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10+ Things to do in Chicago for couples – Chicago attractions for adults

By Katie Sagal

Chicago is one of our favorite cities for couples. It's got everything from romantic adventures to exciting excursions, fine dining to fun snacks, and even great shopping. Whether you prefer museums or love the great outdoors (and frankly, anything and everything in between), there's something for both of you to love in Chicago.

If you’re looking for things to do in Chicago for couples, check out our list of the top attractions and activities, including...

  • 360 CHICAGO
  • Architecture River Cruise
  • Shedd Aquarium
  • Tall Ship WINDY
  • Art Institute of Chicago
  • Field Museum
  • Big Bus Chicago Tour
  • and more...

See Chicago from an observation deck

Chicago Skydeck view

Get a bird's eye view of the city at one of two fantastic observation decks: SkyDeck Chicago at Willis Tower or 360 CHICAGO at the John Hancock building. Take in a romantic sunset together or watch the skyscrapers sparkle at night.

Both offer amazing views of the city below, but each has unique strengths. You can see parts of four different states at 360 CHICAGO! Or, if you prefer better views of Navy Pier and Lake Michigan, SkyDeck Chicago and their exciting new TILT attraction is a hair-raising choice!

🎟️Getting in: Admission to both SkyDeck Chicago and 360 CHICAGO is available on all Go City® Chicago passes.

History & Natural History museums

Chicago Field museum

History fans, especially those with a taste for local history, will also get a lot out of a trip to Chicago. Visit the Chicago History Museum for a specific focus on the heritage and history of this marvelous city. Why not stop in at one of their fantastic temporary exhibitions and soak up some culture together?

With its convenient location in the south part of Lincoln Park, the Chicago History Museum is also right near Old Town, a trendy neighborhood with plenty of great food and drink options. We love Broken English (for tacos and margarita specials) or Old Town Pour House (for good craft beer, plus sports TV).

Or, head to the Field Museum for a fascinating perspective on the natural history around the globe. Here you'll find everything from SUE, the iconic T. Rex skeleton, to gorgeous gemstones of all varieties to Ancient Egyptian artifacts.

🎟️ Getting in: Chicago History Museum and Field Museum admission is available on all Go City® Chicago passes.

Shedd Aquarium

Shedd Aquarium

Do you both simply adore the sea? Then a visit to Shedd Aquarium is a must-do activity for almost any age. This world-class aquarium features hundreds of sea critters, great and small. Encounter animals from fresh and saltwater, creatures who live near the water but are primarily terrestrial, and even seabirds. From amusing penguins to intimidating sharks, you'll find it all here.

🎟️ Getting in: Shedd Aquarium admission is only available on the Go City® Explorer Pass.

Amazing architecture excursions

Chicago river

Chicago is famous for its eclectic and innovative architectural makeup -- with iconic buildings designed by everyone from Frank Lloyd Wright to Mies van der Rohe. If you're a couple who loves art and architecture or unique sightseeing in general, then an exploration of Chicago's architectural scene is perfect for you.

One popular option is a tour of the Chicago River and the many beautiful buildings visible from the water. This relaxing and informative cruise provides many opportunities for excellent photographs! If you want to see more of the city's architecture than can be seen from the shores of the Chicago River, embark on a themed architecture walking tour run by the city's more significant architectural organization.

🎟️ Getting in: Chicago Architecture Boat Tour admission is only available on the Go City® Explorer Pass.

Hop-on Hop-off Big Bus Chicago tour

Chicago Big bus

It can feel a little too touristy sometimes, but the trick to a good city tour is to find one that balances fun, information, and convenience, all in one great package. A hop-on-hop-off Chicago bus tour is a great option here, as it provides the flexibility of boarding and disembarking wherever you please for maximum customizability.

See all the best sights of the city, from major landmarks like the Willis Tower and the Wrigley Building to top local attractions like the institutions at the Museum Campus and beyond.

You can be your own guide, pick and choose which top sights are right for you, and get on and off as you please. Choose which sights you tick off, from the Magnificent Mile and Shedd Aquarium to the Field Museum, Millennium Park, and many more.

🎟️ Getting in: Hop On Hop Off Chicago Bus Tour admission is included on all Go City® Chicago passes.

Lake Michigan cruises

Lake Michigan cruise

If you are looking to get out on the water of Lake Michigan, we recommend taking a peaceful cruise offered by Shoreline Sightseeing — one of the best ways to see the city of Chicago. This classic lake tour showcases the major sights along the shore - like Navy Pier and the beaches — and also the wild marine life found on the lake.

Another excellent, more adrenaline-fueled option is Lakefront Speedboat Tour. Zoom along Lake Michigan and admire the Chicago skyline in a 2,000-horsepower boat. Your experienced guide will provide a detailed and entertaining narration of the city's history and architecture.

🎟️Getting in: The Lakefront Speedboat Tour is available on the Go City® All-Inclusive pass, while Classic Lake Tour admission is available on the Go City® Explorer pass.

Top art museums

Art Institute of Chicago

Artistic couples and friends will find much to love about Chicago's museum scene. The world-famous Art Institute of Chicago is the ideal artsy attraction and boasts unique and beautiful architecture of its own. From the Renzo Piano-designed Modern Wing to the classic original structure, you'll find a wide selection of pieces from Chagall's American Windows to Georgia O'Keeffe's Black Cross New Mexico.

The smaller Museum of Contemporary Art is no less fascinating with its focus on living artists and the most recent developments. They have funky rotating exhibits that feature everything from installation art to graphic art and sculpture.

🎟️Getting in: Museum of Contemporary Art admission is included on all Go City® Chicago passes.

Bike rides around Chicago

Bike rides in Chicago

Chicago is an extraordinarily bike-friendly city. From the many trails and pathways around the lakefront to the giant parks located throughout the city, there are plenty of low-stress places to pedal a bike. What's more, the city is completely flat! There is barely a hill to pedal up, so you won't get out of puff in a hurry.

If you're a local or a real bike expert, you can even use a bike as transportation to get around the heart of the city itself. So, rent a couple of bikes and head off on your outdoorsy couples' adventure in lovely downtown Chicago.

🎟️ Getting in: Bike and Roll Chicago bike rentals are available on all Go City® passes.

Chicago Theatre Tour

Chicago theater tour

For artsy couples or friends, the iconic Chicago Theatre is a must-visit attraction. Take a tour of this historic theater and go behind the scenes of one of the art world's most storied venues. The beautiful French Baroque architecture is another testament to how important Chicago is to the history of design and architecture in America.

Plus, you'll get to see the backstage walls autographed by the many, many celebrities who have performed on this stage, as well as a historic photo display. You'll even get a chance to walk across the stage!

🎟️ Getting in: Chicago Theatre Tour Experience admission is available on all Go City® Chicago passes.

Beautiful urban parks

Lincoln Park Chicago

One of the most stunning things about downtown Chicago is its selection of gorgeous parks. From the culture-filled Millennium Park to the festival-friendly Grant Park to the tiny but darling Lurie Garden, there is a park for couples to wander and photograph for hours. Don't forget to stop by the famous Cloud Gate sculpture, aka, the Bean.

Or, venture further out of the city center into Lincoln Park, which boasts a zoo and several beaches. It's a great place to explore, ride bikes, run, play frisbee, etc.

If you venture a little west of the city you'll come across Garfield Park and its beautiful conservatory. Garfield Park is a sanctuary for 120,000 tropical plants over 1.6 acres of glass-topped indoor space.

To the south of the city, Jackson Park occupies a stretch of the water's edge with beaches, lush green playing fields, marinas, and landscaped lagoons. It plays host to the impressive Museum of Science and Industry, a neo-classical building home to innovative hands-on exhibits about all things industrial.

Shopping, shopping, shopping

 

Magnificent Mile

Whether you both love a good bargain or one of you is patiently accompanying the other, there's oodles of shopping to be found in Chicago. The Magnificent Mile is a particularly popular destination, featuring everything from elite couture shops to fast fashion favorites.

Or, head to Water Tower Place Mall for an excellent selection on everything from LEGOs to loose tea. A stroll along either locale is also just great sightseeing. You'll also be able to find souvenirs and more at many of the top attractions, too - the Art Institute of Chicago in particular has a stellar gift shop.

Unique Chicago neighborhoods

Ukrainian Village, Chicago

There's more to Chicago than just the Mag Mile. In fact, some of the city's best dining options are found in outlying neighborhoods. Try the trendy neighborhood of Old Town for delicious cuisine and fun bars, or Wicker Park/Bucktown for boutique shopping.

If you're craving Italian, try Little Italy & University Village, or if you want to embrace Chicago's Polish heritage, scope out Portage Park. Another fun neighborhood with great food and drink is Ukrainian Village, featuring a fun brewery, a top sushi restaurant, and some wonderful indie shops.

Save on admission to top Chicago attractions with Go City®

Discover our full line-up of Chicago attractions for couples including the Chicago River Architecture walking tour, Chicago Theatre Experience, Skydeck Chicago, and more.

🤩 If you want to see and do as much as you can, our All-Inclusive Pass is for you.

😎 If you want to pick just a few attractions and visit at your own pace, our Explorer Pass is

the perfect option.

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Chicago rain
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10+ Things to Do in Chicago When it Rains

When the heavens open and you need to take a rain check on the outdoor activity you had planned, Chicago's got you covered.
Katie Sagal
The Chicago skyline from the shores of Lake Michigan
Blog

Chicago in January

Winter doesn’t stop Chicagoans getting out and about, and even outdoor events continue to enliven and entertain those living in the city. Anyone looking to experience the festive season with reduced crowds and cheaper accommodation costs might also look to Chicago in January rather than in December, since many seasonal attractions extend their stay into the first month of the year. There are plenty of permanent attractions to enjoy too, from the Art Institute of Chicago to Shedd Aquarium. Here’s our guide to the windy city’s top January sights. Weather in Chicago in January It’s fair to say you don’t travel to Chicago in January for the weather! There’s no hiding the fact that it gets very cold in Chicago in January, with average temperatures of just 30°F. With windchill – this is the windy city after all – and with cloud free nights, temperatures can fall as low as 12°F. However, as those other defenders of cold climates – the Norwegians – say, there’s no such thing as bad weather, just bad clothing. Woolen items will be your best friends, whether that’s thermal underwear and base layers or thick knitted sweaters, beanies, scarfs and gloves. A little over 1.5 inches of rain and snow means you’ll want to add a waterproof jacket or umbrella to your packing list, whilst weatherproof shoes or boots comfortable enough to walk in all day are also going to give you a major win over the weather. Cling on to the Christmas spirit January is known to be one of the most depressing times of year, but you can help keep the blues at bay by stretching the Christmas frivolities beyond the New Year’s Eve fireworks above the rides of Navy Pier and into the first week of January. The city’s official Christmas tree, a Blue Spruce topping out at 50 feet high, remains lit in Millennium Park from 6AM until 11PM daily until January 9. So close you can get the two in the same photograph, Millennium Park is also the location of one of Chicago’s newest landmarks – Anish Kapoor’s Cloud Gate sculpture. The Museum of Science and Industry’s annual Christmas Around the World exhibition is another attraction which continues into January. A further reason to pay a visit to this phenomenal museum, this seasonal exhibition contains around 50 Christmas trees, each decorated to symbolize festive celebrations around the world. Entrance is included as part of a standard ticket. Explore the four corners of the world It may be missing the crabs of Christmas Island, but Shedd Aquarium should still be high on the list of things to do in Chicago in January for anyone with an interest in our marine habitats. A stone’s throw from Lake Michigan, its location couldn’t be better. Being entirely enclosed, it doesn’t really matter what the weather might be doing either. In addition to uncovering life below the surface of the Great Lakes, the aquarium does an excellent job at revealing the wonders in all the world’s oceans. Taking a 360° tour of a Caribbean reef populated by turtles and sharks, and Pacific waters with beluga whales, dolphins and sea otters are just a few of a long list of highlights. As neighbors go, few could be better than the Field Museum. Covering pretty much everything Shedd Aquarium doesn’t, its grand halls hold an apparently endless stream of natural marvels, from the most complete T-Rex skeleton ever discovered – called Sue – to artefacts from the ancient Americas. For a modern look at the world, head to the Museum of Contemporary Art (MCA). Sandwiched between Lake Shore Park and Historic Water Tower, its immense collection is focused on the years from 1945 to the present day. Its asymmetric staircase and views across Lake Michigan are worthy of inclusion in its collection. Don’t ignore the parks and gardens Green spaces aren’t necessarily at their best in the winter months. However, Lincoln Park Conservatory is just one spot with year-round color. This gem of the Victorian age comprises four different halls. The Palm House contains a fiddle-leaf rubber fig put in place in 1891, whilst the Orchid Room boasts hundreds of these tropical blooms. The cooler houses are also bright with the red leaves of Mexican poinsettias as part of the winter show – ending a week into January. Back in Millennium Park, the bare trees provide a backdrop to McCormick Tribune Ice Rink, which has skaters gliding across its surface right through to the spring. Situated on the plaza of the same name, it’s one of America’s biggest inner city rinks, but still dwarfed by the area covered by the skating ribbon which meanders through Maggie Daley Park and is twice the size. Humboldt Park has a much more residential feel, located amid the neat grid of streets to the west of the trendy Wicker Park neighborhood. At its heart lie a series of lagoons, though its paths are better trod for the architectural and sculptural landmarks dotting the park. These include the Bavarian-style stables and receptory building, acting as the visitor center and Museum of Puerto Rican Arts and Culture, as well as two bronze bison at the east entrance of the Formal Gardens. Head to the heights Birthplace of the steel-framed skyscraper, Chicago is known for its high-rise central districts. One of the best ways of getting a bird’s eye view is from the Skydeck observation station on the 103rd floor of the Willis Tower. From almost 1400 feet up, most of the city’s landmarks can be spotted from its windows – and parts of Illinois’ neighboring states too. Outdoing even this is The Ledge, a group of three glass boxes which overhang the sides of the tower. Make sure you’ve got a head for heights before stepping onto their glass floors! From ground level there’s still plenty to see though, with many of Chicago’s best-known buildings recognizable from movies including Home Alone, Ferris Bueller’s Day Off and Batman v Superman: Dawn of Justice. Saving in Chicago in January Far from being shut down for the winter, Chicagoans seem to bask in the snowy scenes their city sees. And because of the range of winter and seasonal attractions in Chicago in January, you could say the month is actually one of the best times of the year to visit. Whenever you choose to take your vacation in Chicago, be sure to do it with Go City. Month after month and year after year we’ve provided visitors to cities around the world with incredible savings on admission to top attractions.
Ian Packham
A couple capture the scene on a Chicago street
Blog

Where to stay in Chicago

Made up of a long list of neighborhoods and districts each offering something different, deciding where to stay in Chicago can be a bit of a headache, especially if you’re a first-time visitor to the city. Whatever you’re looking for out of a leisure trip to the windy city, our pick of the best areas of Chicago to stay is sure to be a help! The Loop Enclosed by the Chicago River to one side and Grant Park to the other, the Loop is probably the best place to stay in Chicago for those new to the city since its streets include the central business district and many of the city’s top attractions, including the Willis Tower’s Skydeck observation level and the Art Institute of Chicago. It takes its name from the elevated railway which has looped around it since the Great Fire of 1871. Synonymous to most with the downtown area, it’s also one of the commercial hubs of the city. Being at the heart of the action (Route 66 starts here too), there’s no shortage of hotels either. Predominantly populated by luxury stays – the Hyatts and Radisson Blus of this world – budget travelers will likely find themselves looking at more affordable neighborhoods nearby, such as Lincoln Park. However, the Loop does it have a good quantity of backpacker hostels for those just looking for a central place to lay their head at the end of a long day of sightseeing. Streeterville Immediately north of the Loop on the shores of Lake Michigan, the Streeterville neighborhood is still close enough to downtown to be a worthwhile base and is a good pick for solo travelers and visiting couples. Known to be a very safe neighborhood in Chicago for visitors, it has some similarities to its southern counterpart. Gleaming tower blocks line the Magnificent Mile (a part of North Michigan Avenue), containing roughly 450 stores as well as the famed 875 North Michigan Avenue (John Hancock Center). Its southern extent stretches out into Lake Michigan thanks to the 50 acre Navy Pier. Its rides include Centennial Wheel, which replicates the world’s first Ferris Wheel, built in 1893 for the World’s Fair. Lincoln Park A little further out, but linked to the rest of the city by a number of metro stations and lines, Lincoln Park is one of the largest and most affluent districts in Chicago’s North Side. It is popular with young families and urban professionals, ensuring it feels fresh and ever changing. Named after the city’s largest park, which sits beside Lake Michigan for an uninterrupted seven mile run, the area is one of the best parts of Chicago for those on a budget. Attractions include the 32,000 creatures which call Lincoln Park Zoo their home, as well as Chicago History Museum, the first port of call for anyone interested in discovering how Chicago became one of the world’s leading cities. Lincoln Park also contains the northern half of Old Town, where buildings remain low to the ground – at least by Chicago standards – to create a homely feel. This is where you’ll find the Second City Theater, the previous stomping ground of everyone from Tina Fey to John Belushi. River North It may not have the lake shore, but River North does have a reputation as the coolest place to stay in Chicago. Separated from Streeterville by the Magnificent Mile, River North oozes stylishness and perhaps contradiction too – it has more galleries than anywhere outside of Manhattan, but is also known for its nightlife. For this, you should head to Hubbard Street. The banks of the Chicago River have to be the top place for a stroll in the area, whilst landmark buildings to look out for include the Wrigley Building and the monumental behemoth of a structure known as Merchandise Mart, whose exterior façade becomes the world’s largest projector screen for a few months of each year. A good range of restaurants, many with riverside terraces, means you’re unlikely to go hungry for long. West Loop That said, foodies should stake their claim to accommodation in West Loop, which – that’s right – is west of the Loop. Occasionally also known as the Near West Side, West Loop shines from a gastronomic perspective, with Greektown and Little Italy just two destinations you should be aware of thanks to the twentieth century’s influx of immigrants into this former industrial port area. Randolph Street is otherwise known as Restaurant Row for good reason, but for sumptuous food without any pretension head to the French Market tucked inside Ogilvie train station. Its 30+ independent vendors make it one of the best spots in the city for fresh ingredients as well as mouthwatering dishes from sushi to empanadas. Seating is available. Wicker Park Well-to-do Wicker Park is growing in confidence when it comes to where to stay in Chicago. Northwest of West Loop and centered around the Damen metro stop, this neighborhood has the sort of self-assurance which usually leads to great things. And Wicker Park is no exception to this rule. A charmingly informal blend of eclectically-stocked clothing stores, groundbreaking restaurants and we-just-have-to-stop-there bakeries, Wicker Park is also pretty hot when it comes to night spots, with a wealth of live music venues all vying to be the place to head. With median house prices of $550,000 it can never really be called hipster, but that’s certainly the vibe it gives off. Budgeting for trips to Chicago Finding where to stay in Chicago that’s right for you comes down to a balance of location, feel and price. The best neighborhoods in Chicago for visitors are generally those in and around the downtown area, although the closer you are to the Loop, the higher the per night cost you’re probably looking at. When it comes to attraction admission, you can make incredible savings simply by opting to travel with Go City. Our pre-pay passes take all the mystery out of budgeting for trips to Chicago whilst providing you with great savings on many of the city’s top attractions.
Ian Packham

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