From parks to cultural landmarks - here’s what you MUST explore!
Visiting Chicago for the first time and unsure where to start your exploration?
Planning a Windy City getaway, and looking for a curated list of sights to explore?
Don’t worry - we got you!
As Chicago’s top escape room, we have a unique insight into what tourists in Chicago are looking for, and we’ve used that to put together this list of 22 must-dos.
Read on to discover how to get the most out of your Windy City vacay - plus discover a bonus that’ll make your time here extra special!
Millennium Park
The Buckingham Fountain, one of the Park's many attractions.
Wondering where to kick off your sightseeing adventure? You can’t go wrong with Millennium Park!
Spanning a whopping 24.5 acres, this iconic park is a hub for art enthusiasts, event-goers, and those just seeking a peaceful respite.
From the mesmerizing Cloud Gate (yes, we're talking about the famous Bean!) to the tranquil Lurie Gardens, there's something for everyone.
And if you're visiting in the summer, don't miss the free concerts and movie screenings at the stunning Frank Gehry-designed Jay Pritzker Pavilion.
Pro tip: You can enjoy spectacular views of the historic architecture of downtown Chicago from here.
The Crown Fountain
Nestled in Millennium Park, the Crown Fountain is a great spot for creative Reels, with its two 50-foot towers showcasing the faces of Chicagoans on LED screens.
As water flows, it creates the illusion of spouting from their mouths, offering a unique blend of art and interactive fun.
The fountain feature is active from mid-spring to mid-fall, while the image montage of Chicagoans runs all year.
Website: Visit their website
Timings: Monday to Sunday, 6 am to 11 pm.
Location: Find them on Google Maps
Chicago Riverwalk
A view along the walk.
Looking to stretch your legs while taking in awesome sights of Chicago? The Riverwalk is your answer!
This pedestrian-friendly path along our iconic river offers a unique vantage point to admire the stunning Chicago architecture.
As you meander, you'll be tempted by a plethora of restaurants and bars, making it a gastronomic haven.
And if you’re a fan of public art light displays, make sure to hit up Art on THE MART…we’ll revisit this later!
Website: Visit their website
Location: Find it on Google Maps
Fox in a Box Escape Room (that’s us!)
Can you escape in 60 minutes?
Chicago has had more than its fair share of adventurous events in the past…care for a real-life adventure to rev up your trip to the Windy City?
Look no further than Fox in a Box Escape Room (us)!
We're one of the only 5-star rated escape rooms in the entirety of Chicagoland!
With four thrilling escape room experiences - The Zodiac Killer, The Prison, The Bank, and The Bunker - we ensure a memorable time for families, kids, groups, and even corporate teams.
And the cherry on top? After your game, our game masters will chat with you, sharing a hand-made memory card as a keepsake of your adventure.
Website: Visit our homepage
Timings: Sunday to Friday, 10:30 am to 10 pm / Saturday, 9 am to 10 pm.
Location: Find us on Google Maps
Buddy Guy's Legends
The image is taken from Buddy Guy’s Legends’ website.
Craving some soulful tunes and mouth-watering southern Cajun soul food during your Chicago visit?
Look no further than Buddy Guy’s Legends, the city's unparalleled blues hotspot.
Voted “Best Blues Club” multiple times and honored with the “Keepin’ the Blues Alive” award, Legends stands as a beacon for blues enthusiasts worldwide.
Since its inception in 1989, backed by Buddy Guy's illustrious reputation in the electric blues scene, this venue has showcased a blend of local and international blues talents, making it a must-visit on any Chicago itinerary.
Website: Visit their website
Timings: Monday to Sunday, 6 am to 11 pm.
Location: Find them on Google Maps
And if you’re into food exploring, here are some Chicago cuisines you should really explore during your stay!
The Shedd Aquarium
Care to guess what fish that is?
Planning to explore Chicago attractions near Lake Michigan? The Shedd Aquarium, nestled close to the lake, stands as a testament to our fascination for marine life.
As one of the world's largest indoor aquariums, it offers an immersive experience for families, especially those with curious kids.
From the playful antics of Beluga whales to the mesmerizing dance of white-sided dolphins, over 1,500 aquatic species await your gaze.
Dive into the vast Caribbean Reef exhibition, or if you're feeling adventurous, book an up-close encounter with a penguin, otter, or even a beluga whale.
Pro tip: Make sure you ask about the touch pools!
Website: Visit their website
Timings: Open all week; opens at 9 am, but the closing time depends on what day it is.
Location: Find them on Google Maps
The Navy Pier
Search about the Pier, and you’ll find yourself inundated with pictures of the giant 200-foot Ferris Wheel!
But this iconic Chicago attraction isn't just about the wheel; it's a hub of live entertainment, from toe-tapping music by the pier to classic plays at the Chicago Shakespeare Theatre.
Hungry? You get to choose from a variety of dining options.
And if you're traveling with family, there's something for everyone, be it a boat tour, a visit to the Chicago Children's Museum, or chilling at the world's largest rooftop bar, Offshore.
Pro tip: You’ll find numerous vendors scattered across the Pier - they often prove a hit with tourists seeking collectibles to mark their Chicago visit!
Website: Visit their website
Timings: Sunday to Thursday, 11 am to 9 pm / Friday & Saturday, 11 am to 10 pm.
Location: Find them on Google Maps
The Art Institute
A view inside the Institute!
Ever wondered where you can find some of the world's most iconic paintings while in Chicago?
The Art Institute, nestled in downtown Chicago, is a treasure trove for art lovers and casual visitors alike.
Housing over 300,000 pieces of artwork, it boasts Greek sculptures, Japanese prints, and mesmerizing stained glass installations.
Don't miss masterpieces like Georges Seurat’s "A Sunday on La Grande Jatte" or Edward Hopper's "Nighthawks."
Pro tip: If you know a Chicagoan, try to plan your Art Institute visit with them - you may be able to access special prices!
Website: Visit their website
Timings: Friday to Monday, 11 am to 5 pm / closed on Tuesday and Wednesday / Thursday, 11 am to 8 pm.
Location: Find them on Google Maps
Lincoln Park Zoo
A lion gazing majestically at Zoo visitors!
Looking to refresh your Chicago vacay with a slice of nature? Head for Lincoln Park Zoo!
Nestled in the heart of the city, this iconic zoo is a haven for over 1,000 animals, from majestic lions to playful red pandas.
The best part? It's the only remaining free zoo in Chicago, making it a must-visit for both budget travelers and families.
So, whether you're reminiscing childhood memories or seeking a unique nighttime party for adults, this zoo has something for everyone.
Pro tip: Entry is free of charge, making this yet another premier choice for budget travelers in Chicago!
Website: Visit their website
Timings: Monday to Friday, 8 am to 5 pm / Saturday & Sunday, 8 am to 7 pm.
Location: Find them on Google Maps
The Jazz Showcase
A jazz fan? Then you should definitely drop in at Jazz Showcase, Chicago’s oldest jazz club, which has been serenading audiences since 1947.
Founded by Joe Segal and now run by his son, Wayne Segal, this intimate listening room offers a blend of local and international talent every day of the week.
From legends to contemporary artists, the best names in jazz have graced its stage. It's a must-visit for any music enthusiast exploring the Windy City.
Website: Visit their website
Timings: Open from around 7 pm to 11 pm all week, but the exact timings vary depending on the day.
Location: Find them on Google Maps
The Mag Mile
A view from along the Mag Mile.
Thinking of indulging in some retail therapy while in Chicago? The Magnificent Mile, often referred to as the "Mag Mile," is the city's premier commercial district.
Here, you'll discover a plethora of fashion outlets and high-end stores.
If you happen to be visiting during the summer, don't miss out on the annual Magnificent Mile Shopping Festival.
And if your travel plans fall around Thanksgiving, try to catch the dazzling Magnificent Mile Lights Festival.
Dedicate a day to this cosmopolitan hub and see why it's a top pick for travelers.
Website: Visit their website
Location: Find them on Google Maps
The Willis Tower (we prefer to call it the Sears Tower)
A stunning view of Chicago from inside Willis Tower!
The Willis Tower, which many locals still lovingly call the Sears Tower, is your ticket to breathtaking city views.
Dive deep into its stories, and you'll find tales of the world's tallest building dreamt up by the world's largest retailer of its time.
With 110 floors, it's not just an iconic part of the Chicago skyline but a testament to the city's rich history and ambition.
And on its 103rd floor, you’ll find the Skydeck…
Pro tip: Make sure you check out their interactive exhibit on the history of Chicago.
The Skydeck
Searching for a truly breathtaking TikTok?
Climb to The Skydeck and stand on The Ledge, a glass balcony that extends four feet from the 103rd floor of the Willis Tower.
Imagine standing 1,353 feet above the ground, with panoramic views that stretch across four states!
Just remember, the last entry is 30 minutes before closing, and that you'll find the entrance on Jackson Boulevard.
Website: Visit their website / Visit the Skydeck website
Timings: Monday to Sunday, 9 am to 10 pm.
Location: Find them on Google Maps
The Field Museum
Ever wondered where you can stand beneath the towering skeleton of a titanosaur or encounter the world's most famous T. Rex?
The Field Museum, established in 1893, is Chicago's treasure trove of biological and anthropological collections.
It boasts more dinosaur bones and ancient artifacts than any other institution in the city.
Dive deep into history with a recreation of an ancient Egyptian tomb or meet SUE, the largest and most complete T. Rex fossil skeleton ever discovered.
Ideally, you should allocate an entire day just to explore this place!
Pro tip: Every area has its own themed gift shop…and there are two places to refuel - the family-friendly Explorer Cafe on the ground level and the Field Bistro (which has a bar) on the main level.
Website: Visit their website
Timings: Monday to Sunday, 9 am to 5 pm.
Location: Find them on Google Maps
The Museum of Science and Industry (MSI)
A view inside the WW2 submarine in the museum.
Our answer to the likes of DC’s Smithsonian Museum, the Museum of Science and Industry is a must-visit for any tourist in Chicago.
Nestled in Hyde Park, MSI is a treasure trove of interactive exhibits.
It’s got something for everyone, like an authentic WWII-era U-505 submarine for military buffs, artifacts from Apollo missions for space enthusiasts, a VR roller coaster for kids, and on and on!
Pro tip: Make sure you add in some time to check out the Columbia Basin, a scenic lake adjacent to MSI that’s great for bird watching and fishing.
Website: Visit their website
Timings: Sunday to Friday, 9:30 am to 4 pm / Saturday, 9:30 am to 5:30 pm.
Location: Find them on Google Maps
Maggie Daley Park
The image is taken from the Park’s website.
Looking for yet another urban oasis in the heart of Chicago? Maggie Daley Park is your answer!
Nestled on Chicago's lakefront, this 22-acre park is a year-round haven for both kids and adults.
Dive into interactive play areas, challenge yourself with rock climbing, or glide on the Skating Ribbon.
And don't miss the serene Cancer Survivors' Garden, a testament to hope and resilience.
Pro tip: It’s connected with Millennium Park via the BP Pedestrian Bridge; so if you’re on a tight schedule, you can explore both parks on the same day!
Website: Visit their website
Timings: Monday to Sunday, 6 am to 9 pm.
Location: Find them on Google Maps
Visiting for Feb 14th? Maggie Daley Park happens to be a top Valentine’s Day spot in Chicago!
The Lakefront Trail
A view from along the trail.
On a business trip in Chicago and want to stretch your legs? The Lakefront Trail is your answer!
This impressive 18-mile stretch, running from Hollywood Avenue to 71st Street, is a haven for walkers, runners, and cyclists.
As you journey along, you'll be treated to breathtaking views of Lake Michigan, making it a must-visit for every traveler.
But a heads-up for those visiting in summer: it can get crowded, so maybe plan an early morning or late evening trip to enjoy a more serene experience.
Website: Visit the website
Location: Find it on Google Maps
The 606
A view from along the trail.
Another great way to give those quads a workout while staying in the heart of the city - The 606.
This 2.7-mile revamped elevated rail line now serves as a scenic pedestrian path, seamlessly connecting neighborhoods like Logan Square, Humboldt Park, Bucktown, and Wicker Park.
Whether you're up for a refreshing run, a leisurely bike ride, or simply a stroll, you'll be treated to vibrant art installations along the way.
Pro tip: It’s got easy on’s and off’s at most major intersections along its length, so you can easily leave mid-way and dash to the next attraction on your Chicago bucket list!
Website: Visit their website
Timings: Monday to Sunday, 6 am to 11 pm.
Location: Find them on Google Maps
360 Chicago (a.k.a. The John Hancock Observatory)
Actual aerial view of our city from 360 Chicago!
Just like the Skydeck, here’s another great place to catch sweeping views of Chicago and beyond - which makes this an especially great indoor activity for teens in Chicago!
Perched atop this vantage point on the iconic 875 N Michigan Avenue building, you can gaze across as many as FOUR states on a clear day: Illinois, Indiana, Wisconsin, and Michigan.
Thrill-seekers, pay attention: The TILT attraction at 360 Chicago literally tilts you out over the bustling streets below from the 94th floor.
It's not just an observation deck; it's an unforgettable experience that showcases the city's vast expanse and the shimmering waters of Lake Michigan.
Pro tip: Get your tickets online - you may be able to save some money. And remember to check out the Cloudbar!
Website: Visit their website
Timings: Monday to Sunday, 9 am to 11 pm.
Location: Find them on Google Maps
The Adler Planetarium
The dome at the Planetarium. Can you spot a telescope?
Looking to connect with your inner astronomer while in Chicago? Head for the Adler Planetarium!
The Adler Planetarium is more than just a museum; it's a bridge to the cosmos.
For nearly a century, it has been fostering meaningful connections, be it introducing visitors to the wonders of the Ring Nebula or empowering communities through youth STEAM programs.
Each year, over half a million guests embark on this celestial journey, leaving with a renewed sense of curiosity and the confidence to face any challenge.
Website: Visit their website
Timings: Thursday to Tuesday, 9 am to 4 pm / Wednesday, 4 pm to 10 pm.
Location: Find them on Google Maps
Wrigley Field
Love baseball? Actually, it doesn’t matter if you do - the electric atmosphere at Wrigley will awe any tourist in Chicago - baseball fan or not!
Established in 1914, this iconic ballpark is the heart and soul of Chicago's North Side, serving as the home ground for the Chicago Cubs.
Even if baseball isn't your thing, the electric atmosphere, coupled with a classic Chicago-style hot dog and cool craft beers, is an experience in itself.
And don't rush off after the game – the surrounding area boasts a vibrant selection of bars and eateries to continue the fun.
Website: Visit their website
Location: Find them on Google Maps
Visiting with kids? Wrigley Field happens to be a top Chicago destination with teens!
Garfield Park Conservatory
A view inside one of their greenhouses.
Thinking of gaining an interest in the fascinating world of plants while on your Chicago visit? The Garfield Park Conservatory, often described as 'landscape art under glass,' is your answer.
This vast greenhouse, one of the largest in the U.S., showcases over 600 plant species, many of which aren't native to the region.
While indoors, you'll be captivated by the towering trees in the Palm House and the prehistoric ambiance of the Fern Room. As you may have guessed, it can get quite hot and humid inside, which makes the Conservatory a great way to escape the frigid February temperatures in Chicago!
And when the weather's right, the outdoor gardens are a must-visit, offering a tranquil retreat with nature's finest.
Pro tip: As you may have guessed, it’s very hot and humid inside their greenhouses, so dress appropriately. And their outdoor garden contains an amazing labyrinth that’s worth exploring!
Website: Visit their website
Timings: Thursday to Sunday, 10 am to 5 pm / Closed on Monday & Tuesday / Wednesday, 10 am to 8 pm.
Location: Find them on Google Maps
Art on THE MART
The image is taken from Art on the MART’s website.
A fan of public art? Like gazing at LED displays? Look no further than ART on THE MART.
This mesmerizing 25-story-tall video installation, projected on the iconic Merchandise Mart, showcases a blend of designs, including the captivating "Building Light" by Gensler and a special piece by the Chicago Black Dance Legacy Project.
Every evening at 8:30 pm and 9 pm, 34 digital projectors come alive, painting the city with vibrant visuals.
For the best experience, position yourself on the Chicago Riverwalk between Wells Street and Franklin Street.
Pro tip: This is a great spot to begin a night-time Riverwalk tour.
Website: Visit their website
Timings: Monday to Sunday, 8:30 pm to 9 pm.
Location: Find them on Google Maps
Art on THE MART happens to be a great Thanksgiving attraction in Chicago!
Chinatown
One of the famous arches in Chinatown.
Want to immerse yourself in some authentic Chinese culture during your Chicago travels? Chinatown, one of the oldest Chinese-American communities in the country, is your answer.
From exploring diverse Asian businesses to learning about Chinese heritage at a museum, there's no shortage of activities.
And when hunger strikes, get ready to indulge in a culinary journey with dumplings, noodles, and barbecued delights.
Spend a day wandering this South Side neighborhood and let the flavors and culture captivate you.
Location: Find them on Google Maps
FAQs for tourists and travelers in Chicago
From why folks choose Chicago for vacations to how our city is for tourists, here are some of the most-asked questions asked by travelers and tourists in the Windy City.
Why do people go to Chicago for vacation?
Chicago offers a diverse blend of attractions, from its iconic skyline and historic architecture to its vibrant arts and music scene.
Visitors are drawn to its world-class museums, scenic parks, and rich cultural heritage.
Whether you're a foodie, a history buff, or an art enthusiast, Chicago has something for everyone.
What is Chicago famous for?
Chicago is renowned for a plethora of attractions, including:
Its iconic skyline, including the Willis Tower (formerly Sears Tower).
The deep-dish pizza and Chicago-style hot dogs.
Historic Wrigley Field, home to the Chicago Cubs.
World-class museums like The Field Museum and The Art Institute.
The electric blues music scene, with venues like Buddy Guy's Legends.
Which of these are you planning on visiting during your stay in Chicago?
What is Chicago like for tourists?
Chicago is a tourist-friendly city, boasting a mix of cultural, historical, and modern attractions.
We have a pedestrian-friendly downtown, easy-to-use public transportation, and a plethora of dining and entertainment options.
With events and festivals year-round, tourists can always find something exciting happening in the Windy City.
How many days are enough to explore Chicago?
Ideally, a 3 to 5-day itinerary allows tourists to explore Chicago's main attractions, indulge in its culinary delights, and soak in its vibrant arts scene.
However, for those with limited time, a well-planned 2-day trip can cover the major highlights - and we’ve given some hints on how to save time in this blog itself!
Is Chicago a good weekend getaway?
Absolutely! Chicago is a perfect weekend getaway, offering a mix of sightseeing, shopping, dining, and entertainment.
With attractions like the Navy Pier, Millennium Park, and the Magnificent Mile, visitors can experience the essence of Chicago in just a couple of days.
BONUS - 2 passes for you to check out!
While some of our attractions can be enjoyed free of charge, many have paid entry.
If you want to save some money on these tickets, here are two passes you should check out.
Chicago CityPASS
Looking to explore Chicago's iconic attractions without breaking the bank? The Chicago CITYPass is your golden ticket!
This handy booklet offers discounted entry to top spots like the Shedd Aquarium, Skydeck Chicago, and The Field Museum, with the added bonus of skipping ticket lines.
Plus, you get to choose between attractions like the Museum of Science and Industry or 360 CHICAGO, and the Adler Planetarium or the Art Institute of Chicago.
It's a traveler's dream for a seamless Chicago experience!
Website: Visit their website
Go City Chicago
Want the freedom to craft your own Chicago adventure? Go City Chicago has got you covered!
This flexible pass lets you pick and choose from a plethora of attractions, tours, and activities.
Whether you're going all out with the "All-Inclusive Pass" or selecting specific spots with the "Explorer Pass," you're in for a treat.
Dive into Chicago's rich tapestry and create memories tailored just for you!
Website: Visit their website
Top tourist attractions in Chicago - key takeaways
From the mesmerizing skyline views atop the Willis Tower to the cultural immersion in Chinatown, Chicago truly offers a diverse palette of experiences for every traveler.
Whether you're an art enthusiast, a history buff, or simply looking to soak in the city's vibrant energy, the Windy City has something tailored just for you.
Don't forget to leverage passes like the Chicago CITYPass and Go City Chicago to make the most of your visit.
So, pack your bags, set your itinerary, and get ready for an unforgettable Chicago adventure!
And for more Chicago travel and stay tips, follow the top things to do in Chicago blog!
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