500+ Transportation & Delivery Jobs in Chicago, IL

Observed local government data for the broad transportation and material-moving family shows a $45,920 median, $53,680 mean, $37,120 at the 25th percentile, $58,720 at the 75th, and $77,530 at the 90th in Chicago. For sub-roles used as proxies, heavy truck drivers were reported at a $62,300 median and light truck delivery drivers at a $47,950 median in May 2025-based guidance. Current posting data points higher for salary-listed jobs—annual ranges center on about $80k to $100k and hourly postings on about $20 to $24 / hour—so treat posted pay as a mix of driver, dispatch, and management roles rather than a standard driver wage.

Full September 2026 market report

Advertised pay

Across the 373 openings that disclose pay, the advertised range midpoint runs $41,600 at the 25th percentile, $57,200 at the median and $79,976 at the 75th. These are advertised ranges, not earned pay.

Active openings as of October 17, 2026

Senior roles | Entry level | Remote | Posted this week

Live from the Callings.ai index of over 13 million postings, refreshed hourly and re-checked here nightly. Roles that close are dropped at the next refresh.

Showing 30 of 250+ openings.

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What our analysts see this month

Competitive market | next 3-6 months

This is still a big Chicago job market, but it is not an easy one right now. Transportation and material-moving occupations made up 10.7% of metro employment in the latest occupational wage release, and the broader occupational family accounted for 484,580 local jobs in 2025. Yet the metro's trade, transportation, and utilities supersector was down -0.9988% year-over-year in August 2026, and Illinois Transportation & Delivery postings were down 21.9% year-over-year in September even though statewide employment in the category was essentially flat. In practice, that means openings still exist, especially for entry-level, on-site work, but employers can be pickier and callback speed can be slower than the raw posting volume suggests.

Best positioned: Candidates with a Class A CDL, a current DOT physical, and documented safety, inspection, or forklift experience have the best odds right now.

Main caution: Do not assume the highest advertised salary bands are typical driver pay; the category mixes hourly delivery work with dispatch and management roles, and the local broad-family median is $45,920 while many hourly postings cluster around about $20 to $24 / hour.

From the September 2026 market report

Who is hiring here

Counted across all 542 openings in this market. 10 of the employers below are hiring for more than one role right now.

1. Domino's Inc.: 29 open roles
2. Gopuff: 29 open roles
3. Ryder System, Inc.: 28 open roles
4. Domino's: 27 open roles
5. Ryderscs: 19 open roles
6. Penske Corporation: 14 open roles
7. MedSpeed: 13 open roles
8. Jimmy John's: 12 open roles
9. Penske Logistics: 12 open roles
10. Gopuff Becomes First Instant Commerce Company: 11 open roles

Where the openings are

• Chicago: 89
• Joliet: 22
• Naperville: 18
• Melrose Park: 16
• Romeoville: 14
• Carol Stream: 14
• Elmhurst: 14
• Des Plaines: 12

Work arrangement

on-site 503 (95%), remote 19 (4%), hybrid 5 (1%)

Where the demand is

Real opportunity is spread across several submarkets rather than one dominant hiring engine. In recent postings, the busiest industry buckets were transportation at about 25%, restaurants at about 25%, transportation, logistics, supply chain and storage at about 20%, truck transportation at about 10%, and logistics at about 5%. That mix means Chicago is not just a trucking market; it also has meaningful last-mile restaurant delivery and warehouse-connected movement work. The strongest near-term signal is for practical, in-person operators. About 75% of postings are entry-level, about 95% are on-site, and the typical active posting stays open around 30 days. Skill demand centers on safety compliance, forklift operation, safe driving, inventory management, vehicle inspection, and time management, while the most common formal credentials are Class A CDL, DOT physical, valid driver's license, and HazMat endorsement. A separate live-market clue came from the September 30 Chicago recruitment fair, where FedEx Freight, Greyhound, Pace Bus, UPS, and the Illinois Tollway were recruiting for CDL A/B, dispatch, management, and apprenticeship-linked roles. That points job seekers toward fleets, transit, parcel, and carrier-adjacent employers—not just gig platforms.

• Last-mile and restaurant delivery (high): Big share of posting mix, lower barrier to entry, and mostly hourly on-site work tied to restaurants and local delivery operations.
• CDL trucking, route, and transit operations (high): Requires stronger credentials, but it is the clearest path to better pay and more formal employers, reinforced by local fair-based recruiting for CDL A/B and dispatch roles.
• Forklift and warehouse-linked movement work (moderate): A practical bridge segment because forklift operation, inventory management, and safety compliance show up repeatedly in local demand.
• Dispatch and fleet coordination (moderate): Fewer openings than frontline operator work, but a stronger path for candidates who can combine route knowledge with data, compliance, and scheduling discipline.

Where to focus: If you can qualify quickly, prioritize CDL-linked route, transit, and parcel roles; if not, use forklift/material-mover work as the fastest bridge into employers that also hire drivers and dispatchers.

Roles worth searching next

• Logistics coordinator: Delivery and route experience transfers well into appointment scheduling, shipment handoffs, and exception handling.
• Warehouse supervisor or distribution lead: Forklift, safety, inventory, and shift discipline are close matches for candidates coming from material-moving or route environments.
• Transportation coordinator or route planner: It uses routing knowledge and service-level thinking, but shifts the work away from frontline driving and toward planning.
• Inventory control specialist: Candidates with loading, scanning, transfer, and stock-accountability experience can move into a more stable warehouse-operations path.

What postings ask for

• Class A CDL (table_stakes | immediate): It is the most common formal credential named in local postings and lines up with the truck, route, and fair-based openings that look strongest right now. Who: Anyone targeting trucking, linehaul, route, or higher-paying fleet roles.
• DOT physical (table_stakes | immediate): It appears repeatedly in local credential requirements and helps employers move faster when screening driver candidates. Who: New entrants and switchers who want to widen their eligible driver pool fast.
• Forklift operation (differentiator | immediate): Forklift operation is one of the most requested hard skills in local postings, and it creates a bridge between material-moving and delivery-adjacent roles. Who: Entry-level candidates, warehouse workers, and career switchers.
• Safety compliance and vehicle inspection (table_stakes | immediate): Safety compliance is the top hard skill in local postings, and vehicle inspection also shows up often, which means employers are screening for low-risk operators. Who: All driver, route, bus, transit, and fleet-facing candidates.
• HazMat endorsement (premium | near-term): It is not universal, but it shows up often enough in local requirements to matter and can separate you from generalist applicants. Who: CDL holders who want better-margin freight or specialty routes.
• Inventory management (differentiator | near-term): Inventory management appears in local skill demand, which is useful because many Chicago roles sit at the handoff between warehouse movement and delivery. Who: Material movers, route drivers who load/unload, and switchers from retail or warehouse work.

Questions about this market

What do Transportation & Delivery roles pay in Chicago-Naperville-Elgin, IL-IN?

Observed local government data for the broad transportation and material-moving family shows a $45,920 median, $53,680 mean, $37,120 at the 25th percentile, $58,720 at the 75th, and $77,530 at the 90th in Chicago. For sub-roles used as proxies, heavy truck drivers were reported at a $62,300 median and light truck delivery drivers at a $47,950 median in May 2025-based guidance. Current posting data points higher for salary-listed jobs—annual ranges center on about $80k to $100k and hourly postings on about $20 to $24 / hour—so treat posted pay as a mix of driver, dispatch, and management roles rather than a standard driver wage. Chicago is not a low-pay market, but this category still pays below the metro's overall wage level: transportation and material-moving averaged $25.81 an hour locally versus $35.28 across all occupations. The market can be decent for steady earnings, but broad access roles do not automatically deliver Chicago-style white-collar pay.

Where is demand for Transportation & Delivery roles in Chicago-Naperville-Elgin, IL-IN concentrated?

Real opportunity is spread across several submarkets rather than one dominant hiring engine. In recent postings, the busiest industry buckets were transportation at about 25%, restaurants at about 25%, transportation, logistics, supply chain and storage at about 20%, truck transportation at about 10%, and logistics at about 5%. That mix means Chicago is not just a trucking market; it also has meaningful last-mile restaurant delivery and warehouse-connected movement work. The strongest near-term signal is for practical, in-person operators. About 75% of postings are entry-level, about 95% are on-site, and the typical active posting stays open around 30 days. Skill demand centers on safety compliance, forklift operation, safe driving, inventory management, vehicle inspection, and time management, while the most common formal credentials are Class A CDL, DOT physical, valid driver's license, and HazMat endorsement. A separate live-market clue came from the September 30 Chicago recruitment fair, where FedEx Freight, Greyhound, Pace Bus, UPS, and the Illinois Tollway were recruiting for CDL A/B, dispatch, management, and apprenticeship-linked roles. That points job seekers toward fleets, transit, parcel, and carrier-adjacent employers—not just gig platforms.

Which employers are hiring the most Transportation & Delivery talent in Chicago-Naperville-Elgin, IL-IN?

Recent postings show the most activity from Domino's Inc. (100 postings). See the full market report for the complete employer landscape.

Can Transportation & Delivery roles in Chicago-Naperville-Elgin, IL-IN be done remotely?

Of recent postings, 5% are remote and 4% hybrid, with 95% on-site. Use the Remote filter above to see only remote openings.

How current are these listings?

Openings come from the Callings.ai live index of over 13 million jobs, refreshed hourly. This page searches postings from the last 30 days; run the search yourself to filter by anything else in plain language.

Browse Illinois openings by job title

• General Manager: 148 open roles statewide
• Senior Manager: 79 open roles statewide

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