{"id":2075,"date":"2023-12-03T16:55:06","date_gmt":"2023-12-03T16:55:06","guid":{"rendered":"https:\/\/www.flydriveandstay.com\/blog\/?p=2075"},"modified":"2024-01-05T10:02:43","modified_gmt":"2024-01-05T10:02:43","slug":"top-10-road-trips-from-chicago","status":"publish","type":"post","link":"https:\/\/www.flydriveandstay.com\/blog\/top-10-road-trips-from-chicago\/","title":{"rendered":"Exploring The Midwest: The Top 10 Road Trips from Chicago"},"content":{"rendered":"<h3><img loading=\"lazy\" decoding=\"async\" class=\"alignnone size-full wp-image-2083\" src=\"https:\/\/www.flydriveandstay.com\/blog\/wp-content\/uploads\/2023\/12\/dreamstime_s_123919392.jpg\" alt=\"\" width=\"800\" height=\"450\" \/><\/h3>\n<h3><span style=\"font-weight: 400;\">Want to know why Chicago is such a great place to start a Midwest adventure<\/span><\/h3>\n<p><span style=\"font-weight: 400;\">The Windy City is located in the heartland of America and is the starting point of Route 66.<\/span><\/p>\n<p><span style=\"font-weight: 400;\">Road trips from Chicago give you access to a diverse array of destinations. Venture beyond the city\u2019s iconic skyline and buzzing urban lifestyle and you\u2019ll find a multitude of road trip possibilities.\u00a0<\/span><\/p>\n<p><span style=\"font-weight: 400;\">From the scenic shores of Lake Michigan to historic towns, vibrant cities and stunning outdoor landscapes, Chicago is the perfect place to begin your exploration of the Midwest\u2019s diverse attractions.<\/span><\/p>\n<p><span style=\"font-weight: 400;\">The Midwest is off-the-beaten-track America at its best and it\u2019s all waiting for you to explore. With easy-to-access<\/span><a href=\"https:\/\/www.flydriveandstay.com\/united-states\/chicago-central-illinois\/\"><span style=\"font-weight: 400;\"> car rental for every budget<\/span><\/a><span style=\"font-weight: 400;\"> from central Chicago, it\u2019s never been easier to begin your journey<\/span><\/p>\n<p><span style=\"font-weight: 400;\">Here\u2019s a quick rundown of ten of the best road trip destinations from Chicag<\/span><\/p>\n<div id=\"ez-toc-container\" class=\"ez-toc-v2_0_68_1 counter-hierarchy ez-toc-counter ez-toc-grey ez-toc-container-direction\">\n<div class=\"ez-toc-title-container\">\n<p class=\"ez-toc-title \" >Table of Contents<\/p>\n<span class=\"ez-toc-title-toggle\"><a href=\"#\" class=\"ez-toc-pull-right ez-toc-btn ez-toc-btn-xs ez-toc-btn-default ez-toc-toggle\" aria-label=\"Toggle Table of Content\"><span class=\"ez-toc-js-icon-con\"><span class=\"\"><span class=\"eztoc-hide\" style=\"display:none;\">Toggle<\/span><span class=\"ez-toc-icon-toggle-span\"><svg style=\"fill: #999;color:#999\" xmlns=\"http:\/\/www.w3.org\/2000\/svg\" class=\"list-377408\" width=\"20px\" height=\"20px\" viewBox=\"0 0 24 24\" fill=\"none\"><path d=\"M6 6H4v2h2V6zm14 0H8v2h12V6zM4 11h2v2H4v-2zm16 0H8v2h12v-2zM4 16h2v2H4v-2zm16 0H8v2h12v-2z\" fill=\"currentColor\"><\/path><\/svg><svg style=\"fill: #999;color:#999\" class=\"arrow-unsorted-368013\" xmlns=\"http:\/\/www.w3.org\/2000\/svg\" width=\"10px\" height=\"10px\" viewBox=\"0 0 24 24\" version=\"1.2\" baseProfile=\"tiny\"><path d=\"M18.2 9.3l-6.2-6.3-6.2 6.3c-.2.2-.3.4-.3.7s.1.5.3.7c.2.2.4.3.7.3h11c.3 0 .5-.1.7-.3.2-.2.3-.5.3-.7s-.1-.5-.3-.7zM5.8 14.7l6.2 6.3 6.2-6.3c.2-.2.3-.5.3-.7s-.1-.5-.3-.7c-.2-.2-.4-.3-.7-.3h-11c-.3 0-.5.1-.7.3-.2.2-.3.5-.3.7s.1.5.3.7z\"\/><\/svg><\/span><\/span><\/span><\/a><\/span><\/div>\n<nav><ul class='ez-toc-list ez-toc-list-level-1 ' ><li class='ez-toc-page-1 ez-toc-heading-level-2'><a class=\"ez-toc-link ez-toc-heading-1\" href=\"https:\/\/www.flydriveandstay.com\/blog\/top-10-road-trips-from-chicago\/#Milwaukee_Wisconsin\" title=\"Milwaukee, Wisconsin\">Milwaukee, Wisconsin<\/a><\/li><li class='ez-toc-page-1 ez-toc-heading-level-2'><a class=\"ez-toc-link ez-toc-heading-2\" href=\"https:\/\/www.flydriveandstay.com\/blog\/top-10-road-trips-from-chicago\/#Starved_Rock_State_Park_Illinois\" title=\"Starved Rock State Park, Illinois\">Starved Rock State Park, Illinois<\/a><\/li><li class='ez-toc-page-1 ez-toc-heading-level-2'><a class=\"ez-toc-link ez-toc-heading-3\" href=\"https:\/\/www.flydriveandstay.com\/blog\/top-10-road-trips-from-chicago\/#Galena_Ilinois\" title=\"Galena, Ilinois\">Galena, Ilinois<\/a><\/li><li class='ez-toc-page-1 ez-toc-heading-level-2'><a class=\"ez-toc-link ez-toc-heading-4\" href=\"https:\/\/www.flydriveandstay.com\/blog\/top-10-road-trips-from-chicago\/#Door_County_Wisconsin\" title=\"Door County, Wisconsin\">Door County, Wisconsin<\/a><\/li><li class='ez-toc-page-1 ez-toc-heading-level-2'><a class=\"ez-toc-link ez-toc-heading-5\" href=\"https:\/\/www.flydriveandstay.com\/blog\/top-10-road-trips-from-chicago\/#St_Louis_Missouri\" title=\"St Louis, Missouri\">St Louis, Missouri<\/a><\/li><li class='ez-toc-page-1 ez-toc-heading-level-2'><a class=\"ez-toc-link ez-toc-heading-6\" href=\"https:\/\/www.flydriveandstay.com\/blog\/top-10-road-trips-from-chicago\/#Traverse_City_Michigan\" title=\"Traverse City, Michigan\">Traverse City, Michigan<\/a><\/li><li class='ez-toc-page-1 ez-toc-heading-level-2'><a class=\"ez-toc-link ez-toc-heading-7\" href=\"https:\/\/www.flydriveandstay.com\/blog\/top-10-road-trips-from-chicago\/#Amish_Country_Indiana\" title=\"Amish Country, Indiana\">Amish Country, Indiana<\/a><\/li><li class='ez-toc-page-1 ez-toc-heading-level-2'><a class=\"ez-toc-link ez-toc-heading-8\" href=\"https:\/\/www.flydriveandstay.com\/blog\/top-10-road-trips-from-chicago\/#Bloomington_Indiana\" title=\"Bloomington, Indiana\">Bloomington, Indiana<\/a><\/li><li class='ez-toc-page-1 ez-toc-heading-level-2'><a class=\"ez-toc-link ez-toc-heading-9\" href=\"https:\/\/www.flydriveandstay.com\/blog\/top-10-road-trips-from-chicago\/#Saugatuck_Michigan\" title=\"Saugatuck, Michigan\">Saugatuck, Michigan<\/a><\/li><li class='ez-toc-page-1 ez-toc-heading-level-2'><a class=\"ez-toc-link ez-toc-heading-10\" href=\"https:\/\/www.flydriveandstay.com\/blog\/top-10-road-trips-from-chicago\/#Route_66\" title=\"Route 66\">Route 66<\/a><\/li><li class='ez-toc-page-1 ez-toc-heading-level-2'><a class=\"ez-toc-link ez-toc-heading-11\" href=\"https:\/\/www.flydriveandstay.com\/blog\/top-10-road-trips-from-chicago\/#Ready_For_Your_Next_Adventure\" title=\"Ready For Your Next Adventure?\">Ready For Your Next Adventure?<\/a><\/li><\/ul><\/nav><\/div>\n<h2><span class=\"ez-toc-section\" id=\"Milwaukee_Wisconsin\"><\/span><span style=\"font-weight: 400;\">Milwaukee, Wisconsin<\/span><span class=\"ez-toc-section-end\"><\/span><\/h2>\n<p><span style=\"font-weight: 400;\">Milwaukee is emerging as a cool destination in its own right and is a regional rival to its bigger Windy City counterpart. Compact and walkable, Milwaukee combines a beautiful lakeside waterfront with historic sites and brewing heritage.\u00a0<\/span><\/p>\n<p><span style=\"font-weight: 400;\">Just 92 miles north along the stunning Lake Michigan shoreline, it\u2019s often the first stop-off point on road trips from Chicago.<\/span><\/p>\n<p><span style=\"font-weight: 400;\">Home to iconic breweries like Miller Brewing Company, you can learn about the city\u2019s rich brewing history, visit the Harley Davidson Museum, or hang out in the art galleries, cafes and boutiques of the Historic Third Ward. When you\u2019re tired of the crowds head for the walking and biking trails through Lakeshore State Park.<\/span><\/p>\n<ul>\n<li><b>Distance from Chicago: 92 Miles<\/b><\/li>\n<li><b>Driving Time: 1.5-2 Hours<\/b><\/li>\n<\/ul>\n<blockquote><p><img loading=\"lazy\" decoding=\"async\" class=\"aligncenter wp-image-2081 size-full\" src=\"https:\/\/www.flydriveandstay.com\/blog\/wp-content\/uploads\/2023\/12\/wei-zeng-HC9T3rlJdMs-unsplash-2.jpg\" alt=\"\" width=\"1920\" height=\"1081\" \/><\/p><\/blockquote>\n<h2><span class=\"ez-toc-section\" id=\"Starved_Rock_State_Park_Illinois\"><\/span><span style=\"font-weight: 400;\">Starved Rock State Park, Illinois<\/span><span class=\"ez-toc-section-end\"><\/span><\/h2>\n<p><span style=\"font-weight: 400;\">If you\u2019re looking for a refreshing escape from the urban environment then head 90 or so miles southwest of Chicago to Starved Rock State Park.<\/span><\/p>\n<p><span style=\"font-weight: 400;\">Renowned for its stunning landscapes, waterfalls, breathtaking sandstone canyons and rich Native American history, it\u2019s a place to pause and breathe in clean a<\/span><\/p>\n<p><span style=\"font-weight: 400;\">The park offers over 13 miles of well-maintained hiking trails, providing opportunities for visitors of different fitness levels. As well as walking, Starved Rock State Park offers opportunities for birdwatching, fishing, and picnicking. During the winter months, the park is a popular destination for cross-country skiing and icefall climbing.<\/span><\/p>\n<ul>\n<li><b>Distance from Chicago: 94 Miles<\/b><\/li>\n<li><b>Driving Time: 1.5 to 2 Hours<\/b><\/li>\n<\/ul>\n<p><img loading=\"lazy\" decoding=\"async\" class=\"alignnone size-full wp-image-2085\" src=\"https:\/\/www.flydriveandstay.com\/blog\/wp-content\/uploads\/2023\/12\/ryan-heuer-T0jWY-HRyQI-unsplash.jpg\" alt=\"\" width=\"1920\" height=\"1281\" \/><\/p>\n<h2><span class=\"ez-toc-section\" id=\"Galena_Ilinois\"><\/span><span style=\"font-weight: 400;\">Galena, Ilinois<\/span><span class=\"ez-toc-section-end\"><\/span><\/h2>\n<p><span style=\"font-weight: 400;\">If you\u2019re looking for old-fashioned American charm then look no further than Galena. Located 164 miles northwest of Chicago nestled along the banks of the Galena River, Galena is the quintessential 19th-century American small town. It\u2019s a must-visit destination for anyone with a love of US history.\u00a0<\/span><\/p>\n<p><span style=\"font-weight: 400;\">With its historic architecture, Victorian homes and well-preserved storefronts, a visit to Galena transports you to a bygone era. In Galena, you\u2019ll also find the former residences of the 18th President of the United States and Civil War hero, Ulysses.S. Grant. Touring the house provides an insight into Grant\u2019s life and his ties to Galena.<\/span><\/p>\n<p><span style=\"font-weight: 400;\">The Galena River Trail allows you to explore some of the peaceful natural beauty that surrounds the town.<\/span><\/p>\n<ul>\n<li><b>Distance from Chicago: 164 Miles<\/b><\/li>\n<li><b>Driving Time: 3-3.5 Hours<\/b><\/li>\n<\/ul>\n<p><img loading=\"lazy\" decoding=\"async\" class=\"alignnone size-full wp-image-2086\" src=\"https:\/\/www.flydriveandstay.com\/blog\/wp-content\/uploads\/2023\/12\/keren-roeglin-6eEwUpLghHU-unsplash.jpg\" alt=\"\" width=\"1920\" height=\"1280\" \/><\/p>\n<h2><span class=\"ez-toc-section\" id=\"Door_County_Wisconsin\"><\/span><span style=\"font-weight: 400;\">Door County, Wisconsin<\/span><span class=\"ez-toc-section-end\"><\/span><\/h2>\n<p><span style=\"font-weight: 400;\">With five expansive state parks, charming towns, beaches and wilderness to discover, Door County, Wisconsin is a must-visit destination on road trips from Chicago. Renowned for its maritime charm, rich history, natural beauty and cultural experiences, Door County is an emerging destination that you won\u2019t want to miss.\u00a0<\/span><\/p>\n<p><span style=\"font-weight: 400;\">With its rocky shorelines, lighthouses, sandy beaches, and cherry orchards, Door County provides a perfect blend of natural beauty and cultural experiences. Peppered with charming, picturesque villages such as Fish Creek, Ephraim, and Sister Bay, Door County has a unique character you won\u2019t want to miss.\u00a0<\/span><\/p>\n<p><span style=\"font-weight: 400;\">If you\u2019re looking for a serene retreat from urban life with lots to do and explore, then Door County is a great destination<\/span><\/p>\n<ul>\n<li><b>Distance from Chicago: 220 to 250 Miles<\/b><\/li>\n<li><b>Driving Time: 4 to 5 Hours.<\/b><\/li>\n<\/ul>\n<p><img loading=\"lazy\" decoding=\"async\" class=\"alignnone size-full wp-image-2087\" src=\"https:\/\/www.flydriveandstay.com\/blog\/wp-content\/uploads\/2023\/12\/dreamstime_s_98151041.jpg\" alt=\"\" width=\"800\" height=\"533\" \/><\/p>\n<h2><span class=\"ez-toc-section\" id=\"St_Louis_Missouri\"><\/span><span style=\"font-weight: 400;\">St Louis, Missouri<\/span><span class=\"ez-toc-section-end\"><\/span><\/h2>\n<p><span style=\"font-weight: 400;\">St Louis has always been a melting pot of cultural influences, architecture, food and people making it an exciting destination on road trips from Chicago.\u00a0 Famous for the blues and barbeque, this vibrant city captures the essence of Midwest hospitality and architectural grandeur<\/span><\/p>\n<p><span style=\"font-weight: 400;\">Known for its iconic Gateway Arch that graces the city skyline St. Louis boasts a diverse array of attractions and experiences. There are world-class museums and iconic historical attractions like the Saint Louis Art Museum and the Old Court House to explore. If you crave open space after exploring the city then head to the Forest Park, a vast urban parkland bigger than New York\u2019s Central Park. A drive along the scenic Riverfront Trail offers panoramic views of the Mississippi River and the city skyline.<\/span><\/p>\n<ul>\n<li><b>Distance from Chicago: Around 300 Miles<\/b><\/li>\n<li><b>Driving Time: 5 Hours<\/b><\/li>\n<\/ul>\n<p><img loading=\"lazy\" decoding=\"async\" class=\"alignnone size-full wp-image-2088\" src=\"https:\/\/www.flydriveandstay.com\/blog\/wp-content\/uploads\/2023\/12\/dreamstime_s_52249133.jpg\" alt=\"\" width=\"800\" height=\"536\" \/><\/p>\n<h2><span class=\"ez-toc-section\" id=\"Traverse_City_Michigan\"><\/span><span style=\"font-weight: 400;\">Traverse City, Michigan<\/span><span class=\"ez-toc-section-end\"><\/span><\/h2>\n<p><span style=\"font-weight: 400;\">Traverse City is a charming resort town situated in Michigan\u2019s northern tip and is surrounded by picturesque vineyards, orchards and the Sleeping Bear Dunes National Lakeshore.\u00a0<\/span><\/p>\n<p><span style=\"font-weight: 400;\">Known as the cherry capital of the world, the region produces a significant percentage of the country&#8217;s tart cherries, and visitors can enjoy cherry-themed products and events, as well as an annual cherry festival.<\/span><\/p>\n<p><span style=\"font-weight: 400;\">Traverse is also in the Michigan wine-growing region. The Old Mission Peninsula and Leelanau Peninsula are home to numerous wineries where visitors can sample local wines. Vibrant downtown Traverse is home to shops, galleries and restaurants. Clinch Park and Bryant Park are popular spots for sunbathing, swimming, and enjoying the scenic views of Grand Traverse Bay. In winter, Traverse City becomes a hub for winter sports enthusiasts.<\/span><\/p>\n<ul>\n<li><b>Distance from Chicago: 300 &#8211; 350 Miles (Depending on the route)<\/b><\/li>\n<li><b>Driving Time: Around 5hrs<\/b><\/li>\n<\/ul>\n<p><img loading=\"lazy\" decoding=\"async\" class=\"alignnone size-full wp-image-2089\" src=\"https:\/\/www.flydriveandstay.com\/blog\/wp-content\/uploads\/2023\/12\/nick-perez-EpFjmHIIJgo-unsplash.jpg\" alt=\"\" width=\"1920\" height=\"1080\" \/><\/p>\n<h2><span class=\"ez-toc-section\" id=\"Amish_Country_Indiana\"><\/span><span style=\"font-weight: 400;\">Amish Country, Indiana<\/span><span class=\"ez-toc-section-end\"><\/span><\/h2>\n<p><span style=\"font-weight: 400;\">Looking for something completely different?<\/span><\/p>\n<p><span style=\"font-weight: 400;\">Then step back in time with a visit to Amish Country. Nestled within the picturesque rolling landscapes of northern Indiana, particularly in regions like Elkhart and LaGrange Counties, Amish communities preserve a traditional way of life long since disappeared from the rest of the USA.\u00a0<\/span><\/p>\n<p><span style=\"font-weight: 400;\">Located in northeastern Indiana, Shipshewana is renowned for its Amish heritage and is home to one of the largest Amish communities in the United States. Visitors can explore the Amish-operated businesses, including furniture shops, quilt stores, and farmers&#8217; markets. In Nappanee, you can tour an authentic Amish farmstead at the Amish Acres Historic Farm &amp; Heritage Resort. Some Amish communities also host seasonal festivals and events that celebrate their heritage, featuring traditional music, food and crafts.\u00a0<\/span><\/p>\n<p><span style=\"font-weight: 400;\">Amish Country is a fascinating place to explore and feels a world away from the bustle of Chicago.<\/span><\/p>\n<ul>\n<li><b>Distance from Chicago: 100 to 150 Miles<\/b><\/li>\n<li><b>Driving Time: 2 to 3 Hours<\/b><\/li>\n<\/ul>\n<p><img loading=\"lazy\" decoding=\"async\" class=\"alignnone size-full wp-image-2090\" src=\"https:\/\/www.flydriveandstay.com\/blog\/wp-content\/uploads\/2023\/12\/clark-young-DZqtE4IrBg0-unsplash.jpg\" alt=\"\" width=\"2968\" height=\"1975\" \/><\/p>\n<h2><span class=\"ez-toc-section\" id=\"Bloomington_Indiana\"><\/span><span style=\"font-weight: 400;\">Bloomington, Indiana<\/span><span class=\"ez-toc-section-end\"><\/span><\/h2>\n<p><span style=\"font-weight: 400;\">Bloomington is frequently named as one of the \u2018Coolest Small Cities in America\u2019. This charming college town is not only a relaxed, bohemian destination in its own right but is also surrounded by stunning natural landscapes. Compact and walkable, Bloomington enjoys a vibrant cultural scene, eclectic shops, and a rich array of food and drink. Home to Indiana University, the town buzzes with youthful energy.\u00a0<\/span><\/p>\n<p><span style=\"font-weight: 400;\">If you want to hit the trails you\u2019ll find the Morgan Monroe and Yellowood State Forests nearby, or why not check out the limestone bluffs at the Cedar Bluffs Nature Preserve? The Hoosier National Forest spans over 200,000 acres and provides opportunities for hiking, camping and birdwatching.<\/span><\/p>\n<ul>\n<li><b>Distance from Chicago: 200 Miles<\/b><\/li>\n<li><b>Driving Time: 3 to 4 Hours<\/b><\/li>\n<\/ul>\n<p><img loading=\"lazy\" decoding=\"async\" class=\"alignnone size-full wp-image-2091\" src=\"https:\/\/www.flydriveandstay.com\/blog\/wp-content\/uploads\/2023\/12\/aaron-shafer-ipSO5QS-WuM-unsplash-1.jpg\" alt=\"\" width=\"1920\" height=\"1280\" \/><\/p>\n<h2><span class=\"ez-toc-section\" id=\"Saugatuck_Michigan\"><\/span><span style=\"font-weight: 400;\">Saugatuck, Michigan<\/span><span class=\"ez-toc-section-end\"><\/span><\/h2>\n<p><span style=\"font-weight: 400;\">Saugatuck, Michigan, is a charming and picturesque resort town located along the shores of Lake Michigan. Known for its artistic community, beautiful beaches, and unique attractions, Saugatuck is a popular stop-off point on road trips from Chicago<\/span><\/p>\n<p><span style=\"font-weight: 400;\">With its laid-back lakeside location, it\u2019s a great place to spend time on water. The pristine sand dunes and crystal-clear waters of Oval Beach make it a popular spot for sunbathing and swimming. The relaxed vibe continues downtown, with charming shops, boutiques and restaurants to explore on Butler Street. If you\u2019re feeling energetic, climb the stairs in Mount Baldhead Park to enjoy a panoramic view of the town, the Kalamazoo River and Lake Michigan.<\/span><\/p>\n<ul>\n<li><b>Distance from Chicago:120 Miles<\/b><\/li>\n<li><b>Driving Time: 2 to 2.5 Hours<\/b><\/li>\n<\/ul>\n<p><img loading=\"lazy\" decoding=\"async\" class=\"alignnone size-full wp-image-2092\" src=\"https:\/\/www.flydriveandstay.com\/blog\/wp-content\/uploads\/2023\/12\/dreamstime_s_21058568.jpg\" alt=\"\" width=\"800\" height=\"531\" \/><\/p>\n<h2><span class=\"ez-toc-section\" id=\"Route_66\"><\/span><span style=\"font-weight: 400;\">Route 66<\/span><span class=\"ez-toc-section-end\"><\/span><\/h2>\n<p><span style=\"font-weight: 400;\">Route 66 is the most iconic road in North America and the starting point for countless road trips from Chicago. Established in 1926, it travels across eight states, providing a nostalgic journey through diverse landscapes, small towns, and iconic landmarks. The route passes through Illinois, Missouri, Kansas, Oklahoma, Texas, New Mexico, Arizona, and <\/span><a href=\"https:\/\/www.flydriveandstay.com\/blog\/best-route-66-stops-california\/\"><span style=\"font-weight: 400;\">California.<\/span><\/a><\/p>\n<p><span style=\"font-weight: 400;\">Completing the entire route is a once-in-a-lifetime experience, and most road-trippers tend to take in a shorter section. Leaving Grant Park in Chicago, a Midwest drive along The Mother Road takes you on a nostalgic journey through the heartland of America, revealing a captivating blend of small-town charm, iconic landmarks, and diverse landscapes. From the historic architecture of Joliet to the cultural treasures of Pontiac, the Midwest miles are the perfect introduction to America\u2019s highway.<\/span><\/p>\n<ul>\n<li><b>Distance from Chicago:<\/b> <b>Grant Park in Chicago to Santa Monica Pier in California is approximately 2,448 miles.<\/b><\/li>\n<li><b>Driving Time: It typically takes around 2 weeks for the entire journey<\/b><\/li>\n<\/ul>\n<p><img loading=\"lazy\" decoding=\"async\" class=\"alignnone size-full wp-image-2093\" src=\"https:\/\/www.flydriveandstay.com\/blog\/wp-content\/uploads\/2023\/12\/robert-linder-vnKlrWQen8I-unsplash.jpg\" alt=\"\" width=\"1920\" height=\"1440\" \/><\/p>\n<h2><span class=\"ez-toc-section\" id=\"Ready_For_Your_Next_Adventure\"><\/span><span style=\"font-weight: 400;\">Ready For Your Next Adventure?<\/span><span class=\"ez-toc-section-end\"><\/span><\/h2>\n<p><span style=\"font-weight: 400;\">Chicago is the perfect launchpad for your Midwest road adventure. Situated in the heartland of America and boasting the beginning of the iconic Route 66, this vibrant city offers road trippers access to a diverse array of destinations.<\/span><\/p>\n<p><span style=\"font-weight: 400;\">Cheaper Than Cars makes it easy to find the perfect vehicle for your big Midwestern adventure whatever your budget. With convenient pickup points in central Chicago, you can be hitting the road in no time at all.<\/span><\/p>\n<p><a href=\"https:\/\/www.flydriveandstay.com\/united-states\/chicago-central-illinois\/\"><span style=\"font-weight: 400;\">Book Your Car Today<\/span><\/a><\/p>\n","protected":false},"excerpt":{"rendered":"<p>Want to know why Chicago is such a great place to start a Midwest adventure The Windy City is located in the heartland of America and is the starting point of Route 66. Road trips from Chicago give you access to a diverse array of destinations. Venture beyond the city\u2019s iconic skyline and buzzing urban [&hellip;]<\/p>\n","protected":false},"author":15,"featured_media":2083,"comment_status":"open","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"tdm_status":"","tdm_grid_status":"","footnotes":""},"categories":[67,23],"tags":[],"class_list":{"0":"post-2075","1":"post","2":"type-post","3":"status-publish","4":"format-standard","5":"has-post-thumbnail","7":"category-road-trips","8":"category-usa"},"yoast_head":"<!-- This site is optimized with the Yoast SEO plugin v23.3 - https:\/\/yoast.com\/wordpress\/plugins\/seo\/ -->\n<title>Exploring The Midwest: The Top 10 Road Trips from Chicago | CheaperThanCars Blog<\/title>\n<meta name=\"robots\" content=\"index, follow, max-snippet:-1, max-image-preview:large, max-video-preview:-1\" \/>\n<link rel=\"canonical\" href=\"https:\/\/www.flydriveandstay.com\/blog\/top-10-road-trips-from-chicago\/\" \/>\n<meta property=\"og:locale\" content=\"en_US\" \/>\n<meta property=\"og:type\" content=\"article\" \/>\n<meta property=\"og:title\" content=\"Exploring The Midwest: The Top 10 Road Trips from Chicago | CheaperThanCars Blog\" \/>\n<meta property=\"og:description\" content=\"Want to know why Chicago is such a great place to start a Midwest adventure The Windy City is located in the heartland of America and is the starting point of Route 66. Road trips from Chicago give you access to a diverse array of destinations. 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