Parking can be a real pain, depending on where you find yourself in the US. Read our blog to discover the easiest cities to park in.
There’s a song that goes, “Walking in LA- Nobody walks in LA.” It’s been played on the radio, in clubs, and cabs (ironically) for decades now, and it really does ring true because if you aren’t driving around LA, you’re not getting anywhere! That brings us to our subject: if you’re driving, you’re parking, right? Unless you’re taking cabs and Ubers wherever you go, parking is likely a very real, daily, painful experience you can’t escape. In LA, it’s worse than in many other cities, but where in the US can you live or travel and find it a breeze? Let’s find out more about it.

The Worst Cities to Park In
Knowing which locations to avoid is as important as knowing which ones to choose! These are the worst US cities to park in.
- New York
- San Francisco
- Boston
- New Orleans
- Washington
- Honolulu
- Chicago
- Seattle
- Los Angeles
The Cheapest Cities to Park In
Parking takes time, patience, practice, AND money? We just can’t catch a break! These are the US cities where parking won’t cost you an arm and a leg, as well as your sanity.
- Phoenix
- San Antonio
- Tucson
- Dallas
- Louisville
- Memphis
- El Paso
- Houston
- Tulsa
- Cleveland
The US Cities Where Street Parking Is Easiest
We’ve broken down the info into different sections to give you a clear idea of what to expect when you visit certain US cities.

Easiest Overall
The easiest city for parking in the US overall is Milwaukee in Wisconsin, according to a cross-section of US parking reports and articles.
Being the “easiest” on the list doesn’t mean that parking in Milwaukee comes without complications, especially if you’re looking for a place to park downtown. You’ll have the toughest time finding a spot during peak hours; that is to say, between 7 and 9 am and between 4 and 6 pm. There are restrictions to consider, particularly ones that govern overnight parking, alternate side parking, and areas where snow ploughs may need space to come through. The weather is a big consideration in how difficult parking in Milwaukee will be. With the exceptionally cold, icy, and snowy winters that Milwaukee experiences, you can expect the winters to provide far more of a problem finding parking than the summers do, because everyone will want to be as close as possible to their destination!
Milwaukee is an increasingly popular destination for tourists and those seeking a new home for a number of reasons.
- The music scene in the city is pumping all summer long with events like Summerfest, Chill on the Hill, Jazz in the Park, and others. There are also many indoor concerts at local venues like The Riverside Theater and the Oriental Theater that run all year long.
- Getting around, whether you own a car or not, is pretty easy in Milwaukee if you make use of their beloved streetcar, The Hop. Parking at stops is plentiful, so you can park and ride if you plan on having a few drinks after work or at a birthday event.
- Diversity is celebrated in Milwaukee with Milwaukee Pridefest enveloping the downtown area in a warm, loving hug once a year.
- Milwaukee is home to delicious treats that attract visitors from all over the country. In Wisconsin, dairy is king, so it’s no surprise that frozen custard is a delicious summer staple. Wisconsinites will also add cheese to pretty much anything, and there are an overflow of creamy, tangy, and even sweet varieties that all cheese addicts will love!
- Milwaukee is a great place to travel with or raise kids. Kids’ activities are available all over, from the Milwaukee Public Museum to Discovery World and the Betty Brinn Children’s Museum.



