Jackie Cunningham

Jackie Cunningham obituary, West Hartford, CT

Jackie Cunningham

Jackie Cunningham Obituary

Obituary published on Legacy.com by McClam Funeral Home - New Haven on Jan. 12, 2026.
Jackie Robinson Cunningham peacefully passed away on January 2, 2026, at Hebrew Center for Health & Rehabilitation, West Hartford. He was born April 7, 1955 in Hemingway, SC to the late Fred and Emma Cunningham.

Jackie attended Zion Baptist Church in Middletown CT at an early age. He went to Middletown High School where he graduated in 1975. He was the President of the Black Student Union. He played Football and ran on the Track team. He was untouchable and amazing Star for both teams. Jackie joined the Military (Army) where he served for 4 years. He also served with the Army Reserve for many years. Jackie was employed by Durham Manufacturer. He had a passion for cooking. He loves his Lobster and a T-Bone Steak. He enjoyed Cowboy Movies and watching Football. The New York Giants was his favorite team. Jackie was an Umpire for Middletown Baseball & Softball teams for several years.

Jackie leaves to cherish his memories, 3 sons, Imari (Tishara) Watson, New Britain CT, Jashone Cunningham, Middletown, CT and Dwain Leary, Virgina, 4 sister- Betty James, Mary Cunningham, Ruby Cunningham, Margie Cunningham; 2 brothers- Fred Cunningham, Nelson (Gail) Cunningham; all of Middletown, CT. 5 grandsons, Craig Watson, Imari Watson Jr, Ronald Watson, Elijah Watson, and Jeremiah Leary. 1 granddaughter- Lashonna-Wallker-Cunningham who he calls his Little Angel. 1 great grandson Mason Watson.

2 God daughters- Aaliyah Wright, & Ebony Daniels both of Middletown CT. A host of nieces and nephews that he loved so much. A special person in his life was his ex-wife, Sheila Leary.

Jackie was predeceased by his parents Fred & Emma Cunningham and his brother Jessie Cunningham.

To plant trees in memory, please visit the Sympathy Store.

Sign Jackie Cunningham's Guest Book

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January 20, 2026

Darcelle Taylor posted to the memorial.

January 20, 2026

Bernard McArthur posted to the memorial.

January 19, 2026

Donna Cornish Daniels posted to the memorial.

Darcelle Taylor

January 20, 2026

Rest in peace Jackie...until we meet again. My condolences to family and friends.

Bernard McArthur

January 20, 2026

We are truly grateful that our paths crossed, and we cherish the memories. To the family and loved ones, always hold the fond memories most dear to your heart.

Donna Cornish Daniels

January 19, 2026

RIP Classmate. Thank you for your service to God and Country. Prayers to family and friends

Tim Davis

January 18, 2026

RIP brother Jack

Cheryl Glover Huckabey

January 15, 2026

Jackie was a childhood friend of mine growing up on the South End in Middletown. My sister Debbie and I were good buddies with he and his brother Nelson and other family members. Jackie was always a gentleman and just had a sweet caring spirit and personality at a young age. Sending my deepest sympathies and condolences to his family and many friends. SIP good brother. We will all meet in Heaven some day. Cheryl Glover Huckabey

Ester Tucker

January 15, 2026

My condolences goes out to his family. Went to high school with him.

Woodrow Vereen

January 15, 2026

My Condolences go out to the Cunningham family

Pearline Belin

January 13, 2026

Farwell old friend

Lorenzo Marshall Sr.

January 13, 2026

Peace, Strength, and Love to all your Family and Friends during this difficult time!!

Lo

January 12, 2026

Take your Rest Brother Jack!!!!
to your Family and Friends!!!
#SPEED #FAMILY

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McClam Funeral Home - New Haven

95 Dixwell Avenue, New Haven, CT 06511

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Sign Jackie Cunningham's Guest Book

Not sure what to say?

January 20, 2026

Darcelle Taylor posted to the memorial.

January 20, 2026

Bernard McArthur posted to the memorial.

January 19, 2026

Donna Cornish Daniels posted to the memorial.