{"id":899,"date":"2026-10-08T17:43:20","date_gmt":"2026-10-08T17:43:20","guid":{"rendered":"https:\/\/theworldsbestwalks.com\/?p=899"},"modified":"2026-10-08T17:43:21","modified_gmt":"2026-10-08T17:43:21","slug":"chicago-winding-through-the-windy-city","status":"publish","type":"post","link":"https:\/\/theworldsbestwalks.com\/?p=899","title":{"rendered":"Chicago: Winding Through The Windy City"},"content":{"rendered":"\n<figure class=\"wp-block-image size-large\"><a href=\"https:\/\/theworldsbestwalks.com\/wp-content\/uploads\/2026\/10\/20260928_124709-scaled.jpg\"><img loading=\"lazy\" decoding=\"async\" width=\"1024\" height=\"473\" src=\"https:\/\/theworldsbestwalks.com\/wp-content\/uploads\/2026\/10\/20260928_124709-1024x473.jpg\" alt=\"\" class=\"wp-image-900\" srcset=\"https:\/\/theworldsbestwalks.com\/wp-content\/uploads\/2026\/10\/20260928_124709-1024x473.jpg 1024w, https:\/\/theworldsbestwalks.com\/wp-content\/uploads\/2026\/10\/20260928_124709-300x139.jpg 300w, https:\/\/theworldsbestwalks.com\/wp-content\/uploads\/2026\/10\/20260928_124709-766x354.jpg 766w, https:\/\/theworldsbestwalks.com\/wp-content\/uploads\/2026\/10\/20260928_124709-1536x710.jpg 1536w, https:\/\/theworldsbestwalks.com\/wp-content\/uploads\/2026\/10\/20260928_124709-2048x946.jpg 2048w\" sizes=\"auto, (max-width: 1024px) 100vw, 1024px\" \/><\/a><\/figure>\n\n\n\n<p class=\"wp-block-paragraph\">I escaped the 90s of New Orleans for cooler temps and took my first trip to Chi-town in late September. I walked away impressed.<\/p>\n\n\n\n<p class=\"wp-block-paragraph\">You can definitely blaze a trail in downtown Chicago, which is especially clean for its size, and it offers plenty of opportunities for walking. I will share what I found. It is illustrative, not exhaustive. I flew in to Midway, and the cab driver took Lakeshore Drive. <\/p>\n\n\n\n<p class=\"wp-block-paragraph\">You can&#8217;t miss the glorious Lakefront Trail as you arrive downtown. It&#8217;s an18.5-mile paved, multi-use path that follows beautiful Lake Michigan. On a sunny 70-degree Sunday, the cool sea breezes were enough to propel me onward! We stayed downtown in a hotel overlooking the Chicago River and the Riverwalk below. The emerald colored river and cool breezes were invigorating. The many slender people walking at a fast clip were motivating, not intimidating. All in all, it was a lovely experience.<\/p>\n\n\n\n<figure class=\"wp-block-image size-large\"><a href=\"https:\/\/theworldsbestwalks.com\/wp-content\/uploads\/2026\/10\/20260926_131219-scaled.jpg\"><img loading=\"lazy\" decoding=\"async\" width=\"1024\" height=\"473\" src=\"https:\/\/theworldsbestwalks.com\/wp-content\/uploads\/2026\/10\/20260926_131219-1024x473.jpg\" alt=\"\" class=\"wp-image-902\" srcset=\"https:\/\/theworldsbestwalks.com\/wp-content\/uploads\/2026\/10\/20260926_131219-1024x473.jpg 1024w, https:\/\/theworldsbestwalks.com\/wp-content\/uploads\/2026\/10\/20260926_131219-300x139.jpg 300w, https:\/\/theworldsbestwalks.com\/wp-content\/uploads\/2026\/10\/20260926_131219-766x354.jpg 766w, https:\/\/theworldsbestwalks.com\/wp-content\/uploads\/2026\/10\/20260926_131219-1536x710.jpg 1536w, https:\/\/theworldsbestwalks.com\/wp-content\/uploads\/2026\/10\/20260926_131219-2048x946.jpg 2048w\" sizes=\"auto, (max-width: 1024px) 100vw, 1024px\" \/><\/a><\/figure>\n\n\n\n<div class=\"wp-block-columns is-layout-flex wp-container-core-columns-is-layout-8f761849 wp-block-columns-is-layout-flex\">\n<div class=\"wp-block-column is-layout-flow wp-block-column-is-layout-flow\" style=\"flex-basis:50%\">\n<div class=\"wp-block-jetpack-tiled-gallery aligncenter is-style-rectangular\"><div class=\"\"><div class=\"tiled-gallery__gallery\"><div class=\"tiled-gallery__row\"><div class=\"tiled-gallery__col\" style=\"flex-basis:100.00000%\"><figure class=\"tiled-gallery__item\"><img decoding=\"async\" srcset=\"https:\/\/i0.wp.com\/theworldsbestwalks.com\/wp-content\/uploads\/2026\/10\/20260926_120258-1024x894.jpg?strip=info&#038;w=600&#038;ssl=1 600w,https:\/\/i0.wp.com\/theworldsbestwalks.com\/wp-content\/uploads\/2026\/10\/20260926_120258-1024x894.jpg?strip=info&#038;w=900&#038;ssl=1 900w,https:\/\/i0.wp.com\/theworldsbestwalks.com\/wp-content\/uploads\/2026\/10\/20260926_120258-1024x894.jpg?strip=info&#038;w=1024&#038;ssl=1 1024w\" alt=\"\" data-height=\"1848\" data-id=\"904\" data-link=\"https:\/\/theworldsbestwalks.com\/?attachment_id=904\" data-url=\"https:\/\/theworldsbestwalks.com\/wp-content\/uploads\/2026\/10\/20260926_120258-1024x894.jpg\" data-width=\"2116\" src=\"https:\/\/i0.wp.com\/theworldsbestwalks.com\/wp-content\/uploads\/2026\/10\/20260926_120258-1024x894.jpg?ssl=1\" data-amp-layout=\"responsive\"\/><\/figure><\/div><\/div><\/div><\/div><\/div>\n\n\n\n<figure class=\"wp-block-image size-large\"><a href=\"https:\/\/theworldsbestwalks.com\/wp-content\/uploads\/2026\/10\/20260924_122238-scaled.jpg\"><img loading=\"lazy\" decoding=\"async\" width=\"1024\" height=\"473\" src=\"https:\/\/theworldsbestwalks.com\/wp-content\/uploads\/2026\/10\/20260924_122238-1024x473.jpg\" alt=\"\" class=\"wp-image-905\" srcset=\"https:\/\/theworldsbestwalks.com\/wp-content\/uploads\/2026\/10\/20260924_122238-1024x473.jpg 1024w, https:\/\/theworldsbestwalks.com\/wp-content\/uploads\/2026\/10\/20260924_122238-766x354.jpg 766w, https:\/\/theworldsbestwalks.com\/wp-content\/uploads\/2026\/10\/20260924_122238-300x139.jpg 300w, https:\/\/theworldsbestwalks.com\/wp-content\/uploads\/2026\/10\/20260924_122238-1536x710.jpg 1536w, https:\/\/theworldsbestwalks.com\/wp-content\/uploads\/2026\/10\/20260924_122238-2048x946.jpg 2048w\" sizes=\"auto, (max-width: 1024px) 100vw, 1024px\" \/><\/a><\/figure>\n<\/div>\n\n\n\n<div class=\"wp-block-column is-layout-flow wp-block-column-is-layout-flow\" style=\"flex-basis:50%\">\n<figure class=\"wp-block-image size-large wp-container-content-69bc4bdf\"><a href=\"https:\/\/theworldsbestwalks.com\/wp-content\/uploads\/2026\/10\/Lurie-garden-scaled.jpg\"><img loading=\"lazy\" decoding=\"async\" width=\"1024\" height=\"473\" src=\"https:\/\/theworldsbestwalks.com\/wp-content\/uploads\/2026\/10\/Lurie-garden-1024x473.jpg\" alt=\"\" class=\"wp-image-909\" srcset=\"https:\/\/theworldsbestwalks.com\/wp-content\/uploads\/2026\/10\/Lurie-garden-1024x473.jpg 1024w, https:\/\/theworldsbestwalks.com\/wp-content\/uploads\/2026\/10\/Lurie-garden-300x139.jpg 300w, https:\/\/theworldsbestwalks.com\/wp-content\/uploads\/2026\/10\/Lurie-garden-766x354.jpg 766w, https:\/\/theworldsbestwalks.com\/wp-content\/uploads\/2026\/10\/Lurie-garden-1536x710.jpg 1536w, https:\/\/theworldsbestwalks.com\/wp-content\/uploads\/2026\/10\/Lurie-garden-2048x946.jpg 2048w\" sizes=\"auto, (max-width: 1024px) 100vw, 1024px\" \/><\/a><\/figure>\n\n\n\n<figure class=\"wp-block-image size-large\"><a href=\"https:\/\/theworldsbestwalks.com\/wp-content\/uploads\/2026\/10\/20260924_144429-scaled.jpg\"><img loading=\"lazy\" decoding=\"async\" width=\"1024\" height=\"473\" src=\"https:\/\/theworldsbestwalks.com\/wp-content\/uploads\/2026\/10\/20260924_144429-1024x473.jpg\" alt=\"\" class=\"wp-image-907\" srcset=\"https:\/\/theworldsbestwalks.com\/wp-content\/uploads\/2026\/10\/20260924_144429-1024x473.jpg 1024w, https:\/\/theworldsbestwalks.com\/wp-content\/uploads\/2026\/10\/20260924_144429-766x354.jpg 766w, https:\/\/theworldsbestwalks.com\/wp-content\/uploads\/2026\/10\/20260924_144429-300x139.jpg 300w, https:\/\/theworldsbestwalks.com\/wp-content\/uploads\/2026\/10\/20260924_144429-1536x710.jpg 1536w, https:\/\/theworldsbestwalks.com\/wp-content\/uploads\/2026\/10\/20260924_144429-2048x946.jpg 2048w\" sizes=\"auto, (max-width: 1024px) 100vw, 1024px\" \/><\/a><\/figure>\n\n\n\n<figure class=\"wp-block-image size-large\"><a href=\"https:\/\/theworldsbestwalks.com\/wp-content\/uploads\/2026\/10\/20260925_122054-1-scaled.jpg\"><img loading=\"lazy\" decoding=\"async\" width=\"1024\" height=\"473\" src=\"https:\/\/theworldsbestwalks.com\/wp-content\/uploads\/2026\/10\/20260925_122054-1-1024x473.jpg\" alt=\"\" class=\"wp-image-911\" srcset=\"https:\/\/theworldsbestwalks.com\/wp-content\/uploads\/2026\/10\/20260925_122054-1-1024x473.jpg 1024w, https:\/\/theworldsbestwalks.com\/wp-content\/uploads\/2026\/10\/20260925_122054-1-300x139.jpg 300w, https:\/\/theworldsbestwalks.com\/wp-content\/uploads\/2026\/10\/20260925_122054-1-766x354.jpg 766w, https:\/\/theworldsbestwalks.com\/wp-content\/uploads\/2026\/10\/20260925_122054-1-1536x710.jpg 1536w, https:\/\/theworldsbestwalks.com\/wp-content\/uploads\/2026\/10\/20260925_122054-1-2048x946.jpg 2048w\" sizes=\"auto, (max-width: 1024px) 100vw, 1024px\" \/><\/a><\/figure>\n<\/div>\n<\/div>\n\n\n\n<p class=\"wp-block-paragraph\">First up &#8211; <strong>Millennium Park<\/strong>, a magnificent green space that was in full fall bloom. Give credit to Chicago for transforming 274 acres of what used to be old parking lots and railroad tracks into a gem of a park perfect for exploring on foot. There are several outstanding attractions nearby:<\/p>\n\n\n\n<p class=\"wp-block-paragraph\"><strong>Cloud Gate (&#8220;The Bean&#8221;)<\/strong> &#8211; On a sunny day, this shiny stainless steel sculpture will catch your eye and leave you searching for your own image on the oval. <strong>Lurie Garden<\/strong> is a beautiful nearby accompaniment, offering 3.5 acres of seasonal foliage and peacefulness. The<strong> Art Institute of Chicago<\/strong> is a must-see! The museum is steps away from Millennium Park. My favorite was the Impressionist collection. The Mary Cassatt exhibit was really interesting, too. The <strong>BP Bridg<\/strong>e, designed by the late architect Frank Gehry, winds through the park and drops you at another spectacular green space &#8211; <strong>Maggie Daley Park<\/strong>, which adds another 20 acres to this urban oasis, which is across the street from Lake Michigan. The <strong>Navy Pier<\/strong> is within sight and walking distance, located between Illinois and Grand Avenue. Its 50 acres of waterfront attractions include a carnival, bars, and restaurants. A great place to bring the family for a leisurely waterfront stroll.  If you are up for a boat ride, the Architecture Tour is well worth the price of admission. I took the <a href=\"https:\/\/first-lady.chicago-river-cruises.com\/?ci=1&amp;cm=23528230007_190495306697_c_g_chicago%20architecture%20tour%20first%20lady_e__kwd-475042206879&amp;gad_source=1&amp;gad_campaignid=23528230007&amp;gbraid=0AAAAACRC4b2iYXWPGEJUX_CbTAqGYwXzv&amp;gclid=CjwKCAjw_pzWBhAkEiwAwDCi1Xmmi_EzqGHMsTuSvT31_9PHoBzf10nqBQt033NRW8l2XGECuIIpOxoCK-cQAvD_BwE\">&#8220;First Lady&#8221;<\/a> 90-minute tour and really enjoyed learning the history behind the immense buildings lining the riverwalk.<\/p>\n\n\n<div class=\"wp-block-image\">\n<figure class=\"aligncenter size-full\"><a href=\"https:\/\/theworldsbestwalks.com\/wp-content\/uploads\/2026\/10\/skyscraper.jpg\"><img loading=\"lazy\" decoding=\"async\" width=\"500\" height=\"952\" src=\"https:\/\/theworldsbestwalks.com\/wp-content\/uploads\/2026\/10\/skyscraper.jpg\" alt=\"\" class=\"wp-image-916\" srcset=\"https:\/\/theworldsbestwalks.com\/wp-content\/uploads\/2026\/10\/skyscraper.jpg 500w, https:\/\/theworldsbestwalks.com\/wp-content\/uploads\/2026\/10\/skyscraper-158x300.jpg 158w\" sizes=\"auto, (max-width: 500px) 100vw, 500px\" \/><\/a><\/figure>\n<\/div>\n\n\n<p class=\"wp-block-paragraph\"><\/p>\n","protected":false},"excerpt":{"rendered":"<p>I escaped the 90s of New Orleans for cooler temps and took my first trip to Chi-town in late September. I walked away impressed. You can definitely blaze a trail in downtown Chicago, which is especially clean for its size, &hellip; <a href=\"https:\/\/theworldsbestwalks.com\/?p=899\">Continue reading <span class=\"meta-nav\">&rarr;<\/span><\/a><\/p>\n","protected":false},"author":2,"featured_media":900,"comment_status":"open","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"_jetpack_feature_clip_id":0,"_jetpack_memberships_contains_paid_content":false,"footnotes":""},"categories":[1],"tags":[],"class_list":["post-899","post","type-post","status-publish","format-standard","has-post-thumbnail","hentry","category-uncategorized"],"jetpack_sharing_enabled":true,"jetpack_featured_media_url":"https:\/\/theworldsbestwalks.com\/wp-content\/uploads\/2026\/10\/20260928_124709-scaled.jpg","_links":{"self":[{"href":"https:\/\/theworldsbestwalks.com\/index.php?rest_route=\/wp\/v2\/posts\/899","targetHints":{"allow":["GET"]}}],"collection":[{"href":"https:\/\/theworldsbestwalks.com\/index.php?rest_route=\/wp\/v2\/posts"}],"about":[{"href":"https:\/\/theworldsbestwalks.com\/index.php?rest_route=\/wp\/v2\/types\/post"}],"author":[{"embeddable":true,"href":"https:\/\/theworldsbestwalks.com\/index.php?rest_route=\/wp\/v2\/users\/2"}],"replies":[{"embeddable":true,"href":"https:\/\/theworldsbestwalks.com\/index.php?rest_route=%2Fwp%2Fv2%2Fcomments&post=899"}],"version-history":[{"count":8,"href":"https:\/\/theworldsbestwalks.com\/index.php?rest_route=\/wp\/v2\/posts\/899\/revisions"}],"predecessor-version":[{"id":918,"href":"https:\/\/theworldsbestwalks.com\/index.php?rest_route=\/wp\/v2\/posts\/899\/revisions\/918"}],"wp:featuredmedia":[{"embeddable":true,"href":"https:\/\/theworldsbestwalks.com\/index.php?rest_route=\/wp\/v2\/media\/900"}],"wp:attachment":[{"href":"https:\/\/theworldsbestwalks.com\/index.php?rest_route=%2Fwp%2Fv2%2Fmedia&parent=899"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/theworldsbestwalks.com\/index.php?rest_route=%2Fwp%2Fv2%2Fcategories&post=899"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/theworldsbestwalks.com\/index.php?rest_route=%2Fwp%2Fv2%2Ftags&post=899"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}