Skip to content

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

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.

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:

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

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:

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:

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.

Photo of Angie Schmitt
Angie is a Cleveland-based writer with a background in planning and newspaper reporting. She has been writing about cities for Streetsblog for six years.

Read More:

Comments Are Temporarily Disabled

Streetsblog is in the process of migrating our commenting system. During this transition, commenting is temporarily unavailable.

Once the migration is complete, you will be able to log back in and will have full access to your comment history. We appreciate your patience and look forward to having you back in the conversation soon.

More from Streetsblog New York City

Monday’s Headlines: We Fixed Congress Edition

March 23, 2026

The City Is Doing to Prospect Park What It Needs to Do to All Parks

March 23, 2026

NYC Pols To DOT: We Want More — And Better — Summer Streets!

March 23, 2026

Why Some Members of Congress Want to Go Big on Greenways

March 23, 2026

Drunk Driver Arrested In High-Speed Harlem Crash That Killed Cyclist, Injured Four Others

March 21, 2026
See all posts