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Top Chicago, IL Transportation Companies With Best Work-Life Balance (125)

Arity
Big Data • Transportation • Analytics • Big Data Analytics

Founded by The Allstate Corporation in 2016, Arity is a mobility data and analytics company focused on improving transportation. We collect and analyze trillions of miles of driving data, using predictive analytics to build solutions with a single goal in mind: to make transportation smarter, safer and more useful for everyone.

Arity

Arity's Top Work-Life Balance & Wellbeing Strengths

Remote or Hybrid Flexibility: A remote-first setup across the continental U.S. enables location and schedule autonomy that supports family time and personal commitments. Reduced commuting and established remote norms are credited with strengthening balance.

Time Off Access: Generous or “unlimited” PTO, paid holidays, wellness days, and flexible scheduling create clear avenues to disconnect and recover. Publicly described perks emphasize ample time away as part of the employee experience.

Supportive Culture: Values around inclusion, recognition, and continuous learning (e.g., Learn Days and development programs) are linked to wellbeing and sustainable pacing. Recognition platforms and regular development conversations reinforce appreciation and support.

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...

SRAM, LLC

SRAM, LLC's Top Work-Life Balance & Wellbeing Strengths

Recovery Time: PTO that scales with tenure, paid holidays and sick leave, and an annual office closure from Christmas Eve through New Year’s Day provide predictable downtime. Paid parental leave policies further support extended time away when needed.

Wellbeing Programs: Wellness reimbursements, lactation support, and programs such as lunch rides, yoga, run clubs, and on‑site showers/lockers signal investment in holistic health. Paid volunteer time and family supports like a Dependent Care FSA reinforce out‑of‑work life needs.

Supportive Culture: A laid‑back, bike‑friendly environment—sometimes including dog‑friendly offices and commuter amenities—normalizes mid‑day breaks and active commutes. Office features like a test track and cycling spaces contribute to enjoyment and a manageable pace.

Toro TMS
Cloud • Enterprise Web • Sales • Software • Transportation
Chicago
80 Employees
37 Benefits
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.

Toro TMS

Toro TMS's Top Work-Life Balance & Wellbeing Strengths

Time Off Access: Paid time off and leave policies are described as unlimited PTO, paid holidays and sick days, with generous parental leave, which feedback suggests makes stepping away more accessible. These benefits are positioned to provide accessible time away when needed.

Supportive Culture: Colleagues are often seen as collaborative and mission‑driven, with value‑based recognition and informal bonding that support day‑to‑day wellbeing. Feedback suggests leaders openly reinforce cultural pillars and maintain cross‑functional rituals to reduce bottlenecks.

Remote or Hybrid Flexibility: Work arrangements include remote and hybrid options with teammates across U.S. time zones and fully remote setups for some engineering roles. Feedback suggests this distribution offers scheduling autonomy and location flexibility for certain functions.

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.

Mastery Logistics Systems

Mastery Logistics Systems's Top Work-Life Balance & Wellbeing Strengths

Remote or Hybrid Flexibility: Public profiles and job posts indicate a mix of fully remote, hybrid, and flexible‑schedule roles, with instances of a four‑day workweek. This breadth of location and schedule options enables many roles to fit outside rigid on‑site norms.

Boundary Respect: Employer materials describe “no‑meeting Fridays” and “no Slack after 7 pm” as guardrails to protect focus time and evenings. These norms are intended to reduce after‑hours interruptions and meeting load.

Time Off Access: Policies include unlimited PTO, paid holidays and sick days, bereavement leave, and a company‑wide winter shutdown. These practices create structured opportunities for rest and disconnection.

FourKites
Artificial Intelligence • Big Data • Logistics • Machine Learning • Software • Transportation
4 Offices
475 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.

FourKites

FourKites's Top Work-Life Balance & Wellbeing Strengths

Remote or Hybrid Flexibility: The organization positions itself as hybrid, with a Chicago HQ built to enable easy switching between in‑person and remote work. A remote work program supports roles that can be performed outside the office.

Flexible Scheduling: Flexible start and end times are part of the benefits package, giving autonomy to plan work around personal commitments. Team‑selected office days and optional co‑location enable collaboration without rigid schedules.

Recovery Time: Companywide Rest & Recharge days and generous PTO are promoted to encourage disconnection and mental health. Paid volunteer time and parental leave further expand opportunities to step away from work.

CDL1000
Logistics • Transportation
Chicago
50 Employees
4 Benefits
CDL 1000(CLD1000.com) is an asset-based 3PL /Supply chain solution company.

CDL 1000(CLD1000.com) is an asset-based 3PL /Supply chain solution company located in Lyons, IL and Chicago. We provide logistic services throughout the U.S. and Canada. The company focuses on building personalized solutions for each client based on its unique needs and untapped potential. We sell our abilities, our reputation and ourselves. We recognize that it takes a team to get...

CDL1000
Onyx Company
Food • Other • Sales • Transportation
Chicago
20 Employees
12 Benefits

At Onyx, we’re more than a supply company. We’re the forward-thinking partner that unpacks more for our customer's business. Through our global and local manufacturing partners, a broad range of products, flexible distribution models, and custom solutions, we keep businesses of all sizes moving forward.

Onyx Company
Coyote Logistics
Logistics • Transportation • 3PL: Third Party Logistics
Chicago
2,975 Employees
24 Benefits

Coyote Logistics is a leading global third-party logistics provider that matches more than 10,000 shipments every day. Founded in 2006, Coyote was created with one goal in mind: offer a better service experience in the transportation industry. Our commitment to providing visibility and reliability to our customers separated us from other providers, raising industry standards for both service metrics and...

Coyote Logistics
Freight Management, Inc
Glendale Heights
50 Employees

Freight Management, Inc is a Logistics Service Provider with over 30 years in the transportation industry that uses its proprietary TMS technology, My Freight Manager, to manage our customers' transportation.

Freight Management, Inc
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Whimsy Intermodal
Transportation
Mount Prospect
80 Employees

Whimsy intermodal is a domestic drayage company handling all container traffic international and domestic through the Chicago & Kansas City rails to and from points in the Midwest and beyond.

Whimsy Intermodal
Cargomatic
Logistics • Software • Transportation • 3PL: Third Party Logistics • App development
4 Offices
453 Employees
38 Benefits Hiring Now
Cargomatic: Connecting Shippers and Carriers with Smart, On-Demand Freight Technology Solutions

Trusted by 19 of the top 20 importers, Cargomatic leverages the latest innovations to deliver comprehensive short-haul logistics solutions powered by the industry’s most sophisticated technology platform. The company offers a true one-stop shop—one provider for all U.S. markets managed in one technology platform with a single point of contact for the entire shipment life cycle. Services include LTL, LCL,...

Cargomatic

Cargomatic's Top Work-Life Balance & Wellbeing Strengths

Remote or Hybrid Flexibility: Remote and flexible roles, along with hybrid options for non-hub positions, are highlighted as helping employees manage location and schedule. Flexible PTO and remote work programs are positioned to support balance when workloads surge.

Time Off Access: Flexible PTO, paid holidays, sick days, and generous parental leave are emphasized, signaling that time away is supported on paper. Benefits are framed to help employees stay rested and manage personal needs.

Supportive Culture: Colleagues are described as helpful and supportive during stressful situations, and some teams are characterized as friendly and collaborative. These dynamics can ease busy periods and make demands feel more manageable in certain groups.

Reyes Holdings
Food • Productivity • Retail • Transportation • 3PL: Third Party Logistics • Manufacturing
Reyes Holdings is a global leader in the production and distribution of food and beverage products.

Annually, we deliver over 1.3 billion cases from 200+ locations worldwide with the support of 36,000+ talented employees. Our operations include three business units: Reyes Beverage Group, the largest beer distributor in the United States representing import, craft and domestic beer brands as well as a growing spirits portfolio; Martin Brower, a global quick-service restaurant distribution business and the largest...

Reyes Holdings
Edge Logistics
Logistics • Sales • Transportation
Chicago
120 Employees
26 Benefits
We deliver superior transportation management solutions to our customers through efficiency, technology and innovation.

Our Mission is Simple! Edge delivers superior transportation management solutions to our customers through efficiency, technology, and innovation. Edge has an unmatched history of data and analytics through its CAPACITY platform that utilizes proprietary algorithms to improve data research. Our employees understand the value and importance of leveraging these strengths in a competitive transportation market and promote a strong working...

Edge Logistics
Amp Americas
Social Impact • Transportation • Energy • Agriculture
Chicago
75 Employees
2 Benefits Hiring Now
Amp is fueling a cleaner future by making ultra-low carbon intensity renewable natural gas (RNG) from dairy waste.

Amp Americas owns and operates one of the largest carbon negative fuels producing portfolios in the U.S. Amp makes ultra-low carbon intensity renewable natural gas (RNG) from dairy waste at 7 facilities in 3 states processing manure from over 100,000 cows. Amp operates three business units: Amp Americas Development, Amp Americas Services, and Amp Americas RNG Marketing. Amp’s dairy RNG...

Amp Americas
CtrlChain
Logistics • Transportation
3 Offices
79 Employees

CtrlChain specializes in simplifying and automating logistics management, targeting enhanced profitability, visibility, and service levels for shippers and carriers. Company offers streamlined, centralized systems for managing freight, reducing manual operations and costs, and providing data-driven insights to optimize transport operations.

CtrlChain
Kone
Logistics • Transportation • Design • Automation • Manufacturing
5 Offices
31,273 Employees
20 Benefits Hiring Now

At KONE, our mission is to improve the flow of urban life. This means understanding urbanization and, together with our partners and customers, helping cities to become better and more sustainable places to live. As a global leader in the elevator and escalator industry, KONE provides elevators, escalators and automatic building doors, as well as solutions for maintenance and modernization to...

Kone
Loadsmart
Logistics • Software • Transportation
Chicago
732 Employees
27 Benefits Hiring Now

We are industry veterans and data-scientists using innovative technology to fearlessly reinvent the future of freight. As the ‘nerds of logistics’, we seek intelligence in data to solve deep-rooted inefficiencies in the industry. We give shippers, brokers and carriers access to our data connections (linking supply and demand) and suite of award-winning solutions to strike the perfect balance of cost...

Loadsmart

Loadsmart's Top Work-Life Balance & Wellbeing Strengths

Remote or Hybrid Flexibility: Remote-first rhythms, distributed teams across the U.S. and Latin America, and a hybrid-friendly HQ enable location and schedule control that supports balance. Periodic onsite meetups are positioned as collaboration touchpoints rather than full-time office mandates.

Time Off Access: Unlimited PTO and flextime are highlighted, allowing employees to tailor time away and manage personal needs. The remote/hybrid setup complements taking time off without rigid office constraints.

Supportive Culture: Colleagues and managers are described as supportive and inclusive, creating an environment that helps balance feel sustainable. Positive team dynamics are frequently cited as a buffer during busy periods.

SP+ (SP Plus)
Events • Other • Security • Software • Transportation
Chicago
10,001 Employees
25 Benefits

SP+ facilitates the efficient movement of people, vehicles and personal belongings with the goal of enhancing the consumer experience while improving bottom line results for our clients. The Company provides professional parking management, ground transportation, remote baggage check-in and handling, facility maintenance, security, event logistics, and other technology-driven mobility solutions to aviation, commercial, hospitality, healthcare and government clients across North...

SP+ (SP Plus)
Supply Vision
Software • Transportation
Chicago
11 Employees

To transportation and logistics providers, Supply Vision is the cloud-based, logistics software company that provides easy to use applications delivered by a responsive partner with a North American focus. Supply Vision’s suite of web based products cover the entire supply chain for both domestic and international Transportation Service Providers, 3PL's, Trucking companies and Brokers. Our suite of products includes a...

Supply Vision
CarrierSource
Information Technology • Internet of Things • Logistics • Software • Transportation
Chicago
CarrierSource helps you find the best carrier to move your freight

CarrierSource, the first ever carrier review site, drives transparency in logistics, enabling shippers to find the best carriers, and empowering carriers to grow their business.

CarrierSource

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