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Top Chicago, IL Payments Companies With Best Stability & Growth (96)

Capital One
Fintech • Machine Learning • Payments • Software • Financial Services
Change everything. Starting with your career.

At Capital One, we think and work like a tech company, using our digital fluency to transform everything about the customer experience. We’re bending data to our will, and turning a stodgy industry on its head. That’s reflected in our ranking as the number one business technology innovator in the U.S. in the 2016 InformationWeek Elite 100.

Capital One

Capital One's Top Stability & Growth Strengths

Strong Revenue Growth: Reported total net revenue increased from 2022 through 2024 and rose further into 2025–Q1 2026, with net interest income and purchase volumes materially higher year over year following the Discover close. Disclosures indicate deposits and loans also expanded, reinforcing top-line momentum.

Strong Market Position & Advantage: The completed Discover acquisition created the largest U.S. card issuer by loan volume and brought a proprietary payments network in-house. Materials also note Capital One as a top-tier U.S. bank by assets with expanded scale across cards and deposits.

Market Expansion: Announcements show a step-change in scale from M&A and entry into B2B spend management via the Brex acquisition. Management communications indicate broader platform breadth across issuing and network economics following Discover.

Applied Systems
Cloud • Insurance • Payments • Software • Business Intelligence • App development • Big Data Analytics
Creating the best products with the best people in insurance technology!

Transforming the insurance industry is ambitious, we know. That’s why at Applied, we’re building a team that shows up every day ready to learn, willing to try new things, and driven to deliver innovative software and services that make us indispensable to our customers – all within a culture built on values that make us indispensable to each other, too....

Applied Systems

Applied Systems's Top Stability & Growth Strengths

Product Line Growth: Recent acquisitions of Planck and Cytora expanded AI/data and digital risk‑intake capabilities across the platform, alongside continued feature releases across Epic, EZLynx, Ivans, and Applied Pay. Conference and press activity point to steady rollouts, recognitions, and customer wins that broaden offerings for agencies, brokers, MGAs, and carriers.

Innovation-Driven Growth: Back‑to‑back AI‑focused deals and embedded AI features across the ‘Digital Roundtrip of Insurance’ indicate a roadmap anchored in automation and data‑driven workflows. Leadership transition plans explicitly frame the next stage around scaling AI‑led growth.

Strong Market Position & Advantage: Adoption momentum includes standardization by top brokers and growing traction for products like Applied Pay, supported by ecosystem engagement at Applied Net. Ongoing releases and industry recognitions suggest durable positioning across core agency/broker management systems.

Block
Blockchain • eCommerce • Fintech • Payments • Software • Financial Services • Cryptocurrency
Block builds technology for economic empowerment.

Block, Inc. is a global technology company with a focus on financial services. Made up of Square, Cash App, Afterpay, TIDAL, Bitkey, and Proto, Block, Inc. builds technology to increase access to the global economy. Each of our brands unlocks different aspects of the economy for more people. Square makes commerce and financial services accessible to sellers. Cash App is the...

Block

Block's Top Stability & Growth Strengths

Resilient & Sustainable Growth: Recent results show gross profit up strongly in Q1 2026 with management raising both full‑year and next‑quarter gross‑profit outlooks. Cash App and Square both contributed, with guidance implying continued double‑digit expansion.

Profitability: Adjusted operating income and adjusted EPS were solid in Q1 2026 with record margins, and full‑year guidance calls for materially higher adjusted operating income and EPS. This points to improving operating leverage even as the mix shifts.

Investor Backing & Capital Strength: Block ended Q1 2026 with substantial total liquidity, including a large cash balance. This provides capacity to keep investing while pursuing margin expansion.

Adyen
Fintech • Payments • Financial Services
Meet the financial technology platform helping the world’s leading businesses achieve their ambitions faster.

Adyen (ADYEN:AMS) is the financial technology platform of choice for leading companies. By providing end-to-end payments capabilities, data-driven insights, and financial products in a single global solution, Adyen helps businesses achieve their ambitions faster. With offices around the world, Adyen works with the likes of Meta, Uber, H&M, eBay, and Microsoft.

Adyen

Adyen's Top Stability & Growth Strengths

Strong Revenue Growth: Recent quarterly and full‑year updates show double‑digit net‑revenue expansion, and management guides to continued growth in the low‑to‑mid‑twenties on a constant‑currency basis for 2026. Growth is described as broad‑based across Digital, Unified Commerce, and Platforms.

Profitability: EBITDA margins are above 50% and management outlines a path toward further margin expansion by 2028. Disclosures highlight operating leverage at scale.

Diversified Revenue Streams: All three commercial pillars are expanding, with continued gains in Unified Commerce and Platforms that can lift the average take rate and margins. The announced Talon.One acquisition extends platform capabilities around promotions and real‑time decisioning.

Moov
Fintech • Payments
9 Offices
63 Employees
47 Benefits Hiring Now
We make money movement work for everyone so that businesses, merchants, and users can do great things with their money.

Moov is a payments infrastructure platform making it easy to accept, store, send, and spend money all from a single, elegantly-designed API. Instead of stitching together multiple vendors, software companies simply add Moov to their products to get the latest in payment technology, user onboarding, licensing, compliance, and more.

Moov

Moov's Top Stability & Growth Strengths

Strategic Partnerships: Feedback suggests Moov deepened bank and network ties, including a March 2025 relationship with SouthState Bank enabling near‑instant push/pull to debit and published FedNow transfer terms via a partner FI. These arrangements indicate expanding institutional credibility and access to instant rails.

Product Line Growth: Moov added instant payments across rails (push‑to‑debit/card payouts and RTP “instant‑bank‑credit”) with documentation updated through the 2026.04.00 API version. Feedback suggests a steady cadence of new APIs and features into 2026 that broaden the platform’s capabilities.

Market Expansion: Since May 2023 Moov has been purchasable through Google Cloud Marketplace, widening distribution to Google Cloud customers. Feedback suggests marketplace availability alongside new rails and instant payouts is expanding reach with developers and platforms.

Pangea Money Transfer
Fintech • Mobile • Payments • Social Impact
2 Offices
70 Employees
62 Benefits
Moving Money With Purpose

Pangea is a digital money transfer platform that makes sending money abroad simple, reliable, and cost-effective. Founded in 2012 and based in Chicago, we’ve helped millions of people send money securely and efficiently, empowering financial freedom across borders. We serve a global customer base with a mobile-first platform that offers low fees, competitive exchange rates, and fast*, secure delivery. Our work...

Pangea Money Transfer

Pangea Money Transfer's Top Stability & Growth Strengths

Investor Backing & Capital Strength: Parent-company ownership and growth provide resources and strategic support to the brand. Acquisition materials and ongoing references indicate intent to accelerate adoption using the parent’s analytics and capital.

Product Line Growth: Ongoing product updates include higher send limits, new payout rails, and customer-facing features such as a dashboard. Continued promotions and feature releases indicate active investment in evolving the offering.

Market Expansion: Service coverage remains active across multiple international corridors with additions and adjustments surfaced on the site and help center. Recent limit changes and promotional efforts aim to attract broader or higher‑value use within supported markets.

Upside
Artificial Intelligence • Fintech • Machine Learning • Mobile • Payments • Retail • Software
4 Offices
275 Employees
71 Benefits Hiring Now
We exist to advance the economic power of people living and working in the real world.

Upside is a technology company that increases the financial power of people and businesses in the real world. Our technology has helped millions of people get more purchasing power on the things they need, and tens of thousands of brick-and-mortar businesses earn measurable profit. Billions of dollars in commerce run through the Upside platform every year, and that value goes...

Upside

Upside's Top Stability & Growth Strengths

Market Expansion: Additions of 14,669 retailer locations and 1.6 million customers in 2025, plus 2026 rollouts with Save Mart, Meritage/Wendy’s, and QuickChek, indicate continued expansion across consumers and merchants. Visibility inside partner ecosystems helps extend reach beyond the standalone app.

Strategic Partnerships: Integrations and program extensions with Uber (including a U.S. fuel-savings program through June 30, 2026), Lyft, Instacart, Chime, Varo Bank, and Marqeta broaden distribution and sustain growth channels. Ongoing merchant announcements into 2026 suggest retailers perceive incremental value.

Strong Market Position & Advantage: Milestones such as more than $1 billion in cumulative cash back by August 2025 and references to 35+ million consumers align with a scale narrative across fuel, grocery, and restaurants. A category mix shift toward food categories by mid-2025 indicates deepening engagement beyond fuel alone.

Affirm
Big Data • Fintech • Mobile • Payments • Financial Services
7 Offices
2,200 Employees
70 Benefits Hiring Now
We create honest financial products that improve lives. Ready to make a difference?

At Affirm, we help people say yes to the things that matter with flexible, transparent ways to pay over time. No hidden fees, no compound interest, and no fine print—just a smarter way to spend.

Affirm

Affirm's Top Stability & Growth Strengths

Strong Revenue Growth: Results show revenue rose 33% year over year to about $1.04B in the quarter ended March 31, 2026, alongside 35% GMV growth and ten consecutive quarters of 30%+ GMV expansion. Guidance points to FY26 revenue of roughly $4.18–$4.21B and GMV near $49.3–$49.6B, indicating continued top-line momentum.

Profitability: Disclosures indicate GAAP net income of roughly $103M and an 8.5% operating margin in the latest quarter, with adjusted operating margin at 27%. Commentary also highlights recent GAAP operating profitability and improving unit economics such as revenue less transaction costs up materially.

Product Line Growth: Updates highlight rapid scaling of the Affirm Card, with GMV up about 146% to ~$2.1B and active cardholders reaching 4.4M, driving direct-to-consumer GMV up 48% to $3.7B. Platform engagement also increased, with transactions per active consumer up 20% and total transactions rising sharply.

Federal Reserve Bank of Chicago
Agency • Fintech • Payments • Sharing Economy • Social Impact

The Federal Reserve Bank of Chicago is one of 12 regional Reserve Banks across the United States that, together with the Board of Governors in Washington, D.C., serves as the nation's central bank. The role of the Federal Reserve System, since its establishment by an act of Congress in 1913 , is to foster a strong economy and a stable...

Federal Reserve Bank of Chicago

Federal Reserve Bank of Chicago's Top Stability & Growth Strengths

Strong Hiring & Retention: Budgeted staffing for 2025 is higher than 2024 actuals, indicating near‑term headcount expansion. Expanded system responsibilities (leading the Credit Risk Management Support Office) suggest additional capacity needs.

Future-Ready Strategy: Emphasis on digital transformation, process standardization, and facilities modernization points to capability building that supports long‑term effectiveness. Expanded public engagement, events, and research output indicate adaptation to broaden impact.

Innovation-Driven Growth: Technology and process modernization imply investment in new ways of working rather than only adding staff. Reopening the Money Museum and scaling programs illustrate growth in externally facing initiatives.

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Square
eCommerce • Fintech • Hardware • Payments • Software • Financial Services
18 Offices
12,000 Employees
58 Benefits Hiring Now
Invent today. Shape tomorrow.

Since we opened our doors in 2009, the world of commerce has evolved immensely, and so has Square. After enabling anyone to take payments and never miss a sale, we saw sellers stymied by disparate, outmoded products and tools that wouldn’t work together. So we expanded into software and started building integrated, omnichannel solutions – to help sellers sell online, manage...

Square

Square's Top Stability & Growth Strengths

Market Expansion: Square is processing more seller payments with notable outperformance outside the U.S. and increased traction among larger merchants. These shifts point to a broader footprint and healthier mix that can support durability.

Resilient & Sustainable Growth: Seller GPV and gross profit both increased in the latest quarter, and management raised full‑year guidance, indicating expectations for continued momentum. Investors tracking these seller metrics see underlying health improving despite volatility elsewhere at the parent level.

Strong Market Position & Advantage: Square is widely recognized as a leader in SMB POS and integrated payments with a broad ecosystem spanning hardware, software, and financial solutions. Cross‑ecosystem benefits with Cash App and product breadth differentiate it from single‑product rivals.

Coupa
Artificial Intelligence • Fintech • Information Technology • Logistics • Payments • Business Intelligence • Generative AI
13 Offices
2,500 Employees
52 Benefits Hiring Now
Help Shape What's Next

Coupa is a global technology company that helps businesses run smarter by connecting all the ways they spend money — from procurement and expenses to payments and supply chain decisions — in one intelligent platform. In simple terms, Coupa gives organizations the visibility and control they need to make better financial choices, reduce waste, and drive real impact. It’s where...

Coupa

Coupa's Top Stability & Growth Strengths

Strong Revenue Growth: Record quarterly results, double‑digit bookings growth in FY25, and milestones such as $1B+ billings and ARR point to sustained top‑line expansion. Company updates also cite a continued ARR trajectory and the highest revenue quarter ever in Q4 FY26.

Profitability: The shift to 'profitable growth' under new ownership, a 2023 profitability turn, and Rule‑of‑40 outperformance indicate improving margin quality. This suggests rising efficiency alongside continued revenue momentum.

Innovation-Driven Growth: Accelerated AI‑centric releases and tuck‑in acquisitions (Cirtuo, Scoutbee, Rossum, Tonkean) are broadening the platform and opening cross‑sell surfaces. Scaling network effects and a growing spend dataset strengthen the AI data moat that supports expansion.

Metropolis Technologies
Artificial Intelligence • Computer Vision • Machine Learning • Payments • Real Estate • PropTech
Metropolis is an artificial intelligence company for the real world.

Metropolis Technologies, Inc. is an artificial intelligence company whose computer vision platform enables checkout-free payment experiences for the real world. Its proprietary AI-driven technology reaches more than 50 million customers while reducing costs, increasing transparency and capturing additional revenue for real estate partners. Following its take-private acquisition of SP+, Metropolis is now the largest parking network in North America with...

Metropolis Technologies

Metropolis Technologies's Top Stability & Growth Strengths

Investor Backing & Capital Strength: Reports indicate the company closed roughly $1.6B in late‑2025 financing alongside earlier large raises tied to the SP+ acquisition, providing substantial resources for expansion. Company communications frame this capital as fuel to accelerate deployment beyond parking into retail, hospitality, fueling, and mobility.

Strong Market Position & Advantage: The completed take‑private of SP+ in May 2024 positioned the firm across thousands of locations in hundreds of cities and processing billions in annual payments. This footprint, paired with rollout of a checkout‑free, computer‑vision platform across the enlarged network, signals a reinforced competitive position.

Market Expansion: Company materials and coverage describe active moves to expand beyond parking into adjacent verticals such as retail, hospitality, fueling, and mobility. The acquisition of Oosto in January 2025 and planned deployments across the SP+ footprint are cited as enablers of this push.

Supernova Technology
Cloud • Fintech • Payments • Software
2 Offices
118 Employees
64 Benefits Hiring Now
Our digital wealth management lending software democratizes access to flexible liquidity solutions.

Supernova is the technology leader in securities-based lending ("SBL") solutions that connect and empower the entire financial ecosystem. We offer the world’s first and only cloud-based, fully-customizable, end-to-end software solution to automate securities-based lending from origination through the life of the loan.

Supernova Technology

Supernova Technology's Top Stability & Growth Strengths

Strategic Partnerships: Recent public references show Supernova powering securities‑based lending for large wealth and bank platforms, and a 2024 agreement indicates R&T Deposit Solutions will transition existing loan‑management clients to its platform. These moves point to expanding distribution and net client additions.

Market Expansion: The company announced expansion into the United Kingdom in February 2026 to offer Lombard (securities‑based) lending. This demonstrates a growing geographic footprint beyond the U.S. wealth market.

Product Line Growth: Supernova markets an end‑to‑end, modular SBL stack and in 2024 introduced Aperture (collateral management) and Prism (an AI‑powered document assistant). These additions suggest continued investment in platform breadth and cross‑sell potential.

Flywire
Fintech • Payments • Software
14 Offices
1,200 Employees
47 Benefits Hiring Now
Delivering the most important and complex payments.

Flywire is a global payments enablement and software company. We combine our proprietary global payments network, next-gen payments platform and vertical-specific software to deliver the most important and complex payments for our clients and their customers.

Flywire

Flywire's Top Stability & Growth Strengths

Strong Revenue Growth: Recent results show revenue increasing sharply year over year, with acceleration into early 2026 and management raising full‑year guidance.

Profitability: The company reported a return to profitability alongside strong top‑line growth, with adjusted EBITDA margins expanding and guidance calling for further improvement.

Diversified Revenue Streams: Management highlights broad‑based growth across education, healthcare, travel, and B2B, with continued client additions and rising volumes; recent acquisitions have expanded offerings and contributed to revenue and TPV.

Loop (loop.com)
Artificial Intelligence • Fintech • Payments • Software • Financial Services
2 Offices
92 Employees
4 Benefits Hiring Now

AI-powered cost savings for modern logistics

Loop (loop.com)

Loop (loop.com)'s Top Stability & Growth Strengths

Investor Backing & Capital Strength: Public signals indicate strong capital support, with a recent large Series C and participation from prominent investors across multiple rounds since 2021. Feedback suggests this funding is earmarked to expand the platform and scale hiring, reinforcing near-term financial flexibility.

Innovation-Driven Growth: The company positions itself as an AI-native Logistics Data Platform with offerings such as DUX models and an Exception Agent to unify and clean fragmented logistics data. Recognition in the 2026 Gartner Market Guide and ongoing product releases suggest momentum tied to differentiated technology.

Market Expansion: Evidence points to expansion beyond core freight audit and payment into visibility and broader enterprise use cases, including supplier, compliance, warehouse, procurement, and inbound logistics data with deeper ERP/TMS/WMS integrations. Acquisitions and a growing global footprint, alongside planned team growth, indicate widening market reach.

CannaTrac
Cannabis • Payments
Chicago

CannaTrac® offers a cashless payment solution for the cannabis industry. With the CannaCard® or our CannaCard App™, both consumers and retailers benefit from the ease and safety of cashless payments.

CannaTrac
CurbAware Curbside Management Tool
eCommerce • Food • Payments • Retail
Chicago
2 Employees
Offers restaurants and businesses the ability to easily add curbside ordering.

CurbAware is a simple and cost effective way to start offering free curbside service, delivery, and online ordering. Restaurants. Clothing Stores. Dry Cleaners. Salons. Shops. Services & More. ➤ No fee to setup or monthly subscription. ➤ Add free Curbside service and scheduling. ➤ SMS notifications to alert customers on status.

CurbAware Curbside Management Tool
NAV Fund Services
Fintech • Payments • Software • Financial Services
3 Offices
2,975 Employees

Recognized for its innovative and highly cost-competitive fund administration solutions, NAV’s experienced team provides award-winning services for all alternative fund types and sizes, including digital asset funds. Since its founding in 1991, NAV has grown to more than 2,300 clients worldwide with $310 billion AUA. The company is headquartered in the United States, with four facilities in India and locations...

NAV Fund Services
Cubic Corporation
Aerospace • Payments • Security • Transportation • Cybersecurity
7 Offices
6,000 Employees
14 Benefits Hiring Now

Cubic Corporation (Cubic) is an international provider of systems and solutions that address the mass transit and global defense markets.

Cubic Corporation

Cubic Corporation's Top Stability & Growth Strengths

Strong Market Position & Advantage: Cubic is repeatedly characterized as a leader in large-scale transit fare collection and as the de facto standard in live air-combat training instrumentation, supported by marquee deployments (e.g., OMNY, Ventra, Opal) and widespread P5CTS fielding. Sole‑source upgrades and longstanding roles on flagship systems reinforce durable competitive advantages in its two core niches.

Market Expansion: Recent awards in both segments—such as USAF IDIQs for additional P5 pods and security upgrades, plus transit wins like SEPTA Key 2.0, OMNY equipment extensions, PATH, and Tasmania—show a growing footprint and multi‑year workload visibility. Product moves like Open Payments on Umo extend fare technology into mid‑sized agencies, broadening the addressable market.

Investor Backing & Capital Strength: A 2025 recapitalization added new liquidity and equity support from sponsors, reduced debt, extended maturities, and targeted substantial interest savings. In early 2026, an upgrade from selective default to CCC‑ with positive CreditWatch followed a deferred interest arrangement, signaling some near‑term financial relief.

Braintree
Payments • Financial Services
3 Offices
409 Employees

Braintree enables merchants in more than 45 countries worldwide to accept and process payments in more than 130 currencies. We are a leader in mobile payments because we believe payments technology can drive innovation and revenue. We provide the commerce tools merchants need to minimize security concerns, expand globally, and enable new commerce experiences. And, as a PayPal service, Braintree...

Braintree

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