Rated 4 / 5 from 20 reviews
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Second City Roofing Second City Roofing & Construction is a family-owned and operated roofing and home improvement company that has been serving Chicagoland for over 45 years. Founder and owner Ed Baker has work extremely hard to establish Second City as Chicagoland's first choice in home improvement companies. We at Second City have earned our stellar reputation by building long-lasting relationships based on trust and dedicated commitment to our customers.

We pay close attention to our customers' needs and provide them with quality work at affordable prices. We stand behind our work and our commitment to excellent service continues to earn our company an "A+" rating with the Better Business Bureau and Four Star Rating With Yelp.
Business details
  • Year established: 1984
Services
Gutters
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Certainly now that you're considering your roof now is the best time to check your gutters & downspouts. We offer aluminum & galvanized gutter systems in many different sizes & colors.
Flat Roofs
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We do lay-overs & tear-offs using the highest-quality bitumen roofing with aluminum coating with many different thicknesses, again, depending on your needs and your price point. All of our flat roof work comes with manufacturer's warrantees and Second City's second-to-none labor warrantees.
Shingle Roofs
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We do lay-overs & tear-offs using all types of shingles, depending on your needs and your price point. From the most basic 3-tab 10 year shingle to the finest architectual shingles available. All shingles have a manufacturer's warrantees and Second City's second-to-none labor warrantees.
Residential
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Our professionals work closely with you to fully understand your requirements, needs and budget. Based on the information you provide, we come up with an estimate that is tailored for each individual client. Ask us about our excellent financing options for our Chicago customers- you will not be disappointed. Give us a call today for a better home tomorrow!
Roofing
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We are a full-service, licensed and insured roofing company serving Chicagoland for over 45 years. Let our trained roofing technicians inspect your roof to give you the answers. As a fully licensed, bonded and insured company, Second City Roofing & Construction is here to take care of all your roofing and home improvement needs.
Reviews (20)
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Superstar Dj Motivicious
Jun 25, 2022
Our family absolutely loves this company! When you read over this review you may pause and think that I'm a janitor at the company looking for browny points, but it's totally not the case. All of our request were done quickly and more than expected. The company performed just like the website suggested.
Brent LaRowe
Jun 03, 2022
Fantastic experience. Crew was expert and efficient. I will absolutely call on this company again for exterior projects!
Beverly Adams
May 19, 2022
Second City has been my go to for many years and projects. Wrought Iron, not aluminum, fence was first. The latest being concrete in backyard and my new walk-in shower is simply awesome. If the quote sometimes seems a but higher than others, remember one gets what one pays for. The work and contractors are superb with great tips of info. Ed and Dennis are great to work with. Maggie is awesome and sets a great tone with her first-impression customer service skills. If work is required around your castle, call the best, Second City you will not regret it if the best is what you're seeking
Aaron Gershenzon
Dec 23, 2021
We hired 2nd city for roof installation on our restaurant build-out. Our restaurant is built out of shipping containers and located on the Chicago Riverwalk. This site is difficult to access and 2nd city did a fantastic job with the roof work. Would highly recommend! Service: Roof installation
Mario Meza
Dec 15, 2021
Ed and team Delivered. They are very responsive via phone and email. They restored a metal cornice on our 100+ year old, three story graystone. Looks like new.
Gigi Gudani
Nov 27, 2021
Dennis and his crew worked on our roof and boy did it need help!he had all the latest materials (since I watch a lot of HGTV) and they were professional and the work was flawless! I was pleased and I will have them redo our kitchen floors!thanks again SECOND CITY
Jose Andres Torres Prince
Sep 20, 2021
As a real estate investor They are the most unprofessional contractors I've dealt with, they don't answer calls /texts until few weeks later, they schedule appointments and then they cancel last minute, it was like if I was begging them, they were the ones that left marketing material at my door and I gave them a shot, do not use them
Elizabeth Schmidt
Sep 18, 2021
We hired Second City to replace the roof on our 6-unit condo building. They were amazing to work with. The price was incredibly fair, and they completed the work two days ahead of schedule. Our roof was in such bad shape. It was a game-changer getting a new roof done so quickly and professionally. I highly recommend them for your roofing needs!
Erik Uslan
May 02, 2021
Our condo association at 1532 N Claremont ave in Wicker Park voted to hire Second City Roofing & Exteriors to re-shingle and re-flash our buildings deteriorating roof. After reaching out to multiple contractors (some even a little less expensive) We decided to go with Second City simply due to the fact that they came off as EXTREMELY reliable, friendly, and guaranteed that the job would be done quickly and effectively. Ed Baker, the founder or Second City has a team of roofers that to be quite honest are the best in the business.

It's worth the small premium to know that your work is in good hands, and won't require any additional maintenance after the fact. After 3 quick days, we had a gorgeous new roof and could not be more satisfied with the job. Thanks So much Second City!
Len T.
Mar 22, 2021
2nd City installed a new roof and gutters on my home in Highland Park. Excellent work at a fair price. Rode through the recent snow "avalanche" without a problem. Recently had a siding panel come off during high winds. They responded within 48 hours and fixed the problem. Communicated well. Services: Roof installation, Gutter installation
Kim Ingle
Mar 01, 2021
Second City did a fabulous job on my flat roof. Their crew cleaned up everyday before they left. They were very respectful and professional. Beautiful Job! Steve was awesome to work with and very reassuring of the company's quality of work and pride. Thank you so much!
Ann Bunch
Jan 05, 2021
I had a two story back porch rebuilt, the job was done in a timely manner, The workmen were very timely and most of all very clean, The representative Casey Zepka was the best, very kind, returned calls, took time to answer and explain everything to me, kept me well informed, , The price was reasonable than competitors. I was really impressed with this company and would recommend them 100% to family and friends
Mary Ann Augustin
Jul 09, 2020
My house was in serious need of tuck pointing. Second City was on time completed the job with no issues and now my house looks better than ever. I would highly recommend them to anyone who needs work done on their home. They had great customer service and were easy to make an appointment with.
Jessica Gorogianis
Jun 05, 2020
They redid the roof a few years ago and it was great. Recently we experienced a leak and Second City had someone at the house that evening to look at it. The next day they were on the roof making the repair. They even had someone come in to fix the water damage on the ceiling, and they did an excellent job. I could not be happier with this experience. Second City stands by their work, are helpful, and responsive. They do a fantastic job.
Joy L. Grossett
Mar 27, 2018
You overcharged my elderly mother. Your work was quick, shabby, and horrible. Your people skills are very racist and I'm following up with a call to the BBB.
Latretta Murdock
Mar 04, 2016
BAD experience, called for an appointment for my parents and was told they did not need to be home. A representative showed up and did not state who or what company he was representing and just stated I'M THE ROOFER.
Ryan Aydelott
Oct 06, 2015
I really tried to give these guys another chance, but come to find out their marketing far outruns their actual capabilities. If you have a small job perhaps they might be a good fit, but for serious work, you'll want to look elsewhere to a serious contractor.
Olivia Lee
Sep 08, 2015
I had my roof replace on a two story apt building in the City of Chicago. I called four other roofers before deciding on Second City Roofers, very competitive prices. Excellent jobs, honest, quick, and dependable.
Della Allen
Jun 11, 2015
We recently had our roof redone by Second City. We cannot say enough good things about the owner, foreman and this company. They were professional and very polite. They're bid was competitive with other companies but what sold us was their promptness in communication during the bidding phase.
Mha Properties Llc
Nov 19, 2014
I own a commercial retail property in the City Of Chicago. I am receiving a partial SBIF grant from the city to improve the building. With this grant i have to hire professional companies that are licensed in the City of Chicago and insured.