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Reading: Win-Win Trade Idea Sends Giannis Antetokounmpo To Cleveland For Two Stars And Future Draft Picks
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Home > NBA News & Analysis > Cleveland Cavaliers News & Analysis > Win-Win Trade Idea Sends Giannis Antetokounmpo To Cleveland For Two Stars And Future Draft Picks

Win-Win Trade Idea Sends Giannis Antetokounmpo To Cleveland For Two Stars And Future Draft Picks

Giannis Antetokounmpo's future in Milwaukee might be up in the air, and we have a proposed trade idea that sends the former MVP to the Cleveland Cavaliers.

Eddie Bitar
May 6, 2025
7 Min Read
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Credit: Brad Penner-Imagn Images

Giannis Antetokounmpo’s future in Milwaukee is becoming somewhat of a dilemma. After the Bucks were bounced in the first round by the upstart Indiana Pacers in a humbling five-game series, league insiders confirm that Giannis has already begun serious discussions with management about where this team is headed. 

Contents
  • Cavs Become Best Team In The NBA
  • Bucks Successfully Rebuild With Young Talent
  • A Blockbuster Win-Win Deal

Despite another statistically dominant season, 30.4 points, 11.9 rebounds, and 6.5 assists per game, it’s clear that Milwaukee’s championship window has slammed shut. The roster around Giannis looks older, slower, and increasingly mismatched in an Eastern Conference now ruled by younger, deeper teams. It doesn’t help that Damian Lillard is likely out for a year, either. 

Meanwhile, the Cleveland Cavaliers are lurking as the ideal trade partner and perhaps the next team bold enough to go all-in for a generational superstar. Fresh off a strong season in which they finished first in the East with a 64-18 record, the Cavs could be in trouble after dropping Game 1 in the second round to the Pacers. If they flame out again in the postseason, they could be looking to strike big with a roster change this summer. 

Could a Giannis-to-Cleveland deal be on the table? We have an idea of what this trade could look like and how it would affect all parties. 

Proposed Trade Details

Cleveland Cavaliers Receive: Giannis Antetokounmpo, Pat Connaughton

Milwaukee Bucks Receive: Darius Garland, Jarrett Allen, 2031 First-Round Pick (CLE), 2031 Second-Round Pick (CLE)


Cavs Become Best Team In The NBA

If this deal goes down, the Cavaliers instantly become the team to beat across the entire NBA landscape. Giannis Antetokounmpo, a two-time MVP still operating at the peak of his powers (30.4 PPG, 11.9 RPG, 6.5 APG this season), joining forces with Donovan Mitchell (24.0 PPG) and Evan Mobley (18.5 PPG, 9.3 RPG)? That’s a three-headed monster built for June basketball. 

The Cavs already flexed their muscle this year with a staggering 64-18 record, finishing first in the East. But their early slip-up in Game 1 against Indiana exposed a key issue: the current stars’ inconsistencies and Jarrett Allen’s limitations against more versatile bigs. Swapping out Darius Garland and Allen for Giannis solves both problems in one masterstroke.

Imagine a closing lineup featuring Mitchell’s shot creation, Mobley’s defensive versatility, and Giannis’s unmatched two-way dominance. That’s a group that can switch everything defensively, run in transition like a freight train, and still have halfcourt scoring punch in Mitchell and Giannis. 

Plus, Pat Connaughton, a proven playoff role player shooting 35.6% from three over his career, adds needed spacing and toughness off the bench. Cleveland wouldn’t just be adding talent; they’d be building a roster that makes basketball sense at the highest level.

In a nutshell, Giannis is a championship elevator. Wherever he goes, that team enters the title conversation immediately. 

For a Cavs franchise still trying to establish its post-LeBron identity, landing Giannis would signal to the league that Cleveland is in it to win it all. The fit is clean, the upside is sky-high, and if this deal’s on the table, Cleveland has to go all-in.


Bucks Successfully Rebuild With Young Talent

For Milwaukee, moving on from Giannis is painful, but this trade sets them up for a fast-track retool rather than a long, miserable rebuild. Darius Garland, though yet to appear in the second round of the postseason, is a 25-year-old All-Star who averaged 20.6 points and 6.7 assists this season while shooting 40.1% from deep. 

He gives the Bucks a young lead guard to build around, someone who can actually grow with whatever new pieces come in over the next few years. Jarrett Allen, meanwhile, brings paint presence (9.7 RPG) and elite finishing (70.6% FG) while still only 27 years old. He fits the classic Milwaukee big-man mold and can anchor their defense post-Giannis.

With Garland and Allen, the Bucks maintain an All-Star backcourt-big duo while adding crucial draft capital for future moves. That 2031 first-round pick from Cleveland could become valuable down the line if the Cavs’ superteam cracks or ages out, giving Milwaukee long-term flexibility. 

And let’s not forget: Damian Lillard is still in town and hopes for a speedy recovery. In the short term, Garland’s playmaking could actually revitalize the veteran and keep Milwaukee competitive in the East.

From a front office standpoint, this is how you execute a star trade without bottoming out. Rather than dragging out the Giannis saga into a toxic situation, Milwaukee could pivot cleanly: get younger, stockpile assets, and rebrand around a fresh core. 


A Blockbuster Win-Win Deal

This is a blockbuster trade that makes everybody better. Cleveland gets the best player in the deal, which usually means they win. But Milwaukee walks away with foundational pieces and avoids the disaster scenario of losing Giannis for pennies or watching him force his way out midseason. That’s the definition of win-win in today’s superstar economy.

For the Cavs, the message is clear: you’re not waiting around to see if Mitchell walks after the 2026-27 season, you’re chasing titles now. Pairing Mitchell and Giannis is the type of bold, aggressive move that wins championships and defines eras. 

It’s exactly what Toronto did with Kawhi Leonard in 2019, and it could put Cleveland right back in the Finals conversation by 2026. And for Giannis? 

This is a soft landing spot with elite teammates, a loyal small-market fanbase, and a real shot to add to his ring count. No messy superteam optics like in Phoenix, no big-market pressure cooker like New York or LA. Just winning basketball in a place that already knows how to embrace a generational star.

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TAGGED:Cleveland Cavaliers ArchiveDamian LillardDarius GarlandDonovan MitchellEvan MobleyGiannis AntetokounmpoJarrett AllenMilwaukee Bucks Archive
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ByEddie Bitar
Eddie Bitar is a senior staff writer for Fadeaway World from Denver, Colorado. Since joining the team in 2017, Eddie has applied his academic background in economics and finance to enhance his sports journalism. Graduating with a Bachelor's degree from and later a Master's degree in Finance, he integrates statistical analysis into his articles. This unique approach provides readers with a deeper understanding of basketball through the lens of financial and economic concepts. Eddie's work has not only been a staple at Fadeaway World but has also been featured in prominent publications such as Sports Illustrated. His ability to break down complex data and present it in an accessible way creates an engaging and informative way to visualize both individual and team statistics. From finding the top 3 point shooters of every NBA franchise to ranking players by cost per point, Eddie is constantly finding new angles to use historical data that other NBA analysts may be overlooking.
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