How to move files from Dropbox To iCloud: A step-by-step guide

I wanted to know how to move files from Dropbox to iCloud when I realized I was paying for both services. Turns out loads of Mac and iPhone users keep both Dropbox and iCloud running side by side, which means double subscriptions and constant confusion about where things live.

Are all your devices mostly Apple? Then, consolidating to iCloud not only streamlines backup but can also reduce costs and obviously works more naturally with your Mac and iPhone. The good news is that the move is straightforward.

Reasons to switch to only iCloud

If you mostly use Apple devices, then making the transition over to iCloud makes sense:

• Integrates directly with the Finder

• Syncs Photos, Notes, Mail, Desktop, and Documents automatically

• Feels invisible — that matters

Of course, there are a couple of cases when keeping Dropbox still might work:

• If you collaborate with Windows users daily

• If you use shared folder permissions for teams

Cost also plays a role in 2026. Dropbox Plus typically costs more per month than iCloud+ 200 GB. iCloud+ offers 50 GB, 200 GB, and 2 TB tiers at lower entry pricing.

For me, the move mostly came down to simplicity. With iCloud, I don’t need to think about syncing. It just happens in the background across all my Apple devices.

Preparation: Move files from Dropbox to iCloud

Here are some solid tips that will make that transition smoother, and it all comes down to prep and organization, so the clutter doesn’t follow you and waste precious space.

1. Audit what you actually need. Old client folders from 2021. Duplicate exports. Temporary downloads. Delete what is clearly outdated.

2. Then, organize what remains into logical folders. Clean structure now means less confusion later in iCloud Drive.

Before I transfer any files, I use the My Clutter feature from CleanMyMac to check for any heavy, duplicate files and folders, to me this is pretty important, because iCloud storage is limited and I simply don’t need useless duplicates wasting space.

Here’s how it works:

1. Open CleanMyMac — get your free trial here (free for seven days).

2. Hit My Clutter > Scan.

3. Click Review All Files and Look under Duplicates.

4. Review, select, and click Remove.

How to move files from Dropbox to iCloud by device

1. On MacBook

This is the quickest way on macOS Tahoe.

1. Open Finder and go to your Dropbox folder.

2. Open a second Finder window and select iCloud Drive.

3. Create any matching file structure in iCloud Drive if you need to.

4. Then select all files in Dropbox. (Use Command - A if moving everything).

5. Drag them into the iCloud Drive window.

After transfer, I spot-check key folders. I open a few files directly from iCloud Drive to confirm they open properly.

2. On iPhone/iPad (using the Files app)

If you’re working from iOS:

1. Open the Files app.

2. Tap Browse.

3. Make sure Dropbox is available under Locations.

4. Open Dropbox, then select all the files you want to move, and press Move or Copy.

5. Open iCloud Drive back under Locations, and press Paste.

Avoid web transfers

You can transfer files via icloud.com, but I tend to avoid this option for large transfers. Because browser uploads can be slower, and large folders can fail midway. It’s fine for a few documents, not full migrations. Personally, I think Finder is more reliable and gives better visual confirmation.

Clean up after the transfer

1. After everything syncs to iCloud, verify again by opening iCloud Drive in Finder and checking your iPhone. Double-check storage numbers look accurate.

2. Uninstall Dropbox from your Mac. But remember, dragging the app to the Trash is not enough (a bonus tip on that below).

3. Log in to Dropbox online and downgrade or cancel your subscription if you no longer need it.

As I mentioned above, Apps leave behind leftovers that take up unnecessary space. I use the Applications feature from CleanMyMac to locate and remove app cache files, preferences, and temporary data; here’s how:

1. Open CleanMyMac and select Applications > Scan.

2. Click Manage My Applications.

3. Remove apps you don’t need.

4. Then look under leftovers for any traces.

Optimize your iCloud storage after migration

It’s time to make sure your storage is optimized; here’s a quick checklist.

1. Check your iCloud+ plan and confirm the storage tier fits your needs. 200 GB works well for me. But if you handle video projects, 2 TB might make more sense.

2. In System Settings under Apple Account > iCloud > Drive, enable Desktop and Documents sync if I want seamless file access.

If you find your cloud storage is running low, despite your best efforts, use Cloud Cleanup from CleanMyMac. It highlights large synced files and unnecessary items that may be eating up storage.

So, that’s all there is on how to move files from Dropbox to iCloud.

Frequently asked questions

How long does it take to transfer files?

This totally depends on file size and internet speed. Smaller libraries finish within hours. Large media libraries may take a day.

Will moving files delete them from Dropbox immediately?

No. Moving copies them first. After confirming everything is in iCloud, you can then manually delete your Dropbox versions.