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Not sure there is a single city that answers the question. Granting that New York is the best for this subject, the second tier is composed of Boston, DC, San Francisco, Philadelphia, and Chicago. All five to a substantially similar job of moving large quantities of people while dealing with somewhat varied conditions. I know the DC fanboys will all come in to tell us that it is DC because Metro ridership numbers are second only to New York, but I don't think it's as simple as that. So I won't offer a ranking within the tier.
Boston's "T" was very nice too and seemed to have very good coverage. I remember riding out to the end of one of the lines because the last stop was called "Wonderland". I was dissapointed.
Chicago has a superior bus ridership number over the others
DC has a superior rail ridership number over the others
Boston and San Fransisco do a great job with their light rail and/or trolley.
I think it's between DC and Chicago. But Boston and SF is right behind them.
Portland gets lots of points for effort, but the results aren't there yet. This chart is in the Wiki article you've cited:
Portland has about 12% of commuters on public transit. DC, Boston, and SF, are all in the 30s. I'd argue there is room to interpret these numbers a bit when they are close (ie all in the 30s), but when the difference is 20% points, that tells me that public transit is not as fully developed in Portland.
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