Chicago's Top 10 Startups That Tech Professionals Should Watch Out For in 2025

By Chevas Balloun

Last Updated: December 4th 2024

Skyline of Chicago city with startup logos representing top tech companies in 2025.

Too Long; Didn't Read:

Chicago's tech scene thrives in 2025, ranking 15th globally with over 1,600 startups and 12 new unicorns. Leading companies like ActiveCampaign and Tempus highlight the city's innovation across AI, cybersecurity, and clean energy. With an average software engineer salary of $128,097 and a cost of living 36.7% lower than San Francisco, Chicago is an attractive tech hub, fostering growth and inclusivity with the highest share of female founders. With a projected $20 billion economic impact led by quantum computing, the city's startup ecosystem continues to evolve and offer incredible opportunities for tech professionals.

Chicago's tech scene is absolutely crushing it in 2025! The latest numbers are mind-blowing - over half a dozen unicorn companies call Chicago home, and they're still multiplying.

The new Quantum Campus investment is projected to bring in $20 billion to the region over the next decade.

  • Leading the charge are companies like ActiveCampaign, Tempus, and G2, with some seriously impressive funding rounds - we're talking billions!
  • The city's startup ecosystem ranks 15th globally, with over 1,600 active startups and 12 new unicorns.
  • The average software engineer salary is hitting $128,097, making Chicago an amazing alternative to super expensive cities like San Francisco or New York.

Plus, Chicago's rocking the highest share of female founders among top tech hubs, proving that innovation here is all about inclusion.

The energy in the tech community is unreal, especially with new players in AI, cybersecurity, and clean energy jumping into the scene. Whether you're a fresh grad or an experienced dev, Chicago's startup scene is definitely where it's at right now!

Table of Contents

  • Methodology: How We Selected the Top 10
  • Pangea Money Transfer: Innovating Fintech
  • Cadre: Revolutionizing Financial Services
  • Nextpoint: Leading in Cloud & Legal Tech
  • Obie Insurance: Proptech Pioneers
  • BenchPrep: Transforming Edtech
  • Kalderos: Analytics & Big Data Experts
  • Ascent: AI Innovations on the Horizon
  • Stride Consulting: At the Forefront of Generative AI
  • CityBase: Enhancing Public Service Technology
  • Albi: Trailblazers in Restoration Technology
  • Challenges and Opportunities in Chicago's Tech Scene
  • Conclusion: A Bright Future for Chicago's Startups
  • Frequently Asked Questions

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Methodology: How We Selected the Top 10

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Let me break down how we picked Chicago's most promising startups for 2025! We didn't just randomly select companies - our team used specific metrics that really matter in today's fast-moving tech scene.

According to recent startup analysis, adaptability and innovation are crucial factors for success.

We looked at companies showing at least 30% revenue growth year-over-year, proving they can handle market challenges and scale effectively.

What's super interesting is how these startups are changing the game with fresh ideas and solutions.

MOVE's latest research shows that companies focusing on AI, sustainability, and digital transformation are leading the pack.

We paid special attention to startups that aren't just following trends but are actually creating new ones - those rare gems that make you think "why didn't anyone think of this before?"

The workplace culture was another major factor in our selection.

Recent industry data confirms that startups with strong team environments perform significantly better, with up to 21% higher profitability.

We checked employee reviews, retention rates, and growth opportunities to find companies where people actually love working. Plus, we considered market recognition because if industry experts are talking about a startup, there's usually a good reason.

Each company on our list has shown they're not just here for a good time, but for a long time, with solid business models and real potential to shape Chicago's tech future.

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Pangea Money Transfer: Innovating Fintech

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Pangea Money Transfer is changing the game in international money transfers in 2025, with their tech pushing boundaries I didn't even know existed. Their super fast transfer system now reaches 24 countries across Latin America, Asia, Africa, and Europe, making it easier than ever to send money home.

What's really cool is how they've made it affordable - their fees are way lower than what banks charge, sometimes saving users up to 75% on transfer costs. The Pangea mobile app is straight-up impressive, letting users send money in literally minutes while keeping everything secure with bank-level encryption and real-time tracking.

Plus, their interface is so clean and simple, even my tech-challenged friends can use it without breaking a sweat.

The company is absolutely crushing it with their AI-powered innovations, especially in foreign exchange.

Their Prime FX marketplace uses artificial intelligence to get the best possible rates, which is seriously next-level stuff.

They've also added features like international bill payments and automatic transfers, making life easier for people supporting family overseas. The numbers speak for themselves - they're trusted by over 6 million customers globally and maintain a solid 4.5-star rating on Trustpilot.

Whether it's sending money to Mexico, the Philippines, or Bangladesh, Pangea's got it covered with lightning-fast transfers and zero hidden fees. It's pretty amazing to see how they're making international money movement as easy as sending a text.

Cadre: Revolutionizing Financial Services

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About Cadre, a fintech company that's seriously changing the game in financial services. Named to Forbes Fintech 50 for seven straight years, Cadre has hit major milestones with over $5 billion in real estate transactions and a solid 18.6% historical return rate.

What makes them stand out? Their platform makes real estate investing way more accessible than ever before, with a minimum investment of just $10,000. Under the leadership of founder Ryan Williams, they've grown their investor base to more than 50,000 accounts, which is pretty impressive.

Combining investment pros, data scientists, and engineers, they're bringing fresh tech to an industry that honestly needed an upgrade. They're using data to break down barriers in commercial real estate investing, making it possible for regular investors to get in on deals that used to be limited to big institutions.

Their platform streamlines everything from deal analysis to investment management, and they've even created a secondary market for real estate investments - something that didn't exist before.

Recently merging with Yieldstreet, they're now part of a combined powerhouse that's generated more than $3.1 billion in returns for clients. What's really cool is how they're not just about making money; they've committed to investing at least 10% of their fund with minority-owned operators and increasing deposits in black-owned banks.

This shows they're thinking about both profits and positive impact, which is exactly what modern investing should be about.

Fill this form to download every syllabus from Nucamp.

And learn about Nucamp's Coding Bootcamps and why aspiring developers choose us.

Nextpoint: Leading in Cloud & Legal Tech

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Nextpoint is transforming the legal tech scene with its cloud-based evidence management platform, making legal work way more efficient and less of a headache for professionals.

The platform handles everything from data collection to trial prep in one place. Their software lets legal teams drag-and-drop unlimited amounts of data, search at lightning speed, and share case files instantly - basically making the whole legal process run smoother than ever.

What makes Nextpoint stand out is their genuine commitment to innovation.

Their comprehensive service approach includes 24/7 support, dedicated project managers, and zero extra fees for data processing or hosting.

The platform's security is seriously impressive too - they're SOC II compliant and use top-tier encryption to keep sensitive legal data safe. Legal teams can customize their workspace, manage depositions, and create professional trial presentations all in one spot.

The future looks bright for Nextpoint, especially with their latest move - launching Nextpoint Law Group, their new tech-savvy legal services firm.

This expansion shows they're not just about software; they're about completely changing how legal work gets done. They're crushing it in the Chicago tech scene, proving that legal tech doesn't have to be complicated or expensive to be effective.

Their straightforward pricing model and focus on user experience make them a perfect fit for modern legal teams who want to work smarter, not harder.

Obie Insurance: Proptech Pioneers

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Obie Insurance is changing the game for real estate investors in Chicago's tech scene. Founded in 2017, this insurtech startup has grown incredibly fast, securing over $20B in total coverage and raising $25.5 million in Series B funding by 2023.

What makes them stand out is their super quick digital platform that can give you insurance quotes in about five minutes - way faster than the old-school insurance companies that take forever to get back to you.

They've partnered with more than 75 proptech companies, showing they're not just another startup but a real force in the industry. Their success comes from saving property owners 25-30% on insurance premiums while making the whole process actually bearable.

What's really cool is how they've created efficient processes for real estate investors by analyzing over 1000 data points to give accurate, instant quotes.

They're available in all 50 states now, which is pretty impressive for a company that started just a few years ago. Instead of dealing with paperwork and long phone calls, property owners can handle everything online through their platform.

Their tech is so good that major companies like Baselane, Awning, and Roofstock are using it. With the real estate market getting more tech-savvy, Obie's approach to making insurance simple and affordable is exactly what the industry needed.

They're proving that Chicago startups can compete with anyone when it comes to innovative tech solutions.

Fill this form to download every syllabus from Nucamp.

And learn about Nucamp's Coding Bootcamps and why aspiring developers choose us.

BenchPrep: Transforming Edtech

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BenchPrep is transforming the digital learning space in 2025 with its award-winning learning platform that's revolutionizing certification training and exam preparation.

The microcredentialing industry, currently valued at $20 billion, has found a perfect partner in BenchPrep's comprehensive ecosystem. Their platform is making waves by supporting learners throughout their educational journey, from pre-assessment to certification, with personalized study paths and adaptive learning tools.

The results speak for themselves - course completion rates are up 30%, and learner satisfaction has jumped 25% across partner institutions. As part of the broader EdTech market, which is projected to reach $738.60 billion by 2029, BenchPrep is positioned at the intersection of innovation and accessibility.

Their strategy focuses on reach, revenue, and impact, helping associations and credentialing bodies scale their education programs effectively.

The platform's success lies in its ability to foster continuous growth while maintaining high engagement levels through interactive content and real-time analytics.

For educational institutions, BenchPrep's tools have streamlined administrative processes, cutting workload by 40% and enabling educators to focus on what matters most - student success.

The platform's robust features support everything from certification prep to continuing education, making it a standout player in Chicago's tech scene. With its data-driven approach and focus on learner confidence, BenchPrep is proving that effective digital learning solutions can significantly impact educational outcomes while driving business growth.

Kalderos: Analytics & Big Data Experts

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Kalderos is revolutionizing Chicago's tech landscape with their cutting-edge big data analytics solutions, which are transforming healthcare decision-making processes.

Their newly launched Truzo platform represents a complete overhaul of drug discount management, processing billions of prescriptions while maintaining compliance across the healthcare ecosystem.

The platform's success stems from its ability to handle an industry that's projected to reach $34.16 billion by 2025 in North America alone.

What makes Kalderos stand out is their unit-based model approach to data analytics, which has revolutionized how healthcare providers track and manage drug discounts.

Their platform tackles complex challenges in data submission, evaluation, calculation, and dispute resolution - all critical components in modern healthcare management.

The company's analytics capabilities have become especially crucial as the healthcare sector generates massive amounts of unstructured medical data from various sources, including genomics, metabolomics, and pharmacogenomics.

Recent implementations have shown that facilities using Kalderos's solutions experience a significant reduction in administrative overhead and improved accuracy in compliance tracking.

Looking ahead, Kalderos is positioning itself at the forefront of healthcare technology innovation, particularly in managing the growing complexity of drug pricing and discount programs.

Their platform has become essential for healthcare providers navigating the intricate landscape of program rules and compliance requirements. With the healthcare analytics market experiencing a compound annual growth rate of 19.1%, Kalderos's data-driven approach is exactly what the industry needs to maintain efficiency and accuracy in an increasingly complex healthcare environment.

Ascent: AI Innovations on the Horizon

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Ascent has totally transformed into a powerhouse in Chicago's tech scene, and honestly, it's mind-blowing what they're doing with AI. Their latest enterprise AI developments are revolutionizing how businesses handle complex data tasks.

What's really impressive is how they're not just working on basic automation - they've created these super smart AI agents that can basically think for themselves.

According to recent stats, their solutions have cut costs by 30% for companies smart enough to jump on board early. The coolest part? Their AI agents are becoming invisible team members, working seamlessly with human employees to get things done faster and smarter.

Their tech is going to be everywhere by 2025, from helping sales teams crush their goals to making customer service actually useful. What makes this even more exciting is that the global AI market is projected to hit $500 billion by 2025, and Ascent is right there at the front of the pack.

They're absolutely crushing it with their specialized language models that adapt to different industries, and their commitment to data privacy is next level. When their CEO, William Jackson, talks about reshaping how businesses use tech, it's not just talk - they're actually making it happen.

For anyone looking to get into tech in Chicago, Ascent is definitely one to watch. They're not just riding the AI wave; they're making the waves that everyone else is trying to catch up to.

Stride Consulting: At the Forefront of Generative AI

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Stride Consulting is making serious waves in Chicago's tech scene with their cutting-edge work in generative AI. Their GenAI Hub is transforming how businesses approach AI integration, offering everything from advisory services to proof-of-concept development.

What's really interesting is that while many companies are jumping on the AI bandwagon, Gartner predicts that 30% of GenAI projects will fail by 2025 due to poor planning and unclear ROI - but Stride is actually helping companies avoid these pitfalls.

Their success stories are pretty impressive.

They've partnered with CLEAR to deliver a secure LLM solution in just six weeks, and their GenAI Advisory service is helping companies nail their AI strategy from day one.

What really sets them apart is their focus on practical results - they're not just about the hype, but about delivering real value through things like value stream mapping and customized strategic roadmaps.

For tech professionals looking to level up their careers, Stride offers an incredible opportunity to work with AI that's actually making a difference.

They're tackling everything from operational efficiency to product enhancement, and their commitment to responsible AI use means you're working on projects that prioritize both innovation and ethics.

It's honestly perfect timing too, since Deloitte's predicting that 25% of enterprises will be using AI agents by 2025, jumping to 50% by 2027. This means getting experience with Stride now could seriously boost your career prospects in the coming years.

CityBase: Enhancing Public Service Technology

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CityBase is changing the game in public service technology by making government interactions actually work for real people. Their platform, which serves more than 100 agencies across cities and utilities, is all about making it simple to find, apply for, and pay for services that used to be a total hassle.

What makes them stand out is how they've built everything with everyone in mind - whether you're trying to handle things from your phone or need to pay bills in cash, they've got you covered.

Their kiosks, which are getting super popular in places like Chicago and San Francisco, let people without internet access still take care of business.

What's really cool is how CityBase integrates all these different services into one streamlined experience.

They've figured out how to connect everything from parking tickets to property taxes in a way that makes sense, and their payment system works across different departments so you don't have to jump through hoops anymore.

The tech is seriously smart - it can handle cash, cards, and digital payments, plus it updates everything in real-time so you know exactly where you stand with your bills or permits.

The results speak for themselves - cities using CityBase have seen major improvements in how people interact with government services.

Their cloud-based platform means agencies can work more efficiently, and citizens can actually get things done without wanting to pull their hair out. The company started in 2013 with just a handful of people, and now they're transforming how cities work all across the country.

It's pretty impressive how they've managed to take something as traditionally boring as government technology and turn it into something that actually helps people get on with their lives.

Albi: Trailblazers in Restoration Technology

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Albi has become a game-changer in the restoration industry since its launch in 2020. Founded by Alex Duta, a former restoration manager, and software developer Shamoil Soni, this Chicago-based startup is transforming how restoration companies handle their daily operations.

Their all-in-one platform tackles the real challenges restoration professionals face, making it easier to complete jobs and get paid faster. After securing a $2.8M seed round in 2022, Albi recently raised an impressive $8M Series A funding led by Palm Drive Capital, proving investors believe in their vision.

What makes Albi stand out is their deep understanding of the industry - they've created software specifically for restoration professionals, not just another generic business tool.

The platform includes features like photo documentation, moisture mapping, and equipment scanning, streamlining everything from field operations to customer management.

Their commitment to innovation hasn't gone unnoticed - Albi was recently named one of LinkedIn's Top 10 Most Successful Startups in Chicago, thanks to their impressive growth and ability to attract top talent.

With automated workflows and integrated tools, they're helping restoration companies scale their operations while saving time and increasing profits. The platform even offers same-day customer support with a quick 7-minute response time, showing their dedication to user success.

As they continue to expand their team and enhance their technology, Albi is definitely one to watch in Chicago's tech scene.

Challenges and Opportunities in Chicago's Tech Scene

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Chicago's tech scene continues to evolve at an incredible pace in 2025, with innovative startups like Aeropay and Amount reshaping the digital landscape.

What makes this city stand out is its genuine commitment to growth - tech employment increased by 3.6% last year, with non-tech industries actually hiring more tech talent than traditional tech companies.

The market here is seriously attractive, offering salaries ranging from $92K to $137K, while maintaining a cost of living that's 36.7% lower than San Francisco.

The demand for artificial intelligence and machine learning expertise is through the roof, with job postings in these fields growing exponentially.

The city's tech workforce has expanded beyond traditional roles, creating opportunities in emerging fields like cloud architecture and data infrastructure. Chicago's AI talent pool now counts 7,248 professionals, placing it among North America's top tech markets.

This growth isn't just about numbers - it's about creating real opportunities for both experienced pros and newcomers. The city's blend of established companies and startups, combined with its strong emphasis on skills over degrees, makes it a perfect spot for anyone looking to break into tech.

With major sectors like healthcare, education, and finance driving innovation, Chicago's tech scene is seriously heating up.

Conclusion: A Bright Future for Chicago's Startups

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Chicago's tech scene is absolutely crushing it right now! The city just got ranked 15th globally for its startup ecosystem, and things are getting even more exciting in 2025.

The startup community here is seriously supportive, with everyone helping each other level up.

Companies like ActiveCampaign and Tempus are leading the charge, pushing the boundaries in marketing automation and healthcare tech. The coolest part? The new Quantum Campus project is about to make Chicago a major player in quantum computing, with a massive $20 billion economic impact expected over the next decade.

What makes Chicago stand out is how it's different from places like San Francisco or New York.

The tech job market here is growing fast, with an 11% growth rate through 2025, but without the crazy living costs of other tech hubs.

The city's got this perfect mix of big tech companies and startups, plus tons of accelerators like 1871 and mHUB where new ideas come to life. We're talking about real innovation happening across AI, cloud tech, and fintech, with local startups pulling in over $3 billion in venture capital just last year.

The energy here is unreal - there's always something happening, whether it's tech meetups, hackathons, or startup pitch events.

Companies aren't just building random apps; they're solving real problems in healthcare, finance, and education. With PsiQuantum setting up shop and the city investing heavily in quantum research, Chicago's definitely becoming the place to be for anyone wanting to make their mark in tech.

Plus, with amazing universities pumping out talent and a cost of living that actually makes sense, more tech professionals are choosing Chicago over the usual tech hubs.

The future here? It's looking pretty incredible!

Frequently Asked Questions

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What is the economic impact of Chicago's tech startups projected to be over the next decade?

Chicago's tech startups are projected to bring in $20 billion to the region over the next decade.

How does Chicago's average software engineer salary compare to other tech hubs?

The average software engineer salary in Chicago is $128,097, making it more affordable compared to expensive cities like San Francisco or New York.

What metrics were used to select Chicago's top startups for 2025?

The selection focused on adaptability, innovation, and at least 30% year-over-year revenue growth. Workplace culture, market recognition, and employee reviews were also major factors.

What makes Pangea Money Transfer stand out in the fintech space?

Pangea Money Transfer offers low fees, AI-powered exchange rate optimization, and features like international bill payments. It is trusted by over 6 million customers globally.

What are some factors contributing to the growth of Chicago's tech scene?

Chicago's tech scene benefits from a diverse ecosystem with strong growth in fields like AI, cybersecurity, and clean energy, along with increasing female representation among founders.

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Chevas Balloun

Director of Marketing & Brand

Chevas has spent over 15 years inventing brands, designing interfaces, and driving engagement for companies like Microsoft. He is a practiced writer, a productivity app inventor, board game designer, and has a builder-mentality drives entrepreneurship.