{"id":21955,"date":"2017-08-25T22:00:24","date_gmt":"2017-08-25T22:00:24","guid":{"rendered":"https:\/\/www.expedia.com\/stories\/?p=21955"},"modified":"2021-10-28T16:59:51","modified_gmt":"2021-10-28T16:59:51","slug":"chicago-date-ideas-messed","status":"publish","type":"post","link":"https:\/\/www.expedia.com\/stories\/chicago-date-ideas-messed\/","title":{"rendered":"Chicago date ideas for when you messed up"},"content":{"rendered":"<p>So, your partner has you sleeping on the couch? Sounds like you messed up bad. Maybe you forgot your wedding anniversary or you had to work late on your partner\u2019s birthday. Whatever your excuse, it doesn\u2019t matter. The only thing that will help now is saying you\u2019re sorry and going out of your way to make it better. It\u2019s time to act fast, though. Don\u2019t just stand there: Apologize to your sweetheart with an unforgettable date night in Chicago.<\/p>\n<p>Chi-town can certainly put on the charm when it needs to, so allow it to mend your relationship problems and help you earn a place back in your honey\u2019s arms.<\/p>\n<p><strong>Sunrise:<\/strong><br \/>\nYou can do no wrong with a strong cup of coffee, especially when you\u2019ve dragged your love out of bed at the crack of dawn. Make the first stop on your redemption date be at the Robust Coffee Lounge, where you\u2019ll order two honey nut lattes to go.<\/p>\n<p>By this point, you\u2019ve probably done enough rambling, so sit back and let nature do the talking. Set up shop down at Promontory Point to watch the sun rise over Lake Michigan. With dramatic views of the skyscrapers in the distance, this scenic overlook in Burnham Park will set the stage for a magical day in the city.<\/p>\n<p><strong>Breakfast:<\/strong><br \/>\nTo avoid entering hangry territory, make reservations for a table a Cindy\u2019s for weekend brunch. Perched on top of The Chicago Athletic Association Hotel, Cindy\u2019s has an open-air terrace that will earn you major points on a Saturday or Sunday morning.<\/p>\n<p><strong>Mid-day adventures:<\/strong><br \/>\nNow, the next part of your day really depends on you getting a good read on your partner. Anyone can get on board with a beautiful sunrise and brunch with a view, but believe it or not, not everyone\u2019s down for messy deep-dish pizza and a trip up the Willis Tower.<\/p>\n<p>[viewfinder-image-landscape] <\/p>\n<p>Try something out of the ordinary like an architecture boat tour. Before you turn your nose up at the idea, consider a few things. First, it\u2019s not every day that you can cruise on the Chicago River. Second, in addition to the architecture, you\u2019ll get to see some pretty sweet views of the cityscape\u2014hint, hint, romantic setting. Third, you\u2019ll get props for thinking outside of the box when it comes to planning your date.<\/p>\n<p style=\"margin-left: 40px;\"><span style=\"line-height: 1.5;\">Viewfinder Tip: If you wind up at 5 Rabbit Cerveceria, sample the Chirimoya IPA and the 5 Lizard.<\/span><\/p>\n<p>Afterward, take the edge off with a brewery hop. Getting a taste for the city\u2019s brew scene is arguably one of the most <a href=\"https:\/\/www.expedia.com\/Things-To-Do-In-Chicago.d178248.Travel-Guide-Activities\" target=\"_blank\" rel=\"\u201dnofollow\u201d noopener\">fun date ideas in Chicago<\/a>. It\u2019s easy to hail a Lyft ride to get the adventure started, but the hard part will be choosing which breweries to hit up first. Begyle Brewing Company in North Center has board games and Skee-Ball to induce some friendly competition, while 5 Rabbit Cerveceria in Bedford Park reveals the first Latin-American inspired brewery in the states. Add Half Acre, Revolution, and Goose Island in the mix, and you\u2019ll be feeling hoppy in no time.<\/p>\n<p>[viewfinder-image-small-vertical] <\/p>\n<p>Meanwhile, if your lover is still fuming, rent two bicycles to help burn off some steam. The Lakefront Trail is pretty much as picturesque as you can get, while the scenic North Branch Trail will lead you to the Chicago Botanic Garden. Hopefully after a few hours of cruising the cityscape, your partner will be ready to look you in the eyes again.<\/p>\n<p><strong>Dinner:<\/strong><br \/>\nFor dinner, step it up a notch with reservations at Geja\u2019s Caf\u00e9. An intimate fondue restaurant decked out with candles and guitar players, it\u2019s the perfect place to round out a romantic date in Chicago. Start off with a cheese flight, move onto the beef and lobster dinner, and then order the flaming chocolate desert fondue for the finale.<\/p>\n<p><strong>Evening:<br \/>\n<\/strong>It\u2019s practically an unspoken rule that says if you can get your partner to laugh, they\u2019re not allowed to be upset with you anymore, right? If you\u2019re willing to give it a whirl, get a little help from one of the local comedy clubs. After all, this city is a beacon for rising comedians, so you\u2019re bound to find a hilarious show, whether you get tickets to a class-act at The Second City or catch some improv at The Revival.<\/p>\n<p><strong>Overnight:<br \/>\n<\/strong>If you\u2019re staying overnight, there are plenty of <a href=\"https:\/\/www.expedia.com\/Chicago-Hotels-Romantic-Hotel.0-0-d178248-tRomanticHotel.Travel-Guide-Filter-Hotels\" target=\"_blank\" rel=\"\u201dnofollow\u201d noopener\">romantic Chicago hotels<\/a> that are proud to be the cherry on top of your day. Consider a room with a view at the Waldorf Astoria Chicago, where you can soak up the Lake Michigan vistas from the privacy of your own balcony. Alternatively, when you stay at the Wyndham Grand Chicago Riverfront, you can both indulge with an in-room massage. Wherever you stay, you\u2019ll find yourself pressed to top this date in the future.<\/p>\n<p style=\"text-align: center;\"><strong>What are your Chicago date night ideas?<\/strong><\/p>\n<p><em><span style=\"font-size: 12px\">Header image via <a href=\"https:\/\/flic.kr\/p\/eRyEiB\" target=\"_blank\" rel=\"nofollow noopener\">Flickr\/Phil<\/a><\/span><\/em><\/p>\n","protected":false},"excerpt":{"rendered":"<p>Digging yourself out of the doghouse<\/p>\n","protected":false},"author":3,"featured_media":21956,"comment_status":"open","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"_acf_changed":false,"footnotes":""},"categories":[1848,1782,1778,1816,1948,1788,1774,1800,1873,1818,1776],"tags":[33],"authors":[2238],"class_list":["post-21955","post","type-post","status-publish","format-standard","has-post-thumbnail","hentry","category-chicago","category-destinations","category-features","category-food-and-drink","category-illinois","category-interests","category-occasions-and-seasons","category-romance","category-spring","category-summer","category-type-of-vacation","tag-couples","authors-chloe-mulliner","entry"],"acf":[],"yoast_head":"<!-- This site is optimized with the Yoast SEO plugin v23.3 - https:\/\/yoast.com\/wordpress\/plugins\/seo\/ -->\n<title>Chicago date ideas for when you messed up | Expedia<\/title>\n<meta name=\"description\" content=\"Forgot an anniversary or missed a birthday? 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