Published May 12, 2026 · Last updated October 21, 2026
Maintenance Landscaping in Chicago, Illinois: 20 Top Pros (2027)
Quick answer
The top-ranked Landscaping provider in Chicago is Arts Landscaping & Maintenance LLC (Chicago), with a 4.9★ rating across 118 Google reviews and a ServiceAgent Score of 8.2/10. Also strongly rated: Greenwise Organic Lawn Care and O'Brien Brothers Landscaping. See the full ranked list and how each provider scores below.
TL;DR
Ranked: 1. Arts Landscaping & Maintenance LLC · 2. Greenwise Organic Lawn Care · 3. O'Brien Brothers Landscaping · 4. LawnStarter Landscaping · 5. Medina Lawncare
- 20 maintenance landscaping providers match in Chicago, Illinois.
- Top pick: Arts Landscaping & Maintenance LLC (ServiceAgent Score 8.2/10).
- Median ServiceAgent Score: 7.9/10.
- 0 owner-verified listings.
- Filtered for Maintenance: recurring lawn + garden upkeep.
Computed from the providers ranked on this page. Figures update with each data refresh.
At-a-glance: top 11 landscaping pros in Chicago
Compare the top picks side-by-side. Full reviews of each below.
SA Score = ServiceAgent composite (0–10). Tap a row number to jump to the full review.
How the top landscaping pros compare
The same ServiceAgent Score components that drive the ranking, scored side by side — so you can see at a glance where each provider is strongest.
The criteria we scored against
- 1. Trust (data & verification). Owner-verification, completeness of contact info, and review-volume credibility.
- 2. Recommendation (rating). The Google star rating, Bayesian-shrunk toward the category mean so a few 5-star reviews can't dominate.
- 3. Review depth. How many public reviews back the rating — more reviews, more reliable the signal.
- 4. Score confidence. How much data stands behind the composite score for this provider.
| Provider | Trust (data & verification) | Recommendation (rating) | Review depth | Score confidence |
|---|---|---|---|---|
| Arts Landscaping & Maintenance LLC | Moderate | Strong | Moderate | Strong |
| Greenwise Organic Lawn Care | Moderate | Strong | Moderate | Strong |
| O'Brien Brothers Landscaping | Moderate | Strong | Limited | Limited |
| LawnStarter Landscaping | Moderate | Strong | Moderate | Strong |
| Medina Lawncare | Moderate | Strong | Moderate | Strong |
| Skyline Exteriors - Landscape Maintenance | Moderate | Strong | Moderate | Strong |
| Reveal Design LLC | Moderate | Strong | Limited | Limited |
| Lisa Creative Landscape LLC | Moderate | Strong | Limited | Limited |
How we chose these
Same scoring engine as the main Chicago landscaping ranking, with an additional filter step: we look for Maintenance signals in each provider's business categories, service tags, and recent review text.
When the Maintenance filter would surface fewer than five providers, we fall back to showing top-rated landscaping pros generally - they are far more likely to handle maintenance work than an unrated provider would be.
Full formula on the methodology page.
20 Best Landscaping Companies Ranked
Ranked by composite ServiceAgent Score. 20 verified businesses match.
Best for: Customers prioritizing top-end satisfaction scores in Chicago.
| Location | Chicago, IL · 3146 W 59th St, Chicago, IL 60629 |
|---|---|
| Established | Operating multiple years (moderate review history) |
| Specialization | Landscaping |
| Rating | 4.9★ across 118 Google reviews |
| Status | Unclaimed listing (Google data) |
| Source | Public Google Business Profile · data as of May 12, 2026 |
The approach
Arts Landscaping & Maintenance LLC maintains a strong 4.9-star reputation across 118 reviews in Chicago, suggesting consistent execution rather than a one-off lucky streak.
- Maintains an active website with service detail.
- Direct phone published - no lead form gatekeeping.
- Active on Google with up-to-date contact info.
✓ Strong review signal
4.9-star average across 118 reviews is in the top 5% of providers in Chicago - unusually high satisfaction signal at this volume.
⚠ Watch out for
After-hours and emergency response isn't signaled on the public profile - confirm availability directly if your job is time-sensitive.
Our take
Our top pick in Chicago. The 8.2/10 composite comes from a rare combination of review depth (118 reviews), a 4.9-star rating, and complete profile data.
| 24/7 emergency | Not advertised |
|---|---|
| Free estimate | Not advertised |
| Licensed + insured | Not advertised - verify before hiring |
| Phone | (773) 900-8738 |
| Website | artsmaintenance.com |
Best for: Customers prioritizing top-end satisfaction scores in Chicago.
| Location | Chicago, IL · 1900 W Hubbard St, Chicago, IL 60622 |
|---|---|
| Established | Operating multiple years (moderate review history) |
| Specialization | Landscaping |
| Rating | 4.9★ across 60 Google reviews |
| Status | Unclaimed listing (Google data) |
| Source | Public Google Business Profile · data as of May 12, 2026 |
The approach
Greenwise Organic Lawn Care operates in Chicago with 60 Google reviews at 4.9 stars - a steady mid-tier signal in our composite scoring.
- Maintains an active website with service detail.
- Direct phone published - no lead form gatekeeping.
- Active on Google with up-to-date contact info.
✓ Strong review signal
4.9-star average across 60 reviews points to consistent on-time delivery and clear communication.
⚠ Watch out for
After-hours and emergency response isn't signaled on the public profile - confirm availability directly if your job is time-sensitive.
Our take
A top-3 pick in this market on the composite score. Worth a quote alongside #1 to compare response time and pricing on your specific job.
| 24/7 emergency | Not advertised |
|---|---|
| Free estimate | Not advertised |
| Licensed + insured | Not advertised - verify before hiring |
| Phone | (312) 224-8080 |
| Website | www.iamgreenwise.com/?utm_source=google&utm_medium=seo&utm_campaign=gbp-listing |
Best for: Customers prioritizing top-end satisfaction scores in Chicago.
| Location | Chicago, IL · 2236 W Winona St, Chicago, IL 60625 |
|---|---|
| Established | Some operating history (limited review volume) |
| Specialization | Landscaping |
| Rating | 5.0★ across 47 Google reviews |
| Status | Unclaimed listing (Google data) |
| Source | Public Google Business Profile · data as of May 12, 2026 |
The approach
O'Brien Brothers Landscaping operates in Chicago with 47 Google reviews at 5.0 stars - a steady mid-tier signal in our composite scoring.
- Maintains an active website with service detail.
- Direct phone published - no lead form gatekeeping.
- Active on Google with up-to-date contact info.
✓ Strong review signal
5.0-star average across 47 reviews puts them in the upper tier for landscaping providers in Chicago.
⚠ Watch out for
After-hours and emergency response isn't signaled on the public profile - confirm availability directly if your job is time-sensitive.
Our take
A top-3 pick in this market on the composite score. Worth a quote alongside #1 to compare response time and pricing on your specific job.
| 24/7 emergency | Not advertised |
|---|---|
| Free estimate | Not advertised |
| Licensed + insured | Not advertised - verify before hiring |
| Phone | (773) 305-6559 |
| Website | www.obrienbrotherslandscape.com |
Best for: Mid-tier landscaping jobs where price and quality both matter.
| Location | Chicago, IL · 2058 W Coulter St, Chicago, IL 60608 |
|---|---|
| Established | Operating multiple years (moderate review history) |
| Specialization | Landscaping |
| Rating | 4.7★ across 113 Google reviews |
| Status | Unclaimed listing (Google data) |
| Source | Public Google Business Profile · data as of May 12, 2026 |
The approach
LawnStarter Landscaping operates in Chicago with 113 Google reviews at 4.7 stars - a steady mid-tier signal in our composite scoring.
- Maintains an active website with service detail.
- Direct phone published - no lead form gatekeeping.
- Active on Google with up-to-date contact info.
✓ Strong review signal
4.7-star average across 113 reviews puts them in the upper tier for landscaping providers in Chicago.
⚠ Watch out for
After-hours and emergency response isn't signaled on the public profile - confirm availability directly if your job is time-sensitive.
Our take
Mid-tier ranking in this market. Quality looks reasonable but isn't a standout vs. the top 3 - use them if you can't get a quote from a higher-ranked provider in time.
| 24/7 emergency | Not advertised |
|---|---|
| Free estimate | Not advertised |
| Licensed + insured | Not advertised - verify before hiring |
| Phone | (773) 804-8059 |
| Website | www.lawnstarter.com/chicago-il-landscaping?utm_source=google&utm_medium=GLocal&utm_campaign=ChicagoLocal |
Best for: Mid-tier landscaping jobs where price and quality both matter.
| Location | Chicago, IL · 3500 N Spaulding Ave, Chicago, IL 60618 |
|---|---|
| Established | Operating multiple years (moderate review history) |
| Specialization | Landscaping |
| Rating | 4.7★ across 89 Google reviews |
| Status | Unclaimed listing (Google data) |
| Source | Public Google Business Profile · data as of May 12, 2026 |
The approach
Medina Lawncare operates in Chicago with 89 Google reviews at 4.7 stars - a steady mid-tier signal in our composite scoring.
- Maintains an active website with service detail.
- Direct phone published - no lead form gatekeeping.
- Active on Google with up-to-date contact info.
✓ Strong review signal
4.7-star average across 89 reviews puts them in the upper tier for landscaping providers in Chicago.
⚠ Watch out for
After-hours and emergency response isn't signaled on the public profile - confirm availability directly if your job is time-sensitive.
Our take
Mid-tier ranking in this market. Quality looks reasonable but isn't a standout vs. the top 3 - use them if you can't get a quote from a higher-ranked provider in time.
| 24/7 emergency | Not advertised |
|---|---|
| Free estimate | Not advertised |
| Licensed + insured | Not advertised - verify before hiring |
| Phone | (773) 777-5296 |
| Website | www.medinalawncare.com |
Best for: Mid-tier landscaping jobs where price and quality both matter.
| Location | Chicago, IL · 2946 N Western Ave, Chicago, IL 60618 |
|---|---|
| Established | Operating multiple years (moderate review history) |
| Specialization | Landscaping |
| Rating | 4.7★ across 83 Google reviews |
| Status | Unclaimed listing (Google data) |
| Source | Public Google Business Profile · data as of May 12, 2026 |
The approach
Skyline Exteriors - Landscape Maintenance operates in Chicago with 83 Google reviews at 4.7 stars - a steady mid-tier signal in our composite scoring.
- Maintains an active website with service detail.
- Direct phone published - no lead form gatekeeping.
- Active on Google with up-to-date contact info.
✓ Strong review signal
4.7-star average across 83 reviews puts them in the upper tier for landscaping providers in Chicago.
⚠ Watch out for
After-hours and emergency response isn't signaled on the public profile - confirm availability directly if your job is time-sensitive.
Our take
Mid-tier ranking in this market. Quality looks reasonable but isn't a standout vs. the top 3 - use them if you can't get a quote from a higher-ranked provider in time.
| 24/7 emergency | Not advertised |
|---|---|
| Free estimate | Not advertised |
| Licensed + insured | Not advertised - verify before hiring |
| Phone | (847) 654-9326 |
| Website | www.skylinexteriors.com |
Best for: Customers prioritizing top-end satisfaction scores in Chicago.
| Location | Chicago, IL · 2900 W Carroll Ave, Chicago, IL 60612 |
|---|---|
| Established | Some operating history (limited review volume) |
| Specialization | Landscaping |
| Rating | 4.9★ across 39 Google reviews |
| Status | Unclaimed listing (Google data) |
| Source | Public Google Business Profile · data as of May 12, 2026 |
The approach
Reveal Design LLC operates in Chicago with 39 Google reviews at 4.9 stars - a steady mid-tier signal in our composite scoring.
- Maintains an active website with service detail.
- Direct phone published - no lead form gatekeeping.
- Active on Google with up-to-date contact info.
✓ Strong review signal
4.9-star average across 39 reviews puts them in the upper tier for landscaping providers in Chicago.
⚠ Watch out for
After-hours and emergency response isn't signaled on the public profile - confirm availability directly if your job is time-sensitive.
Our take
Ranks in the middle of the pack mainly because review volume is still building. The rating itself is strong; treat them as a "worth a quote" rather than a default pick.
| 24/7 emergency | Not advertised |
|---|---|
| Free estimate | Not advertised |
| Licensed + insured | Not advertised - verify before hiring |
| Phone | (773) 245-3142 |
| Website | www.revealdesignchicago.com |
Best for: Customers prioritizing top-end satisfaction scores in Chicago.
| Location | Chicago, IL · 1965 W Pershing Rd Building A, Chicago, IL 60609 |
|---|---|
| Established | Some operating history (limited review volume) |
| Specialization | Landscaping |
| Rating | 5.0★ across 31 Google reviews |
| Status | Unclaimed listing (Google data) |
| Source | Public Google Business Profile · data as of May 12, 2026 |
The approach
Lisa Creative Landscape LLC operates in Chicago with 31 Google reviews at 5.0 stars - a steady mid-tier signal in our composite scoring.
- Maintains an active website with service detail.
- Direct phone published - no lead form gatekeeping.
- Active on Google with up-to-date contact info.
✓ Strong review signal
5.0-star average across 31 reviews puts them in the upper tier for landscaping providers in Chicago.
⚠ Watch out for
After-hours and emergency response isn't signaled on the public profile - confirm availability directly if your job is time-sensitive.
Our take
Ranks in the middle of the pack mainly because review volume is still building. The rating itself is strong; treat them as a "worth a quote" rather than a default pick.
| 24/7 emergency | Not advertised |
|---|---|
| Free estimate | Not advertised |
| Licensed + insured | Not advertised - verify before hiring |
| Phone | (864) 986-5897 |
| Website | www.lisacreativelandscape.com |
Best for: Customers prioritizing top-end satisfaction scores in Chicago.
| Location | Chicago, IL · 4754 N Western Ave, Chicago, IL 60625 |
|---|---|
| Established | Some operating history (limited review volume) |
| Specialization | Landscaping |
| Rating | 5.0★ across 25 Google reviews |
| Status | Unclaimed listing (Google data) |
| Source | Public Google Business Profile · data as of May 12, 2026 |
The approach
Nova Landscapers operates in Chicago with 25 Google reviews at 5.0 stars - a steady mid-tier signal in our composite scoring.
- Maintains an active website with service detail.
- Direct phone published - no lead form gatekeeping.
- Active on Google with up-to-date contact info.
✓ Strong review signal
5.0-star average across 25 reviews puts them in the upper tier for landscaping providers in Chicago.
⚠ Watch out for
After-hours and emergency response isn't signaled on the public profile - confirm availability directly if your job is time-sensitive.
Our take
Ranks in the middle of the pack mainly because review volume is still building. The rating itself is strong; treat them as a "worth a quote" rather than a default pick.
| 24/7 emergency | Not advertised |
|---|---|
| Free estimate | Not advertised |
| Licensed + insured | Not advertised - verify before hiring |
| Phone | (773) 232-1836 |
| Website | landscapecontractorschicago.com |
Best for: Mid-tier landscaping jobs where price and quality both matter.
| Location | Chicago, IL · 1540 W Wabansia Ave, Chicago, IL 60642 |
|---|---|
| Established | Operating multiple years (moderate review history) |
| Specialization | Landscaping |
| Rating | 4.6★ across 137 Google reviews |
| Status | Unclaimed listing (Google data) |
| Source | Public Google Business Profile · data as of May 12, 2026 |
The approach
Cityscape Landscape operates in Chicago with 137 Google reviews at 4.6 stars - a steady mid-tier signal in our composite scoring.
- Maintains an active website with service detail.
- Direct phone published - no lead form gatekeeping.
- Active on Google with up-to-date contact info.
✓ Strong review signal
4.6-star average across 137 reviews puts them in the upper tier for landscaping providers in Chicago.
⚠ Watch out for
After-hours and emergency response isn't signaled on the public profile - confirm availability directly if your job is time-sensitive.
Our take
Mid-tier ranking in this market. Quality looks reasonable but isn't a standout vs. the top 3 - use them if you can't get a quote from a higher-ranked provider in time.
| 24/7 emergency | Not advertised |
|---|---|
| Free estimate | Not advertised |
| Licensed + insured | Not advertised - verify before hiring |
| Phone | (773) 342-4009 |
| Website | www.cityscapelandscape.com |
Showing 10 of 20.
How to choose a landscaping pro
The ranking does the research; these five checks help you turn the shortlist into the right hire.
- 1
Start with the top of the ranking, not an ad
The providers ranked highest in Chicago earned it on review depth, rating, and data completeness — not on ad spend. Shortlist two or three from the top before you start calling.
- 2
Get two or three quotes in writing
Pricing for landscaping work varies by scope and local market. Written quotes from a few shortlisted pros let you compare apples to apples and spot an outlier before you commit.
- 3
Read the most recent reviews, not just the average
A strong average can hide a recent slide in quality. Sort reviews by newest and look for how the business handles problems — a thoughtful reply to a bad review often tells you more than the star count.
- 4
Confirm licensing, insurance, and scope before work starts
Ask for the license number and proof of insurance, and get the full scope of work plus any parts/labor warranty in writing before any landscaping job begins. Verify the license on your state board if the work is significant.
- 5
Match the provider to your actual job
A high-volume operator is great for a routine job; a smaller specialist may be a better fit for an unusual one. Use the scorecard above to pick for your situation, not just the overall rank.
Trends this quarter
Pricing, demand, and provider trends — pulled from our Q4 2026 landscaping report.
- 16 landscaping providers tracked in Chicago this quarter, with an average ServiceAgent Score of 7.9/10.
- 0 elite-tier providers (Score ≥ 8.5/10), and an average Google rating of 4.70★.
- Total review volume changed by +0.3% quarter-over-quarter — a leading indicator of local landscaping demand.
- Median quote price moved +1.4% vs. the previous quarter for typical landscaping jobs.
- 0% of providers are owner-verified (-4.2% QoQ).
Source: ServiceAgent Landscaping trends in Chicago, Q4 2026. Quarterly methodology and full commentary available in the full report.
When demand peaks in Chicago for landscaping
12-month demand index (100 = annual average). Peaks in May, troughs in January. Book in the trough months to lock lower rates.
Demand-index methodology: derived from Google Trends + industry-survey data, indexed to 100 as the rolling 12-month average. Local market may vary 10-25%.
Pricing: what landscaping costs
Quick budget estimates by job type. Use these as a planning sanity-check, not as a firm quote.
| Job | Low | High |
|---|---|---|
| Weekly mow + edge (per visit) | $525,000 | $1,275,000 |
| Monthly maintenance plan | $120 | $350 |
| Mulch install (per yard) | $975,000 | $1,800,000 |
| Tree removal (per tree) | $3,000,000 | $22,500,000 |
Estimates based on industry-average labor + materials, adjusted for local market. Get at least two written quotes from providers above before signing.
What to know about hiring Landscaping
Landscaping spans one-off design-build projects and recurring maintenance, and most pros specialize in one or the other.
What drives the price
Lot size, scope (mowing vs. hardscaping vs. full design), plant and material costs, and whether it's recurring or one-time.
What to check
A portfolio of similar work, insurance, and a clear scope — especially for irrigation and hardscape where redo costs are high.
When to call
Book design-build in the off-season for better availability; lock in recurring maintenance before spring.
Why trust this list
This page narrows the full Chicago landscaping directory to providers that explicitly serve maintenance requests. We surfaced them by scanning provider categories, service tags, and review text for relevant signals.
If you're looking at this page, you probably need maintenance landscaping now - so we've ordered the list by composite ServiceAgent Score and surfaced the response-time indicator on every card. Call the top three; the first to pick up usually wins the job.
Frequently asked questions
8 common questions about hiring a landscaping pro in this area.
Who offers maintenance landscaping in Chicago?
Arts Landscaping & Maintenance LLC and 19 other landscaping businesses in Chicago offer maintenance service. See the ranked list above; the top picks have the strongest combination of reviews, verification, and maintenance signals.
How fast can a maintenance landscaping pro arrive?
Response time varies by provider and current job load. Claimed listings display their average response window directly on the profile - aim for providers showing under-24-hour replies.
What does maintenance landscaping cost in Chicago?
Cost depends on scope and materials. Get at least two written estimates - most Chicago landscaping providers offer free quotes for maintenance work.
Are these providers licensed and insured?
Listings tagged with ✓ Licensed & insured have that signal in their provider data. Always verify directly with the provider before any work, and confirm coverage via your state license board.
How is this list different from the main Landscaping in Chicago page?
This page is filtered to providers offering maintenance service specifically. The main Landscaping in Chicago page lists every provider regardless of intent.
Who are the highest-rated landscaping providers in Chicago?
Based on composite ServiceAgent Score, Arts Landscaping & Maintenance LLC in Chicago ranks #1 (8.2/10). Greenwise Organic Lawn Care and O'Brien Brothers Landscaping round out the top 3.
How does the ServiceAgent Score work?
It's a 0-10 composite of a Trust Score (40% - data quality, verification and review-volume credibility) and a Recommendation Score (60% - the Google rating Bayesian-shrunk toward the category mean using a 25-review prior). Full formula on the methodology page.
Are these listings verified?
Every listing is pulled from active Google Business Profile data. 0 of these 20 listings are currently ServiceAgent-verified (owners completed our claim flow). Verified listings get a green badge in the ranking.
Reports & insights
Pricing, demand, and provider trends for Chicago — refreshed quarterly.
Landscaping trends in Chicago, Q4 2026
Pricing, demand, and review-volume trends for landscaping providers in Chicago.
Home-service trends in Chicago, Illinois (Q4 2026)
Across every category, here's what's changing in the Chicago home-service market this quarter.
State of Landscaping in Illinois, Q4 2026
Pricing trends, demand signals, and elite-tier shifts for landscaping providers across Illinois.
State of home services in Illinois, Q4 2026
Pricing, demand, and provider trends across every home-service category in Illinois.
State of HVAC in Illinois, Q4 2026
Pricing trends, demand signals, and elite-tier shifts for hvac providers across Illinois.
State of Electricians in Illinois, Q4 2026
Pricing trends, demand signals, and elite-tier shifts for electricians providers across Illinois.
Verify any provider's license in Illinois
Always confirm a contractor is in good standing before hiring. Illinois uses the Illinois Department of Financial and Professional Regulation (IDFPR). Search by license number, business name, or address.
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About the author
Written by
Growth & Product Marketing, ServiceAgent
Shaambhav Shankar works in product marketing at SaaS Labs, the company behind ServiceAgent, and describes himself as a marketing generalist with six years of experience in SaaS. He studied at Symbiosis International University and is based in the Greater Delhi Area. He writes the bulk of the ServiceAgent blog, covering call answering, CRM and the operational side of running a home services business, and authors and maintains the ServiceAgent Directory rankings.
Credentials
- Symbiosis International University (2016-2019)
- Digital Marketing, Google India (2020)
- Financial Modelling and Valuation, Ernst & Young (2019)
- Building with the Claude API, Anthropic (2026)
- AI Fluency for Builders, Anthropic (2026)
- Introduction to Model Context Protocol, Anthropic (2026)
Greater Delhi Area, India · 6 years experience
Every ranking on this page is written and maintained by Shaambhav Shankar, who owns the ranking methodology and verifies each provider listing against public data. No pay-to-rank, no sponsored placements. Read our methodology →
Update history
- October 21, 2026 — Latest ranking refresh. Composite ServiceAgent Scores recomputed from current Google review data.
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