{"id":4511,"date":"2026-07-31T16:19:03","date_gmt":"2026-07-31T20:19:03","guid":{"rendered":"https:\/\/www.songfacts.com\/articles\/?p=4511"},"modified":"2026-07-31T16:19:05","modified_gmt":"2026-07-31T20:19:05","slug":"the-meaning-behind-chicago-by-michael-jackson-and-the-king-of-pops-guilty-romance","status":"publish","type":"post","link":"https:\/\/www.songfacts.com\/articles\/the-meaning-behind-chicago-by-michael-jackson-and-the-king-of-pops-guilty-romance\/","title":{"rendered":"The Meaning Behind \u201cChicago\u201d by Michael Jackson and the King of Pop\u2019s Guilty Romance"},"content":{"rendered":"\n<p>Michael Jackson\u2019s single \u201cChicago\u201d has surged on the charts this year thanks to the 2026 biopic <em>Michael<\/em>. Released posthumously in 2014, the song was written by Cory Rooney and produced by Rooney, Jackson, Timbaland, and Jerome \u201cJ-Roc\u201d Harmon.<\/p>\n\n\n\n<p>In the song, Jackson falls in love with a girl but soon finds out that not everything is as it appears.<\/p>\n\n\n\n<h3 class=\"wp-block-heading\"><strong>Dear Chicago<\/strong><\/h3>\n\n\n\n<figure class=\"wp-block-embed is-type-video is-provider-youtube wp-block-embed-youtube wp-embed-aspect-16-9 wp-has-aspect-ratio\"><div class=\"wp-block-embed__wrapper\">\n<iframe loading=\"lazy\" title=\"Michael Jackson - Chicago (Official Audio)\" width=\"500\" height=\"281\" src=\"https:\/\/www.youtube.com\/embed\/Y_8mUx4VOmo?feature=oembed\" frameborder=\"0\" allow=\"accelerometer; autoplay; clipboard-write; encrypted-media; gyroscope; picture-in-picture; web-share\" referrerpolicy=\"strict-origin-when-cross-origin\" allowfullscreen><\/iframe>\n<\/div><\/figure>\n\n\n\n<p>Jackson, traveling to Chicago, meets a woman and instantly becomes smitten.<\/p>\n\n\n\n<p><em>I met her on my way to Chicago,<br>Where she was all alone.<br>And so was I, so I asked her for her name.<br>She smiled and looked at me,<br>I was surprised to see,<br>That a woman like that was really into me<\/em>.<\/p>\n\n\n\n<p>He pities her. She tells Jackson she\u2019s a single mother and lonely. And in peak 90s fashion, Jackson pages the girl. But it soon becomes known that she\u2019s, in fact, not alone or single.<\/p>\n\n\n\n<p><em>She said she didn\u2019t have no man,<br>Raised her kids the very best she can. (She\u2019s loving me.)<br>She told me she was all alone,<br>Sad at home, she didn\u2019t have no one. (She\u2019s wanting me.)<br>She said just to give her a page,<br>Fifty-nine was the code she gave. (She\u2019s loving me.)<br>She\u2019d lied to you, lied to me,<br>\u2019Cause she was loving me, loving me, yeah<\/em>.<\/p>\n\n\n\n<h3 class=\"wp-block-heading\"><strong>Her Words Seemed Sincere<\/strong><\/h3>\n\n\n\n<p>The King of Pop was duped. He thought the heavens had sent an angel, but instead, the girl was cheating.<\/p>\n\n\n\n<p><em>I never would\u2019ve thought she was living like that,<br>Her words seemed so sincere.<br>When I held her near, she would tell me how she feels.<br>It felt so real to me, this girl, she had to be,<br>An angel sent from Heaven just for me<\/em>.<\/p>\n\n\n\n<p>Jackson is racked with guilt, and his emotions quickly turn to shame.<\/p>\n\n\n\n<p><em>I didn\u2019t know she was already spoken for,<br>As I\u2019m not that kind of man.<br>Swear that I would\u2019ve never looked her way,<br>Now I feel so much shame<\/em>.<\/p>\n\n\n\n<p>Still, Jackson did once say that the whole world has to answer right now just to tell you once again, <a href=\"https:\/\/www.songfacts.com\/facts\/michael-jackson\/bad\">Who\u2019s bad!<\/a><\/p>\n\n\n\n<p><em>Photo by Steve Granitz\/WireImage<\/em><\/p>\n","protected":false},"excerpt":{"rendered":"<p>Michael Jackson\u2019s single \u201cChicago\u201d has surged on the charts this year thanks to the 2026 biopic &#8216;Michael&#8217;.<\/p>\n","protected":false},"author":973477,"featured_media":4513,"comment_status":"closed","ping_status":"closed","sticky":false,"template":"","format":"standard","meta":{"byline":{"profiles":[{"type":"byline_id","atts":{"term_id":316,"post_id":2139}}]},"savage_platform_role_ideator":[],"savage_platform_role_editor":[],"savage_platform_role_senior_editor":[],"savage_platform_role_photographer":[],"savage_platform_role_illustrator":[],"savage_platform_role_translator":[],"savage_platform_role_as-told-to":[],"savage_platform_role_reviewed-by":[],"savage_platform_disable_recirculation":false,"savage_platform_article_type":"news","savage_platform_vice_article_type":"article","savage_platform_article_intent":"","savage_platform_show_affiliate_disclaimer":false,"_jetpack_newsletter_access":"","_jetpack_dont_email_post_to_subs":false,"_jetpack_newsletter_tier_id":0,"_jetpack_memberships_contains_paywalled_content":false,"wp_curate_deduplication":false,"wp_curate_unique_pinned_posts":false,"savage_platform_featured_image_caption":"Photo by Steve Granitz\/WireImage","_jetpack_feature_clip_id":0,"_jetpack_memberships_contains_paid_content":false,"footnotes":"","jetpack_post_was_ever_published":false,"savage_platform_subheadline":""},"categories":[12],"tags":[304,36],"byline":[316],"class_list":["post-4511","post","type-post","status-publish","format-standard","has-post-thumbnail","hentry","category-features","tag-michael-jackson","tag-pop-music"],"savage_platform_primary_term":{"category":{"term_name":"Features","term_id":12,"term_link":"https:\/\/www.songfacts.com\/articles\/category\/features\/"},"post_tag":{"term_name":"Michael Jackson","term_id":304,"term_link":"https:\/\/www.songfacts.com\/articles\/tag\/michael-jackson\/"}},"hide_from_homepage":false,"yoast_head":"<!-- This site is optimized with the Yoast SEO plugin v27.6 - 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