The 51 SaaS Companies Ranked by Spend from Chicago (2026)
Chicago is home to 51 recorded SaaS and AI products headquartered here, led by G2 (0.24% of recorded software spend). The order uses recorded software spend share in the Cledara dataset; directory inclusion does not establish current paid usage. Data as of .
What this ranking measures
Location is the recorded headquarters, which may differ from where a company was founded or where its customers operate. Vendors are ordered by trailing-12-month software spend share in the Cledara dataset. Recorded products without a current paid observation remain in the directory; inclusion alone does not establish current paid usage.
Annual rank changes use the separate global popularity rank, based on payment activity. Missing calendar endpoints stay unavailable. Founding year, employee and funding fields are recorded enrichment facts, which can be incomplete or historical. Full source data is available from the CSV and JSON download links.
The headline and leader facts describe the complete published location. Search and category selections apply to the directory and its downloads.
Top SaaS companies from Chicago
| # | Product | Category | Founded | Employees | Funding | 12-mo activity rank change |
|---|---|---|---|---|---|---|
| 1 |  G2 G2.com is a platform offering a collection of software solutions and user reviews to assist businesses in making decisions about the tools they use. Users can access software categories, including productivity, collaboration, marketing, sales, customer service, and more. Through user reviews and ratings, businesses can evaluate the performance and suitability of different software products for the | Marketing & Growth | 2012 | 501-1,000 employees | $100M - $250M | +204 |
| 2 |  ActiveCampaign ActiveCampaign is a platform that offers email marketing, automation, and CRM capabilities. It provides solutions to various business problems by allowing users to create and manage email marketing campaigns, automate tasks and workflows, and track customer interactions. | Marketing & Growth | 2003 | 1,001-5,000 employees | $100M - $250M | -57 |
| 3 |  Postmark Postmark is a platform that securely delivers transactional emails, like password reset notifications and purchase confirmations, to recipients' inboxes. | Marketing & Growth | 2009 | 1,001-5,000 employees | $100M - $250M | -8 |
| 4 |  Sprout Social Sprout Social helps businesses transform their social media marketing strategy and improve their overall organization. The platform streamlines and scales monitoring and engagement efforts, enabling businesses to manage and respond to social conversations through a unified social inbox. It also offers publishing and scheduling capabilities, access to comprehensive social data and analytics, and li | Marketing & Growth | 2010 | 1,001-5,000 employees | $25M - $50M | -116 |
| 5 |  Keeper Security Keeper Security is a platform that provides password and secrets management solutions to protect individuals and organizations from cybersecurity threats. Their main product, the Password Manager, offers different versions tailored to the needs of enterprise, business, managed service providers (MSPs), public sector, personal, and family users. | IT & Security | 2011 | 501-1,000 employees | -424 | |
| 6 |  Pricelabs PriceLabs is a dynamic pricing tool for vacation rentals that analyzes market data and booking patterns to optimize pricing strategies, integrating with 110+ PMS and Airbnb. | Sales & Revenue | 2014 | 201-500 employees | $25M - $50M | +347 |
| 7 |  Basecamp Basecamp is a project management software and online collaboration tool that is designed to help small teams move faster and make more progress. It aims to solve the struggles of juggling people, projects, clients, deadlines, and expectations, especially for underdog teams competing against larger companies. | Collaboration & Productivity | 1999 | -261 | ||
| 8 |  Fingerprint Fingerprint is a device intelligence platform that identifies up to 99.5% of visitors to web and mobile applications, including anonymous ones. It provides actionable real-time insights about user behavior and intent, enabling detection of fraudulent activities like payment fraud and account takeover. | IT & Security | 2020 | 51-200 employees | $25M - $50M | -339 |
| 9 |  BigMarker BigMarker is a platform for hosting webinars, virtual, hybrid, and in-person events. The platform supports various types of events, from small webinars to large conferences, and integrates with CRM systems for data management. | Marketing & Growth | 2010 | 51-200 employees | +232 | |
| 10 |  Scrapfly Scrapfly provides APIs for web scraping, data extraction, and screenshot capture, solving issues with anti-scraping measures, data format conversion, and automation. | Data & Analytics | 2017 | 51-200 employees | +735 | |
| 11 |  Visible Visible is a platform designed to provide businesses with tools for managing their investments and portfolios. It offers features that allow users to track key performance indicators, analyze financial data, and generate reports to gain insights into their investment activities. Additionally, Visible offers collaboration tools that enable teams to work together on investment analysis, portfolio ma | Finance & Accounting | 2016 | 11-50 employees | $1M - $5M | -784 |
| 12 |  Jungle Scout Jungle Scout is a platform designed for Amazon sellers, providing tools and resources for product research, keyword research, sales analytics, and inventory management. | Operations & Supply Chain | 2015 | 51-200 employees | $100M - $250M | +18 |
| 13 |  GMass GMass is a platform that enables email marketing and mass email campaigns through Gmail. | Marketing & Growth | 2014 | 11-50 employees | -277 | |
| 14 |  Xverify Xverify is a real-time data validation platform that offers services such as email, phone, postal address, name, IP, and reverse phone verification. These services integrate via JavaScript, REST API, or batch upload to support fraud prevention, deliverability, and hygiene workflows. | Marketing & Growth | 2011 | 2-10 employees | +905 | |
| 15 |  QuillBot QuillBot is an AI-powered paraphrasing tool that enhances your writing by providing various ways to rephrase your text. It aims to improve your fluency, vocabulary, tone, and style, allowing you to use the right words for any occasion. The tool offers unlimited Custom modes and 8 predefined modes, giving you the flexibility to customize the amount of vocabulary change you want. It also utilizes an | Marketing & Growth | 2017 | 201-500 employees | $1M - $5M | +750 |
| 16 | 123RF | Marketing & Growth | 2005 | 201-500 employees | ||
| 17 |  Appiphony Appiphony's Drive Connect integrates Salesforce with Google Drive, enabling document generation using Salesforce data, storage of files in Google Drive, and synchronization of file updates between both platforms. | Sales & Revenue | 2009 | 11-50 employees | ||
| 18 |  Certiverse Certiverse is an online platform that enables organisations to create, manage, schedule and deliver professional exams and certification tests. The platform supports the full exam lifecycle from content development through delivery and reporting. | People Ops & Talent | 2019 | 51-200 employees | $10M - $25M | |
| 19 |  ChangeTower ChangeTower is a platform that monitors and tracks changes on websites, providing real-time alerts and notifications to users. | Marketing & Growth | 2016 | 2-10 employees | ||
| 20 | Cision | Marketing & Growth | 1,001-5,000 employees | $250M+ | ||
| 21 |  CloudForecast CloudForecast is a SaaS platform that provides daily AWS cost management reports and an AWS cost dashboard. It helps users track their spending, forecast end-of-month costs, and identify cost anomalies, with integration options for Slack, Teams, and more. | Sales & Revenue | 2017 | 2-10 employees | ||
| 22 |  Copado A DevOps platform for Salesforce that automates CI/CD pipelines, manages deployments, and ensures compliance with built-in testing and analytics, requiring Salesforce integration. | Engineering & DevOps | 2013 | 501-1,000 employees | ||
| 23 |  DYNO Mapper DYNO Mapper streamlines the discovery, analysis, and planning phase of web development. | Marketing & Growth | 2014 | 2-10 employees | ||
| 24 |  FigPii FigPii is a platform for conversion rate optimization and website user research. The tool provides heatmaps, session recordings, and A/B testing features through a single interface to identify visitor behavior patterns. | Marketing & Growth | 2016 | 11-50 employees | ||
| 25 | Greyscalegorilla | Marketing & Growth | 11-50 employees | |||
| 26 | Grubhub | Operations & Supply Chain | 1,001-5,000 employees | |||
| 27 |  Highrise Highrise is a CRM (customer relationship management) platform designed for small business use. It offers contact and task management, enabling tracking of client communications and deal statuses. The software supports contact importation from sources like Outlook, Gmail, and Excel, and allows for contact organization and searching. Additional features include note-adding, task creation and reminde | People Ops & Talent | 2007 | 2-10 employees | ||
| 28 |  Hologram Hologram provides a global IoT SIM and connectivity platform that enables devices to switch carriers automatically, ensuring 99.95% uptime and supporting 2G to 5G networks. | IT & Security | 2013 | 51-200 employees | ||
| 29 |  Litera Litera is a software company that offers a suite of legal technology solutions. Its main product is Litera Draft, a comprehensive document drafting software for legal professionals that streamlines the creation, review, and management of contracts and documents within MS Word. It includes features for proofreading, styling, document repair, and secure document sharing. | Legal, Risk & Compliance | 2001 | 501-1,000 employees | ||
| 30 |  Logikcull Logikcull is an instant eDiscovery solution that provides a legal software for processing, reviewing, and producing data. | Legal, Risk & Compliance | 2008 | 501-1,000 employees | $100M - $250M | |
| 31 |  Mailivery Mailivery is a tool that enhances email sender reputation through AI-generated email conversations in inboxes, aiming to bypass spam filters and improve email deliverability by ensuring emails reach recipients' inboxes. | Marketing & Growth | 2020 | 11-50 employees | ||
| 32 |  Peoplevine Peoplevine is a Member Experience + CRM Platform to facilitate digital member experiences with self-service tools to collect & connect data. | Sales & Revenue | 2013 | 11-50 employees | ||
| 33 | Phenix | Engineering & DevOps | 2013 | 51-200 employees | $10M - $25M | |
| 34 |  Pushover Pushover is a platform that offers a straightforward API for sending real-time push notifications to devices. It allows developers to integrate push notification functionality into their applications or services, enabling the delivery of alerts, messages, or updates directly to users' devices. Compatible with various platforms, including iOS, Android, and desktop browsers, Pushover provides a vers | Engineering & DevOps | 2012 | |||
| 35 | Puttshack Bank | 2017 | 1,001-5,000 employees | $100M - $250M | ||
| 36 |  ReviewTrackers ReviewTrackers is a customer feedback software used to measure and analyze customer experience. | Customer Success & Support | 2012 | 51-200 employees | ||
| 37 | Rocket Travel by Agoda | Operations & Supply Chain | 201-500 employees | $5M - $10M | ||
| 38 |  RSVPify RSVPify is an online platform that enables users to create customized event registration forms, manage guest lists, and handle ticket sales. It offers tools for sending email invitations, collecting RSVPs, and facilitating event check-ins. | Marketing & Growth | 2013 | 11-50 employees | ||
| 39 |  Screencastify Screencastify is a video creation platform that enables users to record, edit, and share videos up to 10 minutes long, with features for interactive questions and Google Drive integration. | Marketing & Growth | 2013 | 51-200 employees | ||
| 40 | SDR Nation | Sales & Revenue | 2020 | 11-50 employees | ||
| 41 |  ShowingTime ShowingTime+ is a real estate technology suite that automates showing scheduling, transaction management, and market reporting for agents and MLSs. | 1999 | 201-500 employees | |||
| 42 |  Sovren Sovren develops Resume/CV Parsing and Semantic Matching / Artificial Intelligence Matching (AIM) components. | People Ops & Talent | 1996 | 11-50 employees | ||
| 43 |  Tegus Tegus is a platform that provides expert call transcripts, financial models, company filings, and benchmarking tools to support investment research. The platform allows institutional users to access expert insights, analyze financial data, and request custom expert calls through a unified interface. | Finance & Accounting | 2017 | 501-1,000 employees | $10M - $25M | |
| 44 | TrueOps | Finance & Accounting | 2023 | 2-10 employees | ||
| 45 | VeryGoodCopy | Marketing & Growth | 2014 | Self-employed | ||
| 46 | Vuplex | Engineering & DevOps | 2018 | Self-employed | ||
| 47 |  DocuSeal DocuSeal provides a secure platform for electronic signatures and document management. It allows users to electronically sign, manage, and share documents while ensuring compliance with legal and security standards. The platform offers features such as document tracking, automated workflows, and integration with other business tools to streamline the signing process and document handling. | Legal, Risk & Compliance | 2023 | 2-10 employees | +409 | |
| 48 |  Betterteam Betterteam is an applicant tracking system that distributes job postings to 100+ job boards, collects candidate applications, and manages hiring processes. | People Ops & Talent | 2016 | 11-50 employees | ||
| 49 | Deep.ad | Marketing & Growth | 2017 | 2-10 employees | ||
| 50 |  Soundslice Soundslice is a web-based platform designed for interactive music learning. It synchronizes sheet music with audio and video recordings, allowing users to practice, transcribe, and teach music. | Collaboration & Productivity | 2012 | |||
| 51 |  Source Elements Source Elements provides solutions for real-time remote audio and video collaboration, enabling professionals to record, review, and approve media content. | Collaboration & Productivity | 2005 | 51-200 employees |
Chicago startups by size and funding
The largest SaaS company from Chicago by headcount is Grubhub (1,001-5,000 employees).
16 of 51 have disclosed funding, topped by Cision ($250M+).
The newest entrant is TrueOps (founded 2023).
What Chicago startups build
- Marketing & Growth 19
- Sales & Revenue 5
- People Ops & Talent 4
- Engineering & DevOps 4
- IT & Security 3
- Collaboration & Productivity 3
- Finance & Accounting 3
- Operations & Supply Chain 3
- Legal, Risk & Compliance 3
- Data & Analytics 1
- Other 1
- Customer Success & Support 1
Chicago vs the United States
Chicago accounts for 1% of the 3,551 recorded SaaS products headquartered in the United States. See the full United States ranking →
Frequently asked questions
Which SaaS vendors lead the Chicago spend ranking?
G2, ActiveCampaign and Postmark are the leading SaaS products headquartered in Chicago, ordered by recorded software spend share in the Cledara dataset. Last updated 26 October 2026, 22:43 UTC.
How many SaaS companies are based in Chicago?
51 SaaS and AI products have recorded headquarters in Chicago in this directory. Products without current paid observations remain included. This is a Cledara dataset count, not a census of local companies.
Which Chicago vendors gained payment-activity rank?
Xverify and Scrapfly show the strongest global payment-activity rank gains among vendors headquartered in Chicago over three calendar months.
How is this different from other Chicago startup lists?
This directory groups vendors by recorded headquarters and orders them by trailing-12-month software spend share in Cledara's customer dataset. The annual change column uses the separate global payment-activity rank. Neither measure is a distinct-customer adoption percentage.