The most relaxing things to do in Chicago

Published: July 18, 2024
A woman enjoys the green spaces of Chicago

Relaxing may not be the first word that comes to mind when thinking about the windy city. But if you’re asking ‘how can I relax in Chicago’ don’t dismay. Follow our lead and you’ll soon realize there’s a real wealth of relaxing things to do in Chicago.

Know where to look and the rush hour traffic and crowds of the Magnificent Mile will become a distant memory. So what are you waiting for? Let’s check out the best ways to go zen in the home of Al Capone and the World’s Fair.

Picnic in the parks

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The obvious place to head for a bit of tranquility in any city is its parks. Since the 1830s the official motto of Chicago has been the Latin phrase urbs in horto, or ‘the city within a garden’. Tot them up and the city’s public parks come close to topping 600 in number, equivalent to almost 9% of its area.

North of downtown, Chicago Botanic Garden was only opened in 1972, although you’d never guess from its landscape of lakes, prairie and woodland. Covering 385 acres, it is made up of 25 display gardens within these habitats, bringing the world of horticulture to this part of the city. Aside from providing an attractive place to relax, it also plays an important role in helping preserve rare and disappearing species.

Constructed 50 years earlier by the architect it’s named after, the intention of Alfred Caldwell Lily Pool was always to provide Chicagoans with a space to think. Sharing the same naturalistic appearance as the Botanic Garden, the almost Japanese scene of woodland and trickling water is situated in Lincoln Park, alongside the Conservatory glass house – a perfect alternative should a rain shower sweep over.

Explore your artistic side

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Especially calm during office hours, the Museum of Contemporary Art provides exactly the right ambience for taking your time over its permanent collection of 2500 artworks, substantially supplemented by loans from other galleries.

Puzzle over Jeff Koons’ stainless steel Rabbit, Andy Warhol’s screen prints of Jackie Kennedy, and Magritte’s The Wonders of Nature before heading out into the sculpture garden or tucking into something tasty in the restaurant designed by award-winning artist Chris Ofili.

If you’ve ever lost a few hours in the comfort of a good book, you’ll understand the serenity the written word can impart. Where better to head then when looking for relaxing things to do in Chicago than the American Writers Museum? From Nobel prize winner Ernest Hemingway to poets and playwrights, it celebrates storytelling in all its forms.

With creativity sparking off every nerve ending, you may well want to roll up your sleeves with an art workshop. Lillstreet Art Center has been at the heart of the community since 1975 and is just one of a number of galleries hosting regular sessions incorporating metalwork and jewelry making, screen printing and ceramics.

Take to the water

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Edged by Lake Michigan, one of the Great Lakes, and cleaved in part by the various branches of the Chicago River, taking to the water is another way in which to enjoy the city without setting your heart pulsing with anything but fascination.

Step aboard a Shoreline Architecture River Cruise for a jaunt along all three channels of the river. The south branch soon reveals one of the city’s most famous structures – the Willis Tower – tallest building in the world for a generation. The main branch is lined by further architectural points of note, whilst the north branch helps reveal how the city has changed over its 200 year history. Should you wish, it’s also possible to explore the river not by boat but by kayak.

However, to really absorb the Chicago skyline you’re going to need a little more distance, such as that offered by Skyline Lake Tours. Aside from the city views, these 40 minute tours give ticket holders a potted account of the growth of the city as you take in Navy Pier, Harbor Lighthouse and Museum Campus from onboard.

Enjoy a gentle stroll

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Taking in a portion of the river’s south branch is Chinatown, where there are plenty more lazy things to do in Chicago. Centered on Cermak Road and Wentworth Avenue, it has an expansive range of independent stores, teahouses and dim sum restaurants very different to the offerings on the Magnificent Mile.

Check out the Chinese American Museum of Chicago for a little more on the background of how it developed, or satisfy yourself with the replica of Beijing’s 15thCentury Nine Dragon Wall.

Other spots in the city to take a leisurely walk include the 606 (or Bloomingdale) rail trail, following the westward path of an old railroad track. Replaced with the largest greenway project of its kind in the US, it runs for 2.7 miles, meaning even if you follow it to its western trailhead you still won’t be too far from the center of the city.

Turn in the opposite direction and you’ll soon reach Lakeshore Trail, following the water’s edge of Lake Michigan for more than 18 miles, giving ample opportunity whether you’re after a walk to the nearest coffee shop or a daylong hike along the whole path. For shorter ambles, Navy Pier makes for a great target. Packed with old style rides and Centennial Wheel and extending for over 3000 feet, it’s one of Chicago’s most popular attractions.

Relaxed in body, mind and wallet

With a little effort it’s possible to find a wide array of relaxing things to do in Chicago, from spending time in the city’s multitude of gardens to hitting the heights of Centennial Wheel. Another way to stay relaxed when on vacation is by traveling with Go City. Set yourself up with one of our pre-pay passes and you’ll know you've got huge discounts on entry to many of Chicago’s most popular attractions and things to do!

Ian Packham
Go City Travel Expert

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Romantic Things to Do in Chicago - Valentine's Day & More

Looking to plan a romantic getaway with your sweetheart? There are so many wonderfully romantic things to do in Chicago that it’s hard to choose our favorites. If you’re looking for romantic things to do in Chicago, either for Valentine's Day or for a romantic trip any time of year, check out a few of our top suggestions. The Signature Lounge at Hancock Center Located atop the well-known John Hancock Center you'll find the romantic cocktail bar known as The Signature Lounge. The view from the 96th floor is phenomenal (to say the least), and the food and drink are equally exquisite. This is the perfect spot to wind down after a busy day or get geared up for a romantic evening out. Keep in mind that this venue is in high demand, and will both fill up quickly and come at a high price per drink. (I, for one, tend to limit myself to sipping a single drink slowly to enjoy the view.) If you'd like the take this evening to the next level -- literally -- a visit to 360 CHICAGO (just a bit lower on the tower) is a delightful addition to a romantic drink or two. You'll get to see the city skyline from above, including the shoreline of Lake Michigan and the easily identifiable Navy Pier Centennial wheel. Skydeck Chicago (top of Willis Tower) Looking out from the Skydeck Chicago observation deck at the top of the Willis Tower (formerly Sears Tower) is one of the most romantic things to do in Chicago. You'll enjoy 360-degree views from the second tallest tower in the western hemisphere, taking your love to new heights in a serious way. For the most romantic view, head to the Skydeck at sunset or after dark when the city lights are glowing. Explore the Art Institute of Chicago If you’re a fan of art, then there are few places as romantic, in Chicago, as the #1 rated museum in the country, the Art Institute of Chicago. They’ve got some of the best collections of Impressionist Art, some gorgeous Chagall stained glass windows, plus an impressive array of sculpture, textiles, antiquities and more. Check out their seasonal special exhibits for details on new and exciting things on display right now, or hit up their permanent collections for a few love-themed pieces like their collection of 19th century Valentines and sexy photographs. Centennial Wheel at Navy Pier This 15-story Centennial Wheel is located at one of the most visited attractions in Chicago, at the exciting Navy Pier. Recently redesigned as part of their centennial project, the Centennial Wheel offers beautiful sights at thrilling heights. You can even enjoy free days once per month! From the top of the famous Centennial wheel, you and your partner will escape the crowd for a few minutes for some alone time with the scenic skyline and Lake Michigan views. After you disembark from the Centennial Wheel, Navy Pier is a lakeside wonderland to explore. You'll find romantic restaurants, shops, and other top-class attractions as you stroll along with your loved one. If you plan it right, you can even pick up tickets to a show at the well-regarded Shakespeare Theater, also located on the Pier. Attend a Show Chicago’s theater scene is pretty unbeatable when it comes to variety and quality of performances. From the traditional (like you’d find at the Shakespeare Theater on Navy Pier) to the avant-garde, there’s something for all tastes. Because a theatrical performance is a pretty hot idea for Valentine’s Day, be sure to secure tickets in advance! You may be able to find discounted tickets by signing up for theater-specific mailing lists and websites like Goldstar. Stroll the Beautiful Parks While Millennium Park is often the favorite for cultural activities and current events, Grant Park has just as much in the way of sightseeing and beautiful scenery. Or, check out the Lurie Garden to find the hidden beauty of wintertime plants. Whichever venue you choose, the real treasure is in the journey. If you’re planning a date in the warmer months, be sure to check out Buckingham Fountain, a truly impressive array of water jets set against the impressive Chicago skyline. Of course, if you're visiting during the winter months around Valentine's Day and can't bear the Chicago winter cold, then a visit to the Chicago Botanic Garden is another nice option. Stick with their indoor exhibits to see some lovely tropical plants and flowers. Enjoy a Romantic Meal A romantic dinner is a classic for a reason. It’s hard to go wrong with a well-researched dinner venue this time of year, especially if they’re offering special Valentine’s Day meals or menus. It’s a great break from your own cooking and a good way to pry yourself away from Netflix. Downtown Chicago has tons of great restaurant options, many of which are in easy distance of several other great attractions to help you plan a larger itinerary. Remember to book your table early on a site like OpenTable to avoid last-minute panic! Remember to Save on Attraction Admission So there you have it. Our list of some romantic things to do in Chicago, just in time for Valentine's Day. Remember, some of these great options are included on the All-Inclusive Pass and the Explorer Pass from Go City, where you can save up to 55% on combined admission vs paying at the gate.
Katie Sagal

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