--- title: "40 Sights of Chicago That Will Make You Want to Visit ..." description: "Cloud Gate; Navy Pier; The Magnificent Mile; Chicago Lakefront; The Water Tower; More ..." url: "https://travel.allwomenstalk.com/sights-of-chicago-that-will-make-you-want-to-visit/" category: "travel" last_updated: "2026-06-07" --- # 40 Sights of Chicago That Will Make You Want to Visit ... It's one of the great cities of the Midwest and while some of the sights of Chicago are well known to many, others are also worthy of attention. Grab your favorite beverage and settle in for a photo album of some of the sights of Chicago. ## 1. Cloud Gate ![Cloud Gate](https://resize.allw.mn/1028x0/filters:format(webp)/filters:quality(70)/content/ir/i7/flu9qypi_600x600.jpg) Via [Chicago – a locals guide](https://goo.gl/v7qy0O) Known as "The Bean," Cloud Gate has become one of the new iconic sights of Chicago. It's the work of British artist Anish Kapoor. ## 2. Navy Pier ![Navy Pier](https://resize.allw.mn/1028x0/filters:format(webp)/filters:quality(70)/content/dq/sm/qsywva81_426x640.jpg) Via [AngieMcMonigalPhotography-7490](https://www.flickr.com/photos/angiemcmonigalphotography/8323606954/in/photostream) Where do you go for family attractions, entertainment, shopping, dining, cruises and events? Why, Navy Pier, of course. ## 3. The Magnificent Mile ![The Magnificent Mile](https://resize.allw.mn/1028x0/filters:format(webp)/filters:quality(70)/content/b4/iv/afetgx5v_337x450.jpg) Via [Cruising the Magnificent Mile](https://www.flickr.com/photos/cjsmithphotography/6692668889/in/set-72157626112430001) The term "The Magnificent Mile" was coined in the 1940s. This shopping mecca is a prestigious section of Michigan Avenue, running from the Chicago River to Oak Street. ## 4. Chicago Lakefront _ Via Chicago Lakefront_ Chicago has 26 miles of beaches on the shores of Lake Michigan. ## 5. The Water Tower ![The Water Tower](https://resize.allw.mn/1028x0/filters:format(webp)/filters:quality(70)/content/i1/wq/n4qps1ox_341x450.jpg) Via [Winter Wonders](https://www.pinterest.com/pin/341992165424929759/) One of the few remaining historic buildings after the great fire of 1871. ## 6. Chicago's Bridges ![Chicago's Bridges](https://resize.allw.mn/1028x0/filters:format(webp)/filters:quality(70)/content/q6/vx/ob32tg3i_533x800.jpg) Via [404 ERROR - David Mayhew ...](https://davidmayhewphotography.com/404-error/) The main stem of the Chicago River - the city's lifeblood. ## 7. Lake Shore Drive ![Lake Shore Drive](https://resize.allw.mn/1028x0/filters:format(webp)/filters:quality(70)/content/n5/b1/r0or6t60_333x500.jpg) Via [Chicago](https://www.flickr.com/photos/lionking369/7981213629/) I wouldn't mind having Lake Shore Drive as my address. ## 8. Chicago Harbor Lighthouse ![Chicago Harbor Lighthouse](https://resize.allw.mn/1028x0/filters:format(webp)/filters:quality(70)/content/v4/dq/zyxodpas_480x640.jpg) Via [Chicago Lighthouse next to Navy ...](https://www.flickr.com/photos/66217569@N04/6032328177/in/pool-741312@N20/) The lighthouse sits on a breakwater that protects the north of the harbor. ## 9. Architectural River Tour ![Architectural River Tour](https://resize.allw.mn/1028x0/filters:format(webp)/filters:quality(70)/content/s5/hk/znkt9f9q_472x640.jpg) Via [Encore! Life](https://ysvoice.tumblr.com/post/15273171328/chicago) Some of the best architectural sights of Chicago are best seen from the river. ## 10. Oz Park _ Via 23 of the world's geekiest ..._ Follow the yellow brick road to say hi to Dorothy, Toto, the Tin Man, the Cowardly Lion and the Scarecrow. ## 11. Buckingham Fountain ![Buckingham Fountain](https://resize.allw.mn/1028x0/filters:format(webp)/filters:quality(70)/content/mc/f6/ohkg1j1h_420x600.jpg) Via [Buckingham Fountain flows against a ...](https://hankphoto.photoshelter.com/image/I00000UY9c66crzs) The fountain flows all summer long (too cold in winter - it would freeze) in Grant Park on the city's Lakefront. It's one of the largest fountains in the world and water shoots 150 feet in the air. ## 12. Alongside the River ![Alongside the River](https://resize.allw.mn/1028x0/filters:format(webp)/filters:quality(70)/content/kt/vz/r6fhcsyd_484x700.jpg) Via [Welcome to Flickr - Photo ...](https://www.flickr.com/) A glorious location for a stroll. ## 13. Old Chicago Avenue Station Entrance ![Old Chicago Avenue Station Entrance](https://resize.allw.mn/1028x0/filters:format(webp)/filters:quality(70)/content/fi/r6/th7hjpsc_439x576.jpg) Via [Old Chicago Avenue Station Entrance](https://www.flickr.com/photos/jim_watkins/4159847920/) I don't think I have ever seen a movie set in Chicago where the train doesn't feature. ## 14. Chicago in Winter _ Via flickr.com_ It's rarely sightseeing weather in the Windy City when winter calls. ## 15. Uno's Pizzeria _ Via Chicago - Chicago : News ..._ You can't go to Chicago without eating pizza. Uno's has been dishing out the pies since 1943. ## 16. Sears Tower ![Sears Tower](https://resize.allw.mn/1028x0/filters:format(webp)/filters:quality(70)/content/ur/gd/dtx4558h_570x891.jpg) Via [Willis Tower Glass Platform](https://www.atlasobscura.com/places/sears-tower-glass-platform) Will we ever get used to calling this the Willis Tower? The second tallest building in the US and the 8th tallest in the World. Willis Tower is one of the most popular attractions of Chicago and more than 1 million people visit the observation deck every year. ## 17. Chicago Gothic ![Chicago Gothic](https://resize.allw.mn/1028x0/filters:format(webp)/filters:quality(70)/content/ag/yg/wo5v2l2p_313x640.jpg) Via [Chicago Gothic #2, Pioneer Plaza, ...](https://www.flickr.com/photos/sminor/5512941344/in/set-72157625908772271) I didn't realize there are so many huge public works of art among the sights of Chicago. ## 18. Lincoln Park ![Lincoln Park](https://resize.allw.mn/1028x0/filters:format(webp)/filters:quality(70)/content/h7/gq/apnn6bfv_570x760.jpg) Via [Brownstone Buildings-Lincoln Park -8 x ...](http://www.etsy.com?ref=allwomenstalk.com) Beautiful old brownstones. ## 19. Christmas in Chicago ![Christmas in Chicago](https://resize.allw.mn/1028x0/filters:format(webp)/filters:quality(70)/content/nt/x3/hllvemsm_600x800.jpg) Via [Christmas Traditions From Coast to ...](https://www.hgtv.com/shows/top-10-christmas-towns/top-christmas-towns-pictures?soc=pinterest) The lights and holiday atmosphere will help you forget the winter weather if it's not being friendly. ## 20. Field Museum of Natural History _ Via History, Travel, Arts, Science, People, ..._ One of the biggest natural history museums in the world, 2 million visitors walk the halls annually. ## 21. Kinzie Street Bridge ![Kinzie Street Bridge](https://resize.allw.mn/1028x0/filters:format(webp)/filters:quality(70)/content/r4/i6/oko0fpre_424x640.jpg) Via [Original Skittles are the best ...](https://www.flickr.com/photos/chewbackski/6795718605/) The bridge was one of 12 historic Chicago railroad bridges to be designated as Chicago Landmarks in December 2007. It was a railway bridge but no trains have crossed it since 2000. ## 22. Chicago Botanic Garden ![Chicago Botanic Garden](https://resize.allw.mn/1028x0/filters:format(webp)/filters:quality(70)/content/eb/w3/sae10fxq_360x480.jpg) Via [Explore Midwest Arboretums and Botanical ...](https://www.midwestliving.com/travel/around-region/top-midwest-arboretums-and-botanical-gardens/) There are 24 display gardens to be enjoyed at the 385 acre site in Glencoe. ## 23. Palmer's Castle ![Palmer's Castle](https://resize.allw.mn/1028x0/filters:format(webp)/filters:quality(70)/content/jb/u3/akrpn3dh_347x500.jpg) Via [Tower of Potter Palmer's CASTLE](https://www.flickr.com/photos/imlsdcc/4409443650/in/set-72157622699259201/lightbox/) When built, the Palmer Mansion (known as The Castle) was the largest residence in Chicago and it established Lake Shore Drive as an affluent neighborhood. And on to another outstanding work of architecture ... ## 24. The Rookery ![The Rookery](https://resize.allw.mn/1028x0/filters:format(webp)/filters:quality(70)/content/ga/vu/p7tcae2w_466x700.jpg) Via [Chicago the Beautiful (33 pics)](https://acidcow.com/pics/41123-chicago-the-beautiful-33-pics.html) ...the stunning work of Frank Lloyd Wright. He remodeled the lobby in 1905. ## 25. Chicago RIVERWALK ![Chicago RIVERWALK](https://resize.allw.mn/1028x0/filters:format(webp)/filters:quality(70)/content/vd/vs/kqi80lae_375x500.jpg) Via [Cities I Want To See](https://www.pinterest.com/pin/337488565796940185/) Running from Lake Shore Drive to Franklin Street, this is the city's "Second Lakefront." Its lush green spaces, cafes and retail spaces make it a great place to relax. ## 26. Grant Park ![Grant Park](https://resize.allw.mn/1028x0/filters:format(webp)/filters:quality(70)/content/ff/uf/vhrlkf6f_448x640.jpg) Via [Chicago and N.W. Indiana](https://www.pinterest.com/pin/285063851384034110/) Chicago's front yard. ## 27. The View from Tribune Tower ![The View from Tribune Tower](https://resize.allw.mn/1028x0/filters:format(webp)/filters:quality(70)/content/ul/ru/ftd3q17p_400x600.jpg) Via [2 Kayaks](https://www.flickr.com/photos/crouch/6323986436/in/faves-jillybeanss/) I don't think I'd ever get any work done if this were the view out of my office window. ## 28. Trump International Hotel and Tower ![Trump International Hotel and Tower](https://resize.allw.mn/1028x0/filters:format(webp)/filters:quality(70)/content/i0/ej/fwc9cjne_446x640.jpg) Via [Photo Walk Blue Hour at ...](https://www.flickr.com/photos/cjsmithphotography/6824941081/) Completed in 2009, Trump Tower is the second tallest building in the city, the USA and the Western Hemisphere. ## 29. Route 66 ![Route 66](https://resize.allw.mn/1028x0/filters:format(webp)/filters:quality(70)/content/mf/uq/nhnuonyk_387x550.jpg) Via [Route 66 - The Beginning ...](http://www.redbubble.com?ref=allwomenstalk.com) The historic eastern terminus of one of the most famous roads in the world is marked by the southwest corner of the Art institute and the Fountain of the Great Lakes in AIC's South Garden along Michigan Avenue. ## 30. St. Mary of the Angels ![St. Mary of the Angels](https://resize.allw.mn/1028x0/filters:format(webp)/filters:quality(70)/content/ls/do/pydfsheb_340x388.jpg) Via [Photos: 12 Stunning American Churches](https://www.budgettravel.com:443/) One of the finest specimens of Roman Renaissance architecture in the US. ## 31. Millennium Park ![Millennium Park](https://resize.allw.mn/1028x0/filters:format(webp)/filters:quality(70)/content/ug/aq/vc9yndiz_300x400.jpg) Via [midwestliving.com](https://www.midwestliving.com/travel/around-region/50-romantic-midwest-getaways-0/) There are so many attractions of Chicago sited in the city's great civic center. ## 32. Holy Name Cathedral ![Holy Name Cathedral](https://resize.allw.mn/1028x0/filters:format(webp)/filters:quality(70)/content/yb/d3/rlz96i18_427x640.jpg) Via [Holy Name Cathedral](https://www.flickr.com/photos/voors/4243889763/in/faves-fefifofun/) Consecrated in 1875, the Holy Name Cathedral replaced the Cathedral of Saint Mary and the Church of the Holy Name, both of which were destroyed by the Great Chicago Fire of 1871. ## 33. Preston Bradley Hall at Chicago Cultural Center ![Preston Bradley Hall at Chicago Cultural Center](https://resize.allw.mn/1028x0/filters:format(webp)/filters:quality(70)/content/v6/r4/p7nlvgdr_600x884.jpg) Via [The Tiffany Skylight of Chicago](http://www.batteredluggage.com/2012/the-tiffany-skylight-of-chicago/) The World's largest Tiffany stained-glass dome. ## 34. Skyscrapers _ Via Download Wallpaper 1080x1920 chicago, skyscrapers, ..._ I don't know where this photo is taken from but the view is stunning. ## 35. Wrigley Field ![Wrigley Field](https://resize.allw.mn/1028x0/filters:format(webp)/filters:quality(70)/content/ep/an/oct0psho_466x700.jpg) Via [Promotions](https://www.pinterest.com/pin/218917231856878564/) Take me out to the ball game. ## 36. Trolley Bus Tour ![Trolley Bus Tour](https://resize.allw.mn/1028x0/filters:format(webp)/filters:quality(70)/content/oh/j7/jsme5mi5_340x512.jpg) Via [Trolley Holiday Lights Tour introduces ...](https://www.chicagoparent.com/things-to-do/holiday-trolley/) Take a tour to see the Christmas lights and decorations. ## 37. Digital Fountain ![Digital Fountain](https://resize.allw.mn/1028x0/filters:format(webp)/filters:quality(70)/content/oi/xy/bf1c8z4r_450x600.jpg) Via [Beautiful Places](https://www.pinterest.com/pin/256775616227192921/) Another of the fabulous attractions of Millennium Park. ## 38. The Tribune Tower ![The Tribune Tower](https://resize.allw.mn/1028x0/filters:format(webp)/filters:quality(70)/content/re/g4/as8wdbk6_331x500.jpg) Via [Tribune Tower, Morning Sun](https://www.flickr.com/photos/40142450@N00/5152227024/) We don't get to see the architectural features of the skyscrapers for ourselves. We have to rely on pictures. ## 39. Aqua Tower ![Aqua Tower](https://resize.allw.mn/1028x0/filters:format(webp)/filters:quality(70)/content/tz/z7/pa6mhibx_362x600.jpg) Via [Chicago Travel Guide](http://www.architecturaldigest.com?ref=allwomenstalk.com) The Aqua was named the Emporis Skyscraper of the Year in 2009. ## 40. My Kind of Town ![My Kind of Town](https://resize.allw.mn/1028x0/filters:format(webp)/filters:quality(70)/content/r8/ux/ml58sig8_600x900.jpg) Via [Destinations](https://www.pinterest.com/pin/156992736983484421/) My kind of town, Chicago is My kind of town, Chicago is My kind of razzmatazz And it has, all that jazz Over to you now, lovely readers. 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