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Which app do you use?

This task starts with Chat uploads.

Yes. Claude Free has Chat uploads.

Source for this answer and the card below: Upload files to Claude, checked on 21 Oct 2026

Do you need to pay for this?

For uploads, no. Claude Free has it. We haven't checked the rest of this task yet.

Start with this

Chat uploads

Upload files and images

On Claude FreeYes

The catch:

500 MB per file
20 files per chat
images 8000×8000 px

Show all 5 limitsShow fewer limits

PDFs up to 1,000 pages
Only PDFs of 100 pages or less get visual analysis

See feature details →

Go deeper

Other personal plans
Pro	Yes
Max 5x	Yes
Max 20x	Yes

Work plans
Team Standard	Yes
Team Premium	Yes
Enterprise	Yes

We haven't checked more for this task yet.

This task starts with Chat uploads.

Yes. Claude Pro has Chat uploads.

Source for this answer and the card below: Upload files to Claude, checked on 21 Oct 2026

Do you need to pay for this?

For uploads, no. Claude Pro has it. We haven't checked the rest of this task yet.

Start with this

Chat uploads

Upload files and images

On Claude ProYes

The catch:

500 MB per file
20 files per chat
images 8000×8000 px

Show all 5 limitsShow fewer limits

PDFs up to 1,000 pages
Only PDFs of 100 pages or less get visual analysis

See feature details →

Go deeper

Other personal plans
Free	Yes
Max 5x	Yes
Max 20x	Yes

Work plans
Team Standard	Yes
Team Premium	Yes
Enterprise	Yes

We haven't checked more for this task yet.

This task starts with Chat uploads.

Yes. Claude Max 5x has Chat uploads.

Source for this answer and the card below: Upload files to Claude, checked on 21 Oct 2026

Do you need to pay for this?

For uploads, no. Claude Max 5x has it. We haven't checked the rest of this task yet.

Start with this

Chat uploads

Upload files and images

On Claude Max 5xYes

The catch:

500 MB per file
20 files per chat
images 8000×8000 px

Show all 5 limitsShow fewer limits

PDFs up to 1,000 pages
Only PDFs of 100 pages or less get visual analysis

See feature details →

Go deeper

Other personal plans
Free	Yes
Pro	Yes
Max 20x	Yes

Work plans
Team Standard	Yes
Team Premium	Yes
Enterprise	Yes

We haven't checked more for this task yet.

This task starts with Chat uploads.

Yes. Claude Max 20x has Chat uploads.

Source for this answer and the card below: Upload files to Claude, checked on 21 Oct 2026

Do you need to pay for this?

For uploads, no. Claude Max 20x has it. We haven't checked the rest of this task yet.

Start with this

Chat uploads

Upload files and images

On Claude Max 20xYes

The catch:

500 MB per file
20 files per chat
images 8000×8000 px

Show all 5 limitsShow fewer limits

PDFs up to 1,000 pages
Only PDFs of 100 pages or less get visual analysis

See feature details →

Go deeper

Other personal plans
Free	Yes
Pro	Yes
Max 5x	Yes

Work plans
Team Standard	Yes
Team Premium	Yes
Enterprise	Yes

We haven't checked more for this task yet.

This task starts with Chat uploads.

Yes. Claude Team Standard has Chat uploads.

Source for this answer and the card below: Upload files to Claude, checked on 21 Oct 2026

Do you need to pay for this?

For uploads, no. Claude Team Standard has it. We haven't checked the rest of this task yet.

Start with this

Chat uploads

Upload files and images

On Claude Team StandardYes

The catch:

500 MB per file
20 files per chat
images 8000×8000 px

Show all 5 limitsShow fewer limits

PDFs up to 1,000 pages
Only PDFs of 100 pages or less get visual analysis

See feature details →

Go deeper

Other personal plans
Free	Yes
Pro	Yes
Max 5x	Yes
Max 20x	Yes

Work plans
Team Premium	Yes
Enterprise	Yes

We haven't checked more for this task yet.

This task starts with Chat uploads.

Yes. Claude Team Premium has Chat uploads.

Source for this answer and the card below: Upload files to Claude, checked on 21 Oct 2026

Do you need to pay for this?

For uploads, no. Claude Team Premium has it. We haven't checked the rest of this task yet.

Start with this

Chat uploads

Upload files and images

On Claude Team PremiumYes

The catch:

500 MB per file
20 files per chat
images 8000×8000 px

Show all 5 limitsShow fewer limits

PDFs up to 1,000 pages
Only PDFs of 100 pages or less get visual analysis

See feature details →

Go deeper

Other personal plans
Free	Yes
Pro	Yes
Max 5x	Yes
Max 20x	Yes

Work plans
Team Standard	Yes
Enterprise	Yes

We haven't checked more for this task yet.

This task starts with Chat uploads.

Yes. Claude Enterprise has Chat uploads.

Source for this answer and the card below: Upload files to Claude, checked on 21 Oct 2026

Do you need to pay for this?

For uploads, no. Claude Enterprise has it. We haven't checked the rest of this task yet.

Start with this

Chat uploads

Upload files and images

On Claude EnterpriseYes

The catch:

500 MB per file
20 files per chat
images 8000×8000 px

Show all 5 limitsShow fewer limits

PDFs up to 1,000 pages
Only PDFs of 100 pages or less get visual analysis

See feature details →

Go deeper

Other personal plans
Free	Yes
Pro	Yes
Max 5x	Yes
Max 20x	Yes

Work plans
Team Standard	Yes
Team Premium	Yes

We haven't checked more for this task yet.

This task starts with File uploads.

Yes, with a limit. ChatGPT Free has File uploads: 3 file uploads per day.

Source for this answer and the card below: Uploading files and audio to ChatGPT, checked on 21 Oct 2026

Do you need to pay for this?

For uploads, no. ChatGPT Free has it. We haven't checked the rest of this task yet.

Start with this

File uploads

Upload documents, spreadsheets, presentations, images, and audio

On ChatGPT FreeYes, with a limit3 file uploads per day

The catch:

512 MB per file for documents and presentations
2 million tokens per text or document file (not spreadsheets)
About 50 MB for CSV files and spreadsheets, depending on the size of each row

Show all 8 limitsShow fewer limits

20 MB per image
80 files every 3 hours
Free: 3 file uploads per day
OpenAI may lower these limits during peak hours
Audio uploads are not on the Free plan

See feature details →

Go deeper

Other personal plans
Go	Yes
Plus	Yes
Pro 100	Yes
Pro 200	Yes
Pro 500	Yes

Work plans
Business Standard	Yes
Business Premium	Yes
Enterprise	Yes
Edu	Yes

We haven't checked more for this task yet.

This task starts with File uploads.

Yes. ChatGPT Go has File uploads.

Source for this answer and the card below: Uploading files and audio to ChatGPT, checked on 21 Oct 2026

Do you need to pay for this?

For uploads, no. ChatGPT Go has it. We haven't checked the rest of this task yet.

Start with this

File uploads

Upload documents, spreadsheets, presentations, images, and audio

On ChatGPT GoYes

The catch:

512 MB per file for documents and presentations
2 million tokens per text or document file (not spreadsheets)
About 50 MB for CSV files and spreadsheets, depending on the size of each row

Show all 8 limitsShow fewer limits

20 MB per image
80 files every 3 hours
Free: 3 file uploads per day
OpenAI may lower these limits during peak hours
Audio uploads are not on the Free plan

See feature details →

Go deeper

Other personal plans
Free	Yes, with a limit3 file uploads per day
Plus	Yes
Pro 100	Yes
Pro 200	Yes
Pro 500	Yes

Work plans
Business Standard	Yes
Business Premium	Yes
Enterprise	Yes
Edu	Yes

We haven't checked more for this task yet.

This task starts with File uploads.

Yes. ChatGPT Plus has File uploads.

Source for this answer and the card below: Uploading files and audio to ChatGPT, checked on 21 Oct 2026

Do you need to pay for this?

For uploads, no. ChatGPT Plus has it. We haven't checked the rest of this task yet.

Start with this

File uploads

Upload documents, spreadsheets, presentations, images, and audio

On ChatGPT PlusYes

The catch:

512 MB per file for documents and presentations
2 million tokens per text or document file (not spreadsheets)
About 50 MB for CSV files and spreadsheets, depending on the size of each row

Show all 8 limitsShow fewer limits

20 MB per image
80 files every 3 hours
Free: 3 file uploads per day
OpenAI may lower these limits during peak hours
Audio uploads are not on the Free plan

See feature details →

Go deeper

Other personal plans
Free	Yes, with a limit3 file uploads per day
Go	Yes
Pro 100	Yes
Pro 200	Yes
Pro 500	Yes

Work plans
Business Standard	Yes
Business Premium	Yes
Enterprise	Yes
Edu	Yes

We haven't checked more for this task yet.

This task starts with File uploads.

Yes. ChatGPT Pro 100 has File uploads.

Source for this answer and the card below: Uploading files and audio to ChatGPT, checked on 21 Oct 2026

Do you need to pay for this?

For uploads, no. ChatGPT Pro 100 has it. We haven't checked the rest of this task yet.

Start with this

File uploads

Upload documents, spreadsheets, presentations, images, and audio

On ChatGPT Pro 100Yes

The catch:

512 MB per file for documents and presentations
2 million tokens per text or document file (not spreadsheets)
About 50 MB for CSV files and spreadsheets, depending on the size of each row

Show all 8 limitsShow fewer limits

20 MB per image
80 files every 3 hours
Free: 3 file uploads per day
OpenAI may lower these limits during peak hours
Audio uploads are not on the Free plan

See feature details →

Go deeper

Other personal plans
Free	Yes, with a limit3 file uploads per day
Go	Yes
Plus	Yes
Pro 200	Yes
Pro 500	Yes

Work plans
Business Standard	Yes
Business Premium	Yes
Enterprise	Yes
Edu	Yes

We haven't checked more for this task yet.

This task starts with File uploads.

Yes. ChatGPT Pro 200 has File uploads.

Source for this answer and the card below: Uploading files and audio to ChatGPT, checked on 21 Oct 2026

Do you need to pay for this?

For uploads, no. ChatGPT Pro 200 has it. We haven't checked the rest of this task yet.

Start with this

File uploads

Upload documents, spreadsheets, presentations, images, and audio

On ChatGPT Pro 200Yes

The catch:

512 MB per file for documents and presentations
2 million tokens per text or document file (not spreadsheets)
About 50 MB for CSV files and spreadsheets, depending on the size of each row

Show all 8 limitsShow fewer limits

20 MB per image
80 files every 3 hours
Free: 3 file uploads per day
OpenAI may lower these limits during peak hours
Audio uploads are not on the Free plan

See feature details →

Go deeper

Other personal plans
Free	Yes, with a limit3 file uploads per day
Go	Yes
Plus	Yes
Pro 100	Yes
Pro 500	Yes

Work plans
Business Standard	Yes
Business Premium	Yes
Enterprise	Yes
Edu	Yes

We haven't checked more for this task yet.

This task starts with File uploads.

Yes. ChatGPT Pro 500 has File uploads.

Source for this answer and the card below: Uploading files and audio to ChatGPT, checked on 21 Oct 2026

Do you need to pay for this?

For uploads, no. ChatGPT Pro 500 has it. We haven't checked the rest of this task yet.

Start with this

File uploads

Upload documents, spreadsheets, presentations, images, and audio

On ChatGPT Pro 500Yes

The catch:

512 MB per file for documents and presentations
2 million tokens per text or document file (not spreadsheets)
About 50 MB for CSV files and spreadsheets, depending on the size of each row

Show all 8 limitsShow fewer limits

20 MB per image
80 files every 3 hours
Free: 3 file uploads per day
OpenAI may lower these limits during peak hours
Audio uploads are not on the Free plan

See feature details →

Go deeper

Other personal plans
Free	Yes, with a limit3 file uploads per day
Go	Yes
Plus	Yes
Pro 100	Yes
Pro 200	Yes

Work plans
Business Standard	Yes
Business Premium	Yes
Enterprise	Yes
Edu	Yes

We haven't checked more for this task yet.

This task starts with File uploads.

Yes. ChatGPT Business Standard has File uploads.

Source for this answer and the card below: Uploading files and audio to ChatGPT, checked on 21 Oct 2026

Do you need to pay for this?

For uploads, no. ChatGPT Business Standard has it. We haven't checked the rest of this task yet.

Start with this

File uploads

Upload documents, spreadsheets, presentations, images, and audio

On ChatGPT Business StandardYes

The catch:

512 MB per file for documents and presentations
2 million tokens per text or document file (not spreadsheets)
About 50 MB for CSV files and spreadsheets, depending on the size of each row

Show all 8 limitsShow fewer limits

20 MB per image
80 files every 3 hours
Free: 3 file uploads per day
OpenAI may lower these limits during peak hours
Audio uploads are not on the Free plan

See feature details →

Go deeper

Other personal plans
Free	Yes, with a limit3 file uploads per day
Go	Yes
Plus	Yes
Pro 100	Yes
Pro 200	Yes
Pro 500	Yes

Work plans
Business Premium	Yes
Enterprise	Yes
Edu	Yes

We haven't checked more for this task yet.

This task starts with File uploads.

Yes. ChatGPT Business Premium has File uploads.

Source for this answer and the card below: Uploading files and audio to ChatGPT, checked on 21 Oct 2026

Do you need to pay for this?

For uploads, no. ChatGPT Business Premium has it. We haven't checked the rest of this task yet.

Start with this

File uploads

Upload documents, spreadsheets, presentations, images, and audio

On ChatGPT Business PremiumYes

The catch:

512 MB per file for documents and presentations
2 million tokens per text or document file (not spreadsheets)
About 50 MB for CSV files and spreadsheets, depending on the size of each row

Show all 8 limitsShow fewer limits

20 MB per image
80 files every 3 hours
Free: 3 file uploads per day
OpenAI may lower these limits during peak hours
Audio uploads are not on the Free plan

See feature details →

Go deeper

Other personal plans
Free	Yes, with a limit3 file uploads per day
Go	Yes
Plus	Yes
Pro 100	Yes
Pro 200	Yes
Pro 500	Yes

Work plans
Business Standard	Yes
Enterprise	Yes
Edu	Yes

We haven't checked more for this task yet.

This task starts with File uploads.

Yes. ChatGPT Enterprise has File uploads.

Source for this answer and the card below: Uploading files and audio to ChatGPT, checked on 21 Oct 2026

Do you need to pay for this?

For uploads, no. ChatGPT Enterprise has it. We haven't checked the rest of this task yet.

Start with this

File uploads

Upload documents, spreadsheets, presentations, images, and audio

On ChatGPT EnterpriseYes

The catch:

512 MB per file for documents and presentations
2 million tokens per text or document file (not spreadsheets)
About 50 MB for CSV files and spreadsheets, depending on the size of each row

Show all 8 limitsShow fewer limits

20 MB per image
80 files every 3 hours
Free: 3 file uploads per day
OpenAI may lower these limits during peak hours
Audio uploads are not on the Free plan

See feature details →

Go deeper

Other personal plans
Free	Yes, with a limit3 file uploads per day
Go	Yes
Plus	Yes
Pro 100	Yes
Pro 200	Yes
Pro 500	Yes

Work plans
Business Standard	Yes
Business Premium	Yes
Edu	Yes

We haven't checked more for this task yet.

This task starts with File uploads.

Yes. ChatGPT Edu has File uploads.

Source for this answer and the card below: Uploading files and audio to ChatGPT, checked on 21 Oct 2026

Do you need to pay for this?

For uploads, no. ChatGPT Edu has it. We haven't checked the rest of this task yet.

Start with this

File uploads

Upload documents, spreadsheets, presentations, images, and audio

On ChatGPT EduYes

The catch:

512 MB per file for documents and presentations
2 million tokens per text or document file (not spreadsheets)
About 50 MB for CSV files and spreadsheets, depending on the size of each row

Show all 8 limitsShow fewer limits

20 MB per image
80 files every 3 hours
Free: 3 file uploads per day
OpenAI may lower these limits during peak hours
Audio uploads are not on the Free plan

See feature details →

Go deeper

Other personal plans
Free	Yes, with a limit3 file uploads per day
Go	Yes
Plus	Yes
Pro 100	Yes
Pro 200	Yes
Pro 500	Yes

Work plans
Business Standard	Yes
Business Premium	Yes
Enterprise	Yes

We haven't checked more for this task yet.