Skip to Content
Streetsblog New York City home
Streetsblog New York City home
Log In
Parking

It’s Tulsa vs. Milwaukee in the Parking Madness Championship!

false

This is it -- the final, epic showdown of Parking Madness. We started with 16 reader-submitted contenders for the title of America's Worst Parking Crater, and Milwaukee and Tulsa have emerged from three rounds of voting to face off in the championship.

Only one will be immortalized and receive the "Golden Crater," Streetsblog's prize for asphalt expanses run amok.

It's up to you to decide who claims the title, based on the incriminating evidence we've compiled below. So let's get acquainted (or reacquainted, as the case may be) with these two examples of parking devastation:

Downtown Tulsa has been a favorite from the start because of the sheer surface area devoted to parking. Stephen Lassiter of BikeWalkTulsa submitted this photo and told us that “the southern half of downtown is almost entirely surface parking," as you can see below:

false

Lassiter also sent along photos showing this part of Tulsa in 1978 versus 2005.

false

false

Thanks to local television station KJRH for using the Parking Madness hook to highlight Tulsa's parking problem in this segment, which ran on Sunday. That's what this contest is all about. (Watch the video segment; it's better than the text.)

Fortunately, in July the city issued a temporary moratorium on downtown surface parking lots. But Amanda DeCort, a preservation planner with the city of Tulsa, says that moratorium is nearing its expiration, and the City Council will have to act to renew it if they want to turn this problem around.

Meanwhile, Milwaukee pulled out an upset win over Dallas last week to clinch a spot in the final, based on this vantage point:

false

This area is between Milwaukee's Third Ward neighborhood and the lakefront. Pulling back the lens a little bit, we can see a wider view of the combined destruction wrought by highways and parking:

false

Those highways look like formidable barriers to redevelopment, but some improvements are afoot that may reconfigure the interchange and open up land for buildings. Reader Jason Biernat wrote in to note that the city of Milwaukee is attempting to restore the pedestrian grid between the Third Ward and the lakefront. He added that two new skyscrapers are proposed near this location. "It's only a matter of time before these parking lots are developed," Biernat said. "However, Milwaukee is a slow acting city with a weak real estate market, and it may be 10 years before these lots are gone."

Who should win the Golden Crater? Cast your vote below. The poll is open until Thursday at noon, Eastern Time.

Stay in touch

Sign up for our free newsletter

More from Streetsblog New York City

VIDEO: Reckless Driver Kills Cyclist, Injures Four Others in Harlem Crash That Shows Need For Speed Caps

The 8 p.m. crash comes just a few days after Mayor Mamdani was criticized by the pro-car right for announcing that speed-limit reductions in school zones would be in effect all day, not just during school hours.

March 20, 2026

Mamdani’s Regulatory War on Delivery Apps Under Threat Amid Budget Crunch

Mamdani's budget slashes funding for the agency responsible for enacting his plans to regulate delivery apps.

March 20, 2026

FLIP THE SWITCH: Brooklyn Panel Asks DOT To Take Over Parking Enforcement From NYPD

Remember, the Department of Transportation handed out parking tickets until a government reorganization by Mayor Rudy Giuliani in 1996.

March 20, 2026

Fact Check: No, Mamdani Is Not Letting Bike Scofflaws ‘Off the Hook’

For the sake of the ill-informed, we break down the myths and facts surrounding Mamdani's new policy.

March 20, 2026

Friday’s Headlines: Nice on Ninth Edition

The city is doing the right thing on Ninth Avenue. Plus other news.

March 20, 2026

‘How Do You Do That to People?’ Crash Victims Speak Out Against Hochul’s Car Insurance Agenda

"Her supposition that, 'There’s a lot of fraud and people are faking these injuries in order to get million-dollar payouts' is preposterous," said one crash victim.

March 19, 2026
See all posts