MLB · 3 months ago

10 Worst MLB City Connect Jerseys Ever: Ranking Baseball’s Biggest Fashion Fails

Sportsgrid Staff

Host · Writer

1. Los Angeles Dodgers
The Los Angeles Dodgers rarely miss when it comes to style, but their 2021 City Connects were a clear exception. The all-blue-everything look felt like a rushed attempt to modernize a brand that didn’t need fixing. Instead of sleek and bold, the mismatched blues came off flat and forgettable — a far cry from the timeless clean of their everyday set.

Thankfully, these have been retired, and with new designs on the horizon, here’s hoping LA leans into its legacy instead of trying to make garb for a pajama party. This one just never found the strike zone.
10. Baltimore Orioles
The Baltimore Orioles usually bring it when it comes to uniforms, but their City Connect drop? Big whiff. The all-black look, featuring the plain “B” cap and flat “Baltimore” script, feels more like spring training filler than a bold rebrand. No bird logo, no personality, no reason to care.

Sure, there’s some color hiding on the inside, but that doesn’t help when the outside looks like it was designed on autopilot. For a franchise with such iconic visual DNA, this one feels like a missed opportunity that barely moves the needle.
9. San Francisco Giants
The San Francisco Giants’ City Connect look feels like a swing that made contact but didn’t quite clear the infield. The Golden Gate Bridge and fog theme? Solid concept. But the execution doesn’t stick the landing. The creamsicle lids are quirky in a good way, but the rest of the set feels more like a design experiment than a true upgrade.

When stacked against San Francisco’s timeless black and orange alternates, these feel like a downgrade — not awful, just underwhelming. They're not the worst in the league, but they’re definitely not making any highlight reels either.
8. Chicago Cubs
The Chicago Cubs’ City Connects are a navy-on-navy-on-navy overload that just doesn’t land. The “Wrigleyville” script might play on a hoodie, but slapped across a full MLB kit? It feels more tourist merch than big-league swagger. The head-to-toe dark blue is monotonous, and the nods to the Chicago flag are subtle to the point of forgettable.

For a franchise with such a rich visual legacy, this set misses the moment — more style experiment than statement. It's a swing that never leaves the bat.
7. Kansas City Royals
The Kansas City Royals took a swing at honoring KC’s iconic fountains with their City Connects — but the result lands more like a dribbler back to the mound. The fountain-style “KC” logo doesn’t pop the way it should, and the overall look lacks the energy you’d expect from a team with deep baseball roots. The baby blue sleeves help a bit, but they’re not enough to save a design that feels more filler than feature.

If these vanished from the rotation tomorrow, no one in Kauffman would lose sleep over it.

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6. Milwaukee Brewers
The Milwaukee Brewers tried to cook up something fun with their City Connects, but the recipe came out half-baked. Leaning hard into the “Brew Crew” nickname and stuffing the 414 area code into the MKE logo sounds cool on paper — but on the jersey, it’s more clutter than creativity. The grill-and-summer vibes are a nice nod to Milwaukee culture, but they just don’t translate on the field.

It’s a lot of concept, not enough clean execution. Instead of a crisp redesign, the Brewers served up a muddled look that leaves you bloated and not refreshed.
5. Pittsburgh Pirates
The Pittsburgh Pirates had a real shot to deliver something bold with their City Connects — and flat-out whiffed. The “PGH” across the chest feels like a last-minute placeholder, and the matte helmets make it look even more unfinished. The whole set gives off rec league energy, not big-league presence.

Pittsburgh’s got one of the richest aesthetics in the sport, and instead of leaning into that, they rolled out something that barely registers. It's not just forgettable — it’s a rare uniform L for a franchise that usually gets the look right.
4. Cincinnati Reds
The Cincinnati Reds tried to lean into the future with their City Connects — but ended up stuck in a time loop. The all-black look with that “infrared” script feels like a forced attempt to be edgy in a league already drowning in dark alternates. It’s not just a visual miss — it’s a sweatbox waiting to happen in July.

Cincinnati had a chance to freshen up the rotation with something bold and meaningful. Instead, they dropped a look that’s more forgettable than forward-thinking.

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3. Philadelphia Phillies
The Philadelphia Phillies leaned into the Liberty Bell theme for their City Connects — but the execution lands closer to beer league than big leagues. The hats? Solid. But the full fit feels gimmicky, with cracked-script lettering and Easter eggs piled on like a design checklist.

Instead of capturing Philly’s grit and swagger, the jerseys look like they’re trying a little too hard to be clever. For a franchise with as much history and identity as the Phils, this one just doesn’t ring true.
2. Texas Rangers
The Texas Rangers’ City Connects tried to pack in Texas pride, history, and style — and ended up with a muddled mess. The gothic “TX” on the lid looks more like a cryptic riddle than a clean logo, and the rest of the set feels like a collage of Easter eggs fighting for attention.

There’s no real flow, no standout element, just a busy design that doesn’t land on the field or in the closet. It’s a rare swing-and-miss for a franchise that had the ingredients — but overcooked the whole thing like burnt Texas Toast.

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1. Los Angeles Dodgers
The Los Angeles Dodgers rarely miss when it comes to style, but their 2021 City Connects were a clear exception. The all-blue-everything look felt like a rushed attempt to modernize a brand that didn’t need fixing. Instead of sleek and bold, the mismatched blues came off flat and forgettable — a far cry from the timeless clean of their everyday set.

Thankfully, these have been retired, and with new designs on the horizon, here’s hoping LA leans into its legacy instead of trying to make garb for a pajama party. This one just never found the strike zone.
10. Baltimore Orioles
The Baltimore Orioles usually bring it when it comes to uniforms, but their City Connect drop? Big whiff. The all-black look, featuring the plain “B” cap and flat “Baltimore” script, feels more like spring training filler than a bold rebrand. No bird logo, no personality, no reason to care.

Sure, there’s some color hiding on the inside, but that doesn’t help when the outside looks like it was designed on autopilot. For a franchise with such iconic visual DNA, this one feels like a missed opportunity that barely moves the needle.

10 Worst MLB City Connect Jerseys Ever: Ranking Baseball’s Biggest Fashion Fails

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