I searched for this in the forum but I didn't find anything useful.
I have managed to figure out how to allow people to upload a single image to a post but I want to allow people the ability to upload up to 5 images (or more). How can I do that so that I don't limit them to uploading only one image.
It sounds like you just need to make this image field repetitive.
Go to Toolset > Custom Fields and edit the field in question.
Specify that the field can have more than one value (screenshot).
In the back-end post edit screen and in front-end Forms, the UI will now include the option to add additional images.
(Note that we have ongoing work to switch front-end Forms to use the built-in WordPress image uploader so that users can select multiple images at one time, but I can't say when that will be ready.)
Yes this works but I really think that having the native ability like with WordPress Add Media to click and drag multiple images should be necessary to add as it adds greater user experience being able to upload multiple images at once. It's a bad user experience if users have to keep clicking "add more" 10 times or more each time for each image they need to upload.
This feature request should be in the "soon" roadmap as you have to realize you have clients that have user generated image/photo/art type websites. And not having this feature available is a bad and frustrating experience.
The feature is nearing completion (a fallback for guest users is required, because the built-in media uploader can only be used by logged-in users). We expect minor updates for most of the plugins—including Forms—after a round of QA testing next week, and the intention is for a more significant release for Forms that will include the media uploader not too long afterwards.