Transportation & Logistics Businesses for Sale in Chicago, IL

Browse 14 transportation & logistics businesses currently for sale in the Chicago, IL metro area with an average asking price of $2.0M. Transportation, logistics, and delivery

Active Listings
14
Median Asking Price
$1.7M
Median SDE
$508K
Median Multiple
3.9x SDE
Avg Asking Price
$2.0M
Average SDE
$509K
Listed in Last 30 Days
7
Added This Week
3

Median figures are computed over the 9 listings currently browsable on this page. Averages and counts cover all 14 active listings tracked in the last 90 days.

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Transportation & Logistics Businesses for Sale in Chicago, IL

Showing 19 of 9

Aug 5

Fuel Delivery Company for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$610KTransportation & Logistics
Cash Flow:$382K
Multiple:1.6x
Why Buy

This mobile fuel-delivery company serves commercial customers through scheduled deliveries that reduce downtime and simplify fuel management. Recurring accounts, an asset-light customer-facing model, and opportunities to densify routes or expand coverage support continued growth.

Recurring RevenueSticky CustomersGrowth TrajectoryKey Person Risk
Jul 23

Trucking & Logistics Company for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$1.4MTransportation & Logistics
Cash Flow:$652K
Multiple:2.1x
Why Buy

This intermodal trucking and freight services company serves a major Illinois freight market through commercial relationships and a lean operating model. Strong profitability, recurring customers, and scalable transportation operations create an attractive platform for continued growth.

Manager in PlaceRecurring RevenueSticky CustomersHigh CapEx
Jul 13

Established Delivery Route Business for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$450KTransportation & Logistics
Cash Flow:$274K
Multiple:1.6x
Why Buy

This route-based transportation business includes contiguous delivery routes, vehicles, and drivers already in place, creating an efficient operating structure. It may appeal to a buyer seeking a cash-flowing logistics business with management support and growth potential in Illinois.

Recurring RevenueSticky Customers
Jul 7

Very Profitable Trucking Company for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$3.8MTransportation & Logistics
Cash Flow:$957K
Multiple:4.0x
Why Buy

This trucking and logistics operation is built around recurring routes and long-term client relationships, producing predictable service demand. Buyers may value the stable operating model, diverse customer base, and established reputation across the Midwest.

Recurring RevenueSticky CustomersCustomer Concentration
Jul 6

Established Trucking Company for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$399KTransportation & Logistics
Cash Flow:$120K
Multiple:3.3x
Why Buy

This asset-based transportation business includes equipment and active operations, which can reduce startup friction for a new owner. It may appeal to a buyer seeking a logistics company in Illinois with working trucks and an operating structure already in place.

High CapExRegulatory Risk
Jun 9

Trucking & Freight Company for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$6.0MTransportation & Logistics
Cash Flow:$1.2M
Multiple:5.0x
Why Buy

This Illinois trucking and logistics company has operated for nearly two decades, generating over $5M in annual revenue and approximately $1M in annual SDE with a fully owned fleet of 17 tractors and 20 trailers transferred free and clear. The business benefits from long-standing customer relationships, experienced personnel, and a proven operating infrastructure that supports continued growth. At a $5.95M asking price with significant hard-asset value embedded, this is a compelling acquisition for a logistics operator or strategic buyer seeking an established transportation platform in the Chicago region.

Sticky CustomersGrowth TrajectoryHigh CapEx
May 27

Freight Brokerage Company for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$7.0MTransportation & Logistics
Cash Flow:$1.2M
Multiple:5.9x
Why Buy

This nationwide first-and-final-mile logistics company operates a non-asset model with a fleet of 70 commercial trucks — 90% fully owned — and an established customer base that provides consistent cash flow across multiple U.S. markets. All existing company loans are structured to be satisfied at closing, delivering a clean balance sheet to the incoming owner. At a $1.189 million SDE on a $7 million asking price, the business offers an acquirer a scaled logistics platform with proven operational infrastructure and low capital expenditure requirements relative to asset-heavy transportation peers.

Recurring RevenueSticky CustomersManager in Place
May 12

Fuel & Liquid Transportation for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$1.7MTransportation & Logistics
Cash Flow:$407K
Multiple:4.2x
Why Buy

This specialized trucking company transports fuel and bulk liquids for commercial clients in the Midwest and Mid-Atlantic regions, generating approximately $4.2 million in annual revenue with $407,000 in EBITDA. The business operates with a fully staffed 24/7 dispatch operation, experienced general manager, and a fleet of leased tractors and tanker trailers, enabling strong management infrastructure without requiring hands-on owner involvement. Recurring commercial contracts and dedicated operational support staff create a scalable foundation for a new owner seeking a logistics platform.

Manager in PlaceRecurring RevenueRegulatory Risk
Apr 21

Trucking Company for Sale in Chicago, IL

Chicago-Naperville-Elgin, IL
$2.0MTransportation & Logistics
Cash Flow:$508K
Multiple:3.9x
Why Buy

This Chicago-area trucking operation generates strong top-line revenue with diversified freight capabilities spanning temperature-controlled and dry van segments. The business transfers with a substantial owned fleet and dual licensed entities, reducing startup friction for an acquiring operator. Healthy seller discretionary earnings relative to the acquisition price reflect operational efficiency and disciplined cost management across the existing customer base.

Sticky CustomersRegulatory RiskHigh CapEx

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Frequently Asked Questions

How many transportation & logistics businesses are for sale in Chicago, IL?
Searcher OS currently tracks 14 businesses for sale in the Chicago, IL metro area, aggregated daily from broker websites and the major marketplaces. 3 of them were listed in the last 7 days. Every listing is de-identified — you see the financials and metro area first, and unlock full details free.
How much does a transportation & logistics business cost in Chicago, IL?
The median asking price of current listings is $1,700,000, and average seller's discretionary earnings run around $509,000. Most small businesses trade at a multiple of cash flow, so compare the asking price against earnings rather than revenue.
What multiple of earnings do transportation & logistics businesses in the Chicago, IL metro area list for?
Across the 9 transportation & logistics businesses currently browsable in the Chicago, IL metro area, the median asking price is $1.7M and the median seller's discretionary earnings (SDE) is $508K. The median asking price works out to 3.9x SDE. Multiples vary with size, growth, and owner dependence, so treat this as a benchmark rather than a rule.
Can I buy a transportation & logistics business in Chicago, IL with an SBA loan?
Usually, yes. Most businesses in this size range qualify for SBA 7(a) acquisition financing, which typically covers up to 90% of the purchase price on a 10-year term, leaving a 10–15% down payment. Lenders look for steady cash flow that covers the loan payments with room to spare (debt service coverage), so listings with documented earnings are the easiest to finance.
How do I find transportation & logistics businesses for sale in Chicago, IL before other buyers?
Most listings appear on individual broker websites days or weeks before they reach the national marketplaces. Searcher OS scrapes those broker sites daily and matches new Chicago, IL transportation & logistics listings against your acquisition criteria, so you can be the first call instead of one of fifty.

Buying a Transportation & Logistics Business in Chicago, IL

Buying a transportation & logistics business in Chicago, IL combines the tightest search you can run: one sector, one drivable market. Transportation, logistics, and delivery Common business types include Trucking, Freight, Last Mile Delivery, Warehousing, Moving Services.

Listings here are shown at the metro level to protect seller confidentiality — the exact city, full description, and broker contact unlock with a free account. When you compare transportation & logistics listings in the Chicago, IL metro, verify seller's discretionary earnings against tax returns, understand how much revenue is recurring, and gauge owner dependence. Most businesses in this size range qualify for SBA 7(a) financing with 10–15% down, so compare each deal's cash flow against its projected debt service, not just the asking price. Start with these guides:

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