👉 TAP TO SAVE 50% WITH CODE SPRING
X
Lost password?

Don't have an account?
Gain Access Now

X

Receive free daily analysis

NFL
NBA
NHL
NASCAR
CFB
MLB
MMA
PGA
ESPORTS
BETTING

Already have an account? Log In

X

Forgot Password


POPULAR FANTASY TOOLS

#1 Expert Projections
Save 50% Now
Import Your Leagues
Props Tool
Compare Any Players
Compare Any Players
24x7 News and Alerts

The Biggest MLB Contracts Ever - Richest MLB Deals in History

Shohei Ohtani - Fantasy Baseball Rankings, Draft Sleepers, Waiver Wire Pickups

Which baseball players have earned the most money in their contracts in the history of the MLB? Jon breaks down the richest contracts in the history of baseball.

In recent memory, the contracts that star MLB players have been receiving are eye-opening, to say the least.

Shohei Ohtani has made good on his Dodgers contract so far, though he's only 12 games into a deal that could keep him a Dodger for 1,620 of them, ultimately paying him $700 million by the time all the deferrals are paid out.

Let's count down the rest of the list of the 10 biggest contracts in MLB history.

Featured Promo: Save 50% the regular price with discount code SPRING, for a limited time. Exclusive access to our Team Sync platform, DFS cheat sheets, Lineup Optimizers, betting/prop picks, and exclusive content from Nick Mariano and Eric Cross! GAIN ACCESS NOW

 

No. 8 (Tie) — Giancarlo Stanton, Miami Marlins, $325 million (13 years)

Nobody really expected Giancarlo Stanton to finish out his mega-extension with the Marlins when he signed it in November of 2014, but he only made it three seasons in! Even factoring in that the Marlins kicked in $30 million in future payments to the Yankees to facilitate the trade, they're ultimately paying just $60 million of the deal, with the Yankees writing the checks for the remainder.

Stanton has struggled to stay healthy as a Yankee, playing in just 549 of 870 possible games (63%) from 2018-23. He's been solid at the plate with a 122 wRC+, but ultimately has been worth just 8.4 fWAR due to his large proportion of time as the DH.

 

No. 8 (Tie) — Yoshinobu Yamamoto, Los Angeles Dodgers, $325 million (12 years)

By far the largest deal for any player without any prior MLB experience, the Dodgers, Yankees, and Mets all blew initial expectations out of the water in offering Yamamoto deals worth at least $300 million each. He ultimately chose to join Ohtani in Los Angeles, with the two combining for over $1 billion in commitments. It's far too early to evaluate this deal in any meaningful way, but Yamamoto has rebounded from his horrible start in Seoul to spin two scoreless five-inning outings.

 

No. 8 (Tie) — Corey Seager, Texas Rangers, $325 million (10 years)

It's foolish to act as if Seager has already made good on his massive contract, though the Rangers certainly wouldn't trade away his postseason heroics last year for, say, better performance in the twilight of his career. The nagging health issues that have plagued Seager continue to be a factor, as his MVP runner-up season could have been legendary if he'd played more than 119 games. But even with a so-so first year in Texas in 2022 and limited time in 2023, he's been what the Rangers have asked, with a 139 wRC+ and 10.7 WAR in the Lone Star State.

 

No. 7 — Bryce Harper, Philadelphia Phillies, $330 million (13 years)

Harper languished on the free-agent market until March 2019. You can't really blame him for eliminating all of the noise that another trip to the open market would create, instead taking a 13-year deal with no opt outs, even at a low AAV that could certainly lead to him being underpaid over the life of the contract.

So far, it certainly looks like that's the case. Harper's been nothing short of incredible as a Phillies player, locking up his second MVP in 2021 and compiling 18.9 fWAR, or 5.2 per 162 games. He's showing no signs of slowing down even after a position change to first base in his age-31 season.

 

No. 6 — Fernando Tatis Jr., San Diego Padres, $340 million (14 years)

Easily the most tumultuous entry on this list, Tatis is in just the fourth year of his contract but has already dealt with a shoulder surgery, multiple wrist surgeries, a PED suspension, and a move to right field to accommodate Xander Bogaerts.

It's not shocking then that Tatis's performance and availability during his deal have been... erratic to say the least. In 2021, he was an excellent hitter and poor shortstop before his 2022 was completely wiped out by injury and the suspension. He came back in 2023 as a brilliant right fielder and above-average-but-not-great hitter, and he now looks to put together a monster season on both sides of the ball in 2024.

 

No. 5 — Francisco Lindor, New York Mets, $341 million (10 years)

It feels as if Lindor's contract has flown under the radar as one of the best big deals in baseball. In his first three seasons of the deal, Lindor was worth 15.9 fWAR (5.3 per season), providing far more value than his $34.1 million AAV would demand to break even from an analytics perspective.

His slick fielding, switch-hitting heroics, and gregarious personality arguably make him the face of the Mets franchise, a fact that will become inarguable if Pete Alonso departs in free agency this coming offseason.

 

No. 3 (Tie) — Mike Trout, Los Angeles Angels, $360 million (10 years)

Very technically, Trout's contract is a 12-year, $426.5 million one, but that includes $66.5 million that he was already due from his previous extension; this deal tacked on $360 million and moved some money around. Trout won his third MVP in the first year of the deal but has struggled to stay healthy since; from 2020-23 onward, he played in just 290 of 546 (53%) games that the Angels played.

That said, Trout's been his usual self when able to be on the field; his wRC+ since the deal started is 167, and he's been worth just under 22 fWAR.

 

No. 3 (Tie) — Aaron Judge, New York Yankees, $360 million (9 years)

Nobody's ever holding a team hostage and saying they have to sign a player, but I think Yankees fans would have mutinied if Judge had signed in San Francisco or San Diego instead. From a pure baseball perspective, is paying a player coming off a virtually impossible to match $40 million a year from ages 31-39 a great move? Probably not in the long run, but the Yankees just couldn't let their superstar walk away.

 

No. 2 — Mookie Betts, Los Angeles Dodgers, $365 Million (12 years)

We'll never know for sure if Betts really would have taken this deal if the Red Sox had offered it, or if the uncertainty surrounding COVID led him to accept it before he was set to hit free agency. But the Dodgers are certainly glad they were the ones to offer it, and Mookie has rewarded them handsomely.

Betts has more than made good on his end of the deal, as he's been arguably the best player in baseball since the day he signed it. He's been worth 21.9 fWAR and his wRC+ is 151, all while moving from right field to a right/second base hybrid, to now taking on shortstop for the first extended stretch in his career -- all on the wrong side of 30.

 

No. 1 — Shohei Ohtani, Los Angeles Dodgers, $700 million (10 years)

Even if you prefer to use the present value of Ohtani's massive contract, the ~$460 million in 2024 is still the largest deal in history by nearly $100 million.

As with Yamamoto, there's no sense in evaluating the merits of Ohtani's deal just a few weeks in. But the Dodgers are paying for more than just a player: they're paying for the biggest superstar in the league today, a player they can market in not one but two countries. They're paying for the right to say "Shohei Ohtani is ours, not anybody else's." Dodgers fans sure are happy they can say the same.



Download Our Free News & Alerts Mobile App

Like what you see? Download our updated fantasy baseball app for iPhone and Android with 24x7 player news, injury alerts, sleepers, prospects & more. All free!



More Fantasy Baseball Advice

POPULAR FANTASY TOOLS

#1 Expert Projections
Save 50% Now
Import Your Leagues
Props Tool
Compare Any Players
Compare Any Players
24x7 News and Alerts

REAL-TIME FANTASY NEWS

New York Jets

Jets Pick Up Will McDonald's Fifth-Year Option
Azeez Al-Shaair

Texans, Azeez Al-Shaair Agree to Three-Year Extension
KC Concepcion

Looking to Build Chemistry With Second-Year QB
Deshaun Watson

"Looks Great," Leading QB Battle After First Minicamp?
George Pickens

Signs the Franchise Tag on Wednesday
Cade Cunningham

Helps Pistons Survive With 45-Point Effort
Jock Landale

to Remain Unavailable in Game 6
Peyton Watson

to Remain Out Thursday
Austin Reaves

Cleared to Return Wednesday
Luka Dončić

Luka Doncic Remains Without Timetable for Return
Brandon Nimmo

Leaves Wednesday's Game With Hamstring Tightness
Brandon Ingram

Won't Play in Second Half Wednesday
Aaron Gordon

Questionable for Game 6
Josh Hart

Iffy for Game 6
Joel Embiid

Likely to Play in Game 6
Bones Hyland

Could Miss Game 6
Kevin Huerter

Not Available for Game 5
Jonathan Isaac

Remains Out for Game 5
Franz Wagner

Won't Play in Game 5
MLB

Phillies-Giants Postponed on Wednesday Due to Rain
Nils Lundkvist

to Remain Out Thursday
Jonas Brodin

Uncertain for Game 6
Matvei Michkov

Expected to Rejoin Flyers Lineup Wednesday
Noah Ostlund

Set to Miss "a Period of Time"
Viktor Arvidsson

Doubtful for Game 6 Against Sabres
Barrett Hayton

Close to Returning
Charle-Edouard D'Astous

a Game-Time Call Wednesday
Brandon Aiyuk

Decision Could Come in Late May
Bryce Young

Panthers Pick Up Bryce Young's Fifth-Year Option
MLB

Orioles-Astros Game Postponed Due to Inclement Weather on Wednesday
Gary Woodland

Riding Momentum Into Cadillac Championship
Jordan Spieth

Brings Boom-or-Bust Potential to Cadillac Championship
Adam Scott

Looks Poised for Another Strong Finish at Doral
Maverick McNealy

Needs Approach Game to Click at Doral
George Springer

Being Activated From Injured List, Won't Start on Wednesday
Wyatt Langford

Expected to be Activated on Saturday
Garrett Crochet

Goes on Injured List With Shoulder Inflammation
CFB

Jameson Williams Files Lawsuit Against NCAA, SEC, Big Ten
Junior Caminero

Back in Wednesday's Lineup After Injury Scare
Harry Hall

Volatility Continues at Cadillac Championship
Tommy Fleetwood

Looks to Rebound at Trump National Doral
Pierceson Coody

a Risky Value Play at Cadillac Championship
Deebo Samuel Sr.

Will Deebo Samuel Sr. Find a New Team Before Training Camps Open?
Jalen Johnson

Collects Second Playoff Double-Double
Akshay Bhatia

Offers Upside with Risk at Cadillac Championship
Elic Ayomanor

Dynasty Stock Way Down After NFL Draft
Jalen Brunson

Pours 39 Points on Hawks in Game 5
Darius Slayton

Dynasty Value Fading After Busy Giants Offseason
Jaylen Brown

Struggles From the Field in Game 5
Jayson Tatum

Picks Up Another Double-Double
David Njoku

With the NFL Draft Over, David Njoku Could Soon Find a Team
Tyrese Maxey

Records Double-Double With Rebounds
Tyler Warren

a Major Offseason Winner
Joel Embiid

Tallies 33 Points as 76ers Stave Off Elimination
Victor Wembanyama

Posts Second Straight Double-Double
Connor McDavid

Extends Multi-Point Streak Tuesday
Justin Thomas

a Scary Proposition at Cadillac Championship
Nikolaj Ehlers

Hurricanes Hope to Have Nikolaj Ehlers Back for Second Round
Alexander Nikishin

Could Be Available in Round 2
Victor Hedman

Logs Full Practice
Scottie Scheffler

The Leading Favorite at Cadillac Championship
Noah Ostlund

Likely to Miss Time Due to Lower-Body Injury
Arttu Hyry

Unlikely to Play Thursday
Collin Morikawa

Still a Smash Play at Cadillac Championship
Jonas Brodin

Spotted Using Crutches After Game 5
Viktor Hovland

Showed at Augusta He Can Finish Well
Sepp Straka

Attempting to Finish Better in Miami
PGA

J.J Spaun Enduring Roller Coaster Start to 2026
Min Woo Lee

Seeks to Make Adjustments at Cadillac Championship
Max Homa

May Struggle at Old Doral This Weekend
Ben Griffin

Rebounds From Rough Stretch as Miami Looms
Shane Lowry

Searching For Answers at Cadillac Championship
Russell Wilson

Jets Host Russell Wilson for a Visit, Considering him as Backup Option
Russell Henley

Daunting Test at Doral Likely Not a Place For Russell Henley
Jonathon Brooks

Fully Cleared for Offseason Program
Christian Gonzalez

Patriots Exercise Christian Gonzalez's Fifth-Year Option
Tyler Allgeier

One of the Biggest Losers After NFL Draft
A.J. Brown

Eagles to Receive a First-Round Pick if They Trade A.J. Brown?
Justin Rose

Returns to Action After Finishing Third at Masters Tournament
Hideki Matsuyama

Has The Approach Game to Win at Cadillac Championship
Aaron Rodgers

Steelers Place Right-of-First-Refusal Tender on Aaron Rodgers
Jauan Jennings

Visiting With Vikings
Quentin Johnston

Chargers Exercise Fifth-Year Option on Quentin Johnston
Jahmyr Gibbs

Lions Picking Up Jahmyr Gibbs' Fifth-Year Option
Junior Caminero

Suffers Jaw Contusion on Tuesday, Considered Day-to-Day
Scottie Barnes

Leading Raptors' Comeback Effort in Round 1
Pete Fairbanks

Going on Injured List With Nerve Irritation
Spencer Strider

to Make Season Debut This Weekend
Roope Hintz

Likely to Miss Entire First-Round Series
Jason Zucker

Good to Go for Game 5
Josh Norris

Won't Play Tuesday
Colton Dach

Available Tuesday
Connor Ingram

Returns to Oilers Net for Game 5
Luis Robert Jr.

Out on Tuesday With Back Tightness
Jason Dickinson

Considered a Game-Time Decision for Tuesday's Action
Connor McDavid

a Game-Time Call Tuesday
Juan Soto

Dealing With Forearm Tightness, Serving as DH on Tuesday
CFB

Brendan Sorsby Facing Potential Permanent Loss of Eligibility
Manny Machado

Departs Early With Undisclosed Injury on Monday
Philadelphia Phillies

Phillies Fire Manager Rob Thomson
Elmer Rodríguez

Yankees to Promote Top Pitching Prospect Elmer Rodriguez
Pete Fairbanks

Pulled on Monday With "Unusual Sensation" in his Thumb
Giancarlo Stanton

Heading to Injured List With Calf Strain
Travis Bazzana

Guardians Calling Up Former First Overall Pick Travis Bazzana
Will Smith

Back in Action in Series Opener Against Marlins
Josh Naylor

Back in Starting Lineup on Monday
Carson Hocevar

Scores his First Career NASCAR Cup Series Victory at Talladega
Chris Buescher

Misses out on Winning at Talladega by Finishing Second
Alex Bowman

Earns First Top-Five Finish at Talladega Since Returning From Injury
Chase Elliott

Scores A Fourth-Place Finish at Talladega
Zane Smith

Nabs First Top-Five Finish of the 2026 Season at Talladega
CFB

Texas Tech Quarterback Brendan Sorsby Enters Rehab
Youssef Zalal

Suffers Unanimous-Decision Loss
Aljamain Sterling

Wins Back-To-Back Fights
Norma Dumont

Drops Decision At UFC Vegas 116
Joselyne Edwards

Scores Upset Win
Alexander Hernandez

Gets Dominated
Alexander Hernandez

Rafa Garcia Dominates Alexander Hernandez
Adrian Luna Martinetti

Unsuccessful In His UFC Debut
Davey Grant

Gets Back In The Win Column
Manny Machado

Clubs Two Homers, Starting to Turn Things Around?
Denny Hamlin

Is Denny Hamlin Worth Rostering for Talladega?
NASCAR

Is Bubba Wallace Playable in Talladega DFS Lineups?
Tyler Reddick

Stay Away From Tyler Reddick at Talladega
Ryan Blaney

Can Ryan Blaney Shake Off The Bad Luck at Talladega?
Austin Cindric

Could Contend For Another Talladega Win
Kyle Busch

an Easy DFS Pick at Talladega
Ricky Stenhouse Jr

. a High-Risk, High-Reward Pick at Talladega
Todd Gilliland

a Sleeper to Watch at Talladega
Brad Keselowski

Is Brad Keselowski Worth Rostering for Talladega Lineups?
Chase Briscoe

Could Chase Briscoe be A Sneaky Tournament Play for Talladega Lineups?
Christopher Bell

Should DFS Managers Trust Christopher Bell at Talladega?
Ty Gibbs

Is A DFS Risk for Talladega Lineups
Youssef Zalal

Set For UFC Vegas 116 Main Event
Aljamain Sterling

An Underdog At UFC Vegas 116
Joselyne Edwards

Set For UFC Vegas 116 Co-Main Event
Norma Dumont

Looks To Extend Her Win Streak
Alexander Hernandez

A Favorite At UFC Vegas 116
Rafa Garcia

Looks For His Third Consecutive Win
Adrian Luna Martinetti

Set For His UFC Debut
Davey Grant

Looks To Get Back In The Win Column
RANKINGS
C
1B
2B
3B
SS
OF
SP
RP

RANKINGS

QB
RB
WR
TE
K
DEF