Chicago Lawn Maintenance Services

Discover the ultimate in worry-free lawn care with Ware Landscaping’s comprehensive maintenance packages. From spring through fall, and into winter with optional snow removal, we handle every aspect of your Chicago property — backed by exclusive weekly clean-ups that set us apart from mow-only competitors.

Trust us for complete care – we’re your partners in creating a stunning outdoor space. Contact us today to experience the difference! 
Please note, we do NOT offer mowing-only services.

Please note: We provide complete lawn care packages and do not offer mowing-only services.

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Top 3 Rated Top 3 Landscaping Companies

10 Year drainage Guarantee

10,000+ Happy Customers served

Lawn maintenance

“I have been using Ware landscaping since the business began about 15 years. I have used them for all services lawn maintenance, entire landscape redesign, hard scape replacing an old wooden deck with a beautiful stone patio and fire pit and sump pump and rain drainage systems. Great work ethic and team work.”

Serge Boccassini thumnail
Serge Boccassini

“I have been using Ware landscaping since the business began about 15 years. I have used them for all services lawn maintenance, entire landscape redesign, hard scape replacing an old wooden deck with a beautiful stone patio and fire pit and sump pump and rain drainage systems. Great work ethic and team work.”

Serge Boccassini

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Watch this Ware WEEKLY Cleanup and Lawn Maintenance Package Makeover

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LAWN MAINTENANCE

Why Chicago Lawns Need Professional Maintenance

A yard can be a true sanctuary from city life — but in Chicago, keeping it that way takes more than the occasional weekend mow. Chicago properties span everything from tight city lots with little more than a small front and back patch of grass, to larger residential lawns in neighborhoods further from downtown — and each comes with its own maintenance challenges.

Abundant moisture throughout the growing season helps Chicago lawns thrive when properly cared for, but that same moisture, paired with dense urban tree cover and the compacted soil common around city construction, creates ideal conditions for weeds, fungus, and thinning turf the moment a lawn is neglected. Without consistent care, a yard can turn from a relaxing retreat into a frustrating, patchy eyesore within a single season.

Ware Landscaping lawn maintenance services in Chicago solve this problem with consistent, professional attention. Family-owned and locally operated, we’ve supported Chicago neighbors through comprehensive landscaping services for over twenty years, offering customized lawn maintenance — including weekly and seasonal clean-ups — to protect the health and appearance of your lawn all year long.

Our Chicago Lawn Maintenance Services

Our comprehensive lawn maintenance services focus on your whole yard to keep it healthy and pristine — not just mowed. Ware Landscaping handles organic fertilizing, mulching, mowing, leaf removal, and weed control as part of one coordinated program, and you can combine lawn maintenance with snow removal for year-round property care from a single provider.

Mulching Mulch is a vital component of a thriving yard, but timing matters. The ideal window to lay mulch in Chicago is mid-to-late spring, once the ground has thawed and soil has warmed. Mulching too late means stifled plant growth through summer; mulching too early can prevent plant roots from accessing crucial nutrients and harm soil health. Ware Landscaping installs premium hardwood mulch throughout your flower and garden beds, depositing vital nutrients into your soil, preventing out-of-control weed growth, and supporting healthy moisture retention.

Spring Cleanup As cold Chicago winters give way to warmer weather, your yard needs rejuvenation to prep for healthy growth. Our spring cleanup includes blowing out and cleaning up flowerbeds and gardens, edging, plant trimming, perennial bed cleanup to support new growth, and shrub pruning — all customized to your property’s specific needs.

Organic Fertilizer Program and Weed Control We use high-quality, kid-, pet-, and eco-friendly organic fertilizer that promotes healthy grass and plant growth while creating shaded soil that blocks weed seedlings from germinating in the first place. Applied five times across the season, this program improves soil structure, strengthens root systems, and builds a physical barrier against weed growth — rather than relying on one or two heavy treatments that wear off halfway through summer.

Fall Cleanup Our autumn cleanup clears the mess of fallen leaves and prepares your property for winter, including plant pruning and leaf raking through October and November. Leaving wet leaves on turf for even a few weeks can smother grass and invite snow mold once winter sets in, so prompt removal matters more than it might seem.

Snow Removal (optional add-on) Stay safe and worry-free through Chicago winters by combining lawn maintenance with snow removal, keeping your property protected and accessible all season from the same trusted team.

What to Expect, Season by Season

Spring (April–May)

Spring cleanup, mulch installation once soil has fully warmed, and the season’s first organic fertilizer application, all timed to your lawn’s actual condition rather than a fixed date.

Summer (June–August)

Weekly mowing and cleanups continue on a growth-based schedule, with ongoing fertilizer applications and spot weed treatment. Chicago’s humid summer months mean weekly attention to flowerbeds and walkways matters just as much as mowing — overgrowth compounds quickly in warm, wet conditions.

Fall (September–November)

Two rounds of fall cleanup to manage leaf drop from Chicago’s mature tree canopy, plus a final fertilizer application to strengthen root systems before winter dormancy sets in.

Winter (December–March)

For Lawn & Snow Combo customers, unlimited snow removal coverage for any snowfall of 1/2 inch or more, so your lawn care and winter property care never fall out of sync.

Chicago Lawn Maintenance Pricing

1 YEAR

8 months: April – November
Spring clean up, weekly mowing, weekly clean ups, organic fertilizer and fall clean up.

$698

Per month

3 YEAR LOYALTY

8 months: April – November
Spring clean up, weekly mowing, weekly clean ups, organic fertilizer and fall clean up.

$598

Starting at

Lawn & Snow Combo

12 months: January – December
Spring clean up, weekly mowing, weekly clean ups, organic fertilizer, fall clean up and unlimited snow removal 1/2”+

$565

Starting at

Estimate Disclaimer

The prices listed are initial estimates and subject to change depending on the size of the property.

Ware Weekly Clean Up and Lawn Maintenance Package in Chicago

What’s included in the Ware Lawn Maintenance Program:

Please note that these services are part of our complete package and we do not perform “mow only” services. If you hire Ware for your $5,000+ drainage, hardscape, or landscaping projects, you will receive a $100 discount on your Chicago Lawn Maintenance Services.

One-Time Spring Clean Up with Mulch Installation

For property owners who want a single seasonal refresh rather than an ongoing maintenance plan, our one-time spring cleanup includes weeding, bush trimming, flower and garden bed cleanup and edging, and 8 yards of mulch installation — starting at $1,995, with final pricing based on your lawn’s unique size and needs.

This service isn’t available standalone outside of spring, but it’s included in every lawn maintenance package and can also be paired with additional mulch installation services for larger properties.

Starting at

$1,995

The Spring Clean Up includes:

  • Weeding 
  • Trimming of bushes
  • Clean up and edging of flower and garden beds
  • 8 yards of mulch installation

The one-time spring clean up is not available as a stand-alone service. However, all of our lawn maintenance packages include this service, and it’s also available as a combination with mulch installation services.

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Lawn Maintenance + Drainage: Why It Matters Together

(A special lawn maintenance upgrade for our drainage customers only)

Drainage Maintenance
and Ware WEEKLY
Clean ups and
Lawn Maintenance
Package Includes:

Ware Drainage, Weekly Clean Up, and Lawn Maintenance Package Includes:

A Lifetime Drainage Guarantee Upgrade

Drainage Maintenance

Ware Weekly Clean Ups and Lawn Maintenance

Drainage customers receive a $100 Monthly Discount off lawn maintenance packages

(Ongoing Drainage Maintenance is FREE for Ware drainage customers. Our drainage systems come with a lifetime guarantee for customers who use our maintenance services)

Client Reviews: Watch Their Feedback

Frequently Asked Questions

Mid-to-late spring, after the ground thaws and soil has a chance to warm up. Mulch supports soil health and plant growth by letting seedlings take root and thrive, but overmulching can kill grass and block nutrients from reaching plant roots — getting the depth and timing right matters as much as doing it at all.

Organic fertilizer promotes healthy, dense grass and plant growth, which creates shaded soil that blocks weed seeds from germinating. It also improves soil structure, strengthens grass root systems, and builds a physical barrier against weeds — a more sustainable approach than relying on herbicides alone.

An ineffective drainage system can cause significant damage, lower property value, and create health risks from mold and standing water. A properly designed drainage system, by contrast, prevents soil erosion, flooding, insect infestation, and swampy yard conditions before they start.

No. We provide complete lawn maintenance packages that include mowing as part of a broader program — we do not offer standalone mowing-only service. This lets us catch and address problems like compaction, early weed growth, or drainage issues during routine visits, rather than only showing up to cut grass.

Ware Landscaping’s Chicago lawn maintenance plans start at $565/month for a 12-month lawn-and-snow combo, with seasonal-only (April–November) plans starting at $598–$698/month depending on contract length. Final pricing depends on property size — request a free quote for an exact rate.

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Call Ware Landscaping Today

Chicago neighbors to keep their yards looking beautiful. been dedicated to helping you to create the yard of your dreams. 

We’re committed to providing the best in drainage, hardscape installation, landscaping lawn maintenance services, and snow removal services for our Chicago neighbors. Connect with Ware Landscaping today and let us transform and manage your lawn care to help create the amazing yard of your dreams.

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Ware Landscaping & Snow Removal