be selected and click on the Vertical arrow button on right side (as you can see in below screenshot) will upgrade that package to latest version.

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I'm not sure if this is where I need to put this but I'm having issues with an older package and I'm trying to update pip but I keep getting an error as follows...
pip install --upgrade pip
Traceback (most recent call last):
File "/home/*Me*/.local/bin/pip", line 7, in <module>
from pip._internal import main
ImportError: No module named _internal
I have no idea what this means but I'm trying to update some packages in PyCharm. Hopefully someone knows how to fix this. I'm running pip 10.0.1 if that helps. Trying to upgrade to 19.0.3.
It might be because of the fact that pycharm and the system are using two different python virtual environments.
You can fix it from 2 ends, either from pycharm or from the system version: depending on whichever is favorable for you.
From Pycharm, follow the below steps:
- Open project settings (File > Settings...) (preferences on Mac)
- Type pip in the search bar.
- Select the pip in the right search results.
- Select the checkbox 'specify version' and select the required version.
Attached screenshot for reference.

Visit this video https://www.youtube.com/watch?v=elbHf9sAy-0 it may help! Good luck!
I was hoping I could get some help. I found a similar issue here, but it didn't get resolved. Only work around solutions are offered up right now.
https://intellij-support.jetbrains.com/hc/en-us/community/posts/360000530279-unable-to-upgrade-the-pip-version-?page=1#community_comment_360000326859
I have had issues getting PIP and SetupTools to upgrade in my projects. I was able to figure those out but would like to solve it once and not have to keep doing it again and again. My issue is that I can't seem to upgrade PIP to the latest version now 19.0.1 and SetupTools to 40.6.3 and have that update be in place for all future projects. I have gone to command line and browsed to the path of my Python interpreter and performed the upgrades, they are successful. When I open up PyCharm it confirms they packages are upgraded. That is a neat trick and works well.
What isn't working and seems to be a mystery so far is where is PyCharm pulling the "template" or model venv when creating new projects? Where is it so I can upgrade that location?
Thanks for your time.
I wanted to update all packages in one shot, I'm currently using pycharm professional version by student license. I'm not sure that this approach can be applied on your Pycharm since our versions are different, but I want to share my experience.
Go to [File > Settings] and choose the interpreter which you'd wanted to upgrade its packages, and pick packages with Ctrl-Left Click or Shift-Left Click or Ctrl+A, and click the update button (triangle icon).
You could run
Copypip list --outdated
from the terminal windows in PyCharm. This will list all the packages that need to be updated.
Edit this list to do a "pip install --upgrade", appending the list.