Smart sprinkler systems for efficient, automated lawn and garden watering — full design, install, winterization, and spring start-up by a family-owned Chicago crew.

A good irrigation system isn't bigger than your yard needs — it's sized exactly right, with zones planned around how the property actually drains and where the sun hits. We design every system on-site after walking the property: head spacing calculated for full coverage with no dry corners, zones split between sun and shade so each area gets what it needs, and pressure-regulated heads that don't blow mist into your neighbor's window when the line gets pressurized. We use commercial-grade Hunter and Rain Bird components — not the big-box plastic that fails in three seasons. Every install includes a backflow preventer (required by Chicago code), a smart Wi-Fi controller, full system testing across every zone, and a walkthrough so you actually know how to use it. For most North Side properties, we can install a full system in 2 to 4 days with minimal trenching damage to your lawn — narrow trenchers cut a clean line that recovers within a couple weeks.



The single biggest upgrade on modern irrigation is the smart Wi-Fi controller. Old timer-based systems water on a fixed schedule whether it rained yesterday or it's 95 degrees today. A smart controller pulls from local weather data, adjusts zone runtimes automatically, and lets you change everything from your phone. Most homeowners cut their water bills 20 to 40 percent versus a basic timer — usually paying for the controller upgrade in the first season. We install Rachio and Hydrawise controllers as standard. Winterization is non-negotiable in Chicago. Before the first hard freeze (usually mid-November), every system needs a compressed-air blow-out to clear the lines — water trapped in pipes will freeze, expand, and crack the system. A cracked line you don't notice until spring start-up is an expensive surprise. We run a winterization route every November and a spring start-up route every April that checks every head, every zone, and adjusts pressure or replaces anything damaged. If you've got a system already (installed by us or somebody else) and just need seasonal service, we handle that too — many of our irrigation clients started as start-up/winterization customers and only later replaced the original system. Pairing irrigation with sod installation makes both jobs easier — automated watering during the first three weeks of new sod establishment is the difference between a lawn that takes and one that browns out.

Irrigation is one of the few jobs we won't price over the phone — head count, zone layout, water pressure at the meter, and access all matter. We'll come walk the property, design the system on-site, and give you a real install number with no surprise add-ons. Most full residential installs run a predictable range based on property size, number of zones, and whether you want premium controllers and heads. We service most of Chicago's North Side, including Andersonville, Lincoln Park, Lakeview, Lincoln Square, Albany Park, West Ridge, and the surrounding neighborhoods. New installs are usually 2 to 3 weeks out from quote to install, longer in peak spring. Winterization slots fill up the last week of October and first week of November every year — book early. Call us at (773) 305-6559 or request a quote online.

Yes — fully licensed and insured for residential and commercial landscaping work in Chicago. We're happy to send proof of insurance before any job. Honestly, you should be asking every contractor for the same.
We service most of Chicago's North Side, including Albany Park, Andersonville, Irving Park, Lakeview, Lincoln Park, Lincoln Square, Logan Square, North Center, Ravenswood, Rogers Park, Roscoe Village, Uptown, and West Ridge. If you're nearby and not on the list, give us a call — chances are we can still help.
Yes. O'Brien Brothers Landscape was started by Emmet O'Brien, a Chicago kid who started cutting lawns at twelve and never really stopped. We've grown a crew and added trucks, but the company is still local, still owner-run, and the name on the truck is the name answering the phone.
Call us at (773) 305-6559 or message through our site. For routine work we can ballpark over the phone; for design, hardscape, or larger installs we'll come walk the property in person — free, no pressure.
During peak growing season (May through August), most Chicago lawns need cutting every 7 days. In spring and fall, every 10–14 days is usually enough. We offer weekly, bi-weekly, and one-time service depending on what your lawn actually needs.
Yes — driveways, walkways, front steps, and back paths. We service homes and commercial properties across the North Side.
Late April through mid-May is the ideal window — soil has warmed up, weeds haven't established yet, and your beds look sharp heading into summer. A lighter fall refresh in October helps insulate roots through winter.
Best windows are mid-April through June, and late August through October. Peak summer heat is rough on establishing roots, so we avoid it when we can. Technically sod can be laid any time the ground isn't frozen, but timing strongly affects how well it takes.
Yes — full design and installation including heads, zones, valves, controller, and backflow. We use commercial-grade components, not big-box parts that fail in three seasons.
A scaled site plan, a planting plan with species suited to Chicago's climate (and your specific sun/soil conditions), and material specs for any hardscape elements. For larger projects we can include 3D rendering so you see exactly what you're getting before we break ground.
Yes — paver patios, natural stone, poured concrete, brick walkways, retaining walls, fire pits, outdoor kitchens. Styles range from clean modern to traditional Chicago bungalow.
Concrete is cheaper upfront but cracks in Chicago freeze-thaw cycles and is hard to repair cleanly. Pavers cost more but flex with the ground, last decades, and any individual stone can be lifted and reset if it ever shifts. For most North Side homes, pavers are the long-term value play.

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