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Best Transportation Companies to Work for in Chicago, IL (188)

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.

Toro TMS

Toro TMS's Top Workplace Perception Strengths

Career Growth: Career development and internal mobility are emphasized through promotion-from-within, mentorship, and defined progression paths, with opportunities to take on broader responsibilities quickly. A high-growth setting and visible impact create room for ownership and rapid learning.

Benefits & Perks: Benefits are described as strong for the company’s size, including employer-paid medical options, unlimited PTO with paid holidays, parental leave, and immediate 401(k) eligibility. Dental and vision coverage, FSAs/HSAs, and Chicago office perks add to the package.

Mission & Purpose: Work centers on a clear mission to modernize bulk-hauling operations with close collaboration alongside dispatchers, drivers, and operators. Customer proximity makes the work feel meaningful and motivating.

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 Workplace Perception Strengths

Mission & Purpose: Work centers on real-time, data-heavy supply chain visibility and AI that supports 1,600+ brands and millions of daily shipments, making outcomes feel consequential. The company positions this as meaningful, global logistics impact across hubs in Chicago, Chennai, and Amsterdam.

Benefits & Perks: Benefits include wellness programs, flexible scheduling, generous PTO and parental leave, comprehensive health coverage, equity, bonuses, and 401(k) matching. Public materials also highlight recharge days, volunteer time, and hybrid-friendly offices that support a people-first approach.

Learning & Development: Learning is emphasized through mentorship, customized development tracks, conferences, and ongoing training across functions. Programs like FourKites Academy and cross-functional projects create opportunities to take on responsibility and grow skills.

Mastery Logistics Systems
Enterprise Web • Logistics • Software • Transportation
3 Offices
500 Employees
35 Benefits
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 Workplace Perception Strengths

Benefits & Perks: Benefits are described as comprehensive, with remote/hybrid options, unlimited PTO, generous parental leave, a 401(k) match, and robust health coverage. Some teams also practice no‑meeting Fridays and promote policies intended to support flexibility.

Innovation & Products: Work centers on MasterMind, a cloud‑based enterprise TMS used by large carriers, offering complex, real‑world logistics problems at production scale. Engineers and product teams often depict the scope as high impact and technically engaging.

Team Support: Colleagues are frequently characterized as high‑caliber, collaborative, and kind, with practices like pair programming and an open‑door approach. These dynamics can foster strong day‑to‑day support and learning.

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 Workplace Perception Strengths

Mission & Purpose: Work is closely tied to a clear purpose of expanding the potential of cycling, and many roles connect directly to products people ride. Advocacy and community initiatives (e.g., World Bicycle Relief) reinforce that sense of meaning.

Work-Life Balance: Wellness programs, generous time off and parental supports, and a relaxed, dog-friendly office vibe indicate manageable hours for many teams. A hybrid rhythm with manager-coordinated flexibility and lunchtime rides further supports balance.

Team Support: Colleagues are often seen as friendly, passionate, and collaborative, with approachable leaders and open-door communication. Pod structures and agile practices help keep daily interactions efficient.

Traffic Tech
Logistics • Sales • Transportation
26 Offices
2,000 Employees
26 Benefits
We're a global third-party logistics company that strives to deliver the extraordinary.

When you join Traffic Tech, you join a team that keeps the global economy moving – literally. We're a third-party logistics company (or 3PL) that expertly connects customers who need to move goods with the best carriers to safely transport them via air, ocean, rails, and roads. Whether we're helping businesses move their loads across borders, across time zones, or...

Traffic Tech
Wabtec Corporation
Transportation
11 Offices
10,001 Employees
25 Benefits Hiring Now

Transportation solutions that move and improve the world At Wabtec, we help our customers overcome their toughest challenges by delivering rail and industrial solutions that improve safety, efficiency and productivity. Wabtec is a leading global provider of equipment, systems, digital solutions, and value-added services. Whether it's freight rail, transit, mining, industrial or marine, our expertise, technologies, and people - together - are...

Wabtec Corporation

Wabtec Corporation's Top Workplace Perception Strengths

Market Position & Stability: Strong backlog, steady results, and a global footprint signal industry leadership with resources that support stable programs and investment. Ongoing momentum in freight rail markets can translate to clearer roadmaps and funding for initiatives.

Mission & Purpose: Work spans locomotives, rail modernization, and battery or alternative propulsion, offering tangible impact on critical rail infrastructure and decarbonization. Roles connect to large‑scale, safety‑critical products with global reach.

Learning & Development: Internal mobility, mentoring, tuition assistance, and rotational programs provide structured ways to build skills and explore roles across sites and functions. On‑the‑job learning and cross‑functional collaboration are emphasized across a global setting.

J-U-B ENGINEERS, Inc.
Professional Services • Transportation • Consulting • Design
22 Offices
429 Employees
7 Benefits

J-U-B ENGINEERS, Inc. is a civil engineering and planning firm founded in 1954, providing innovative infrastructure solutions and services in areas like transportation engineering, water resources, land development, and surveying.

J-U-B ENGINEERS, Inc.
Dock411, LLC
Productivity • Transportation
St. Charles
3 Employees

Dock411 saves drivers time and money by sharing important information about their drop-off and pick-up locations before they arrive.

Dock411, LLC
Rectangle
Logistics • Software • Transportation • 3PL: Third Party Logistics
Chicago
4 Employees
9 Benefits
We're solving the single biggest unsolved problem in freight: data fragmentation

At Rectangle, we're solving the single biggest unsolved problem in freight: data fragmentation. The information about a shipment is as valuable as the shipment itself, but today's logistics ecosystem is a mess of incompatible systems, making it impossible to move the data that moves freight. This creates all kinds of large and expensive problems. Freight brokers, shippers, and logistics service...

Rectangle
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newtrul
Logistics • Transportation
Chicago
12 Employees

Our mission is to empower Brokers + Carriers to stay competitive with better online freight booking, world-class automation, and real-time market data. We make it easy for Carrier reps to expand their reach, book directly online, and win more loads & lanes! Connect to newtrul and grow your business via digital bookings without spending a fortune on complex software integrations. Get Started...

newtrul
Sleek Technologies
Logistics • Transportation
Chicago
25 Employees

With AI-powered technology and 100% data transparency, we uncover resilience, sustainability, and cost reduction opportunities that empower shippers to always deliver products on time, at fair market price.

Sleek Technologies
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...

Valgen, Inc.
Kaizen Health, Inc
Healthtech • Logistics • Social Impact • Transportation
Chicago
43 Employees
33 Benefits
Kaizen Health removes transportation as a barrier to living a healthy life.

Kaizen Health is a healthcare technology company dedicated to removing transportation as a barrier to clinical care, food access, social services, education, the justice system, and employment as well as delivering supplies, food and prescriptions so that everyone can live a healthy and happy life. Kaizen Health works with health systems, Federally Qualified Health Clinics, Medicaid, Medicare Advantage , non-profits,...

Kaizen Health, Inc
V3 Companies
Professional Services • Transportation • Consulting
5 Offices
450 Employees

V3 Companies is a multidisciplinary AEC firm that provides meaningful and rewarding work, emphasizing employee growth and dedication as core values.

V3 Companies
Worldwide Flight Services
Other • Transportation
Chicago
Working with the world’s leading global and regional airlines since 1971 delivering fast and efficient service standards

WFS is one of the world's leading ground handling organizations, providing high quality cargo, passenger, premium, ramp, baggage and technical services across a network spanning over 170 locations in more than 22 countries on five continents.

Worldwide Flight Services
US Xpress
Transportation
26 Offices
3,200 Employees
19 Benefits

Ship your freight with one of the nation's largest truckload carriers, US Xpress Inc. Ask our shipping experts about your freight. Get a quote here!

US Xpress
Xirgo Technologies
Internet of Things • Logistics • Transportation
Rolling Meadows
143 Employees

At Xirgo, we are the architects of confidence in motion, the future of smart fleet logistics. Whether it’s ensuring a critical delivery arrives on time, helping a fleet transition to sustainable operations or protecting drivers and those that share the road around them, we make every journey smarter and safer. This isn’t just about tracking vehicles and assets. This is about...

Xirgo Technologies
City Tech Collaborative
Internet of Things • Other • Social Impact • Transportation
Chicago
10 Employees
7 Benefits

City Tech reinvents cities. We convene cross-sector leaders to tackle urban problems that are too big for any one group to solve on its own. We remake essential city services and infrastructure using advanced technology and then expand these solutions to other cities. To learn more, visit www.CityTech.org.

City Tech Collaborative
McKim & Creed, Inc.
Mobile • Transportation • Energy • Design
24 Offices
530 Employees
16 Benefits

What if you had the opportunity to do something you love and make a difference in peoples'​ lives at the same time? As engineers and surveyors, we use some pretty cool tools (think LiDAR, unmanned aerial systems [UAS], modeling, etc.) to solve some of today’s (and tomorrow’s) infrastructure challenges. But providing technical solutions isn’t enough. We have the incredible opportunity to...

McKim & Creed, Inc.
PLS Logistics Services
Logistics • Transportation
11 Offices
729 Employees
23 Benefits

PLS Logistics Services has delivered transportation solutions since 1991. Based in Cranberry Township, PA, a suburb of Pittsburgh, PLS Logistics Services provides dependable outsourced logistics solutions and freight brokerage services. We manage over one million loads each year through all major freight modes: flatbed, van, LTL, rail & barge, air & ocean. Our customers benefit from our broad PLS transportation...

PLS Logistics Services

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