Big Rentals Header Image

Rentals in Chicago, Illinois Trailers, Equipment & More

Find trailer and equipment rentals in Chicago, IL from local owners and small businesses — available by the day, week or longer.

Browse by category

Explore Rentals in Chicago

Trailer Icon

Trailer Rentals

Browse utility, enclosed, flatbed, and dump trailers, and more available in Chicago.

View All Trailer Rentals in Chicago
Equipment Icon

Equipment Rentals

Rent lifts, earthmovers, and other equipment by the day or week in Chicago.

Find Equipment Rentals in Chicago

About Chicago, Illinois

Chicago's construction boom across neighborhoods like Lincoln Park, West Loop, and River North creates steady demand for utility trailers and equipment haulers. Homeowners in areas like Lakeview and Logan Square rely on dump trailers for yard cleanouts and renovation debris, while contractors working along Interstate 90 and the Kennedy Expressway need equipment transport solutions for job sites. The city's sprawling South Side developments and North Shore suburbs generate consistent needs for moving trailers and landscaping equipment. Commercial corridors along Interstate 94 and the Dan Ryan see heavy use of flatbed trailers for material delivery and construction equipment transport. Big Rentals connects Chicago renters with local trailer owners throughout Cook County, making it simple to compare options and book the right equipment for any project.

Chicago, IL
Chicago, IL

Help center

Big Rentals FAQs for Chicago, IL

How does renting from Big Rentals work?
Big Rentals is a marketplace that connects you with local trailer and equipment owners. Search by your city or zip code, compare listings with photos, specs and pricing, then book and pay online. Once checkout is complete, the owner shares pickup details. Pick up the rental, use it for your booking period and return it to the same location when you're done. The whole process runs through one platform — no shopping around or negotiating with multiple shops.
What types of things can I rent in Chicago?
Chicago inventory depends on what local owners have listed, but Big Rentals supports the full range of trailer rentals — utility, flatbed, enclosed cargo, dump, car hauler, gooseneck, deckover, tilt deck and roll-off — plus a growing selection of construction and landscaping equipment. Search by your dates to see exactly what's bookable nearby with specs, photos and rates. If nothing matches what you need, submit a quote request and we'll check with local partners.
How long can I rent equipment for?
There's no hard cap on rental duration. Most listings offer daily, weekly and monthly rates, with longer rentals typically priced lower per day. The initial rental period is paid in full at checkout, and any extension needs to be approved and paid before the original return time. If your timeline shifts mid-rental, contact the owner or Big Rentals support as soon as possible to request more time.
What is the Big Rentals damage protection policy?
Eligible rentals booked through Big Rentals include Basic Rental Protection at checkout. This is a damage waiver — not insurance — that can help limit your financial responsibility for certain damage or theft events, with renter liability capped. Before towing a rented trailer, check whether your auto insurance covers liability and towing-related damage claims. For full details on deductibles, exclusions and renter responsibilities, review our FAQ page.
FAQ Background

Have questions or need assistance?