👉 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

Keon Coleman

Is Keon Coleman a Hopeless Dynasty Asset?
Marvin Harrison Jr.

a Buy-Low Candidate in Dynasty Formats
Hollywood Brown

a Cut Candidate in Dynasty Leagues?
Darnell Mooney

Barely Inside Top-100 WR Dynasty Rankings
Melquizael Costa

Set For UFC Vegas 117 Main Event
Arnold Allen

A Favorite At UFC Vegas 117
Christian Kirk

Can Christian Kirk Revive his Career in Bay Area?
Daniel Santos

Set For UFC Vegas 117 Co-Main Event
Brashard Smith

Destined to Become Special Teams Player?
MMA

Dohoo Choi Returns At UFC Vegas 117
Ben Sinnott

Dynasty Value Hindered by Free-Agent TE Addition
Juan Diaz

Set To Make His UFC Debut
Sam Darnold

Should Dynasty Managers Continue to Hold Sam Darnold?
Malcolm Wellmaker

Looks To Bounce Back
Justin Fields

Dynasty Managers Getting Ready to Sell High on Justin Fields?
Christian Edwards

Set For His UFC Debut
Dallas Goedert

a Target for Dynasty Managers in Championship Window?
Modestas Bukauskas

Looks To Get Back In The Win Column
Theo Johnson

Not the Primary Option in New System?
Kyle Monangai

Still Time to Buy Low on Kyle Monangai in Dynasty Leagues?
Tarik Skubal

Resumes Playing Catch, Ahead of Schedule?
Amon-Ra St. Brown

an Unheralded Dynasty Cornerstone
Jerry Jeudy

Becoming an Undervalued Dynasty Depth Piece
Karl-Anthony Towns

Making an Impact as Playmaker in Playoffs
Skyler Bell

Could See Multiple Paths to Dynasty Relevance
Jalen Duren

Determined to Improve
Jayden Daniels

Still Worth Paying Up for in Dynasty Leagues
Kevin Huerter

Tagged as Questionable for Game 6 Against Cavaliers
Andrei Iosivas

' Already Low Standalone Value Sinks Lower
Caris LeVert

Considered Questionable for Friday
Duncan Robinson

Iffy for Game 6
Lane Hutson

Contributes Two Assists in Game 5 Victory
Nick Suzuki

Amasses Three Points in Crucial Victory Thursday
Juraj Slafkovsky

Dishes Out Three Assists in Game 5 Win
Carter Hart

Stops 31 Pucks in Series-Clinching Win
Pavel Dorofeyev

Enjoys Second Consecutive Multi-Goal Game
Shea Theodore

Records Two Points in Game 6 Win
Mitchell Marner

Scores Special Goal in Series-Clincher
Tyjae Spears

has Limited Long-Term Upside in Dynasty Formats
Jaylen Wright

a Buy-Low Candidate as a Handcuff?
Ollie Gordon II

Dynasty Value Takes a Hit After Teammate's Extension
Ryan Johnson

Takes Over as Canucks GM, Sedins Promoted to Co-Presidents
Drew Helleson

Won't Play Thursday
Radko Gudas

Unlikely to Play Thursday
Jeremy Lauzon

Remains Out Thursday
Mark Stone

Misses Third Consecutive Game
EDM

Kris Knoblauch Fired as Oilers Head Coach
Micah Parsons

Expected to Miss the Early Part of the Season
CFB

Virginia Tech Lands Commitment from Four-Star QB Peter Bourque
Byron Buxton

Scratched on Thursday With Hip Soreness
Cal Raleigh

Heading to Injured List With Oblique Strain
Francisco Alvarez

has Knee Surgery, Expected to Miss Eight Weeks
Paul Reed

Makes Big Impact Off the Bench Wednesday
Daniss Jenkins

Contributes 19 Points As Starter
Cade Cunningham

Tallies 39 Points in Losing Effort
Max Strus

Notches 20 Points With Six Triples
Evan Mobley

Close to Triple-Double Wednesday
Jarrett Allen

Records Double-Double in Game 5 Win
James Harden

Leads the Way for Cavaliers in Game 5 Victory
Quinn Hughes

Finishes Postseason With 15 Points
Matt Boldy

Posts Two Assists in Season-Ending Loss
Scott Wedgewood

Perfect in Relief Effort
Martin Necas

Records Another Multi-Point Game
Brett Kulak

Sends Avalanche Into Conference Finals
Brayden McNabb

Suspended for One Game
Cal Raleigh

Exits With Apparent Side Injury on Wednesday Night
Juan Soto

X-Rays Come Back Negative on Juan Soto's Ankle
Jacob Misiorowski

Pulled Early With Possible Leg Injury
Juan Soto

Exits Wednesday's Game Early with Ankle Injury
Kevin Huerter

is Cleared to Return for Game 5
Caris LeVert

is Available for Game 5 on Wednesday
Duncan Robinson

is Out for Game 5
Keegan Murray

Undergoes Ankle Procedure
Josh Giddey

Undergoes Ankle Surgery
Pete Fairbanks

Returns From Injured List
Christian Yelich

Out With Back Tightness on Wednesday Night
Nathan MacKinnon

Chasing History Wednesday
Ryan Poehling

Won't Be an Option for Game 6
Robby Snelling

Placed on 15-Day Injured List with Elbow Sprain
Francisco Alvarez

Mets Place Francisco Alvarez on Injured List With Torn Meniscus
Max Fried

Dealing With Left Elbow Posterior Soreness
CFB

NFL Veteran Tom Moore Joins Iowa Coaching Staff
CFB

Can Cam Cook Dominate in Return to Big 12?
CFB

ACC, Big 12 Support 24-Team College Football Playoff
CFB

Anthony Colandrea Looking to Elevate Nebraska Back to National Contention
CFB

Kwazi Gilmer Set for Big Impact at Nebraska
Justin Thomas

Trending Well Ahead of PGA Championship Despite Concerning Form
J.J. Spaun

Trending Up Ahead of PGA Championship
Adam Scott

Riding Strong Form Into PGA Championship
Patrick Reed

Looking to Make Another Run at PGA Championship
PGA

Sungjae Im Looks to Build on Strong Finish at Truist Championship
Sam Burns

Must Keep Ball in Play at PGA Championship
Jordan Spieth

Looks to Complete Career Grand Slam at Aronimink
Brandt Snedeker

Not the Best Option for the PGA Championship
Rasmus Hojgaard

a Volatile Option at PGA Championship
Ayo Dosunmu

Has Busy Night in Game 5
Maverick McNealy

Seeking Better Start in Philadelphia
Harry Hall

a Boom-or-Bust Option at Aronimink
Jaden McDaniels

Notches 17 Points in Game 5 Loss
Hideki Matsuyama

Attempts to Improve Over 2025 PGA Championship
Scottie Scheffler

Looks to Defend PGA Championship at Aronimink
Julius Randle

Posts a Double-Double in Losing Effort
Nicolai Hojgaard

Wants to Keep Momentum Rolling in Philadelphia
Anthony Edwards

Held to 20 Points in Game 5 Loss
Ben Griffin

Attempting to Bounce Back After Truist Championship
CFB

Transfer Defensive Lineman Devarrick Woods Commits to Clemson
Harris English

Will Need His Putter to Thrive at Aronimink
Akshay Bhatia

Creative Flair Could Show Itself in Philadelphia
Keegan Bradley

Knows the Aronimink Golf Club Well
Si Woo Kim

Struggles at Truist Championship
Gary Woodland

Can Continue Incredible 2026 Season at PGA Championship
Xander Schauffele

In Excellent Form Heading to PGA Championship
Brandon Nimmo

Leaves Game on Tuesday with Apparent Ankle Injury
Jacob Wilson

A's Place Jacob Wilson on Injured List With Shoulder Subluxation
Christian Yelich

Brewers Reinstate Christian Yelich From Injured List
CFB

Isaac Brown Has All-American Upside in 2026
CFB

Nyck Harbor Heading into Breakout Year?
CFB

Notre Dame, USC in Discussions to Resume Rivalry Series
CFB

Jaron-Keawe Sagapolutele Has Eyes on ACC Title
CFB

Ahmad Hardy's Gunshot Wound Not Viewed as Career-Threatening
A.J. Ewing

Mets to Call Up Top Prospect A.J. Ewing
Mookie Betts

is Officially Back on Monday
Nathan Eovaldi

Scratched From Monday's Start With Side Tightness
Henry Bolte

Athletics to Promote Top Outfield Prospect Henry Bolte to Major Leagues
Khamzat Chimaev

Suffers his First Loss
Sean Strickland

Recaptures Middleweight Title
Tatsuro Taira

Suffers Fifth-Round TKO Loss
Joshua Van

Defends Flyweight Title
MMA

Waldo Cortes-Acosta Drops Decision
Alexander Volkov

Wins Back-To-Back Fights
Shane Van Gisbergen

Dominates Watkins Glen for First Win of 2026
Michael McDowell

Finishes Second for Best Run of the Year At Watkins Glen
Ty Gibbs

Scores New Career-Best Finish of Third at Watkins Glen
Tyler Reddick

Continues His Strong Season With Fifth-Place Run at Watkins Glen
Austin Dillon

Earns his First Top-10 Finish of 2026 at Watkins Glen
Mookie Betts

Dodgers Expect Mookie Betts to Return on Monday
CFB

Ahmad Hardy Sustains Gunshot Wound, in Stable Condition
Connor Zilisch

Will Start Fifth in his First Watkins Glen Cup Series Race
Tyler Reddick

Is A Top DFS Option for Watkins Glen Lineups
Christopher Bell

Is Likely to Bounce Back This Week at Watkins Glen
William Byron

Is William Byron Playable in DFS Lineups at Watkins Glen?
Kyle Larson

May have A Positive Day at Watkins Glen
Chase Briscoe

May Compete for A Top-10 Finish at Watkins Glen
NASCAR

A.J. Allmendinger May have Another Solid Outing at Watkins Glen
Ty Gibbs

Should Fantasy Managers Roster Ty Gibbs at Watkins Glen?
Ross Chastain

Is Ross Chastain Worth Rostering for Watkins Glen Lineups?
Austin Cindric

Could Austin Cindric be A Sneaky Tournament Play for Watkins Glen?
Shane Van Gisbergen

Shane van Gisbergen the Heavy Favorite at Watkins Glen
Chase Elliott

Is Chase Elliott a No-Brainer DFS Pick at Watkins Glen?
Chris Buescher

Qualifies 14th at Watkins Glen
Ryan Blaney

Has Upside at Watkins Glen After Signing Contract Extension
Michael McDowell

Still Searching for First Top-Five Finish at Watkins Glen
Carson Hocevar

Is Carson Hocevar Too Aggressive for Road-Course Racing?
RANKINGS
C
1B
2B
3B
SS
OF
SP
RP

RANKINGS

QB
RB
WR
TE
K
DEF