I’ve gotten to know many local families as an Allstate agent in Chicago. I enjoy being a part of the community, and building local relationships is one of the best parts of my job. I look forward to getting to know you and helping you to find the solutions that meet your needs.I’m committed to helping Chicago residents assess their immediate and long-term needs and choose options that will help them achieve their goals. When you want to explore options for protecting your home, personal property, or financial future, I’m available to answer your questions. If you’re already a customer, I’m ready to review your coverage so that you can make any necessary adjustments to fit your changing needs. Call, email, or visit my agency in Chicago today.
Details
Online appointmentsAvailable
Onsite servicesAvailable
Location
Certified by Sterling Jackson: Allstate Insurance • May 17, 2026
Certified by Sterling Jackson: Allstate Insurance • May 17, 2026
Monday8:30 AM - 5:30 PM
Tuesday8:30 AM - 5:30 PM
Wednesday8:30 AM - 5:30 PM
Thursday8:30 AM - 5:30 PM
Friday8:30 AM - 4:30 PM
SaturdayClosed
SundayClosed
Reviews
4.6
312 reviews
5 stars
259
4 stars
25
3 stars
7
2 stars4
1 star
7
JJ
Jenn J.
May 8, 2026
5.0
I have had the pleasure of working with Sterling and John. Both of my experiences working with them have been great! I worked with Sterling for my homeowners insurance. He had great customer service and was very timely during the closing process. When working with John, Sterling was away at a conference, so John was able to help me purchase auto insurance while at the dealership (a super stressful process!). Nonetheless, John explained everything with great detail and was able to answer all of my questions.
DA
Donna Handyman and
May 1, 2026
3.0
I'm not happy with the multiple price hikes I went from 116.00 to Nearly 200.00 I have a clean driving record and no moving violations.
DA
Dorothy Amerson
Apr 30, 2026
5.0
My experiences have been great. I have communicated with Allstate many times.
Their customer service agents treated me as a valued customer and were always courteous and helpful.
CL
Chelsea Lopez
Apr 30, 2026
5.0
I had never purchased Renters Insurance before going through AllState. Sterling Jackson and team made this process super easy and were fully transparent about costs. When I moved out of state, they made sure I didn’t go without renters insurance, and that my policy was handled accordingly. Their customer service is always friendly, patient and thorough. Thank you for supporting me throughout the years!
WM
Wendell Mack
Apr 30, 2026
5.0
It’s so refreshing to speak with live agents. I appreciate them looking over my accounts to save me some money that’s why I have now added an newer policy for our recently purchased condominium.
Frequently Asked Questions About Sterling Jackson: Allstate Insurance
What services does Sterling Jackson: Allstate Insurance provide?
Sterling Jackson: Allstate Insurance offers a wide range of insurance services including auto, home, life, motorcycle, renter's, boat, and property insurance, as well as insurance consulting and agency services.
Where is Sterling Jackson: Allstate Insurance located?
The agency is located at 3806 N Ashland Ave, Chicago, IL 60613, USA.
What are the business hours for Sterling Jackson: Allstate Insurance?
The agency is open Monday through Thursday from 8:30 AM to 5:30 PM, Friday from 8:30 AM to 4:30 PM, and is closed on Saturdays and Sundays.
How can I make an appointment with Sterling Jackson: Allstate Insurance?
You can make an appointment online via their reservation URL at https://agents.allstate.com/sterling-jackson-chicago-il-96596035.html?section=appointment, or contact them by phone or email.
What languages are spoken at Sterling Jackson: Allstate Insurance?
English and Spanish are spoken at the agency to assist customers.
Does Sterling Jackson: Allstate Insurance offer online appointments and onsite services?
Yes, the agency offers both online appointments and onsite services to accommodate customer needs.
Which nearby public transit options can help me reach Sterling Jackson: Allstate Insurance?
The CTA Bus Stop 5997 is nearby and can help you reach Sterling Jackson: Allstate Insurance via public transit.
Are there any nearby dining options around Sterling Jackson: Allstate Insurance?
Yes, you can visit nearby restaurants such as A. J. Hudson's Public House, Kitchenette, Big Bite Sushi, Zia's Lago Vista, and Tribu Caffe before or after your visit.
What wellness and beauty services are available near Sterling Jackson: Allstate Insurance?
Nearby, you'll find wellness and beauty spots like Move Therapy and Wellness, Aroma Thai Spa, Pink Spa, and a Nail Station for various health and beauty needs.
If I need automotive or home services near Sterling Jackson: Allstate Insurance, where can I go?
You can visit Ashland Tire & Auto for automotive repair, OCD Cleaning Chicago Inc. for home cleaning services, or Power Plumbing and Emergency Plumber Chicago for plumbing needs nearby.
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