Transportation Dispatcher We are looking for a dependable and attentive Dispatcher to join our transportation operations team. This position is a good fit for someone who enjoys problem-solving, can manage multiple prior…
Dispatcher jobs in Chicago, IL
Dispatchers assign drivers and equipment to loads, monitor routes in real time, and absorb schedule changes, keeping fleets and field crews on track through the day.
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Open dispatcher roles
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Freight Dispatcher (Independent Contractor) — $1,800 to $4,500+ Weekly Potential Employment Type: 1099 / Independent Contractor Location: Remote (U.S. Based Only) This is a performance-based dispatch role working with ow…
Entry-Level Freight Dispatcher – Weekly Pay: $1,800 to $3,200+ Job ID: ALA-D1A We are currently hiring motivated and detail-oriented individuals to join our team as Independent Freight Dispatchers. What “Entry-Level” Mea…
Earn $6,000–$12,000+ Per Month | Freight Dispatchers Wanted (Experienced & Entry-Level) Truck Driver Nation is expanding and we are hiring both experienced and entry-level freight dispatchers who are ready to take charge…
Freight Dispatchers Wanted (Experienced & Entry-Level) – Work From Home & Earn $8,000 to $15,000+ Per Month Truck Driver Nation is hiring motivated individuals ready to build a high-paying career from the comfort of home…
Earn $1,500–$3,000+ Weekly | Now Hiring Freight Dispatchers (Experienced & Entry-Level) Truck Driver Nation is growing, and we're looking for Freight Dispatchers ready to take control of their financial future. Experienc…
Entry-Level Freight Dispatcher (Remote) – Earn $2,200 to $3,000 Weekly ($114,400–$156,000 Annually) We are hiring motivated individuals to join our logistics team as Freight Dispatchers. This is a remote position with st…
ntry-Level Freight Dispatcher – $1,200–$2,500 Weekly We are seeking reliable and organized individuals for an Entry-Level Freight Dispatcher opportunity. This is an independent contractor role supporting owner-operators…
We are looking for a dependable Workflow Coordinator to support daily front-of-office and administrative operations in Chicago, Illinois. This Long-term Contract position is ideal for someone who enjoys creating a welcom…
DescriptionAt HDR, our employee-owners are fully engaged in creating a welcoming environment where each of us is valued and respected, a place where everyone is empowered to bring their authentic selves and novel ideas t…
OverviewDo you consider yourself a relationship-driven recruiter with the ability to identify, engage, and attract top construction talent? Next 150 Construction is seeking a Senior Recruiter to lead the recruitment of h…
At Expedia Group, we help travelers explore the world, one journey at a time. As a global travel company powered by passionate people, trusted partnerships, and leading technology, we connect travelers, partners, and adv…
What dispatchers earn in Chicago
Hourly first — that's how the offer arrives
| Experience | Hourly | Annual, full-time |
|---|---|---|
| Entry level | $20–$25 | $41k–$52k |
| Mid level | $24–$31 | $50k–$65k |
| Senior | $30–$39 | $63k–$81k |
Adjusted for the Chicago market from national ranges.
What employers ask for
The skills these listings keep naming
Interview questions worth rehearsing
With the thing the interviewer is actually listening for
Two drivers call in with problems at the same time a customer is on hold. What do you do?
Show triage: safety issues first, then time-critical loads, then the callback. Naming an order calmly is the whole answer.
How do you match drivers to loads?
Mention available hours, location, equipment type, and driver strengths. Show that you plan a day ahead, not load by load.
How do you keep drivers on your side while pushing to hit schedules?
Talk about honest ETAs, respecting hours of service, and going to bat for drivers when a plan is unrealistic. Trust is the dispatcher's real tool.
What dispatch or tracking software have you used?
Name the systems and what you tracked in them. If you learned one quickly, say how long it took; adaptability matters.
Tell me about a delivery you saved that was heading for failure.
Give a specific rescue: a re-route, a swapped driver, a renegotiated window. End with the outcome and what the customer heard from you.
How do you document your decisions during a chaotic shift?
Explain your logging habit, whether in the TMS or shift notes, so the next dispatcher and management can reconstruct what happened.
Resume tips that move the needle
For dispatchers specifically — generic advice costs you here
Quantify your board: drivers managed, loads dispatched per day, or region covered.
Name your dispatch and ELD software, such as McLeod, TMW, Samsara, or Motive.
Show on-time performance numbers for routes you managed.
Mention hours-of-service knowledge explicitly; it separates freight dispatchers from schedulers.
Include after-hours or weekend dispatch experience if you have it, since coverage flexibility is prized.
Where this role goes
Typical progression
Applying for dispatcher jobs in Chicago?
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