{"id":49847,"date":"2016-10-21T17:02:21","date_gmt":"2016-10-21T22:02:21","guid":{"rendered":"https:\/\/www.orbitz.com\/blog\/?p=49847"},"modified":"2017-10-03T19:04:58","modified_gmt":"2017-10-04T00:04:58","slug":"3-perfect-days-chicago","status":"publish","type":"post","link":"https:\/\/www.orbitz.com\/blog\/2016\/10\/3-perfect-days-chicago\/","title":{"rendered":"3 perfect days in Chicago"},"content":{"rendered":"

Rising majestically from the shores of Lake Michigan, Chicago<\/a> is studded with steely skyscrapers, skirted by beaches and strewn with parks. Though the great American city\u2014\u201cperhaps the last of the great American cities,” wrote novelist Norman Mailer\u2014is the third most populous in the U.S., it boasts its own Midwestern flavor.<\/p>\n

The Windy City is approachable, ethnically diverse and proud of both its working-class roots and world-renowned attractions. Explore bold architecture, exceptional museums, a vast restaurant scene and abundance of cultural offerings\u2014from improv comedyto public art to storefront theater\u2014and see for yourself if Chicago is your kind of town. Here’s how to spend three perfect days in the city.<\/p>\n

RELATED: <\/a><\/strong>1<\/a>5 things never to say to a Chicagoan<\/a><\/p>\n

Day one: Get Loopy<\/h3>\n

Fuel up at Intelligentsia<\/strong>\u00a0Coffee<\/strong> in the historic Monadnock Building<\/strong> in the Loop. The well-respected chain, which originated in Chicago, styled this location after an Italian espresso bar with smartly dressed baristas serving up your latte. If it\u2019s a weekday, head to Revival Food Hall<\/strong> for a pastry from Revival Cafe-Bar,<\/strong> or a quick bite to eat from a number of beloved local vendors like Smoque BBQ<\/strong> and Antique Taco<\/strong>.\u00a0Visiting on a weekend? Have\u00a0lunch at Latincity<\/strong>, a Latin-inspired food\u00a0market in Block 37<\/strong>.<\/p>\n

\"Jay

Jay Pritzker Pavilion in Millennium Park | Photo courtesy of Monica Pedraja<\/p><\/div>\n

Next, make your way east to Millennium Park<\/strong><\/a> for the obligatoryselfie at Chicago\u2019s most famous public sculpture, The Bean<\/strong> (official name: Cloud Gate), the kid-friendly Maggie Daley Park<\/strong>\u2014accessed via the snakelike BP Pedestrian Bridge<\/strong>\u2014and spectacular views of the skyline. Stroll up the Nichols Bridgeway <\/strong>(pssst…Chicago has a thing for elevated paths and trains), which leads to the Art Institute of Chicago\u2019s Modern Wing<\/strong>. Spend the afternoon exploring the internationally renowned museum\u2014even Ferris Bueller knows this is a must<\/a>\u2014then grab a mid-afternoon snack and\/or drink at the trendy Chicago Athletic Association Hotel<\/a>. <\/strong>The 1890s building hasbeen stunningly renovated and offers a number of dining and imbibing options\u2014our favorite being Cindy’s<\/strong>, a year-round rooftop cocktail bar that affords an amazing view of Millennium Park and Lake Michigan.<\/p>\n

\"Three

Three Dots and a Dash | Flickr CC: Sam Howzit<\/a><\/p><\/div>\n

Make your way north on Michigan Avenue<\/strong>, a.k.a. The Mag Mile, for shopping and sightseeing. A great way to see the city and gain a better\u00a0appreciation for its impressive buildings\u2014by the likes of Mies van der Rohe, Bertrand Goldberg and Jeanne Gang\u2014is from a boaton the Chicago River. Time permitting, take a\u00a0Chicago Architecture Foundation River Cruise<\/strong>, followed by a dinner of Chicago-style pizza at Gino’s East Pizza<\/strong>\u00a0and a cocktail at the Hancock Building’s 96th-floor Signature Lounge<\/strong>. (If deep-dish pizza isn’t your thing, head to the West Loop for dozens\u00a0more top-notch restaurants, on aptly named Restaurant Row along Randolph Street.) Need a nightcap? Wander to\u00a0subterranean tiki bar Three Dots and a Dash <\/strong>or the Broken Shaker <\/strong>at the Freehand Chicago<\/strong><\/a>, a warm and affordable hostel\/hotel in River North.<\/p>\n

RELATED: <\/strong>11 Chicago restaurants that are perfect for dining alone<\/a><\/p>\n

Day two: Cultural sampler<\/h3>\n

Grab a coffee at the Freehand’s Cafe Integral<\/strong>, and then enjoy brunch at Lincoln Park’s lauded Perennial Virant <\/strong>before\u00a0spending a few hours exploring sprawling\u00a0Lincoln Park<\/strong>, featuring a conservatory, free zoo and the Peggy Notebaert Nature Museum<\/strong>. Next, drive or Uber up beautiful Lake Shore Drive<\/strong> (or, optionally, rent a Divvy bike and take the Lakeshore Path) and stop at\u00a0Montrose Beach<\/strong> to experience one of the city’s most scenic and community-oriented beaches. If there’s time, head inland to the Uptown neighborhood, home of the\u00a0Green Mill<\/strong>, Chicago’s most storied jazz club and a former hangout of Al Capone (pssst…Chicago has a thing for Prohibition-era gangster history).<\/p>\n

\"Green

Green Mill | Flickr CC: BriYYZ<\/p><\/div>\n

Grab a midday drink (Chicagoans love\u00a0those), and then either dine on\u00a0Vietnamese food on Broadway and Argyle\u2014Tank Noodle<\/strong> is one of several worthy\u00a0options\u2014or head to nearby Andersonville, where you’ll find ample restaurant choices such as\u00a0Big Jones<\/strong>\u00a0(coastal Southern fare) and the Hopleaf <\/strong>(Belgian-focused eats and beer).\u00a0Cap off the night in Old Town<\/strong> with an improv show at famous\u00a0comedy club Second City<\/strong>, and a post-dinner drink at local dive\u00a0The Old Town AleHouse<\/strong>, featuring some colorful\u00a0wall art. Spend the night at the ultramodern\u00a0Virgin Hotel <\/strong><\/a>downtown.<\/p>\n

RELATED:\u00a02 perspectives of Chicago in 20 photos<\/strong><\/a><\/p>\n

Day three: Neighborhood finds
\n<\/strong><\/h3>\n

Chicago is a city of neighborhoods, so devote your third day to seeing some more of them. Take the Blue Line El train to the always-buzzing Wicker Park for brunch at Dove’s Luncheonette<\/strong>, followed by shopping for…well, anything. Bookstores, record stores and vintage outlets line Milwaukee Avenue, while Damen Avenue is populated by higher-end retail shops like Mark Jacobs<\/strong> and diptyque<\/strong>\u2014though\u00a0independent Damen boutiques such as Moth<\/strong>\u00a0and Robin Richman <\/strong>are must-sees for those with eclectic personal style.<\/p>\n

\"Mural

Mural in the Logan Square neighborhood | Flickr CC: Sean Davis<\/a><\/p><\/div>\n

Fans of comics and indie literature will want to wile away the afternoon at Quimby’<\/strong>s, while mid-century modern furniture junkies will feel right at home in\u00a0Dial M for Modern<\/strong>. Take the El further north to the fast-growing neighborhood of Logan Square, where your dining and drinking possibilities\u00a0are endless. An always-reliable local option is Lula<\/strong>, featuring artful farm-to-table fare, while\u00a0Fat Rice <\/strong>offers\u00a0Southeast Asian-inspired food unlike anything you’ve every tasted before\u2014a must for adventurous eaters. A cocktail at Heavy Feather<\/strong>, a 1970s-style fern bar above the Slippery Slope<\/strong>, will provide a nice coda to the evening. Or maybe it’s just an overture? Logan Square is teeming with bars, after all, if you really want to “drink in” the city.<\/p>\n

\"Orbitz,<\/a>\"\"<\/p>\n","protected":false},"excerpt":{"rendered":"

Choose wisely from endless Windy City dining and sightseeing options.<\/p>\n","protected":false},"author":81,"featured_media":49861,"comment_status":"open","ping_status":"closed","sticky":false,"template":"","format":"standard","meta":{"_acf_changed":false,"footnotes":"","_links_to":"","_links_to_target":""},"categories":[21],"tags":[2722],"class_list":["post-49847","post","type-post","status-publish","format-standard","has-post-thumbnail","hentry","category-midwest","tag-long-weekend"],"acf":{"api_active":null,"api_title":null,"api_excerpt":null,"api_featured_image":null,"api_lob":null},"posts_api_cpm_point":[{"name":"","description":"","thumbnail":"","address":"53 E Randolph St, Chicago, IL 60601, USA","latitude":"41.8843522","longitude":"-87.625787","icon":"\/images\/icons\/marker.png"}],"yoast_head":"\n3 perfect days in Chicago | Orbitz<\/title>\n<meta name=\"robots\" content=\"index, follow, max-snippet:-1, max-image-preview:large, max-video-preview:-1\" \/>\n<link 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