Where to stay in Chicago — pick the right hotel, book in 3 clicks
Chicago is the third-largest city in the U.S., set on the vast Lake Michigan. It's the birthplace of the skyscraper and home to some of the most beautiful architecture in the world. Its skyline stands out with the Willis Tower, and Millennium Park features the Cloud Gate sculpture reflecting the city. It's also famous for world-class museums, blues music, and its signature deep-dish pizza.
Why stay in Chicago
A city of architecture
Take an architecture cruise along the Chicago River to see the skyscrapers, a must-do highlight.
Public art
The Cloud Gate sculpture, or 'The Bean,' reflecting the skyline in Millennium Park.
World-class museums
The Art Institute of Chicago and the Field Museum bring together world-class art and fossils.
A city of blues
Chicago is the home of blues music, with live clubs throughout the city.
Ranked reviews — find your ideal stay in Chicago
Start with where to stay (the heart of the trip), then explore food and sights
Find the right Chicago hotel for you
1 ranked reviews👆 Tap a chip to filter — pick more than one
No reviews match these filters — try removing one or two
Local dishes to try in Chicago
- 1🍕
Deep-dish pizza
A thick-crust pizza loaded with cheese, the signature dish of Chicago.
📍 Around town - 2🌭
Chicago hot dog
A fully loaded hot dog, never with ketchup, in true Chicago style.
📍 Around town - 3🥪
Italian beef
A sandwich of thinly sliced beef dipped in gravy, a Chicago staple.
📍 Around town - 4🍿
Chicago Mix popcorn
Caramel and cheese popcorn mixed together, a distinctive sweet-and-salty treat.
📍 Around town - 5🍩
Craft doughnuts
Independent doughnut shops with many flavours, popular with locals.
📍 Around town
- 1🫘
Cloud Gate (The Bean)
A shiny bean-shaped metal sculpture reflecting the skyline and the people around it.
📍 Millennium Park - 2🏙️
Willis Tower Skydeck
A glass-box viewpoint jutting out from one of the tallest buildings in the Western Hemisphere.
📍 The Loop - 3🖼️
Art Institute of Chicago
A leading art museum, home to American Gothic and Impressionist works.
📍 The Loop - 4🌊
Navy Pier
A leisure pier with a Ferris wheel, restaurants, and lake cruises.
📍 Lakefront - 5🦖
Field Museum
A natural history museum, home to the T. rex skeleton named Sue.
📍 Museum Campus - 6🌳
Millennium Park
A park in the heart of the city, with a music stage and the Crown Fountain.
📍 The Loop
Things to do in Chicago
Day tours, attraction tickets and travel essentials for Chicago — book ahead on Klook with mobile e-tickets.
Affiliate links — we may earn a commission at no extra cost to you.
3 Chicago hotels our team picked for you
Selected from real reviews — one per budget tier, each with a score and instant 3-site price comparison
★ 9.4LuxuryThe Peninsula Chicago
#1 location · heart of the Magnificent Mile
★ 9.4LuxuryThe Langham, Chicago
#3 5-star hotel · riverside, ranked #3 in the US for 2026
★ 9.2LuxuryFour Seasons Hotel Chicago
#2 Views · high floors over the Gold Coast
โรงแรมแนะนำทั้งหมดในChicago
ครบทุกระดับงบ — คัดจากคะแนนรีวิวจริง พร้อมเทียบราคา 3 เว็บ
The St. Regis Chicago
#5 Iconic skyscraper · Lake Michigan views
Chicago Athletic Association
#7 Historic building · across from Millennium Park
The Drake, a Hilton Hotel
#9 Legend · where the Magnificent Mile begins
Haven't found the one? Search all 3 sites yourself
Compare real-time room availability for your Chicago dates
🚆 Getting around Chicago
The 'L' train
The CTA elevated train, or the 'L,' runs around The Loop and across the city.
CTA buses
A bus network covering the whole city; tap on easily with a Ventra card.
Walk the lakefront
The Lakefront Trail and the downtown area are easy to explore on foot.
Train from the airport
The Blue Line links O'Hare Airport and the Orange Line links Midway to the city.
Where to go next near Chicago
New York CityThe city that never sleeps on the Hudson River, bringing together skyscrapers, Broadway and world-class museums.
See this city's guide →
Los AngelesA city on the Pacific that brings together Hollywood, California beaches and pop culture.
See this city's guide →
Las VegasA casino and entertainment city in the Nevada desert, packed with world-class shows and neon lights all night long.
See this city's guide →
San FranciscoA hilly bay city in California, famous for the Golden Gate Bridge, vintage cable cars and a romantic, foggy mood.
See this city's guide →Frequently asked — where to stay in Chicago
When is the best time to visit Chicago?+
May to October has warm, pleasant weather and many outdoor festivals. Winter is bitterly cold and windy, earning the city its 'Windy City' nickname.
How do I book an architecture cruise?+
Several operators run cruises along the Chicago River from central docks; book ahead in the busy summer season.
How many days do I need in Chicago?+
About 3 days is ideal to cover the architecture cruise, Millennium Park, the museums, and a try of deep-dish pizza.
Ready to book your Chicago stay?
Start with the 3 hotels our team picked, or search all 3 sites — always compare before booking