I do it all the time, especially with a Roku Internet radio, which I never turn off. I listen to Imus at 3 a.m. on KABC then catch the rest on WABC, then listen to morning news on WBT, 10-10 WINS, back to CA for KGO, then 'CBS-FM, K-EARTH 101, stations in Philly, Delaware, South Jersey and Maryland, then Chicago and Texas. Sometimes, I listen to KNX online and KOGO in San Diego.
Though I can hear it clearly on air at night on AM, I still listen to the stream of KGO for late night talk. Oldies in Florida and Standards from Denver and Longview, TX, too. also listen to Hy Lit Radio from Philly, KYA (once in awhile) and some Smooth Jazz stations including one in Belgium, "Cruise FM." I'm big on 'net streaming and I am "out of the demo," technically (2 years out, in fact.)
Actually, I listen to very little "terrestrial" radio anymore ... unless it streams online. I think the quality on many stations is exceptional.
Also, "The Radio Racket" from Philly every Friday nite.