4.5+ Stars · Milwaukee
Highly Rated Insurance Agents in Milwaukee, WI
Only the best make this list. These insurance agents in Milwaukee have earned 4.5+ star ratings from real customers — consistently.
As of June 2026, RatingsNearMe ranks 20 insurance agents in Milwaukee, WI by verified customer ratings and review volume. The highest-rated is Philleo Agency Insurance with a 4.9-star rating from 1,220 verified reviews. Also in the top tier: Gramoll & Associates Inc American Family Insurance and APECS Insurance Agency. The average rating across all listed insurance agents in Milwaukee is 4.7 stars from 230 reviews per business on average.
Insurance in Milwaukee: agents are typically paid by commission (5–15% of premium) — no cost to you to compare quotes.
Rankings updated June 1, 2026 · Scored by ratings (35%), review volume (30%), sentiment (20%), completeness (10%), availability (5%) · Not paid placement.
Local Market Snapshot
20
Businesses listed
4.7★
Avg rating
230
Avg reviews
Jun 1, 2026
Last updated
Top Rated Insurance Agents
Philleo Agency Insurance
12555 W Burleigh Rd, Brookfield, WI 53005, USA
Gramoll & Associates Inc American Family Insurance
4484 N Oakland Ave, Shorewood, WI 53211, USA
APECS Insurance Agency
3950 N Holton St Ste 210, Milwaukee, WI 53212, USA
Insurance Agents Rankings in Milwaukee, WI
| # | Business | Rating | Reviews |
|---|---|---|---|
| #1 | Philleo Agency Insurance12555 W Burleigh Rd, Brookfield, WI 53005, USA | 4.9★ | 1,220 |
| #2 | Gramoll & Associates Inc American Family Insurance4484 N Oakland Ave, Shorewood, WI 53211, USA | 5.0★ | 806 |
| #3 | APECS Insurance Agency3950 N Holton St Ste 210, Milwaukee, WI 53212, USA | 5.0★ | 370 |
| #4 | Insurance Center of Milwaukee3662 S Howell Ave, Milwaukee, WI 53207, USA | 4.9★ | 65 |
| #5 | The Insurance Office8831 W Greenfield Ave, Milwaukee, WI 53214, USA | 4.6★ | 101 |
| #6 | Freeway Insurance821 S César E. Chávez Dr Suite A, Milwaukee, WI 53204, USA | 4.7★ | 359 |
| #7 | Cheap Car Insurance MilwaukeeN Water St, Milwaukee, WI 53202, USA | 4.4★ | 7 |
| #8 | Robertson Ryan Insurance330 E Kilbourn Ave #850, Milwaukee, WI 53202, USA | 4.9★ | 188 |
| #9 | Andrew J. McCabe: Allstate Insurance3575 N Oakland Ave, Milwaukee, WI 53211, USA | 4.7★ | 527 |
| #10 | Luepke Insurance Agency1223 E Howard Ave, Milwaukee, WI 53207, USA | 4.8★ | 25 |
Ranked by verified ratings & review volume · Data from Google Business listings · Updated June 2026
All Insurance Agents in Milwaukee
Insurance Center of Milwaukee
3662 S Howell Ave, Milwaukee, WI 53207, USA
The Insurance Office
8831 W Greenfield Ave, Milwaukee, WI 53214, USA
Freeway Insurance
821 S César E. Chávez Dr Suite A, Milwaukee, WI 53204, USA
Cheap Car Insurance Milwaukee
N Water St, Milwaukee, WI 53202, USA
Robertson Ryan Insurance
330 E Kilbourn Ave #850, Milwaukee, WI 53202, USA
Andrew J. McCabe: Allstate Insurance
3575 N Oakland Ave, Milwaukee, WI 53211, USA
Luepke Insurance Agency
1223 E Howard Ave, Milwaukee, WI 53207, USA
Santiago Insurance Agency LLC
828 W Historic Mitchell St, Milwaukee, WI 53204, USA
Schwade Insurance Agency Inc
8131 W Capitol Dr, Milwaukee, WI 53222, USA
Steinfeld Ins. Agency, LLC dba Cream City Insurance
10125 W North Ave #2426, Wauwatosa, WI 53226, USA
B & J Insurance Agency, Inc.
2525 N 124th St Suite 225, Brookfield, WI 53005, USA
Latus Insurance
5232 W Oklahoma Ave Ste 215, Milwaukee, WI 53219, USA
Laura Ashley - State Farm Insurance Agent
7212 W Center St, Milwaukee, WI 53210, USA
American One Insurance Agency, LLC
3920 S 27th St Suite D, Milwaukee, WI 53221, USA
Daniel Monahan Insurance: Transition Health Benefits
790 N Milwaukee St, Milwaukee, WI 53202, USA
Nova Insurance LLC
4615 W National Ave, Milwaukee, WI 53214, USA
1201 Insurance Services, Inc.
2430 S 28th St, Milwaukee, WI 53215, USA
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Frequently Asked Questions — Insurance Agents in Milwaukee
What is the difference between a captive and independent insurance agent in Milwaukee?
Captive agents (State Farm, Allstate, Farmers) represent one company and can only quote that carrier's products. Independent agents work with multiple carriers — they shop your policy across companies to find the best rate and coverage for your situation. For most consumers, an independent agent offers more flexibility. Captive agents may have deeper expertise in their specific carrier's products and claims process.
How do I verify an insurance agent's license in WI?
Search the WI Department of Insurance's online license lookup — Google "WI Department of Insurance license lookup" for the direct link. You can verify current license status, license type, and any disciplinary actions. Every agent selling insurance in WI must be licensed with the state.
How much does working with a local insurance agent in Milwaukee cost?
In most cases, nothing directly. Insurance agents earn commissions paid by the insurance company — typically 5–15% of your annual premium for property/casualty coverage, 40–100% of first-year premium for life insurance. Fee-based agents charge separately and disclose it upfront. Always ask how your agent is compensated so you understand any potential incentives.
Should I buy insurance online or through a local agent in Milwaukee?
Online works for simple auto or renters policies if you understand what you're buying. A local agent in Milwaukee adds real value for homeowners insurance, life insurance, commercial policies, or any situation with complexity — rental properties, high-value items, home-based businesses, or coverage gaps. They also advocate for you during a claim, which online portals don't.
How are the insurance agents on this page ranked?
Rankings use a transparent algorithm: star rating (35%), review volume (30%), customer sentiment (20%), profile completeness (10%), and availability (5%). Featured Partner listings have paid for enhanced visibility but must still earn their position through real customer reviews — sponsored listings are clearly labeled.
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How Rankings Work on This Page
Every insurance agents on RatingsNearMe is scored transparently: star rating (35%), review volume (30%), customer sentiment (20%), profile completeness (10%), and availability (5%). Businesses labeled exclusive or premium are Featured Partners — they have paid for enhanced visibility but must still rank through real customer reviews. We cap sponsored boosts so bad businesses can never buy the top spot.
Editorial notice: Ratings are based on publicly available data from Google Business listings. Consumers should independently verify licensing, insurance, and credentials before hiring any service provider. Last updated: June 1, 2026.
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