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Top Transportation Companies in Chicago, IL (285)

tastytrade/ tastylive/ tastyfx/ tastycrypto
Fintech • News + Entertainment • Software • Financial Services
Chicago
270 Employees
52 Benefits Hiring Now
Our dream is simple: we want more people to find more success with a better trading experience.

IG North America is home to tastytrade, tastylive, tastyfx, and tastycrypto—a family of brands built to democratize trading and empower individual investors. Founded in Chicago by the creators of thinkorswim, acquired by London-based IG Group in 2021, we combine startup innovation with the backing of a global fintech leader with 50+ years of experience. From our headquarters in Chicago's Fulton...

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tastytrade/ tastylive/ tastyfx/ tastycrypto

tastytrade/ tastylive/ tastyfx/ tastycrypto's Top Stability & Growth Strengths

Strong Revenue Growth: Trading revenue is described as rising consistently across multiple half-year periods, with calendar 2025 up 23% and H2 2025 higher than H1 2025; feedback suggests momentum further accelerated in the second half.

Customer Loyalty & Retention: Long-term customer retention is indicated as improving, with a greater share of customers trading for at least five years by H2 2025; feedback suggests this supports durability in the franchise.

Product Line Growth: The ecosystem is adding features such as 24/5 equities trading, expanded crypto support, stablecoin funding, FX integration, and extended trading hours; feedback suggests these rollouts broaden engagement and revenue opportunities.

SRAM, LLC
Fitness • Hardware • Mobile • Software • Sports • Transportation • Esports
SRAM is a manufacturer of innovative bicycle components that was founded in Chicago, Illinois, in September of 1987.

Founded in Chicago in 1987 by Stan Day, SRAM, LLC has grown to be one of the world's largest bicycle component manufacturers. Today, we are led by CEO, Ken Lousberg, and Stan Day serves as Chairman of our Board. SRAM’s global footprint helps us bring cycling to every corner of the globe, including your local roads and trails. We design and...

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SRAM, LLC

SRAM, LLC's Top Stability & Growth Strengths

Resilient & Sustainable Growth: Evidence indicates revenue returned to growth in 2025 and remained above pre-pandemic levels, aided by aftermarket demand and normalized inventories. This signals a recovery trajectory supported by ongoing investments rather than a transient spike.

Market Expansion: A planned 270,000-square-foot factory in Portugal with phased operations from 2028 and 500+ projected jobs, plus a new Italian facility combining Ochain operations with technical service, extend the European footprint. These moves increase regional capacity and proximity to dealers and OEMs.

Product Line Growth: New releases such as RED AXS and Force AXS, alongside acquisitions including Ochain and earlier additions like Hammerhead and TIME, broaden the component and technology portfolio. This expanded lineup supports engagement across premium segments and the aftermarket.

FourKites
Artificial Intelligence • Big Data • Logistics • Machine Learning • Software • Transportation
4 Offices
450 Employees
55 Benefits Hiring Now
Leading Supply Chain Technology

Our platform creates comprehensive digital twins of your supply chain with AI-powered digital workers to automate resolution, improve collaboration and drive outcomes across all stakeholders. Unlike traditional control towers, we enable true real-time execution and intelligent fulfillment, transforming both your supply and customer-facing operations.

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FourKites

FourKites's Top Stability & Growth Strengths

Innovation-Driven Growth: Product expansion beyond shipment tracking into AI agents, inventory intelligence, automated ocean freight booking, and an Outcome-as-a-Service model reflects continued investment in new capabilities. These launches aim to deliver measurable operational results and deepen the platform’s role in supply-chain automation.

Strong Market Position & Advantage: Industry recognition such as a 2024 Leader placement in Gartner’s Real-Time Transportation Visibility Platforms and a 2026 Leader placement in Nucleus Research’s Control Tower matrix, alongside scale serving 1,600+ brands and millions of daily shipments, points to a durable competitive position. These signals indicate established enterprise adoption and credibility in core markets.

Strong Revenue Growth: The Indian subsidiary reported revenue rising from ₹124.4 crore in FY2024 to ₹147.4 crore in FY2025, evidencing tangible top-line expansion within that operation. While not a consolidated global view, this datapoint supports momentum in at least one major entity.

Mastery Logistics Systems
Enterprise Web • Logistics • Software • Transportation
3 Offices
500 Employees
35 Benefits Hiring Now
Mastery is on a mission to empower shippers, carriers & logistics companies to thrive in complexity.

Mastery is the World’s First Lovable Transportation Management System™ (TMS) built to support the complex world of logistics and supply chain. Mastery brings to market MasterMind™, a cloud-based SaaS technology solution for large complex organizations, providing interconnected automation, visibility, and productivity across their supply chains.

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Mastery Logistics Systems

Mastery Logistics Systems's Top Stability & Growth Strengths

Product Line Growth: Recent announcements highlight expanded integrations with Samsara and ISAAC and the rollout of embedded AI analytics, indicating active investment in platform capabilities. Crane Worldwide Logistics being identified as live on the full Samsara integration further supports ongoing development and deployment.

Market Expansion: Plans to extend MasterMind beyond large asset-based carriers into private fleets and shippers, together with enterprise selections by Bison Transport and Red Classic across multiple periods, point to a widening customer reach. These moves broaden the addressable market even if revenue impact was not disclosed.

Strategic Partnerships: Strategic ties with major transportation providers and ecosystem partners—including Schneider and Werner relationships and integrations with Samsara and ISAAC—underscore collaborative momentum. Such partnerships can open channels for adoption and strengthen go-to-market efforts.

People Inc.
AdTech • Consumer Web • Digital Media • eCommerce • Marketing Tech
7 Offices
3,500 Employees
44 Benefits Hiring Now
People Inc. is America’s largest digital and print publisher.

People Inc. is America’s largest digital and print publisher. Our 40+ iconic and fast-growing brands harness the best intent-driven content, the fastest sites, and the fewest ads to help nearly 200 million people every month, including 95 percent of US women, make decisions, take action, and find inspiration. People Inc. brands include PEOPLE, Better Homes & Gardens, Verywell, FOOD &...

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People Inc.

People Inc.'s Top Stability & Growth Strengths

Strong Revenue Growth: Digital revenue increased again in Q2 2026 and has risen for an extended multi‑quarter streak, with segment margins also expanding. Digital operating income and adjusted EBITDA both advanced, indicating momentum beyond the top line.

Diversified Revenue Streams: Licensing and performance marketing expanded meaningfully while digital advertising was roughly flat, showing growth is not reliant on a single channel. Non‑session‑based revenue benefited from distribution and content partnerships such as Apple News+ and OpenAI.

Healthy Cash Flow: Operating cash flow and free cash flow improved in the first half of 2026. This signals better cash generation alongside digital expansion.

Toro TMS
Cloud • Enterprise Web • Sales • Software • Transportation
Chicago
80 Employees
37 Benefits Hiring Now
Easy-to-use TMS built for Bulk Haulers

At Toro TMS, we are on a mission to deliver technology that drives lasting improvements for the trucking industry. Our dedicated team has built an easy-to-use, modern end-to-end TMS specifically designed for bulk haulers. From load management and dispatch, to accounting and driver payroll, we provide a single software solution to help our customers move more loads.

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Toro TMS

Toro TMS's Top Stability & Growth Strengths

Investor Backing & Capital Strength: Investor support is evident with an oversubscribed Series B that brought total funding to nearly $50 million from firms including Partners Fund, Altos Ventures, and Waybury Capital. This capital base supports the company’s ability to expand operations and go-to-market efforts.

Market Expansion: Customer presence is described as spanning all four U.S. time zones, alongside an expanding set of published customer stories across bulk-hauling operators. This points to growing commercial reach within its target segment.

Strong Hiring & Retention: Active hiring across engineering, sales, and implementation, plus multiple snapshots placing headcount roughly in the 80–106 range, indicate ongoing team expansion. A reported addition of 21 sales development representatives, growing that team from 11 to 32, underscores investment in customer acquisition.

JX Enterprises, Inc.
Automotive • Logistics • Retail • Transportation
21 Offices
1,063 Employees
30 Benefits Hiring Now

JX Enterprises, Inc. is a family-owned group of full-service truck dealerships located throughout the Midwest, providing new and used truck sales, leasing, parts, service, financing, and rental services.

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JX Enterprises, Inc.
Loomis
Transportation
24 Offices
10,001 Employees
13 Benefits

Loomis offers a wide range of integrated solutions for cash handling. These services, which mainly target banks, multi-location retailers, stores and other commercial enterprises, provide secure, efficient management of the physical flow of cash in our customers’ businesses. Loomis has operations in 13 countries: the US, Sweden, Norway, Finland, Denmark, UK, France, Austria, Slovenia, Slovakia, Switzerland, Spain, and Portugal. An...

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Loomis
Valgen, Inc.
Automotive • Marketing Tech • Transportation • Database • Business Intelligence
Deer Park
20 Employees
Valgen delivers ProsperFleet data and analytics services for sales and marketing teams that sell to fleets.

Valgen delivers ProsperFleet business intelligence data and analytics services for sales and marketing teams. We serve enterprise and mid-market B2B customers that sell to fleets and trucking companies. With our data, they're successfully selling telematics, SaaS, safety, fuel, financial services and more. Thousands of sales reps and marketers have used our data about fleet vehicles, companies and contacts to find...

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Valgen, Inc.
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Chadwell Supply
Logistics • Transportation
19 Offices
447 Employees
26 Benefits Hiring Now

Chadwell Supply has been a trusted MRO source of maintenance supplies and flooring for nearly 40 years! We provide multi-family properties with superior products, competitive pricing and next-day delivery! Our customer service, special order, account management, and renovation specialists are here to provide you with industry-specific expertise and specialized solutions throughout our many Southeast region locations! We have a dedicated...

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Chadwell Supply
Digital Fleet
Hardware • Software • Transportation
Fully Remote
27 Employees
9 Benefits

We build telematics software and hardware that is used by the construction industry to optimize the delivery of products. We are a small team that believes in autonomy, transparency, and that rapid, continuous improvement (not just to our product, but to everything we do) is the best way to ensure that we are always delivering the best value to our...

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Digital Fleet
Forward Air Corporation
Logistics • Transportation • 3PL: Third Party Logistics • Industrial
23 Offices
6,062 Employees
Hiring Now

Forward Air Corporation is an asset-light freight and logistics company that provides ground transportation and related shipping services to the North American air freight and expedited LTL market. It offers a reliable, cost-effective alternative to air transportation through accelerated, time-definite surface shipping. The company serves as a single-source provider for the wholesale transportation community, including logistics companies, freight forwarders, and...

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Forward Air Corporation
Legacy Parking Company, LLC
Logistics • Professional Services • Real Estate • Transportation
Chicago
85 Employees

Legacy Parking Company is a professional parking management firm specializing in the management and leasing of commercial, residential, and mixed-use parking facilities. They operate as asset managers providing a comprehensive range of services, including parking facility management, logistics, consulting, and event parking. The company is dedicated to delivering high-quality solutions and exceptional customer experiences across its various parking locations.

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Legacy Parking Company, LLC
Rose Paving LLC
Real Estate • Transportation • Hospitality • Industrial
10 Offices
750 Employees
Hiring Now

Rose Paving LLC is a nationwide, award-winning commercial paving and parking lot maintenance company. Operating for over 50 years, they provide high-quality asphalt and concrete services, including resurfacing, sealcoating, and repair, to a diverse range of commercial and industrial properties. Headquartered in Illinois, the company leverages an extensive network of satellite locations and partners to deliver customized pavement management solutions...

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Rose Paving LLC
R+L Global Logistics
Logistics • Transportation
13 Offices
522 Employees
14 Benefits

We empower businesses worldwide to ship smarter. R+L Global Logistics strives to provide the best freight solutions and logistics services to our customers. We offer the highest quality domestic and international transportation services including Full Truckload (FTL), Intermodal/Rail, Expedited/Domestic Priority, Service to and from Mexico and Canada, Trade Show, Supply Chain Management, High Value/High Risk Cargo, Warehousing and Fulfillment, Value Added,...

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R+L Global Logistics
Pegasus Logistics Group
Logistics • Transportation
7 Offices
475 Employees
13 Benefits

2023, 2022 & 2021 Certified Great Place to Work 2023, 2022, 2021 & 2020 Middle Market 50 - DBJ 2020 Dallas Best & Brightest 2018 Forbes Small Giants 2018 Dallas 100 Fastest Growing Companies SMU 2018 Inc. 5000 Fastest Growing - Inc. Magazine 2018, 2017 & 2016 Best Places to Work - Dallas Business Journal Since 1994, Pegasus has worked tirelessly to...

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Pegasus Logistics Group
Canadian National Railway Company
Logistics • Transportation • Industrial

Canadian National Railway Co. engages in rail and related transportation business. Its services include rail, intermodal, trucking, supply chain services, business development, and maps & network. Its offers their services in automotive, coal, fertilizer, food & beverages, forest products, dimensional loads, grain, metals & minerals, and petroleum & chemicals industries.

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Canadian National Railway Company

Canadian National Railway Company's Top Stability & Growth Strengths

Strong Revenue Growth: Revenue is described as rising, with an 11% year-over-year increase in a recent quarter and continued top-line momentum. Feedback suggests this growth is supported by higher freight volumes, particularly in grain and energy.

Healthy Cash Flow: Free cash flow is characterized as increasing by double digits, reaching approximately C$1.84 billion in the first half of the year. Feedback suggests this supports dividends, share repurchases, and ongoing investments.

Cost & Operational Efficiency: Operational metrics such as car velocity and productivity are highlighted as improving, alongside precision scheduled railroading practices. Feedback suggests these efficiency gains underpin earnings and guidance upgrades.

All Roads
Automotive • Retail • Transportation • Industrial
33 Offices

All Roads is a leading, privately-owned holding company that powers businesses and consumers through its three divisions: Equipment, Trucks, and Automotive. The group represents one of the largest privately held, multi-channel retail and commercial services enterprises.

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All Roads
RailPros
Professional Services • Transportation • Consulting • Industrial
18 Offices
1,000 Employees
Hiring Now

RailPros is a comprehensive provider of engineering, field services, training, and media production for the freight and transit rail industries. Founded in 2000 and headquartered in Irving, Texas, the company provides turnkey engineering, project/program and construction management, and flagging safety services to public and private customers throughout North America, ensuring safety and mobility for rail and transit carriers.

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RailPros

RailPros's Top Stability & Growth Strengths

Investor Backing & Capital Strength: Private equity ownership by Court Square and later Littlejohn & Co. is positioned to fund organic growth and acquisitions, with explicit plans to fuel the next phase of expansion. Recent buyouts and access to capital are portrayed as enabling continued scaling across North America.

Market Expansion: New offices in Toronto and Kansas City, alongside regional leadership for Canada and Mexico, signal active geographic scaling. Service coverage across all 50 U.S. states plus Mexico and Canada underscores a broad and growing footprint.

Strong Market Position & Advantage: The company is portrayed as a leading specialized rail-services provider with relationships spanning all six Class 1 railroads. A track record of more than 20,000 projects and an exclusive rail focus support a defensible niche positioning.

MVMNT
Fintech • Logistics • Payments • Software • Transportation
Chicago
20 Employees
16 Benefits
When you work at MVMNT, you’re tackling real life problems—and shaking up a trillion dollar industry in the process.

Transform a Trillion Dollar Industry When you work at MVMNT, you’re tackling real life problems—and shaking up a trillion dollar industry in the process. MVMNT is a Chicago-based freight tech startup founded in 2020. Our mission is to enable small & medium-sized brokerages with enterprise-level technology and embedded financial services to give them a leg up on the big guys. One...

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MVMNT

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