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Drew Chesebro Obituary
He served in the U.S. Navy. Services to be held in Wisconsin at a later date. Harper Funeral Home.
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Memories and Condolences
for Drew Chesebro
Sponsored by Sister Pockets.
Debra Chesebro
June 11, 2025
My love for you spans eternity!
Momma
Jimmy Orton
March 23, 2025
Drew you are never forgotten! Like all of us I wonder what life would be like with you around..much love to you Family and those closest to you, you are always on our minds...I'll see you when I see you Brother! Keep on smiling!
Debra J Chesebro
March 22, 2025
In loving memory of Drew A Chesebro, brother to Derek, twin brother to Devon, and cherished gift to his momma.
1981-2006
My dearest Drew,
A piece of my heart went with you when you left, but it has been replaced with the memories of love we shared which will never, ever fade.
Love you to the moon and back,
Momma
Debra Chesebro
March 21, 2025
In loving memory of Drew A Chesebro, brother to Derek, twin brother to Devon, and cherished gift to his momma.
1981-2006
My dearest Drew,
A piece of my heart went with you when you left, but it has been replaced with the many precious memories of love we shared which will never, ever fade.
Love you to the moon and back,
Momma
Debra Chesebro
February 25, 2025
Life is so different without you, a big piece of the family is sadly absent. Though I cherish every memory with all my heart, I so deeply wish you were still here creating more memories with us. I look at your pictures so often throughout the day, some bring smiles, some bring tears. But each of them remind me how lucky and grateful I am to have had you in my life for the time I did and for all the memories we created.
God bless you my dear Drew and Happy, Happy Birthday (02/27)
Momma
Debra Chesebro
December 10, 2024
I would like to say that God blessed me with three ever so precious children and I am beyond grateful for each of them. Today I wish to send a Christmas message to Drew to wish him, where ever he may be, the very, very best this holiday season and throughout the New Year, and just to remind him, he is in my heart, thoughts, and prayers always.
With endless love,
Momma
Jessica
March 25, 2024
I was overcome with love on the anniversary of your passing. I let your sister know and soon the world will know my beloved Drew! To be the 144000 elect of God chosen child to sacrifice your life for the new heaven and new earth and for your sisters precious children to be the one to look over that beautiful bluff!
Thank you for the messages I was able to pass on and the feathers and bikers you send.
Blessings beloved Drew! Thank you for what you did for humanity! May your family be blessed for eternity in Jesus glorious name!
Love you always
Jessica
USAF veteran
Ordained Minister
Alana Chesebro
March 23, 2024
18 years. How do I sum up what all had passed since your own passing. It´s a lifetime of happiness, sadness, grief, anger, far too many late nights that I know you would have been a part of, questionable decisions I know you would have scolded me for, and endless laughs I know we would have shared. I have been told how proud you were to be an uncle to a spirited little version of me. I can´t help but wonder how proud you would be to have yet another little me. She reminds me of myself, but in many ways she reminds me of you. She´s very loud, but says the most when she says nothing at all. Her smile and laughter is the most contagious and warming thing in a room. Her curiosity gets the best of her, often leading her into things she shouldn´t be getting into. And she´s already developing a knack for daredevil behavior. I show her your favorite music everyday, hoping at least that way I can give her the little pieces I have left of you so your memory can live on for an eternity. You´re missed everyday, but on the days when I hear her laughter in the most serious of moments, I miss you just a little bit more. We love you to the moon and back
DEBRA J Chesebro
March 22, 2024
Drew Allen Chesebro, 25, Peoria, Iraq War Veteran, died March 23, 2006.
This was the news that changed my life forever and news every parent hopes they never have to get. An unending heartache.
But, I am eternally grateful for having the time we were given and the great memories we created as a family.
Goes without saying you are deeply loved, immensely missed, and forever cherished.
Momma
Tim K
March 1, 2024
Happy Birthday Drew! I miss our Harley Rides.
Allison Miller/knee
February 28, 2024
Happy Birthday Drew! I miss you soon much!
Jessica
February 28, 2024
Well on my journey to the Christine Center and to heal I found my way to your home town and to your bluff! I love you always and forever my guardian angel on that Harley. Thanks for sending the BACA for my baby. I love you
Jessica
I will let the world know what you sacrificed for and I know JESUS HAS YOU!
Jimmy Orton
February 28, 2024
Happy Birthday Drew and Devon! You're always missed my Brother!! Keep on smiling!!
Myranda Syrjanen
February 27, 2024
Happy birthday, Drew! I truly wish I could have known you. I’ve heard so much about you! Just know you live on in the hearts of all of your family, especially your nephews. And you would be so very proud of your sister. ❤
Tracey
February 27, 2024
Happy Birthday Drew!
Jenny
February 27, 2024
Happy Birthday
Devon Syrjanen
February 27, 2024
No matter how many years, it will always be “our” birthday. I love and miss you so much. Happy Birthday, Drewy.
Deb Chesebro
February 27, 2024
Happy Birthday Drew. Today, like every other passing day you are thought of with endless unconditional love.
Love today and always,
Momma
Chris Fry
March 23, 2023
Hey Drew,
I hope you and Tim are up there hanging out like old times. I think about you often.
Christy Husby (Thurston)
March 22, 2023
Another year already? Drew, you are forever young in our memories...The first memory that came to mind today was when we built the go-cart and were so SMART to add a brake! Until our trial run down Indian Hill and the speed burnt through the wood, there was no stopping, hahaha. We were brilliant, eh? I´m smiling up at ya while you´re shining down on us...Big love!
Momma
March 22, 2023
For my Drew,
Every day, but in particular today is a time for recognizing gratitude for our blessings, but also of sadness for our losses which has prompted this writing. I pray that all the gentle winds of heaven blow softly upon you and whisper in your ear reminding you every single day how much we love and miss you and so intensely wish you were here. I also wish to say that I was so blessed to hold you in my arms when you were here with us, and I pray with all my heart that when my time comes to depart this earth, God will again bless me with the gift to hold you in my arms once again.
So deeply and dearly missed,
Momma
Angela Boyle
February 27, 2023
Happy Birthday, Drew! I miss you more today than yesterday. Love you always! ❤
Jimmy Orton
February 27, 2023
Happy Birthday to both of you!! Miss you Drew! Everyone stay blessed!
Your godmother, Kathy
February 27, 2023
Miss that big grin and your bear hugs. Every time I walk by your picture I have to smile and remember all the good times.
Tim Kavalec
February 26, 2023
Happy Birthday Buddy ! Your not forgotten .
Tamie Rice
February 26, 2023
Drew Happy birthday to you! I still talk about you all the time. I love and miss you so much. Hope your having a great birthday party in heaven with all your cousins and grandma and grandpa. I'm sure you'll have fun no matter what you'll make everyone smile like you did here on earth. Devon named her last one Drew and man he is going to be just like you. He makes me smile and think of you all the time. It's like your back home with us. You would think after all these years I could get through this with out crying. But you still are in my heart so here I go.
Love you so much. Aunt Tamie
Momma
February 25, 2023
Dear Drew,
Taking this opportunity to wish you a Happy Birthday. Love you more than words can express.
Momma
Devon Syrjanen
March 23, 2022
Another year without you has come and gone, but how? No matter how many, there is still this piece in me that is waiting for you to come busting through the door saying "haha, got ya"! It is ver silly, I know! I held your hand as you took your last precious breath, so I am well aware of the chance of that ever happening is null. Losing you, saying goodbye, is a moment scarred in to my soul.
Today was a good day, despite all the chaos life has to offer, and even more so because it is my least favorite day (ever!!). It is just a day, but it is a day that nightmares are made of, a day I wouldn´t wish on anyone. Regardless, I try to remind myself how big you lived and how even bigger you loved! I will forever be grateful for the twenty five years we had together. I will forever be grateful for being able to watch you truly live!
All my love, man, I just really miss you!
Jaime Shatek
March 23, 2022
How have so many years gone by? I think of you often and still tell the story at least a few times a year about how you came home with me the day I got my tongue pierced because my mom loved you and I knew she'd be less mad if you were there. Oh to think where you'd be in life now. I think I'll dig out some old pictures of us in high school tonight. Miss your wildness! Love ya, friend!
Deb Chesebro
March 19, 2022
I have been going though storage bins the past couple of weeks which has had its ups and downs. I´ve ran across a piece of wood you painted flowers on for Mothers´ Day, your old baseball glove, your football jersey, karate uniform and belts, nearly a dozen Merit Certificates your received from the U.S. Navy, and pictures of you that brought me to my knees. Sixteen years since I´ve had one of your incredible bear hugs although I remember them with a mere thought. I hope you have noticed the many, many, wonderful people that continue to keep you in their thoughts, heart, memory and prayers, it is such a tribute to you that I´m blessed to have year after year.
You continue to bring me smiles, tears, and immense heartfelt love even in your absence.
Miss you endlessly every minute of every day.
Love you my dear son,
Momma
Alana Chesebro
March 4, 2022
It´s been a while since I´ve said anything. But the talks we have almost everyday seem to always be the best. Not a day goes by where you aren´t missed and I can´t help but let my brain wander to what things would be like if you were still here. However, I realized it´s best to not dwell and to live. At least I know that´s what you´d say to all of us if you could. I miss you more and more everyday and I love you 3000
Crissy Groves
February 28, 2022
I´m a day late, as usual. Happy heavenly birthday. You are missed beyond words and I think of you so often. Whenever you pop into my head I can´t help but smile and remembering feeling like a I had a big brother in you. Love you infinitely. XOXOX
Tim Kavalec
February 28, 2022
Happy Birthday Buddy ! I miss you and all the great times we had.
Tracey
February 28, 2022
Happy Birthday Drew! We think of you everyday! Hope you enjoy your birthday!! Love ya and miss ya! Until we meet again!
Angela Boyle
February 28, 2022
Happy Birthday! You are missed more than I could put into words. It´s been a very long time since I´ve heard your voice or felt your hugs, but I make sure to think about them both often. I refuse to forget. I´ll never forget. Love you so so much.
Tara La Sarge
February 27, 2022
You are so loved and remembered. Your spirit lives on through all of your loved ones. BigZ even named his dog after you Cheese!
Justin Rice
February 27, 2022
Happy Birthday Cuz! Love you and miss you like crazy!
Toni DeBauche
February 27, 2022
I have such fond memories of Drew during CCD and hanging out throughout HS. He brought energy and enthusiasm to those he was around.
Christy Husby (Thurston)
February 27, 2022
Drew, I think of you & your family when I visit my parent & see the houses we grew up in. Next time I´m back I´ll toast to you with my parents at the Pearl Street Brewery (in the former rubber mills)...and reminisce about the fun times of our childhood on Indian Hill. You are alive in our memories - Big Love!
Karli
February 27, 2022
Thinking of you and your family.
Jimmy JMFO Orton
February 27, 2022
Gone But Not Forgotten!! A very Blessed day we have upon us. Drewby Dooby Doo, happy birthday to you!! All the love in the world sent to the Chesebros today!! Also a very happy birthday to you Devin!! Keep smiling everyone!!
Travis Verthein
February 26, 2022
Happy Birthday!
Steven Rice
February 26, 2022
Happy Birthday Drew, talk about you to my grandchildren all the time . But last summer I told them the story how you swam from the park boat landing to the cottage with out breaking the surface of the water. Miss you so much
Jess
February 26, 2022
Drew- You would be so proud of your twin, but we know you're looking down and watching over! Happy Birthday!
Erin Arneson
February 26, 2022
Happy heavenly birthday! Drew, after all these years I can still that huge amazing smile. It was truly special and could bring a smile to anyones face. Keep looking down over all of us and I know you will be especially watching over all of your amazing family
Dana (Anderson) Paul
February 26, 2022
Happy heavenly birthday Drew! I bet you are having a heck of a party
Abby
February 26, 2022
Miss you every day! Keep watching Devon & the boys xo
Debra Chesebro
February 26, 2022
Dear Drew,
Another birthday, another year without you.
Dear God, I miss you so much.
I hope they are throwing you a big bash, just as we would!
Happy Birthday dear son.
Love you forever and ever,
Momma
Cindy Halada
February 26, 2022
Happy Birthday Drew miss you and love you
Mandy
February 26, 2022
Happy Birthday. Your sister is an amazing mom. I know you know that.
Rachael Jacobson
February 26, 2022
Happy heavenly birthday Drew! No matter how old we get my last memory of you is when we were like 22 years old, so in my eyes you will always be young and so handsome! And you have a minni in little Drew he looks so much like you. It's fun to watch him grow even if it's just on Facebook. Lots of love my friend!
Sam
February 26, 2022
Happy birthday brother, still feels like yesterday that we were running the roads in San Diego. Miss you and think about you everyday brother. See you again someday. ML&R
Mike & Kathy
February 26, 2022
Even after all these years the hurt of losing you is still with us. What we wouldn't give for one of your great hugs and big smile.
Teri and Mac McDougle
February 26, 2022
Our hearts still ache for THE MANY who loved you and miss you so much. You know that you are still a part of their lives everyday,as you live on in everyone's hearts. Keep watching over those of us still on earth.
Devon Syrjanen
February 26, 2022
How has so much time gone by? I have this entire life that I so desperately want you to be a part of, to see these little men I have created, and their incredible zest for life; just reminds me so much of you. So much time has gone by, and the hole you left is still just as big. I suppose it is a testament to how big your light was while you were here. I hear from various folks every now and then how big of an impact you had on their life, seems like you touched more souls in your short 25 years than I could possibly do in a lifetime. I love and miss you so very much! What I would give just to hug you one more time. Happy birthday, Drewy. I love you!
Judy Geiszler
February 26, 2022
Thank you for being one if the Angels that watches over Devon and her family. Your amazing sister has a wonderful husband ( my son) with two incredible boys (my grandsons). Devon surely misses you. Know that she has a full life with amazing memories of her brother that she keeps close to her heart!
Jenny
February 26, 2022
Happy Birthday
Angela
March 23, 2021
15 years and my heart still aches with you not here. I’ll be missing you till I get to see your smile again.
Love you always. ❤
Tamie Rice
March 23, 2021
It's been 15 years since I've seen you and I still miss you everyday. I still wait for you to come home. I will always love you. And someday we will be together again.
Love so much
Aunt Tamie
Jimmy Orton
March 23, 2021
Every year its never any easier. I miss this man! He was the truest of the true! I live you Drew! See you when I see you!
Devon Syrjanen
March 23, 2021
Missing you as much today as 15 years ago! I swear sometimes when I look at my boys I see you, and for some reason especially when they are being mischievous. They will know who you are, I promise you that but I hope wherever you are you know how much you are deeply loved and missed. I hope you know how much you meant to so very many people. I love you!!
Debra Chesebro
March 22, 2021
In Loving Memory of my Drew .
A mother’s love for her child never ends; it never stops and only continues to grow even after their death.
Of all the special gifts in life no greater gift can be,
But that of a child by far and away is the greatest gift to me.
Our special times, your precious face, and treasured memories of a life I cannot ever replace.
So, with aching heart I whisper a prayer that you know how deeply you are always loved,
And how greatly you are missed.
Love Momma
Rachael Jacobson
March 22, 2021
I will never forget the last time I saw Drew. I was living across from the old Bucky's burger barn and there was a knock at my door, not expecting anyone. When I opened the door there was Drew back from the navy and super buff with his giant smile. He gave me the biggest hug, that will be my memory of him forever. Till we meet again my friend, RIP !
Stephanie Anderson
March 20, 2021
You are unforgettable..
Christy
February 27, 2021
Reminiscing of our childhood memories growing up on Indian Hill. You are forever remembered!
Debra Chesebro
February 27, 2021
Drew,
Happy Birthday sweet boy!
You are forever tattooed to my heart and soul.
Love you forever/ever,
Mommia
Matt K
May 11, 2020
...football and fun. Illl never forget the bull ridin at Stus, or all the other good-natured things the Logan crew did outside the classroom. Glad to have grown up with you during that era, Chesebro. The times were great. A fun crew that lived life.
Jimmy Orton
March 23, 2020
Much love to all of Drew's family on here! Thank you all for sharing him with the rest of us!! His legacy lives on through each one of us who spent any amount of time with him! Please be well out there!!
Patricia Boyle
March 22, 2020
I never met you, didn't really know you ...just spoke to you when you used to answer Angela's phone. After you were gone, I learned so much about you, it seems you were a hero to all who knew you. I don't think you meant to leave such a big hole in so many hearts, but I know you did because I can even feel it in mine.
Deb Chesebro
March 21, 2020
The anniversary of your passing
Is truly the worst day of each year.
The loss of a child is a wound
That never ever heals.
But your loss has taught me a few things,
Like facing each new day,
With hope, and love and memories,
Of you my precious son.
Its also taught me gratitude
For all the gifts I have.
Your sister and your brother
And their families youve never met.
Just know dear Son the love we shared
Lives strong and deep within my heart.
Bringing, strength, hope, and comfort
So we are never far apart.
Love forever/ever,
Momma
Dana Paul
February 28, 2020
I am a day late, but I sure hope you had a wonderful birthday Drew. Your life was too short, but you left an impact on everyone you met. ❤
Dana Tschirgi
February 27, 2020
Happy Birthday Drew. I think of you often and wish so much that you were still here.
Katelyn Kasian
February 27, 2020
Drew, I didnt know you, but I know your sister, and she is truly one of the kindest people Ive ever known. The way that she talks about you is truly remarkable. I wish I could have met you, because you seem like you were the truly the most kind and wonderful brother, son, friend, and so much more. Happy birthday ❤
Angela Boyle
February 27, 2020
Happy Birthday, Drew! I would love to be celebrating with you today.
I love you. So much!❤
Justin Rice
February 27, 2020
Happy Birthday Big Guy! Hard to believe another year has gone so fast. We all miss you here, but are lucky to know you are still watching out for us. Love you Cuz!
Angie & Brian LaFleur
February 27, 2020
Happy birthday Drew! We think about you often. We sure miss you, your big smile and your huge heart!! Love you and miss you much! Thanks for keeping an eye on us from up above!!
Kelly Rice
February 27, 2020
Wish I would have gotten the chance to meet you. Although if you are anything like your twin sister you must be pretty special ♥ Happy Birthday!!
David Thurston
February 27, 2020
I often think of Drew when I use the Bobcat; Especially out in the back woods area. All you kids liked riding in the bucket but Drew liked sitting on my lap and pull the levers to make it go. He said he was going to run one when he grew up.
Happy memories to you this birthday.
Dave & Cathy
Susan Farley
February 27, 2020
Happy Birthday Drew. Although we never had the honor to meet you, your sister is an amazing women. Strong, intelligent, loving. An amazing wife and mother. She truly deserves everything that life's wonders have to offer.
Christy Husby
February 27, 2020
Drew, Happy Birthday! Remember when we were kids in the 80s & attempted a homemade Zip Line made of rope with a pvc pipe as the roller? You were the only one brave enough to try it. Ohhh, the rope burn on your hands when the pvc melted! So many good memories together! You are forever young, and forever in my heart. (You would be impressed with the upgraded zip line in the forest behind our childhood houses. The City sold some of the land & my folks built their retirement home one one of the lots. And as youve seen from heaven, Im still not brave enough to try it!)
Kathy & Mikey Sevallius
February 27, 2020
Miss your smile and big bear hugs.
Mikey and Kathy
February 27, 2020
Happy Birthday Drewy! I have so many precious memories of you and I when you were growing up I am so Blessed to have been given those fun, exciting, mischievous, frustrating silly times with you. I smile and laugh at the memories and today I celebrate you Dear Drew.
I love you!!!!XOXOXO
Lois Krause
February 27, 2020
My dearest nephew DREW, you would have been 39 this year. I LOVE and MISS you so much. I am so glad to have had the time we spent together when you were home on leave and stayed in touch with you when you were in school. I'm sure you will be celebrating your birthday, please look up ANTHONY and TIM, I'm sure they would be glad to help you. Your frog hunting cousin, Tim's son I'm sure would LOVE that to. Have a piece of BIRTHDAY cake for me too. If you see GRANDMA and Grandpa I'm sure she has cake ready for you. ALL my LOVE DREW and GOD BLESS you SWEETIE
Amanda
February 27, 2020
Happy birthday!!
Carly Johnson
February 27, 2020
Happy Birthday Drewy!!
I cant believe I have to wish you a happy birthday in heaven, but I hope and pray Grandma Kenyon is letting you win in Yahtzee today. Sending my biggest hug for my big cousin with the biggest heart❤
Love you!
Crissy Groves
February 27, 2020
Happy happy birthday Drew. I know today would have been a day of laughs and brews, for sure. Each day youre not here youre missed so so much and never ever forgotten. I have every confidence youre looking down on Dev today and willing the best day possible for her and sending warmth and love to everyone everyday. Miss and love you oh so much my big brute of a cousin! ♥
Erin Arneson
February 27, 2020
Happy birthday Drew! We sure do miss that big smile of yours but we know you are smiling down on all of us!
Jimmy Orton
February 27, 2020
I miss you Drew! I will never forget you my heart aches every day for ou and our family! Much love to you all!! Hay Birthday Drew and Devon!!
Devon Syrjanen
February 27, 2020
Another year older, another year without you. Man I really miss you! I get to see you everyday in my kids though...somehow they have flickers of your personality or expressions that come through. Little Drew reminds me so much of you it is a little scary. I can tell he is going to be mischievous with a heart of gold.
I wish you were here, but I will take the promise of getting to see you again someday. I love you more than words can say, and I will always keep your memory alive.
Love you,
Devon
Tracey Schmidt
February 27, 2020
Happy Birthday Drew! We love you and miss you everyday!
Jennifer Marco
February 27, 2020
Happy Birthday Drew
Myranda Syrjanen
February 26, 2020
Happy birthday, Drew. I wish I could have known you. Youd be so proud of your sister. I love her so much! Keep looking down on her from heaven. She knows you are with her everyday.
Deb Chesebro
February 24, 2020
Happy Birthday 2/27 Drew,
I am sending you smiles for every moment we have shared in your special day, and for every moment of every day I have missed you.
Happy Birthday!
Love Momma
Deb Chesebro
December 23, 2019
Merry Christmas Dear Drew,
Seems a little odd, even uncomfortable to wish you a Merry Christmas, like you couldn't have a Merry Christmas without us, right? I'm second guessing that thought. Actually, it may just be those of us still here who cannot fully appreciate a Merry Christmas without you. Don't get me wrong, I am certainly privileged compared to many others, but it just is not complete without you. Every year my heart is never content, never filled or fulfilled because you are gone. But, there is nothing I can do except to hope your heart is full and you are welcomed and loved wherever you are and that I am always, always with you my dear sweet boy.
Love you forever/ever,
Momma
Tamie Rice
March 22, 2019
Love you so much.
James Orton
March 22, 2019
I'm standing about 50 feet in the air watching the sunrise this Morning, not a day goes by that I dont think of you and the small part of our lives that were shared. You are an awesome Brother, An Amazing friend, and an even better memory of past lives lived!! I hold dear our time together and look forward to the day we can ride together again!!! To all of Drews family know he has touched so very many of us who were fortunate enough to share life with him!! I know tomorrow is a mournful day so I'll share the sunrise Drew is giving us with you all! Happy Friday!!!
Debra Chesebro
March 21, 2019
For my Drew,
Nothing can pierce the heart more devastatingly as the loss of someone we love especially a child.
And even though your death left a heartache no one or anything can heal,
The love and memories youve given us will always be treasured and always held near and dear to our hearts.
Love forever/ever,
Momma
Devon Syrjanen
February 27, 2019
Happy Birthday!!! Wish you were here every year, but I will take the amazing memories. I miss you most every day.
Tracey
February 27, 2019
Happy Birthday Drew! Hope you have a great time celebrating with Grandma, Grandpa, Aunt Bee, Mickey and Jenna! Miss you! Til we meet again!!
Jimmy Orton
February 27, 2019
Happy Birthday my brother!!! Think about you daily!!! Much love and respect to you Drew!!! Love you brother!!! GBNF!!!
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