Actual Upland Pricing 2026

See what 160 teams actually pay for Upland, from real contracts tracked in SpendHound

February 25, 2026

How much does Upland cost in 2026?

Based on spend data from actual Upland customers, average SMB pricing for Upland is $5180 per year, while average enterprise pricing for Upland is $245808 per year.

SpendHound collects de-identified spend data from 1,000+ companies across thousands of software vendors. This is from 160 Upland customers reflecting actual pricing, not published rates or estimates.

Learn more about our data methodology.

SMB Pricing

(50-1,000 employees)

$5180

per year

Enterprise Pricing

(1,000+ employees)

$245808

per year

See what Upland will quote you. And how to pay less.

Join 1,000 teams who already know how to beat Upland’s “best” offer.

See exactly what you'll pay for Upland

How much is Upland pricing changing in 2026?

Among contributing SpendHound companies, SMB Upland pricing increased by -75.05% year-over-year, while enterprise Upland pricing increased by 24.04% year-over-year .

The Project and Task Management category overall continues to grow as companies invest in operational efficiency tools. However, finance teams are pushing back on Upland license costs, scrutinizing whether the per-user cost justifies the value across the organization.

-75.05%

Year-over-year based
on 10 SMB customers

24.04%

Year-over-year based
on 67 Enterprise customers

Tracked and optimized by

Is Upland cheaper compared to alternatives?

Evaluating Upland alternatives? Whether you’re comparing Upland vs. OpenAI, Upland vs. Anthropic, or considering another Upland competitor, actual customer spend data shows clear differences in how these tools are priced in practice.

Monday.com

OpenAI vs. Upland pricing

SMB pricing for OpenAI averages $24405 per year, while enterprise pricing for OpenAI averages $561564 per year.

OpenAI

Upland

Delta

SMB Pricing*

(50-1,000 employees)

$24405 per year

$5180 per year

+0%

Enterprise Pricing*

(1,000+ employees)

$561564 per year

$245808 per year

+0%

SMB Pricing*

(50-1,000 employees)

OpenAI

$24405 per year

Upland

$5180 per year

Delta

+0%

Enterprise Pricing*

(1,000+ employees)

OpenAI

$561564 per year

Upland

$245808 per year

Delta

+0%

*based on annual average spend

Anthropic vs. Upland pricing

SMB pricing for Anthropic averages $24423 per year, while enterprise pricing for Anthropic averages $85044 per year.

Anthropic

Upland

Delta

SMB Pricing*

(50-1,000 employees)

$24423 per year

$5180 per year

+0%

Enterprise Pricing*

(1,000+ employees)

$85044 per year

$245808 per year

+0%

SMB Pricing*

(50-1,000 employees)

Anthropic

$24423 per year

Upland

$5180 per year

Delta

+0%

Enterprise Pricing*

(1,000+ employees)

Anthropic

$85044 per year

Upland

$245808 per year

Delta

+0%

*based on annual average spend

Midjourney vs. Upland pricing

SMB pricing for Midjourney averages $530 per year, while enterprise pricing for Midjourney averages $528 per year.

Midjourney

Upland

Delta

SMB Pricing*

(50-1,000 employees)

$530 per year

$5180 per year

+0%

Enterprise Pricing*

(1,000+ employees)

$528 per year

$245808 per year

+0%

SMB Pricing*

(50-1,000 employees)

Midjourney

$530 per year

Upland

$5180 per year

Delta

+0%

Enterprise Pricing*

(1,000+ employees)

Midjourney

$528 per year

Upland

$245808 per year

Delta

+0%

*based on annual average spend

ElevenLabs vs. Upland pricing

SMB pricing for ElevenLabs averages $5650 per year, while enterprise pricing for ElevenLabs averages $11412 per year.

ElevenLabs

Upland

Delta

SMB Pricing*

(50-1,000 employees)

$5650 per year

$5180 per year

+0%

Enterprise Pricing*

(1,000+ employees)

$11412 per year

$245808 per year

+0%

SMB Pricing*

(50-1,000 employees)

ElevenLabs

$5650 per year

Upland

$5180 per year

Delta

+0%

Enterprise Pricing*

(1,000+ employees)

ElevenLabs

$11412 per year

Upland

$245808 per year

Delta

+0%

*based on annual average spend

xAI vs. Upland pricing

SMB pricing for xAI averages $20525 per year, while enterprise pricing for xAI averages $442512 per year.

xAI

Upland

Delta

SMB Pricing*

(50-1,000 employees)

$20525 per year

$5180 per year

+0%

Enterprise Pricing*

(1,000+ employees)

$442512 per year

$245808 per year

+0%

SMB Pricing*

(50-1,000 employees)

xAI

$20525 per year

Upland

$5180 per year

Delta

+0%

Enterprise Pricing*

(1,000+ employees)

xAI

$442512 per year

Upland

$245808 per year

Delta

+0%

*based on annual average spend

Who uses Upland vs. competitors?

Want to see how Upland stacks up against other Project and Task Management tools? SpendHound shows you adoption trends in real time, based on actual spend data from 1,000+ contributing companies.

Upland

vs.

OpenAI

Get started to unlock adoption data from actual contracts in SpendHound—for free.

Get started

Explore pricing for Upland alternatives

helps you track, optimize, and save on business expenses

OpenAI

OpenAI (OpenAI, Inc.) provides generative AI: ChatGPT, GPT models, DALL·E, Whisper and developer APIs/platforms — subscription and usage-based AI solutions for developers, SMBs and enterprises.

View OpenAI pricing

Anthropic

Anthropic PBC offers enterprise-grade generative AI—Claude family LLMs, Claude API/developer platform, code assistant and secure enterprise/government deployments for scalable, compliant AI.

View Anthropic pricing

Midjourney

Midjourney is an AI-powered image generation tool that creates images from text prompts, offering various artistic styles.

View Midjourney pricing

ElevenLabs

Develops natural-sounding speech synthesis software using deep learning for applications like voice cloning and AI dubbing.

View ElevenLabs pricing

xAI

xAI (X.AI Corp.) builds AI products—Grok chatbot, Grok API/SDK, PromptIDE, Aurora image generation and developer tools—offering consumer apps and enterprise AI APIs and training infrastructure.

View xAI pricing

Get the pricing they don’t lead with

Know exactly what you’ll pay before you talk to Upland, using actual contracts from real customers tracked in SpendHound.

Request your custom pricing