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Find Medicare Insurance Agents Near You in Chickasha, OK

Browse medicare insurance agents serving Chickasha, Oklahoma. Updated 2026-07-14.

The top-rated medicare insurance agent in Chickasha, Oklahoma is Cassmeyer Insurance Agency, rated 5.0 stars across 133 reviews. Other highly rated options include Mike Day - State Farm Insurance Agent, Shelter Insurance - Gerron Smith, Rick DePriest: Allstate Insurance. This directory lists 19 medicare insurance agents serving Chickasha.

Showing 19 medicare insurance agents in Chickasha, OKListings are displayed in no particular order and are not ranked. Order does not constitute a recommendation or endorsement.

Comparison

Top 10 listings
#NameAddressPhone
1Cassmeyer Insurance Agency406 W Chickasha Ave(405) 201-2618
2Mike Day - State Farm Insurance Agent124 N 5th St(405) 224-1968
3Shelter Insurance - Gerron Smith1102 S 4th St(405) 222-2022
4Rick DePriest: Allstate Insurance928 S 4th St(405) 224-0255
5Rick Johnston - State Farm Insurance Agent501 S 4th St(405) 222-2211
6Mollett-Hunter Insurance501 S 5th St(405) 224-5404
7Leonard Insurance Agency Inc113 N 2nd St(405) 224-0282
8Farmers Insurance - Thome Cook501 W Chickasha Ave(405) 224-3652
9Shebester Insurance Agency615 W Chickasha Ave(405) 224-4450
10Social Security Administration506 Utah Ave(800) 772-1213
CI
406 W Chickasha Ave
Cassmeyer Insurance Agency
Medicare Insurance Agent · Chickasha, OK

Cassmeyer Insurance Agency serves the Chickasha, Oklahoma, area as a local medicare insurance agent. The company assists clients with understanding their Medicare options and finding coverage that fits individual needs. Their work involves explaining the differences between Original Medicare, Medicare Advantage plans, and Part D prescription drug plans. They help seniors in the community navigate enrollment periods and compare plan benefits for more informed decisions. This agency specifically handles plan selection for Medicare Advantage and enrollment guidance for Medicare Supplement insurance.

MD
124 N 5th St
Mike Day - State Farm Insurance Agent
Medicare Insurance Agent · Chickasha, OK

Mike Day - State Farm Insurance Agent in Chickasha, Oklahoma, offers Medicare insurance guidance to help clients understand their coverage options during enrollment periods. Ongoing plan reviews are conducted to adjust benefits as healthcare needs evolve throughout the year. Personalized consultations simplify the process of comparing prescription drug and supplemental plans available in the local market. The company serves individuals living in single-family homes, along with residents of apartments, retail employees, and staff working at restaurants in the area.

SI
1102 S 4th St
Shelter Insurance - Gerron Smith
Medicare Insurance Agent · Chickasha, OK

Shelter Insurance - Gerron Smith serves homeowners, seniors, and individuals in Chickasha, Oklahoma who are seeking guidance with Medicare insurance plans. This agency helps clients understand their coverage options during enrollment periods, including Original Medicare, supplement plans, and Part D prescription drug coverage. The agent provides local, personalized assistance to compare available plans and navigate Medicare's complexities. They also serve residents in the surrounding Grady County area, including nearby communities such as Ninnekah or Alex.

RD
928 S 4th St
Rick DePriest: Allstate Insurance
Medicare Insurance Agent · Chickasha, OK

Rick DePriest: Allstate Insurance serves Chickasha and the surrounding Grady County communities, specializing in Medicare insurance agent services. This office helps clients navigate Medicare plan options, including both Medicare Advantage and Medicare Supplement policies. They handle enrollment periods, plan changes, and coverage questions throughout the year. To manage a typical client request, the agent first reviews the individual’s current coverage and medical needs, then presents suitable plan comparisons from a selection of available carriers.

RJ
501 S 4th St
Rick Johnston - State Farm Insurance Agent
Medicare Insurance Agent · Chickasha, OK

In independent medical insurance guidance, an initial meeting to compare Medicare Advantage and Supplement plans stands apart from ongoing annual reviews of coverage changes. Rick Johnston's office in Chickasha supports clients in this area through both one-time educational sessions and regular service plans. Local policyholders receive personalized help understanding their Part D prescription drug options and out-of-pocket costs. Service runs on either a scheduled basis for enrolled clients needing yearly adjustments or an as-needed basis for those requiring occasional support.

MH
501 S 5th St
Mollett-Hunter Insurance
Medicare Insurance Agent · Chickasha, OK

Serving the Chickasha, Oklahoma area, Mollett-Hunter Insurance specializes in Medicare Advantage, Supplement, and Part D prescription drug plans. As a dedicated Medicare insurance agent, the agency guides individuals through enrollment and annual plan comparisons in simple, clear terms. It provides ongoing support to help local seniors choose the coverage that best matches their healthcare needs and budget. This experienced team assists clients navigating the annual fall Open Enrollment Period and any Special Enrollment Periods triggered by life changes like relocation or retirement.

LI
113 N 2nd St
Leonard Insurance Agency Inc
Medicare Insurance Agent · Chickasha, OK

For residents in Chickasha entering their initial Medicare enrollment period each year, navigating plan options can feel overwhelming as deadlines approach. Leonard Insurance Agency Inc serves this local need by offering personalized guidance through the Medicare insurance agent process, helping individuals compare coverage choices available within their area. The agency provides tailored consultations that review plan details, costs, and provider networks to match each client’s health requirements. An initial in-person or phone assessment is scheduled to begin this evaluation and determine the suitable plan structure for their specific situation.

FI
501 W Chickasha Ave
Farmers Insurance - Thome Cook
Medicare Insurance Agent · Chickasha, OK

Farmers Insurance - Thome Cook provides general insurance guidance and specializes in Medicare insurance agent services for residents in the Chickasha, Oklahoma area. The office helps clients navigate annual enrollment periods and plan options for their health care coverage needs. Supplemental policies and prescription drug coverage are common topics discussed during appointments. This agency can assist with insurance solutions tailored for commercial sectors, including office environments, warehouses, and food service operations.

SI
615 W Chickasha Ave
Shebester Insurance Agency
Medicare Insurance Agent · Chickasha, OK
SS
506 Utah Ave
Social Security Administration
Medicare Insurance Agent · Chickasha, OK

Serving residents in Chickasha, Social Security Administration helps individuals navigate their Medicare insurance options. The agency also addresses commercial coverage needs for local businesses in and around the area. Its team assists clients with plan comparisons and enrollment paperwork, ensuring clarity on available benefits. Clients often return for follow-up support, reviewing plans during annual enrollment periods or when life changes affect their coverage. Such repeat visits help maintain consistent service between regular check-ins.

SA
416 W Washington Ave
Sandoval Agency
Medicare Insurance Agent · Chickasha, OK
(405) 448-0621
sandovalinsuranceagency.com
JV
413 W Country Club Rd
Joe Victery - State Farm Insurance Agent
Medicare Insurance Agent · Chickasha, OK
(405) 224-0440
statefarm.com/agent/US/OK/Chickasha/Joe-Victery-1QV4V32M000
MA
428 W Grand Ave B
Mosley Agency, Inc.
Medicare Insurance Agent · Chickasha, OK
(405) 224-1000
mosleyagency.com
RH
914 S 4th St
Richey Health Solutions LLC
Medicare Insurance Agent · Chickasha, OK
(405) 550-4613
planrep.com/randal
RT
1407 S 4th St
Royce Terry Insurance Inc
Medicare Insurance Agent · Chickasha, OK
(405) 222-0208
OF
2325 W Grand Ave
Oklahoma Farm Bureau Insurance - Cheyenne
Medicare Insurance Agent · Chickasha, OK
(405) 224-2410
okfbinsurance.com/bill-bunn-iii
EC
328 S 29th St Ste. 120
Elara Caring
Medicare Insurance Agent · Chickasha, OK
(405) 224-0012
elara.com/locations/chickasha-ok
SD
928 S 4th St
Shelia DePriest: Allstate Insurance
Medicare Insurance Agent · Chickasha, OK
(405) 224-0255
agents.allstate.com/shelia-depriest-chickasha-ok.html
MS
126 S 4th St
michelle skinner agency
Medicare Insurance Agent · Chickasha, OK
(405) 222-4551

What Does a a Medicare Insurance Agent in Chickasha Cost?

Medicare insurance agent services in Oklahoma are generally free to you because agents are paid by the insurance carriers. Plan costs vary: Medicare Part B premiums start at $174.70 per month in 2024, Medigap plans range from $100 to $300 per month depending on coverage, and Medicare Advantage plans often have $0 premiums but may have deductibles and copays. This is general information, not insurance advice.

About medicare insurance agents in Chickasha

Medicare insurance agents in Chickasha, Oklahoma help residents compare Part D, Medigap, and Medicare Advantage plans. Oklahoma allows agents to assist with both Original Medicare and private plan options. Local agents understand the needs of Grady County seniors and can explain state-specific rules like the Oklahoma Medicare Supplement open enrollment period.

Frequently Asked Questions

What does a Medicare insurance agent in Chickasha do?

A Medicare insurance agent in Chickasha helps you compare plans, enroll in Medicare Part A and Part B, and choose supplemental coverage. They can explain the differences between Medigap and Medicare Advantage plans available in Grady County.

When can I enroll in Medicare in Oklahoma?

Your Initial Enrollment Period starts three months before you turn 65 and ends three months after your birthday month. Oklahoma also has a General Enrollment Period from January 1 to March 31 each year. Missing these windows may result in late penalties.

Are Medicare insurance agents in Chickasha free to use?

Yes, Medicare insurance agents are typically paid by insurance companies through commissions. You do not pay extra for their services. Agents must follow Oklahoma state insurance regulations and disclose their compensation if asked.

Medicare Insurance Agents in Other Oklahoma Cities

Listings are compiled from publicly available information. Inclusion does not constitute endorsement. Verify each medicare insurance agent's credentials and current standing with your state Department of Insurance.