Chicago pickup • Commercial trailer rental & leasing for owner-operators
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FleetWize Lease-to-Own

Lease-to-Own Car Hauler Trailers in Chicago

Put an eligible 3-car or 5-car hauler to work now and follow a fixed payment plan toward ownership—without paying the full purchase price upfront.

How it works: Choose a trailer and term, complete approval and insurance, make the required payments, and own the trailer after every obligation in the signed agreement is completed.
Compare lease-to-own plans → Start application

Chicago pickup • Published pricing shown below • Inventory and final approval are subject to availability and agreement terms.

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Clear published terms See term, down payment, and monthly payment before applying.
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Chicago pickup Equipment pickup is arranged at the FleetWize trailer lot.
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Fast application review Most complete applications are reviewed the same day.
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Path to ownership Ownership follows completion of the signed fixed-term agreement.
Choose your equipment

Current Lease-to-Own Car Hauler Plans

Compare eligible FleetWize trailers by capacity, model year, term, down payment, and monthly payment. Select a row to send the chosen plan to the application page.

3-car hauler
3-car Kaufman low-profile wedge car hauler trailer available for lease-to-own in Chicago

3-Car Kaufman

2024–2025 models • 53 ft. low-profile tandem dual wedge

Full specifications →
Own this trailer at the end Select a fixed term below. Ownership transfers after all agreement obligations are completed.
2024 model plans Choose one
Select Term Down Monthly
12 months $2,000 $1,450
18 months $2,000 $1,100
2025 model plans Choose one
Select Term Down Monthly
12 months $3,000 $1,650
18 months $3,000 $1,200
Apply for selected Kaufman plan Call

Tires, physical damage insurance, and maintenance are not included in the rental price for this model.

3-car hauler
3-car Buckeye Ultra MAX wedge car hauler trailer available for lease-to-own in Chicago

3-Car Buckeye

2025 Ultra MAX Hauler • 53 ft. wedge trailer

Full specifications →
Two fixed-term choices Choose the faster 12-month path or a lower 18-month payment.
2025 model plans Choose one
Select Term Down Monthly
12 months $3,000 $1,650
18 months $3,000 $1,200
Apply for selected Buckeye plan Call

Tires, physical damage insurance, and maintenance are not included in the rental price for this model.

5-car hauler
5-car Sun Country AV5-2 and NG5-2 car hauler trailer available for lease-to-own in Chicago

5-Car Sun Country

2025 AV5-2 Anniversary Frame or NG5-2 Next Gen Tandem Axle

Full specifications →
Fixed 40-month ownership plan Designed for operators who want higher capacity and a defined long-term path to ownership.
2025 model plan AV5-2 or NG5-2, subject to availability
Select Term Down Monthly
40 months $5,000 $3,400
Apply for Sun Country lease-to-own Call

Tires, physical damage insurance, and maintenance are not included in the rental price for this model.

Simple process

How FleetWize Lease-to-Own Works

The page shows the plan first, so you know the basic numbers before starting the application.

1

Choose the trailer

Compare 3-car Kaufman or Buckeye options and 5-car Sun Country options based on your truck, routes, and hauling capacity.

2

Select the term

Review the down payment, monthly payment, and fixed term. Choose the plan that fits your operating budget.

3

Apply online

Submit your contact, authority, and business information. Complete applications may be reviewed the same day.

4

Set up insurance

Provide a compliant Certificate of Insurance and any additional documents requested for the selected trailer.

5

Complete agreement

Sign, pick up in Chicago, make every required payment, and receive ownership according to the completed agreement.

Choose the right program

Monthly Lease vs. Lease-to-Own

Both options let you put a trailer to work. The right choice depends on whether you value short-term flexibility or a fixed path to ownership.

What matters Monthly lease Lease-to-own
Primary goal Use equipment with month-to-month flexibility. ✓ Work toward ownership through a fixed-term agreement.
Commitment Designed for shorter or changing equipment needs. Fixed term selected before signing.
End result Return, renew, or change equipment under the lease terms. Ownership transfers after all signed-agreement obligations are completed.
Payment visibility Monthly rate and deposit are provided for the lease. Term, down payment, and monthly payment are shown above.
Best fit Testing a route, seasonal work, or maximum flexibility. Stable operations and a long-term plan to keep the trailer.

Need flexibility instead? Review FleetWize monthly trailer leasing and pricing.

Prepare before applying

Lease-to-Own Requirements

Having complete information ready helps the FleetWize team review your application faster.

  • ✓ Valid driver’s license and CDL, as applicable to your operation
  • ✓ MC number and DOT number
  • ✓ Articles of Incorporation or other requested business formation documents
  • ✓ EIN documentation, including Form SS-4 when requested
  • ✓ Certificate of Insurance with required auto liability and physical damage coverage
  • ✓ Funds for the selected down payment and any amount due at signing
Final requirements and approval depend on the applicant, trailer, model year, insurance, availability, and the written agreement. Contact FleetWize before making business decisions based only on the published examples.
Know the operating costs

What the Published Payment Does Not Include

Build a realistic budget before choosing a term.

Listed separately:

  • Tires
  • Physical damage insurance
  • Routine maintenance and repairs assigned to the lessee under the agreement

Confirm before signing:

  • The exact unit and model year
  • Payment due dates and accepted payment methods
  • Maintenance responsibilities
  • Late-payment, default, early-payoff, and ownership-transfer terms
  • Any taxes, title, registration, or documentation charges
Local pickup, nationwide work

Lease-to-Own Car Haulers from Chicago, Illinois

FleetWize serves owner-operators and small fleets from a Southwest Chicago trailer lot. After approval, insurance verification, and agreement completion, pickup is arranged directly with the team.

Chicago’s location near I-55, I-80, I-90, and I-94 makes it a practical equipment pickup point for drivers operating across Illinois and the Midwest.

Trailer lot 4140 W 52nd St, Chicago, IL 60632, United States
Phone (331) 208-5225
Available types 3-car and 5-car car haulers
Pickup Scheduled after approval and documents
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Southwest Chicago Trailer Lot

Use this location for scheduled equipment pickup and drop-off.

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Plain-language answers

Lease-to-Own Car Hauler FAQ

These answers explain the program at a high level. Your signed agreement controls the final terms.

How does lease-to-own work for a car hauler trailer? +

You select an eligible trailer and fixed term, complete approval and insurance requirements, sign the agreement, and make the required payments. After all obligations in the signed agreement are completed, ownership transfers according to that agreement.

What lease-to-own car haulers are available through FleetWize? +

Published options include 3-car Kaufman and Buckeye wedge trailers and 5-car Sun Country AV5-2 and NG5-2 trailers. Inventory changes, so confirm the exact unit and model year before applying.

How much is the down payment? +

Published down payments currently range from $2,000 for eligible 2024 Kaufman plans to $5,000 for eligible 2025 Sun Country plans. The amount depends on the trailer, model year, term, approval, and written agreement.

Can I choose a shorter term? +

Current 3-car plans include 12- and 18-month options. Current 5-car Sun Country plans show a 40-month term. Available terms can change and are subject to the specific unit and agreement.

What documents should I prepare? +

Be ready with a valid driver’s license or CDL, business formation documents, EIN documentation, MC and DOT information, and a compliant Certificate of Insurance. FleetWize may request additional documents.

Is lease-to-own the same as a month-to-month lease? +

No. A month-to-month lease prioritizes flexibility and does not automatically end in ownership. Lease-to-own uses a fixed term and a defined ownership path under the signed agreement.

Where do I pick up the trailer? +

Pickup is arranged at the FleetWize trailer lot at 4140 W 52nd St, Chicago, IL 60632, United States after approval, insurance verification, and agreement completion.

Are tires, insurance, and maintenance included? +

No. FleetWize’s published model notes state that tires, physical damage insurance, and maintenance are not included in the rental price. Review the agreement for exact responsibilities.

Does submitting an application guarantee approval or a specific trailer? +

No. Approval and unit availability are not guaranteed by submitting the form. FleetWize confirms eligibility, documents, insurance, inventory, and final terms before an agreement is signed.

Ready to choose a plan?

Apply for Lease-to-Own Today

Complete the online application to check trailer availability and review final terms with the Chicago team.

Apply online Call (331) 208-5225