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Best Transportation Companies to Work for in Chicago, IL (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
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
Toro TMS
Cloud • Enterprise Web • Sales • Software • Transportation
Chicago
80 Employees
23 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
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
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
New Mobility Lab
Automotive • Transportation
Chicago
3 Employees

The Lab for the global B2B platform for the ecosystem around the connected, driverless car and the future of mobility. We enable #collaborative_disruption

New Mobility Lab
FleetPulse
Artificial Intelligence • Logistics • Transportation
Chicago
19 Employees
Hiring Now

FleetPulse™ is the leading trailer telematics company that enables end-to-end visibility into trailer safety and cargo security, serving customers with OEM-agnostic wired and aftermarket telematics offerings. Based in Chicago, Illinois, FleetPulse combines deep roots in the trucking industry with expert tech talent and offers telematics solutions across a comprehensive portfolio of devices, from hard-wired, OEM-installed sensors to easy-to-install aftermarket sensors and...

FleetPulse
United Airlines
Aerospace • Transportation • Travel • Industrial
Chicago
100,000 Employees
59 Benefits
Good Leads the way

At United, Good Leads The Way. With U.S. hubs in Chicago, Denver, Houston, Los Angeles, New York/Newark, San Francisco and Washington, D.C., United operates the most comprehensive global route network among North American carriers and is now the largest airline in the world as measured by available seat miles. For more about how to join the United team, please visit...

United Airlines

United Airlines's Top Workplace Perception Strengths

Benefits & Perks: Travel privileges and discounted tickets stand out as a signature perk, alongside a broad benefits package that includes healthcare, retirement support, and paid time off.

Market Position & Stability: Stability and scale are emphasized through United’s large global network, major hub footprint, and mature safety systems and resources typical of a legacy carrier.

Career Growth: Mobility and internal opportunities are highlighted via lateral moves across departments and stations, with clearer career ladders and progression that can improve over time.

DeepWalk
Artificial Intelligence • Computer Vision • Software • Transportation
Chicago
14 Employees
8 Benefits Hiring Now
DeepWalk's AI-driven platform measures 3D models of infrastructure and creates useful deliverables for engineering teams

DeepWalk has built an AI-driven platform that measures 3D models of infrastructure and creates useful deliverables for engineering, planning, and maintenance teams. Over 100 cities across America rely on DeepWalk’s software for measuring, planning, and updating infrastructure, starting with sidewalks. Creating 3D models of buildings and infrastructure has become affordable and widespread. However, extracting useful information from models is extremely challenging....

DeepWalk
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cargo.one
Marketing Tech • Transportation
3 Offices
136 Employees

Founded in 2017, cargo.one (Cargo One GmbH) is a platform for booking and marketing air freight capacity. Trusted by over 20,000 freight forwarders in 134 countries, cargo.one offers instant booking for airline and forwarders’ rates across more than 60 airlines, and was the first platform of its kind. cargo.one pro equips forwarders to compare, book and track shipments, leveraging thousands...

cargo.one
HaulHound
Logistics • Software • Transportation
Chicago

HaulHound is the world’s first search engine designed specifically for the everyday logistics professional. Utilizing proprietary technology, HaulHound delivers an incredibly fast, transparent, and FREE service that genuinely benefits all truck drivers, carriers, shippers and brokers. Aggregating data from a variety of logistics technology sources,

HaulHound
Utech Global
Hardware • Logistics • Software • Transportation
Oakbrook Terrace
25 Benefits

A SaaS product company, offering innovative technologies that empower industry leading logistics and transportation companies the ability to support and maintain business growth. Delivering easy-to-use software solutions that allow anyone to realize more, build trust, provide valuable services, and drive results within local communities and international markets.

Utech Global
Schlep, Inc
Transportation
Chicago
28 Employees

Schlep provides smart, reliable logistics to local businesses – delivery, event support, staging, portering, and heavy lifting. We support: - White glove delivery for furniture retailers and boutiques - Receiving, assembly and last mile for ecommerce brands - Day-of logistics for event planners - Home staging for interior designers - And more... Currently serving Chicago, Milwaukee and Los Angeles.

Schlep, Inc
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)
Imperative Logistics Group
Logistics • Transportation
2 Offices
53 Employees
Hiring Now

Imperative Logistics Group is a diversified supply chain management company, offering a unique portfolio of complementary, premium logistics services. We specialize in Global Forwarding, U.S./Mexico Cross-Border Solutions, Mission Critical Domestic, Expedite Services, and Fine Arts..

Imperative Logistics Group
Xirgo Technologies
Internet of Things • Logistics • Transportation
Rolling Meadows
143 Employees
Hiring Now

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
Pegasus Logistics Group
Logistics • Transportation
6 Offices
475 Employees

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...

Pegasus Logistics Group
New Mobility Consulting
Automotive • Transportation
Chicago
2 Employees

New Mobility Consulting helps corporations, startups and investors take advantage of the opportunities associated with the digital transformation of transportation and mobility, or "New Mobility" for short.

New Mobility Consulting
Sleek Fleet
Logistics • Software • Transportation
Chicago
20 Employees
19 Benefits
Sleek Fleet is a web-based app that connects drivers and shippers together.

Now in its 3rd year, Sleek Fleet’s ongoing push to redefine digital freight brokerage has disrupted an outdated freight brokerage model and has advanced the shipper/driver relationship while increasing profitability for both sides. Sleek Fleet’s sleek web-based app has already helped thousands of drivers take back their pay and shippers cut cost.

Sleek Fleet
Flexport
eCommerce • Logistics • Software • Transportation • 3PL: Third Party Logistics
7 Offices
2,500 Employees
44 Benefits Hiring Now
Flexport helps make global commerce so easy there will be more of it.

Founded in 2013, we believe trade can move the human race forward. That’s why our mission at Flexport is to make global commerce so easy there will be more of it. The recent global supply chain crisis has put Flexport center stage as we continue to play a pivotal role in how goods move around the world. We’re shaping the future...

Flexport

Flexport's Top Workplace Perception Strengths

Mission & Purpose: Mission-driven work centers on modernizing global trade and solving tangible, real-world logistics problems with visible customer impact. The scale and complexity across freight, customs, and fulfillment are positioned as meaningful for builders who want high-leverage scope.

Recognition: External employer-brand visibility remains present through repeated inclusion on “Best Places to Work” lists, supporting resume signaling and recruiting credibility. Ongoing brand recognition is framed as a notable counterweight to internal volatility narratives.

Compensation: Pay is described as competitive for many technical roles, with total compensation and equity frequently highlighted as strong for engineers and certain go-to-market positions. Compensation strength is portrayed as a key part of the overall employer value proposition for candidates optimizing for upside.

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