Rated 4.4★ across 49 reviews, Urban Rooftops is a roofing contractor serving Wicker Park, West Loop, and Lincoln Park and surrounding areas. Services span deck and patio, windows, and doors. One reviewer writes: "We're very happy with our new rooftop deck!" Their finished work regularly earns five-star feedback for precision and care. Clients call out Alex by name for being responsive and easy to work with. Clients say the final bill matched the estimate, and work wrapped on time. A pattern in reviews: this team routinely exceeds expectations. Premium positioning with the portfolio to back it up — materials and finishes are top shelf. Has worked on enough older Chicago homes to understand what they require.
Project Pricing Insight
Price range:Premium$$$
Landscaping projects typically cost $2K – $30K in Chicagoland
Excellent communicationHigh-quality workmanshipWent above and beyondStrong project management
Specialties
Roof replacement
Deck and patio
Windows and doors
Historic home specialist
Service Areas
Lincoln Park|Wicker Park|West Loop
What Clients Are Saying
Clients liked
“Alex came up with a great design that was exactly what we pictured.”
“We were renovating a home in Wicker Park and we were fortunate to have a decent sized back yard space.”
“Urban Rooftops helped bring our dream rooftop from designs to reality.”
Some noted
“He said there was a medical emergency, for which we empathize, but he never apologized for the inconvenience.”
“Great end productive, but terrible business experience including lack of communication, delayed project finish, and informal invoice process riddled with errors.”
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“Alex and his team at Urban Rooftops (shout out to Jorge, the foreman/lead contractor) did an...”
Alex and his team at Urban Rooftops (shout out to Jorge, the foreman/lead contractor) did an amazing job with our rooftop reno. Beginning from the walk-through and design to the very end, the team was communicative, flexible, and patient. They took our wish list and general ideas and turned it into a beautiful rooftop escape.
You can tell they pay attention to detail and work to get everything right. Their team was always respectful when working on/around/on top of our home, and stayed in frequent communication about the project and any other issues that came up. They got everything done, as designed, on budget with no hidden surprises. Yes, the permitting and construction took longer than planned, but we weren't completely surprised by that (and a lot of that is just the dysfunction of the Chicago City permitting office). We also learned after starting demo that we had to replace the roof, and Alex and Jorge worked with the roofing contractors to get the specs right. Jorge even offered to come out this winter and walk us through winterproofing.
At the end of the day they turned a digital sketch into a reality (it's crazy how accurate it turned out to be) and we couldn't be happier. Before signing with them, we got several quotes and while they may not have been the cheapest, we hired Urban Rooftops because it felt like working with a group of trustworthy human beings rather than a corporation. This team cares and they stand by their work, and that matters more than anything. I've referred several friends and will hire them again if we get around to renovating our garage deck. Amazing job, Urban Rooftops!
Andrew Fisher
Sep 2025
“Our rooftop deck, kitchen and fire pit have far exceeded our expectations.”
Our rooftop deck, kitchen and fire pit have far exceeded our expectations! The space is beautifully designed and thoughtfully landscaped, creating an inviting atmosphere that feels like an extension of our home. From May through November, we spend countless hours outdoors enjoying the comfort and beauty of this space. It’s clear that a strong vision and attention to detail transformed this project into a truly livable, functional, and stunning area. We couldn’t be happier with the quality and craftsmanship.
Brian Rigby
Aug 2025
“We've had a great experience with Urban Rooftops from design to development -- they really...”
We've had a great experience with Urban Rooftops from design to development -- they really transformed a barely usable rooftop patio to an area that our family actually wants to hang out on.
I'd also call out the amazing customer service -- the general manager has constantly been supportive and engaged long after our project was done.
Arik Morris
Aug 2025
“Their design services are terrific, and we absolutely love our upgraded rooftop.”
Their design services are terrific, and we absolutely love our upgraded rooftop. Alex in particular is great — creative, easy to work with, flexible. He helped us solve some problems that were well outside the scope of the norm, including hiring a crane to lift a hot tub and sourcing steel beams to support it.
Marcus Sakey
Jul 2025
“We're very happy with our new rooftop deck.”
We're very happy with our new rooftop deck! Alex came up with a great design that was exactly what we pictured. He easily kept us within our budget, offering different options and suggestions throughout, and even helped save us time & money by discovering we could work with an existing permit previously filed by the original builders. The project itself was quickly completed, and Alex checked in regularly to make sure everything was going well. The very few minor issues that came up were quickly addressed and resolved. Can't wait to enjoy the summer!
Krista Galauxy
May 2025
“We recently completed the renovation of our back deck (space over a 3-car garage on alley in...”
We recently completed the renovation of our back deck (space over a 3-car garage on alley in Lincoln Park), and the team at Urban Rooftops did an outstanding job. We are especially thrilled with the design capabilities and the pace of construction once we were able to begin. We started the process late last summer, which was suboptimal from a timing standpoint (our fault), but the UR team was patient and cooperative throughout. We did run into some snags in the permitting and approval process with the City of Chicago, but I don't think those things could have been avoided, and we were able to navigate them well with the help of UR and their specialists, and, as a result, we were able to fully use and enjoy our new space as soon as the weather allowed early this spring. Special kudos to Alex and Luis, who listened to and fully embraced our ideas, and then enhanced them with their high level of skill and knowledge. We look forward to enjoying our rooftop space for years to come, and strongly endorse this excellent team if you're looking to improve your outdoor area. Thanks Urban Rooftops!
Joseph Callaghan
May 2025
“Alex, Alfredo, Jorge, and the entire Urban Rooftops teams were amazing to work with -- very professional and courteous.”
Alex, Alfredo, Jorge, and the entire Urban Rooftops teams were amazing to work with -- very professional and courteous. Their work is outstanding and they make sure everything is completed with precision and on time. I would highly recommend Urban Rooftops.
Joseph Bucolo
Apr 2025
“Urban rooftops delivered on their design for the agreed upon price.”
Urban rooftops delivered on their design for the agreed upon price.
Communication could have been slightly improved, but the finished product does look great.
We have an incredible space for entertaining and an outdoor kitchen which gave us everything we needed, which we love for hosting.
The landscaping done makes the space vibrant and the irrigation system saves a lot of headaches from forgetting to water plants
jordan singer
Aug 2024
“Urban Rooftops has taken my bare garage rooftop and turned into a luxury urban retreat.”
Urban Rooftops has taken my bare garage rooftop and turned into a luxury urban retreat. Alex designed our dream deck and the Urban Rooftops team then secured the permits to built it. They are also committed to winterizing the deck and getting me set up again the spring.
Thanks for making my dreams come to reality.
Scott L
Aug 2024
“We needed to have our deck and pergola rebuilt due to a fire.”
We needed to have our deck and pergola rebuilt due to a fire. Gavin and Mike listened to our needs and now we have an outdoor living space that is even better than before! Urban Rooftops was very easy to work with and we would HIGHLY recommend them to anyone looking to create an awesome outdoor space.
lisa stadler
Aug 2024
“Fantastic experience with the Urban Rooftops team.”
Fantastic experience with the Urban Rooftops team. We were renovating a home in Wicker Park and we were fortunate to have a decent sized back yard space. It was overgrown and looked terrible but we hired Mike and Urban Rooftops to completely revamp the space. They knocked it out of the park, and did so for a very reasonable cost. The home is now a very successful AirBNB and virtually every guest cites the beautiful and functional backyard space as one of their favorite features of the property.
We had Urban Rooftops:
- repair, power wash, and stain our three story wood deck
- install a new turf yard space
- install a hardscapes path from the back parking area to the rear entrance to the home
- install a hardscapes pad for a fire pit and seating area
- install a firepit with a gas line coming from the home
- install a built in grill / outdoor kitchen
- install overhead lighting
- supply and install all outdoor furniture
We could not be more thrilled with the end result, and the quality of work has had a tremendously positive impact on our rental performance and guest experience. A+ work, highly recommend.
Aaron May
Jul 2024
“Couldn't be more happy with our deck.”
Couldn't be more happy with our deck. The team at Urban Rooftops is the BEST! From design of the deck to getting small issues fixed, you can't go wrong with UR. Thanks, Gavin and team!
