"Daydreamin'" is the third single taken from Lupe Fiasco's album Lupe Fiasco's Food & Liquor (2006) and features soul singer Jill Scott. The single is based on a sample of "Daydream in Blue" by I Monster, a song that samples "Daydream" by Gunter Kallmann Choir (which in itself is a cover, the original being written by The Wallace Collection). The song's lyrics are a critique of pop culture, especially of the current state of hip hop music.

The song was released in the UK and US on September 11, 2006; however, a download-only version was available one week earlier and charted at #46 (without any physical sales).

In 2008 "Daydreamin'" won the Grammy Award for Best Urban/Alternative Performance. It was ranked the best rap song of 2006 by many publications.

This song was also featured in an AT&T commercial during May 2008 for a Samsung phone.

A music video was created for the song; it shows Lupe Fiasco at a record store, where he meets and befriends a robot. Jill Scott is shown in a video projected on the wall, singing with a flower in her hair in a manner reminiscent of Billie Holiday.

Young Buck did a freestyle remix over the instrumental to this song, and is the first track, featured on G-Unit Radio Pt. 24: The Clean Up Man.

Chamillionaire made a remix on his Mixtape Messiah 7.

The song was not a major success on the Billboard charts, but it did begin to pick up steam on the digital download charts, peaking at #26 on the iTunes hip-hop/rap charts and #32 on the Amazon hip-hop/rap charts as of May 1, 2008.

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