Chicago Metro Area, IL

Trucking Companies For Sale in Chicago Metro Area, IL

Showing 13 results sorted by
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Semi-Absentee 2-Truck Freightliner Fleet – $80K+ Cash Flow, Turn-Key

Downers Grove, IL

Own a fully operational, income-generating trucking business that delivers $83K–$104K in annual net income with just 2–4 hours of oversight per day. With professional drivers, dispatch, and...

$199,000

$199,000

Cash Flow: $80,000

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Growing Trucking & Logistics Company with Drivers + Dispatch

DuPage County, IL

Profitable nationwide flatbed trucking company with 6 paid-off trucks and 1 owner-operator. Fully equipped dispatch center operates remotely from Kosovo. Experienced team includes 4 full-time...

$490,000

$490,000

Cash Flow: $250,000

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FedEx P&D Routes for Sale - Chicago, IL

Chicago, IL

* 10 P&D Routes * Low mileage operation with low stem miles. * Two full-time managers who drive and manage the business. * 13 trucks included with the CSA. * Assumable truck debt can help offset the...

$700,000

$700,000

Cash Flow: $130,000

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National Trucking Company with 20 Trucks

Cook County, IL

The company transports general freight and packages to the contiguous 48 states using company-owned trucks. 100% of the revenue stream is generated by trucking. Currently, there are 6 clients who...

$3,000,000

$3,000,000

Cash Flow: $402,045

SBA approved - 14 FedEx P&D Routes, est 20 years ago, Holiday Special!

Grayslake, IL

- SBA eligible for qualified buyers, only need 10% down! - The seller is retiring from the business - Seller is willing to stay behind and help the new buyer. Seller has extensive FedEx experience...

$975,000

$975,000

Cash Flow: $254,151

4 FedEx Linehaul Routes - Chicago, IL - Seller & Vehicle Financing

Chicago, IL

The Asking Price for all routes, including 4 vehicles, is $1,125,000 in outright cash, plus $175,000 in estimated possible vehicle financing, plus $200,000 in seller financing (Total Purchase Price:...

$1,500,000

$1,500,000

Cash Flow: $590,854

CDL training school

Cook County, IL

Profitable Turnkey CDL School – Chicago Metro Asking Price: $495,000 Established CDL Class A training school with 1.6 years in operation and close to $1.5M in gross revenue at an estimated 40% profit...

$495,000

$495,000

Trucking company with 2 trucks rented for sale

Chicago, IL

Established business, used to have 15 trucks fleet. Now has only 2 financed. 2025 Volvo and 2022 Freighliner. Rented for 2000$ per week. Samsara and Verizon tablets for 15 trucks, virtual office...

$180,000

$180,000

Cash Flow: $96,000

7 FedEx Ground Routes - Chicago, IL - Seller & Vehicle Financing

Chicago, IL

The Asking Price for all routes, including 7 vehicles, is $175,000 in outright cash, plus $125,000 in estimated possible vehicle financing, plus $150,000 in seller financing (Total Purchase Price:...

$450,000

$450,000

Cash Flow: $253,961

Multi-State CDL Training Network | 3rd Party Testing & VA Approved

Cook County, IL

Step into ownership of a high-performing CDL training company operating five active campuses under unified brand and management. This FMCSA-registered, VA-approved network also maintains authorized...

$3,800,000

$3,800,000

Cash Flow: $700,000

Very Well Established Trucking Co.

DuPage County, IL

Well-managed Midwest trucking business that transports products for a variety of industries. In business for over 20 years with a fleet that includes 12 trucks, 14 trailers, and 11 experienced...

$1,800,000

$1,800,000

Cash Flow: $602,000

3 FedEx Linehaul Routes - Chicago, IL - Highly Profitable

Chicago, IL

FedEx Linehaul Routes for Sale: Well-established and highly profitable FedEx Linehaul routes. All routes are contiguous, making load sharing among routes efficient. Each business, which is comprised...

$725,000

$725,000

Cash Flow: $186,680

Profitable Regional Logistics and Warehousing Business

Carol Stream, IL

Trucking - Flatbed Hauler The business offers a variety of transportation and warehouse storage services; local transport, material handling services and warehouse storage. This shop has 10 full-time...

$399,000

$399,000

Cash Flow: $151,735

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