James O Cunningham

PRO

James O Cunningham

also known as Board Certified Civil Trial Lawyer

5.0
109 reviews
This is an aggregated review score of Avvo and Lawyers.com reviews.
Rating: 10.0

Licensed for 48 years

Personal injury Lawyer at Orlando, FL
Practice Areas: Personal Injury, Car Accidents, Wrongful Death, Trucking Accident

500 Delaney Ave #404, Orlando, FL

Virtual Consultation Available

Free Consultation

About James

Biography

Since 1977, I have been helping Florida accident victims receive justice and fair compensation

Since 1977, I have been helping auto accident victims receive justice and fair compensation

Since 1977, I have been helping personal injury and accident victims receive justice and fair compensation.

Practice Areas

4

Practice Areas

Car Accident 40%

Attorney James O. Cunningham has over 30 years experience helping auto accident and injury victims throughout the state of Florida.

50 years | 10,000 cases

40%
Personal Injury 40%

Orlando Florida personal injury lawyer James O. Cunningham has over 30 years of experience helping accident and injury victims throughout the state of Florida.

50 years | 8,000 cases

40%
Trucking Accident 10%

10%
Wrongful Death 10%

Attorney James O. Cunningham has over 30 years experience helping accident and injury victims throughout the state of Florida.

50 years | 100 cases

10%

Fees and Rates

Cost

Free Consultation

$0 first 30 minutes

Contingency

33%-33%

Licenses

Licensed in Wisconsin for 40 years

State: Wisconsin

Acquired: 1985

Good Standing

No misconduct found

Licensed in Florida for 48 years

State: Florida

Acquired: 1977

Member in Good Standing

No misconduct found

Licensed in District of Columbia for 40 years

State: District of Columbia

Acquired: 1986

Resigned

No misconduct found

Location

James O. Cunningham

500 Delaney Ave #404, Orlando, FL, 32801

cunninghampilaw.com

Online Presence

Other places you can find James online.

James O Cunningham's Reviews

Showing 6 - 10 of 21 reviews | Practice Area Knowledge

Posted by Robin | November 10, 2021 | Hired Attorney | Personal Injury

BEST LAW FIRM Ev

Represented me in my personal injury case. Excellent excellent excellent! Always on top of their game! Kept me informed at every step! I spoke with Karen all the time! Nicest lady ever! Mr Cunningham also nice! They are really easy to talk to! I appreciate everything they did!! I would definitely ref...er them.

Posted by Jennifer | March 17, 2021 | Hired Attorney | Personal Injury

Very helpful through a very long journey

I was injured in a motor vehicle accident while on vacation in Florida. After learning my injuries were going to be expensive and long term, I did my research and contacted James Cunningham to represent me. Throughout the long and trying legal process, his office stayed in close contact with me. Tas...ks were communicated and completed quickly and I always felt I was in the loop. During the waiting and until the final settlement, I was always treated fairly and honestly. Barbara and Karen were incredibly organized and on top of everything at all times. Although I wish I wouldn't have had to go through this, it was great to have an attorney with integrity to navigate for me.

Posted by David | February 26, 2021 | Hired Attorney | Personal Injury

Thank You!

I highly recommend the Law Offices of James O. Cunningham! They are reliable, competent, responsive and a service-oriented law office. Jim and his team helped me navigate a multi-year auto accident claim to a success outcome. The prospect of dealing with multiple insurance companies and various medic...al providers can feel a bit overwhelming and scary at times. They made it look so easy by providing me with personalized service, advice and care from start to finish. Fred Rogers beloved host of Mr. Rogers’ Neighborhood once said, “When I was a boy and would see scary things on the news, my mother would say to me, ‘Look for the helpers. You will always find people who are helping.’” I want to extend a sincere THANK YOU to Jim and Barbra for always being ‘helpers’ throughout the management of my auto accident case. The Law Offices of James O. Cunningham was recommended to me and I fully endorse them to handle your legal needs. From my perspective, a pat on the back is well deserved! Thank you for your continued service to your clients and the Central Florida community!

Posted by David | February 07, 2017 | Hired Attorney | Personal Injury

No Better Attorney!

Our daughter was in a near fatal automobile accident as a passenger in March 2016. We contacted Jim Cunningham to help guide us through the "maize" of possible outcomes in settling with insurance companies, medical bills, and even police investigation with the accident. In our first visit Jim explai...ned our options and offered to advise us on how to navigate these without him at no charge. My wife and I made the decision to retain him and it was by far the best decision we could have made. We felt we were much more than just a client and the outcome was better than expected and better than he had prepared us for.

Posted by Keith J | July 23, 2015 | Personal Injury

The best trustworthy, honest, grassroots attorney ever!

A few years ago, I had a really bad fall, due to faulty construction at a job assignment I was on. I dislocated my shoulder and needed surgery, and I couldn’t work for 4 months. After my surgery, I visited the law offices of James Cunningham to seek help after being turned down by 2 other major Orlan...do law firms basically telling me that I had no case. However, Jim saw it differently. He told me to be patient; keep records of all my doctor’s visits and therapy sessions; and keep a tally of my monthly wage loss. Jim was very helpful and got me a large settlement. I was able to pay all of my medical bills, plus recoup my wages that I lost during that time. I will refer him to anyone who’s exhausted from all of the "commercial attorneys" who seem to be more worried about pumping money into their commercials than looking out for the people. I highly recommend Jim and will refer him to anyone. Thanks Jim and Babra Keith J

See All Client Reviews

James O Cunningham's Lawyer Endorsements

Endorse James
Stephen Arnold Black headshot
Stephen Black

Car accident lawyer | Sep 08

Relationship: Fellow lawyer in community

"I endorse this lawyer."

Nancy Ann Davito headshot
Nancy Davito

Personal injury lawyer | May 18

Relationship: Fellow lawyer in community

"I endorse this lawyer. Jim Cunningham is an excellent lawyer who provides caring and competent representation to all of his clients."

James Wayne Holliday II headshot
James Holliday

Car accident lawyer | May 12

Relationship: Fellow lawyer in community

"Jim Cunningham has unmatched experience handling car accident cases. He is dedicated, well prepared and knowledgeable. Jim Cunningham is my "go to" lawyer for car accident cases in the Orlando and surrounding area."

Michael Benjamin Ely headshot
Michael Ely

Personal injury lawyer | Sep 19

Relationship: Opposing Counsel on matter

"Mr. Cunningham is a highly skilled and ethical attorney. He is pragmatic and a straight shooter. His legal experience and knowledge is second to none and I would have no hesitation referring him a case."

Michael S. Waddington headshot
Michael Waddington

Personal injury lawyer | May 29

Relationship: Fellow lawyer in community

"I endorse James. He is a highly skilled attorney that is well respected in the legal community."

Lynn B. Aust headshot
Lynn Aust

Unknown lawyer | Jul 23

Relationship: Fellow lawyer in community

"I endorse this lawyer. I know James from the Christian Legal Society and he is a man of integrity."

Anne-Marie L. Bowen headshot
Anne-Marie Bowen

Personal injury lawyer | Mar 21

Relationship: Fellow lawyer in community

"I endorse this lawyer. Mr. Cunningham is an outstanding attorney who truly cares about his clients and carefully helps them when they are facing difficult personal times. He has an excellent reputation in the community and is a great advocate for his clients."

View All Endorsements
James Wayne Holliday II headshot
James Holliday

Personal injury lawyer

Experience

Rating:  10.0 (Superb)

Honors

2025

Super Lawyer, Super Lawyers

2025

AV Preeminent Attorney, Martindale-Hubbell

2024

Super Lawyer, Super Lawyers

2024

Florida Super Lawyer, Super Lawyers

2024

AV Preeminent Attorney, Martindale-Hubbell

2023

Super Lawyer, Super Lawyers

2023

Florida Super Lawyer, Super Lawyers

2023

AV Preeminent Attorney, Martindale-Hubbell

2022

Super Lawyer, Super Lawyers

2022

Florida Super Lawyer, Super Lawyers

2021

Super Lawyer, Super Lawyers

2021

Florida Super Lawyer, Super Lawyer

2020

Florida Super Lawyer, Super Lawyers

2020

Super Lawyer, Super Lawyers

2019

Super Lawyer, Super Lawyers

2019

Florida Super Lawyer, Super Lawyers

2018

Super Lawyer, Super Lawyers

2018

Florida Super Lawyer, Super Lawyers

2017

Florida Super Lawyer, Super Lawyers

2017

Super Lawyer, Super Lawyers

2016

Florida Super Lawyer, Super Lawyers

2016

Leading Plaintiff Lawyers in America, Law Dragon 3000

2016

Top 100 Trial Lawyers, The National Trial Lawyers

2016

Super Lawyer, Super Lawyers

2015

Top 100 Trial Lawyers, The National Trial Lawyers

2015

Super Lawyer, Super Lawyers

2015

Leading Plaintiff Lawyers in America, Law Dragon 3000

2015

American College of Board Certified Attorneys, Charter Fellow

2015

Florida Super Lawyer, Super Lawyers

2014

Board Certified Civil Trial Lawyer, Florida Bar

2014

Super Lawyer, Super Lawyers

2014

Florida Super Lawyer, Super Lawyers

2014

Top 100 Trial Lawyers, The National Trial Lawyers

2013

Florida Super Lawyer, Super Lawyers

2013

Top 100 Trial Lawyers, The National Trial Lawyers

2013

2013 Top Rated Lawyer in ‘Personal Injury Law’, Martindale-Hubbell

2013

Super Lawyer, Super Lawyers

2012

Florida Super Lawyer, Super Lawyers

2012

Leading Plaintiff Lawyers in America, Law Dragon 3000

2012

Super Lawyer, Super Lawyers

2012

Board Certified, Civil Pretrial Practice Advocacy, National Board of Trial Advocacy

2010

Super Lawyer, Super Lawyers

2010

Florida's Legal Elite, Florida Trend Magazine

2009

Super Lawyer, Super Lawyers

2008

Super Lawyer, Super Lawyers

2008

Life Member, Multi-Million Dollar Advocates Forum, Million Dollar Advocates Forum

2007

Super Lawyer, Super Lawyers

1987

AV Rating, Martindale-Hubbell

1987

Bar register of Preeminent Lawyers, Martindale-Hubbell

1985

Board Certified Civil Trial Advocacy, National Board of Trial Advocacy

1984

Board Certified Civil Trial Lawyer, Florida Bar

Work Experience

2023 - Present

Of Counsel, Wooten, Kimbrough, Damaso & Dennis, P.A.

2005 - Present

Managing Partner, Law Offices of James O. Cunningham P.A.

2010 - 2013

Adjunct Professor of Law, Barry University School of Law

1999 - 2005

Partner, Billings, Cunningham, Morgan & Boatwright P.A.

1994 - 1999

Partner, Billings, Cunningham & Morgan P.A.

1992 - 1994

Managing Partner, Cunningham & Morgan P.A.

1990 - 1992

Managing Partner, Billings & Cunningham P.A.

1987 - 1989

Managing Partner, Billings, Cunningham & Mitchell P.A.

1985 - 1987

Partner, Billings & Cunningham P.A.

1981 - 1985

Partner, Billings, Morgan & Cunningham P.A.

1980 - 1981

Associate, Billings, Durie & Morgan P.A.

1979 - 1980

Associate, Billings & Durie P.A.

1977 - 1979

Associate, Fisher & Matthews P.A.

Associations

1989 - Present

American Board of Trial Advocates (Central Florida chapter)

Charter Member

American Association for Justice

Florida Justice Association

1999 - 2005

American Board of Trial Advocates

National Board of Directors

1996 - 1996

American Board of Trial Advocates (Central Florida chapter)

Chapter President

1987 - 1996

FSU College of Law Alumni Association

Board of Directors

1985 - 1987

Florida Medical Malpractice Joint Underwriting Association

Board of Governors

Sample of Legal Cases

Estate of Edward Doe v. Orange County Sheriff's Office

Case settled for maximum statutory amount plus limits of underinsured motorist coverage

See More Legal Cases

Education

2003

Reformed Theological Seminary,

M.A.B.S

1977

Florida State University College of Law

Juris Doctor

1975

Rollins College

M.S.M

1973

Florida State University

B.S.

Speaking Engagements

2025

Fresh Start Ministries

Who Are You? Is your identity achieved or received?

Publications

Languages

English

Spanish

Activity

Avvo Rating

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Avvo Rating Levels
10.0 - 9.0 Superb8.9 - 8.0 Excellent7.9 - 7.0 Very Good6.9 - 6.0 Good5.9 - 5.0 Average4.9 - 4.0 Concern3.9 - 3.0 Caution2.9 - 2.0 Strong Caution1.9 - 1.0 Extreme Caution