Chicago pickup • Commercial trailer rental & leasing for owner-operators

Car Hauler Trailer Leasing in Chicago, IL

3-Car & 5-Car Hauler Trailers for Owner-Operators

  • ✓ Chicago Pickup
  • ✓ Operate under your own MC authority
  • ✓ Month-to-Month and lease-to-own options
  • ✓ Same-Day Approval for Qualified Applicants*

    *Approval is subject to eligibility, verification, required documentation, insurance requirements, trailer availability, and business days.

Flexible trailer rental and leasing options for 3-car and 5-car hauler trailers, with convenient pickup in Chicago.

Already know which trailer you need?

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Car Hauler Trailers Available for Lease

5 - Car 2025 - 2026 Sun Country AV5-2 trailer - Anniversary Frame

5 - Car Sun Country AV5-2

5 - Car 2025 - 2026 Sun Country AV5-2
Anniversary Frame
View full specifications ›
Choose your payment option:
Monthly lease
$2,700 - $3,200
month-to-month, plus deposit
  • ✓ Flexible month-to-month option
  • ✓ Same-day approval available
  • ✓ No ownership commitment
Best for
Maximum flexibility

Choose this when you need equipment now but do not want a multi-year ownership plan.

Apply for Monthly Lease

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

5 - Car 2025 - 2026 Sun Country NG5-2 trailer - Next Gen Tandem Axle

5 - Car Sun Country NG5-2

5 - Car 2025 - 2026 Sun Country NG5-2
Next Gen Tandem Axle
View full specifications ›
Choose your payment option:
Monthly lease
$2,700 - $3,200
month-to-month, plus deposit
  • ✓ Flexible month-to-month option
  • ✓ Same-day approval available
  • ✓ No ownership commitment
Best for
Maximum flexibility

Choose this when you need equipment now but do not want a multi-year ownership plan.

Apply for Monthly Lease

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

How FleetWize Trailer Leasing Works

Get fast and flexible trailer leasing designed for owner-operators and growing fleets.
With FleetWize, Inc., you can access reliable equipment, transparent terms, and get on the road without delays.

Workflow

How Trailer Leasing Works
Complete Rental Information →

Step 01

Apply Online

Submit a simple application in minutes.

01
Step 02

Get Approved Fast

Quick review — no long waiting times.

02
Step 03

Choose Your Trailer

Select from available Trailers or other options.

03
Step 04

Start Hauling

Get on the road and start earning immediately.

04

About Our Company

FleetWize, Inc. - Professional Trailer Leasing in Chicago

Based in Chicago, Illinois, we provide flexible monthly and long-term leases with a minimum one-month rental. Whether you need a rugged 5-car hauler for a multi-vehicle delivery or a dry van for palletized cargo, our team gets you on the road fast.

Lease with and operate under your own MC authority.

Who we are
We are auto-haul trailer leasing specialists, currently supporting a network of over 500 owner-operators across the Midwest. With a fleet of 300+ trailers and a 98% same-day approval rate, we provide the critical infrastructure needed for small fleets to scale. Our flexible leasing model allows you to operate under your own MC authority, ensuring 100% independence for your business.
Why Choose FleetWize, Inc.
  • • 300+ trailers ready to go
  • • 98% same-day approval rate
  • • flexible lease terms from 1 month
  • • 0% forced dispatch - total independence
  • • operate under your own MC authority
  • • dedicated support for small fleets
Our Values
Our core values—transparency, speed, and reliability—drive every partnership. We believe that providing modern equipment with low barriers to entry (no credit check options) is the most effective way to strengthen the American logistics industry.
FleetWize, Inc. dispatch office in Chicago, IL specializing in long-term car hauler trailer rentals

What Our Clients Say

Real feedback from owner-operators and fleet managers who grow their business with FleetWize, Inc.

Customer support helped me with my insurance questions in minutes. Great experience.

A

Alex P.

Owner Operator

Finding a 3-car hauler was easy. The equipment is in top condition and DOT-ready.

R

Robert M.

Transport Solutions LLC

Professional team and great trailers. The approval process was incredibly fast!

J

John D.

Owner Operator

Solid trailers and even better service. They really understand the needs of car haulers.

B

Brian W.

Independent Hauler

Transparent contracts. No hidden fees or surprises when returning the equipment.

K

Kevin B.

Regional Carrier

Their maintenance standards are top-notch. Every trailer we've picked up was pristine.

L

Linda J.

Fleet Dispatcher

I started with one trailer and now have three. Their leasing plans grow with your business.

J

James T.

Freight Master

The easiest leasing process I've ever dealt with. No stress

C

Chris R.

Logistics Manager

Flexible terms and high-quality COI support. Highly recommend for new drivers.

S

Sarah L.

Logistics Specialist

Car Hauler Trailer Leasing FAQ

Find everything you need to know about our leasing process and equipment.

You will need a valid CDL and a Certificate of Insurance (both PD and AL) with liability and physical damage coverage.
Qualified applicants with complete documentation may receive same-day approval. Approval is subject to eligibility, verification, insurance requirements, trailer availability, and business days.
Yes, all our trailers undergo strict DOT inspections and are ready to work. We provide maintenance guidance and a network of partner shops to keep you on the road.
Our fleet includes over 300 trailers
No. At GoFleetWize, we pride ourselves on transparent contracts. All terms, payments, and conditions are clearly outlined before you sign.
Yes, this type of trailer can be driven by a pick-up truck or semi- truck.

Get In Touch

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