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Top things to do in Chicago

Chicago Architecture River Cruise Guided Tour
Cruises • Chicago

Chicago Architecture River Cruise Guided Tour

English guided
Free cancellation
Instant confirmation
4.8 / 5
(135) • 9K+ booked
From
US$ 39.00
360 Chicago Observation Deck Ticket
Observation decks • Chicago

360 Chicago Observation Deck Ticket

Free cancellation
Instant confirmation
4.6 / 5
(67) • 10K+ booked
From
US$ 27.00
Chicago CityPASS
Attraction passes • Chicago

Chicago CityPASS

Free cancellation
Instant confirmation
4.8 / 5
(94) • 5K+ booked
US$ 144.00
The Field Museum of Natural History Admission in Chicago
Museums • Chicago

The Field Museum of Natural History Admission in Chicago

Free cancellation
Instant confirmation
4.7 / 5
(59) • 5K+ booked
US$ 28.99
Skydeck Chicago Entry Ticket
Observation decks • Chicago

Skydeck Chicago Entry Ticket

Instant confirmation
4.8 / 5
(40) • 2K+ booked
From
US$ 38.95
Retail: US$ 42.35
Quick Escape 45 Minute Chicago River Architectural Journey
Tours • Chicago

Quick Escape 45 Minute Chicago River Architectural Journey

Book now for today
English guided
Free cancellation
5.0 / 5
(8) • 1K+ booked
US$ 28.00
Klook Pass Chicago
Attraction passes • Chicago

Klook Pass Chicago

Free cancellation
Instant confirmation
4.8 / 5
(65) • 3K+ booked
US$ 80.00
Retail: US$ 100.55
Chicago Big Bus Hop-On Hop-Off Tours (Open-Top)
Tours • Chicago

Chicago Big Bus Hop-On Hop-Off Tours (Open-Top)

Free cancellation
Instant confirmation
4.5 / 5
(37) • 1K+ booked
From
US$ 49.00
Chicago River Architecture Tour
Klook's choice
Cruises • Chicago

Chicago River Architecture Tour

Free cancellation
Instant confirmation
4.8 / 5
(5) • 300+ booked
US$ 45.00
The Art Institute of Chicago Ticket
Museums • Chicago

The Art Institute of Chicago Ticket

Book now for today
Instant confirmation
4.8 / 5
(87) • 6K+ booked
US$ 34.00
Flyover in Chicago Experience
Indoor games • Chicago

Flyover in Chicago Experience

English guided
Up to 3 hrs
Free cancellation
5.0 / 5
(9) • 800+ booked
From
US$ 27.95
Skyline Lake Cruise Experience in Chicago
Cruises • Chicago

Skyline Lake Cruise Experience in Chicago

English guided
Morning departure
Up to 3 hrs
200+ booked
From
US$ 30.00

Top attractions in Chicago

Tourist attraction
4.9/5(136K+ reviews)

Willis Tower

Welcome to the iconic Willis Tower, a marvel of modern architecture and a must-visit destination in Chicago. Originally known as the Sears Tower, this towering skyscraper stands as a testament to human ingenuity and ambition. As one of the tallest buildings in the Western Hemisphere, Willis Tower offers breathtaking views and unforgettable experiences, with panoramic vistas that stretch across Chicagoland and into four neighboring states. This architectural marvel not only redefines the workplace with its flexible office spaces but also offers a vibrant mix of retail and dining experiences. Whether you're a local or a tourist, the Skydeck at Willis Tower promises an adventure like no other, making it a beacon of innovation and culture and a must-visit destination for travelers from around the world.
Tourist attraction
4.9/5(137K+ reviews)

Chicago Riverwalk

Welcome to the enchanting Chicago Riverwalk, a vibrant urban oasis that captures the essence of the Windy City. Nestled along the south bank of the Chicago River, this award-winning, pedestrian-friendly promenade stretches 1.25 miles from Lake Michigan to Lake Street. The Riverwalk is more than just a scenic pathway; it's a lifestyle destination offering a delightful blend of culture, history, and modern attractions. Whether you're a local or a visitor, you'll find a unique experience here with its stunning natural beauty, diverse dining options, and engaging activities. From cultural landmarks to modern amenities, the Chicago Riverwalk is a must-visit destination for anyone seeking to explore the heart of Chicago.
Tourist attraction
4.9/5(137K+ reviews)

DuSable Bridge

Discover the DuSable Bridge, an iconic marvel of engineering nestled in the heart of Chicago. This architectural gem spans the Chicago River, seamlessly connecting the vibrant neighborhoods of the Near North Side and the Loop. As a hidden gem, it offers breathtaking views and a journey through time, standing as a testament to the city's rich history and architectural prowess. The DuSable Bridge not only serves as a vital transportation link but also embodies Chicago's ambition and cultural homage to European elegance. It connects the bustling business district with a Parisian-inspired boulevard, serving as a gateway to the city's rich past and vibrant present. Whether you're a history buff, architecture enthusiast, or simply a curious traveler, the DuSable Bridge promises an unforgettable experience in the Windy City.
Tourist attraction
4.9/5(146K+ reviews)

Navy Pier

Located in Chicago, Illinois, Navy Pier has been around since 1916 and is a must-visit spot in the city. You can enjoy fireworks, music, theater, and cruises in the summer. Even in the fall and winter, Navy Pier is bustling with cool events for everyone to enjoy. With over nine million visitors every year, it's packed with restaurants, shops, shows in the festival hall, family pavilion, and more to entertain you. Get on the giant Ferris wheel, have a blast at the Chicago Children’s Museum, visit the Peoples Energy Welcome Pavilion, catch a free concert, or go on an art hunt, all while taking in awesome views of Lake Michigan and the city skyline. Thrill-seekers will dig the speedboat tours, but a sightseeing cruise with dining cruise boats will do the trick if you prefer a more relaxed vibe. If you're driving, know that parking can be pricey, so consider using public transportation. And if you hop on a Chicago River cruise, you'll cruise by this municipal pier. Don’t miss out on this fantastic spot on Grand Ave!
Museum
4.9/5(143K+ reviews)

The Art Institute of Chicago

The Art Institute of Chicago is one of the oldest and biggest art museums in the U.S., and you won't want to miss it if you love art. Located on Michigan Avenue, Illinois, Chicago, it has the biggest collection of Impressionist and Post-Impressionist art in the world, next to the Louvre. They have over 300,000 pieces of art, including some of the most famous works ever. The museum also has lots of special exhibits and fun events. You'll get to see all kinds of artwork, from paintings and sculptures to prints and drawings that go way back in time. You'll see stuff like ancient pottery, Greek art, and modern pieces like Picasso’s The Guitarist and Hopper’s Nighthawks. Plus, you get to see famous art like Gustave Caillebotte’s Paris Street; Rainy Day, Georges Seurat’s A Sunday on La Grande Jatte — 1884, Grant Wood’s American Gothic, and Vincent van Gogh’s The Bedroom. These are just some of the awesome pieces you'll get to check out at the Art Institute of Chicago.
Scenic spot
4.9/5(146K+ reviews)

Cloud Gate

Discover the mesmerizing allure of Cloud Gate, affectionately known as 'The Bean', a captivating public sculpture nestled in the heart of Chicago's Millennium Park. This iconic masterpiece by artist Anish Kapoor draws visitors from around the globe with its unique reflective surface and stunning design. As a must-see marvel, it offers a unique blend of art and architecture that mirrors the city's vibrant skyline and lush surroundings. Whether you're an art enthusiast or a curious traveler, 'The Bean' promises an unforgettable experience, capturing the essence of Chicago's urban charm and artistic brilliance.
4.9/5(136K+ reviews)

Skydeck Chicago

Located on top of the iconic Willis Tower, Skydeck Chicago is a must-visit attraction in the city. Get set for amazing views of downtown Chicago and up to four states from the highest observation deck in the United States. See amazing views from The Ledge, five glass floor balconies extending 4.3 feet from the Willis Tower’s 103rd floor. Skydeck Chicago has recently undergone a makeover, offering a new museum-like interactive experience that showcases Chicago's unique history and neighborhoods. Don't forget to hop on the multimedia elevator ride, one of the fastest in the world, which points out interesting landmarks as you go up. When you reach the 103rd floor of the Willis Tower, get ready for unbeatable views and top-notch exhibits that will make your visit truly memorable. Book your ticket now for an unforgettable adventure in the heart of Chicago!
Botanical garden
4.9/5(104K+ reviews)

Lincoln Park Conservatory

Nestled in the heart of Chicago, the Lincoln Park Conservatory is a botanical haven that offers a serene escape from the bustling city life. Step into a world of beauty and tranquility at this Victorian Era glass house, built between 1890 and 1895, where the air is rich with oxygen and the scent of tropical flowers fills the atmosphere. Discover this lush oasis, a captivating destination that invites visitors to explore its vibrant plant collections and historic architecture. As part of Chicago's largest and most vibrant green space, the conservatory offers a rich tapestry of nature, culture, and recreation, making it a must-visit destination for nature enthusiasts and history buffs alike.
Museum
4.9/5(135K+ reviews)

Museum Of Contemporary Art Chicago

Discover the vibrant world of contemporary art at the Museum of Contemporary Art Chicago, a cultural gem nestled in the heart of the Windy City. This dynamic hub for art enthusiasts and cultural explorers offers a captivating journey through modern creativity. With its innovative exhibitions and thought-provoking performances, the museum challenges and inspires visitors from around the globe. Whether you're an art aficionado or a casual visitor, the Museum of Contemporary Art Chicago promises an ever-evolving array of exhibitions and programs that push the boundaries of artistic expression. Located in the heart of Chicago, this museum is a must-visit destination for anyone looking to explore the cutting edge of contemporary art.

Hotels in Chicago

Congress Plaza Hotel
Hotels • Chicago

Congress Plaza Hotel

Instant confirmation
4.0 / 5
(10.1K)
From
US$ 115.03
River Hotel
Hotels • Chicago

River Hotel

Instant confirmation
4.4 / 5
(5.6K)
From
US$ 120.24
LondonHouse Chicago, Curio Collection by Hilton
Hotels • Chicago

LondonHouse Chicago, Curio Collection by Hilton

Instant confirmation
4.7 / 5
(3.9K)
From
US$ 165.73
Ohio House Motel
Hotels • Chicago

Ohio House Motel

Instant confirmation
4.5 / 5
(1.2K)
From
US$ 97.67
The Whitehall Hotel, BW Premier Collection
Hotels • Chicago

The Whitehall Hotel, BW Premier Collection

Instant confirmation
4.2 / 5
(4.0K)
From
US$ 96.12
Hotel Saint Clair- Magnificent Mile
Hotels • Chicago

Hotel Saint Clair- Magnificent Mile

Instant confirmation
4.3 / 5
(2.4K)
From
US$ 101.81
The Royal Sonesta Chicago Downtown
Hotels • Chicago

The Royal Sonesta Chicago Downtown

Instant confirmation
4.7 / 5
(3.7K)
From
US$ 141.48
Silversmith Hotel Chicago Downtown
Hotels • Chicago

Silversmith Hotel Chicago Downtown

Instant confirmation
4.6 / 5
(2.4K)
From
US$ 123.9
The Chicago Hotel Collection - Magnificent Mile
Hotels • Chicago

The Chicago Hotel Collection - Magnificent Mile

Instant confirmation
4.0 / 5
(2.5K)
From
US$ 133.71
citizenM Chicago Downtown
Hotels • Chicago

citizenM Chicago Downtown

Instant confirmation
4.7 / 5
(4.4K)
From
US$ 137.91
Central Loop Hotel
Hotels • Chicago

Central Loop Hotel

Instant confirmation
4.3 / 5
(2.3K)
From
US$ 115.82
Sable at Navy Pier Chicago, Curio Collection by Hilton
Hotels • Chicago

Sable at Navy Pier Chicago, Curio Collection by Hilton

Instant confirmation
4.7 / 5
(2.8K)
From
US$ 110.16

Chicago travel guide

Reviews of Chicago activities

Leila *******
2026-10-05 06:21:17
Fantastic 5.0
A very convenient way to see the major tourist destinations in the city because there's no need to think about which bus/train to get on, just find the bus stop and off you go!
sariah ******
2026-10-27 02:57:38
Fantastic 5.0
Had such a lovely experience on the Chicago River Cruise! The views of the city’s architecture were beautiful, and it was such a nice way to see Chicago from a different perspective. Definitely a must-try when visiting the city! Booking through Klook was convenient, too! ✨🏙️
Albert *************
2026-08-11 04:40:33
Fantastic 5.0
it it absolutely necessary to do it if you visit Chicago! amazing experience, the views are amazing, the explanation awesome and you just need to have enough good weather to enjoy it. must understand english or will be dificult to understand all explanations. easy to acces and really a must.
Kit **************
2026-07-31 07:09:47
Fantastic 5.0
We went at night and the view was spectacular. We were able to gaze at the skyscrapers and navy pier, enjoy the night scenery of Chicago from high above. The booking was also very convenient snd easy where we just decided to visit at 8pm and managed to book instantly for 9:30pm entry.
TSAI *******
2026-10-13 08:01:18
Fantastic 5.0
An attraction well worth visiting. The Ledge (glass balcony): This is the biggest highlight of the Skydeck. Located on the 103rd floor, it features several fully transparent glass boxes extending 1.2 meters outward. Standing on them and looking down, you are suspended entirely in mid-air, offering an intensely thrilling visual experience and the best spot for taking stunning high-altitude photos of Chicago. The tallest observation deck in the United States: The Willis Tower is currently the third-tallest building in North America. On a clear day, visibility reaches up to 50 miles, allowing you to span the borders of four states at once (Illinois, Indiana, Wisconsin, and Michigan) and take in the magnificent views of Lake Michigan and the urban skyline.
TSAI *******
2026-10-13 07:54:29
Fantastic 5.0
An amazing museum, the Field Museum has one of the world's finest collections of paleontology and fossils. The museum is located in Grant Park. Here are the must-see treasures and permanent exhibits in the museum: SUE the T. rex This is not only the museum's absolute signature attraction, but also the largest and best-preserved (with 90% skeletal completeness) Tyrannosaurus rex fossil in existence. Located in the Griffin Halls of Evolving Planet on the second floor, it is paired with special lighting and multimedia animations to let you fully experience the overwhelming presence of this apex predator from 67 million years ago.   Máximo the Titanosaur Upon entering the museum's soaring main hall, this gigantic creature will immediately catch your eye. Máximo is currently the largest dinosaur known to humanity (about 121 feet long, weighing 70 tons in life). This replica is so large that visitors on the second-floor walkway can take photos directly at eye level with its head.   Inside Ancient Egypt This exhibit simulates the interior passageways of an ancient Egyptian tomb, making you feel like an explorer venturing deep into a dark burial chamber. It features 23 real human mummies and over 30 animal mummies, detailing the embalming and mummification process with a deeply immersive atmosphere.   Griffin Halls of Evolving Planet In addition to seeing SUE, this hall comprehensively traces the evolutionary history of Earth's life from single-celled organisms to human ancestors. Along the way, you can see precious fossils of dozens of prehistoric beasts, including saber-toothed cats, woolly mammoths, and Triceratops, offering plenty of educational value and visual impact.
Klook User
2026-08-05 22:13:52
Fantastic 5.0
This worked a treat! I was able to book as soon as we knew we had spare time. the flexibility was a god send
erickson ****
2026-05-17 16:08:41
Fantastic 5.0
One of the best ways to experience Chicago! The tour was informative, relaxing, and the city skyline views were stunning. Learned so much about Chicago’s architecture while enjoying the river cruise.
erickson ****
2026-05-17 16:03:55
Fantastic 5.0
“An absolutely world-class museum with an incredible collection of art from different periods and cultures. The exhibits were beautifully curated, and the atmosphere was inspiring and relaxing at the same time. Seeing famous masterpieces in person was unforgettable. The staff were helpful, and the museum was clean and well organized. Definitely a must-visit when in Chicago.”

Chicago at a glance

When is the busiest time to visit Chicago?

Based on what travelers booked on Klook

Busier than usual Quieter than usual
200
150
Avg 100Avg
50
0
105
Jan
72
Feb
Quietest 48
Mar
104
Apr
114
May
169
Jun
Busiest 182
Jul
72
Aug
68
Sep
61
Oct
111
Nov
98
Dec

Demand for Chicago from travellers from the United States peaks in July, about 82% above a typical month, while March is much quieter, roughly 52% below a typical month — book early for July and expect easier availability and fewer crowds in March. Based on Klook historical booking data.

When is Chicago cheapest?

Find months that fit your budget.

43
40
38
35
33
30
Priciest $42 Cheapest $30
Jul Aug Sep Oct Nov Dec Jan Feb Mar Apr May Jun

Activities in December are typically around USD 30, about 29% cheaper than in August when prices average around USD 42; this December low also coincides with the quieter season shown by demand, so you may find both lower prices and fewer crowds. Based on Klook booking data, July 2025 – June 2026.

How far ahead should you book?

Plan ahead so you don’t miss out

0 daysLast-minute
1 daysTypical
5 daysEarly

Most travellers from the United States book about 1 day ahead, so Chicago is very flexible for last-minute plans, but during peak months like July consider booking earlier to secure availability. Based on Klook booking data, February 2026 – July 2026.

Quick facts about Chicago

General info
  • Time zone

    No time difference

  • Currency

    1USD = 1.00USD

  • Official languages

  • Best time to visit

    Chicago Blues Festival

What to know before visiting Chicago

Chicago at a glance for visitors

Chicago draws visitors year-round with Observation decks, Attraction passes, Museums and Cruises topping bookings on Klook. The city’s rhythm peaks in July when demand rises sharply, while March is the quietest month of the year according to Klook booking data. Observation decks and museums suit visitors who want skyline views and cultural outings, attraction passes work well for flexible sightseeing, and cruises add a scenic angle on warmer months. Use this to choose what to prioritise during your stay: decide whether you want peak-season buzz or quieter sightseeing — Klook booking data shows clear seasonal swings.

Best time to visit Chicago by month

July is the clear crowd peak and March is the quiet trough, per Klook booking data; prices trend highest in August and are lowest in December, so demand and price don’t always move together. If you want smaller crowds and lower typical prices, consider visiting in March or December; if you want peak-season atmosphere and long summer days, July and August deliver that energy.

Month Demand Level Typical Price
January About average USD 32
February Quieter than usual USD 35
March Very quiet USD 30
April About average USD 31
May Busier than usual USD 30
June Peak demand USD 30
July Peak demand USD 39
August Quieter than usual USD 42
September Quieter than usual USD 39
October Quieter than usual USD 36
November Busier than usual USD 32
December About average USD 30

Demand is bookings in that month compared with a typical month, from historical Klook booking data, grouped into the demand levels above; typical price is the median paid on Klook in that month; prices are shown with their currency code. Based on Klook booking data, July 2025 – June 2026.

Where to stay: neighbourhood price guide

Klook booking data shows a clear spread in typical nightly hotel prices across Chicago districts. The most affordable typical nights are in Loop at around USD 158, while the priciest are in O'Hare at around USD 273, a gap of roughly 42% between them. Budget-conscious travellers often prefer the more affordable end of the range for straightforward sightseeing and lower accommodation bills; travellers seeking quieter, business-oriented or airport-proximate stays may opt for the priciest district and its amenities. Use those price anchors from Klook booking data when choosing your neighbourhood.

Tips for travellers from the United States

Most travellers from the United States book fairly close to arrival: experiences on Klook are typically booked about 1 day ahead, while the earliest planners book around 5 days out, according to Klook booking data. That means you can often stay flexible and secure tickets a day or two before, but in July and August—when demand peaks—booking earlier is wise. Browse Klook for typical prices and availability and lock in timed-entry activities or popular experiences a few days ahead to avoid missing out.

FAQs about Chicago

When is the best time to visit Chicago?

When is the cheapest time to visit Chicago?

How far ahead should I book activities in Chicago?

How much do activities in Chicago typically cost?

What is Chicago best known for on Klook?