MathHotels.com – Planning a trip to Chicago and wondering where to stay? You’re not alone.
With iconic architecture, world-class museums, and a buzzing food scene, Chicago attracts millions of visitors every year.
And the city knows how to host—offering everything from five-star skyscraper suites to boutique hotels in hip neighborhoods.
In this guide, we’ve rounded up the 15 best hotels in Chicago, grouped by area and travel style.
Whether you’re visiting for the first time or looking for something different this time around, these handpicked hotels will help you land in the right spot.
🏙️ Staying in The Loop: Central, Historic, and Connected
The Loop is Chicago’s downtown core and a popular destination for travelers seeking the best hotels in Chicago.
It’s home to Millennium Park, the Art Institute, the riverwalk, and major business centers, making it an ideal area for both tourists and business visitors.
Staying here puts you steps from the city’s biggest attractions.
- LondonHouse Chicago, Curio Collection by Hilton
Set in a restored 1920s building overlooking the Chicago River, LondonHouse blends historic elegance with modern style. The rooms are sleek, the service is polished, and the rooftop bar is one of the best in the city.
👉 Book LondonHouse - Pendry Chicago
Located inside the landmark Carbide & Carbon Building, Pendry offers Art Deco glam with a modern twist. Inside, you’ll find moody interiors, elevated dining, and a rooftop with skyline views.
👉 Book Pendry Chicago - Palmer House Hilton
One of the most historic hotels in America, Palmer House is all about vintage luxury. Think golden ceilings, grand chandeliers, and velvet furniture—but with all the modern conveniences.
👉 Book Palmer House Hilton - Kimpton Gray Hotel
Sleek and business-chic, this hotel offers minimalist rooms, a rooftop bar, and a nightly wine hour that keeps things interesting.
👉 Book Kimpton Gray
🌆 River North & Magnificent Mile: Walkable, Trendy, and Well-Connected
River North and Mag Mile are known for their energy and are home to some of the best hotels in Chicago.
You’ll be surrounded by high-end shops, art galleries, and some of the city’s most loved restaurants and bars, making it a perfect place to stay for those seeking convenience and vibrancy.
- The Langham, Chicago
This five-star gem sits right on the river and offers impeccable service, huge windows, and a wellness spa that feels like its own world.
👉 Book The Langham - Freehand Chicago
This hybrid between boutique hotel and upscale hostel is perfect for digital nomads or younger travelers.
👉 Book Freehand Chicago - citizenM Chicago Downtown
Tech-forward and budget-smart, this hotel has mood lighting, iPad-controlled everything, and common spaces that double as coworking spots.
👉 Book citizenM Chicago - The Gwen, a Luxury Collection Hotel
Located just off Michigan Avenue, The Gwen has style, service, and shopping at your doorstep.
👉 Book The Gwen
🌴 Gold Coast: Quiet Luxury by the Lake
Gold Coast is upscale, elegant, and perfect for those who want a more refined, residential feel—yet still within walking distance to the city’s core.
It’s also home to some of the best hotels in Chicago, offering luxurious accommodations that match the neighborhood’s sophisticated vibe.
- Viceroy Chicago
Chic and polished with rooftop pool views, Viceroy blends historic charm with modern luxury.
👉 Book Viceroy Chicago - Thompson Chicago
With moody interiors, leather sofas, and floor-to-ceiling windows, Thompson offers a relaxed but upscale vibe.
👉 Book Thompson Chicago - Waldorf Astoria Chicago
This one’s for the high rollers. Think marble bathrooms, fireplaces in your suite, and spa services on demand.
👉 Book Waldorf Astoria
🍽️ West Loop & Wicker Park: Trendy, Foodie-Friendly, and Local
If you’re the type who’d rather eat at a chef-owned spot than dine at a chain, West Loop and Wicker Park are where you want to be.
- The Hoxton, Chicago
Trendy without trying too hard, The Hoxton is full of natural light, great coffee, and a rooftop pool.
👉 Book The Hoxton - Nobu Hotel Chicago
Minimalist luxury meets Japanese aesthetic. Nobu is a great pick for design lovers and foodies alike.
👉 Book Nobu Hotel - Hotel Zachary
Right next to Wrigley Field, Hotel Zachary is ideal for sports fans, but it’s more than that.
👉 Book Hotel Zachary - The Robey
Housed in a 1929 art deco building, The Robey sits at the intersection of hip and historic.
👉 Book The Robey
Best Hotels in Chicago Depends on Your Vibe
Whether you want skyline views, lakeside calm, rooftop cocktails, or street food two blocks away, Chicago’s hotel scene has it all. Choose the area that fits your style—The Loop for first-timers, Gold Coast for elegance, West Loop for food—and let the city do the rest.
Each hotel on this list was selected for its unique blend of location, design, and guest experience. Book early, especially in summer or event weekends, and keep your eye on Expedia for flash deals.
Still planning your trip? Don’t miss:
→ [Top 20 Things to Do in Chicago]
→ [Is Chicago Safe to Visit?]
→ [Best Time to Visit Chicago]
