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Chicago hotels

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Best Chicago hotels

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Most recommended Chicago hotels

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Kimpton Gray Hotel - Chicago - Bar
Kimpton Gray Hotel
8.8 Very Good
DowntownS$ 340+
S$ 340+
Pet-friendly
Hampton Inn & Suites Chicago-Downtown - Chicago - Lobby
Hampton Inn & Suites Chicago-Downtown
8.5 Very Good
DowntownS$ 205+
S$ 205+
Free Wi-Fi
Pool
Pet-friendly
Hyatt Centric The Loop Chicago
8.4 Very Good
DowntownS$ 189+
S$ 189+
Free Wi-Fi
Pet-friendly
Congress Plaza Hotel
7.3 Good
DowntownS$ 170+
S$ 170+
Free Wi-Fi
Aloft Chicago Downtown River North
8.6 Very Good
DowntownS$ 215+
S$ 215+
Free Wi-Fi
Pet-friendly
JW Marriott Chicago
8.4 Very Good
DowntownS$ 401+
S$ 401+
Pool
Spa
W Chicago - City Center
7.3 Good
DowntownS$ 263+
S$ 263+
Free Wi-Fi
Pet-friendly
Spa

Chicago hotels near Cadillac Palace Theatre

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Palmer House a Hilton Hotel - Chicago - Lobby
Palmer House a Hilton Hotel
7.7 Good
DowntownS$ 242+
S$ 242+
Free Wi-Fi
Pool
The Allegro Royal Sonesta Hotel Chicago Loop - Chicago - Living room
S$ 232+
Pet-friendly
citizenM Chicago Downtown
8.8 Very Good
DowntownS$ 227+
S$ 227+
Free Wi-Fi
River Hotel
8.4 Very Good
DowntownS$ 174+
S$ 174+
Free Wi-Fi
Pet-friendly

Top Chicago hotels with parking

Show all
Chicago South Loop Hotel - Chicago - Bedroom
Chicago South Loop Hotel
6.7 Okay
South SideS$ 150+
S$ 150+
Parking
Free Wi-Fi

The 10 best hotels in Chicago

Discover the top hotels in Chicago handpicked by local expert Jessi Roti.
Jessi Roti
6 December 2023

From the ultimate vacation splurges to more affordable luxury, Chicago has hotels across the city that provide their own spins on comfort and Midwestern hospitality, in addition to offering unique, in-house experiences just blocks away from some of the city’s best sites and sounds. While most travelers tend to stick to the Magnificent Mile when they come to town, this list embraces stays tucked away in neighborhoods like Hyde Park, Wicker Park, Chinatown, and Fulton Market to push the bounds of what folks imagine their Chicago visit can include. Explore the city’s rich culture beyond deep dish pizza and crosstown baseball rivalries through the eyes of a local with this collection. You’re guaranteed to find reasons to visit every season.

1.

Nobu Hotel Chicago

Address:

155 North Peoria Street

Price:

S$ 395-5066.47/night

For being in the heart of one of the city’s most bustling neighborhoods – the trendy Fulton Market near West Loop – Nobu offers a kind of repose that nearly makes you forget you’re in a major city. Inspired by streamlined Japanese aesthetics and culinary precision at its in-house sushi restaurants, this is one of the most unique hotels in Chicago. The oasis-like feel is carried into every room, and its reservation-required rooftop showcasing stunning skyline views.
I highly recommend a dip in the indoor tranquility pool, or enjoy a steam as part of other wellness amenities. With its proximity to West Loop and River North, you’re a short walk from incredible clubs, bars, and restaurants.
I recommend dancing at Nights & Weekends or Tribe, taking in a concert at Bottom Lounge or City Winery, or playing vintage arcade games at Emporium Fulton Market.

2.

Sophy Hyde Park

Address:

1411 East 53rd Street

Price:

S$ 241-2827.11/night

Nestled in Downtown Hyde Park, the Sophy Hotel, one of the luxury hotels in Chicago, offers modern sophistication with a nod to the creative pulse inspiring the next generation of the neighborhood.
With common spaces, standard rooms, and deluxe suites that almost double as art galleries, a stay at the Sophy is a feast for the senses. Speaking of feasting, the hotel houses Mesler Kitchen – a restaurant and lounge turning out redefined, elevated takes on classic American dishes from brunch to late-night bites. Visiting during fall? Get cozy around the firepit on outdoor terrace, The Sanctuary, where cocktails and mocktails are plenty.
Once rested and fed, you’re just blocks from favored nightlife haunts like The Promontory, as well as the landmark Frederick C. Robie House designed by legendary architect Frank Lloyd Wright, Museum of Science & Industry, the SMART Museum of Art, and loads of shopping.

3.

Jaslin Hotel

Address:

261 West Cermak Road

Price:

S$ 118-597.17/night

A trip to Chicago could be spent exploring Chinatown alone, and the Jaslin Hotel is perfectly located for your venture. Situated just off Archer Avenue, the hotel is close enough to the action but far enough to get a proper rest after inevitably shutting down the nearby karaoke bars – or, my personal favorite, standout craft cocktail lounge Nine Bar – close at 2 a.m.
Offering standard amenities including complimentary Wi-Fi, a work desk, and an iron and ironing board, the hotel encourages guests to become part of the neighborhood. Need a bit of guidance? The 24-hour reception staff is there, providing restaurant recommendations and regularly updating a running calendar of local events to partake in, something that makes Jaslin one of my top-rated hotels in Chicago.

4.

The Robey

Address:

2018 West North Avenue

Price:

S$ 229-1371.86/night

Finding its home in what Chicagoans think of when they hear “Flat Iron Building,” formerly known as the Northwest Tower, The Robey has become more than a hotel – it’s a beloved, local hangout spot for its art deco vibes, stellar brunch, and bars Clever Coyote and The Up Room.
With an exclusive 89 rooms, the boutique accommodations are split between 69 tower rooms–inclusive of its top-floor Panorama Suite which boasts a 180-degree view of the city skyline – and 20 Annex Lofts that offer guests more distinctive, warehouse-style sleeping quarters.
All guests are invited to enjoy complimentary bikes and several discounts from local businesses to aid them in their self-guided tours around Wicker Park, Bucktown, and beyond. Still a little jet-lagged? Book an in-room massage for when you return.

5.

citizenM Chicago Downtown

Address:

80 East Wacker Place

Price:

S$ 137-985.86/night

Just off Michigan Avenue, the unassuming CitizenM is an art-pop lover’s dream stay. Fully Instagrammable, from its entry level to second-floor lobby check-in and communal areas, guests are greeted by eclectic, tongue-in-cheek, existentialist works that would’ve inspired even the likes of Andy Warhol.
The hotel aims to alleviate some of the overthinking travelers experience when visiting new cities – presenting one, identical style across its 280 rooms – perfect for two adults instead of numerous ones of varying appeal and higher price points. Outfitted with an extra-large bed to share, adjustable, colored mood lights, and blackout blinds, the hotel offers unexpected ways to customize your stay to your liking.
Start your day off with a buffet breakfast before crossing the Michigan Avenue bridge to retail heaven or take to the renovated Riverwalk for a different perspective.

6.

Chicago Athletic Association

Address:

12 South Michigan Avenue

Price:

S$ 217-2100.83/night

The Chicago Athletic Association is one of those hotels you don’t ever have to leave if you don’t want to. That said, it is directly across the street from Millennium Park and down the block from the renowned Art Institute, so you probably should.
In case rain or some other unexpected, inclement weather does derail your downtown wanderlust, the renovated, landmark space has everything including incredible bars with such as Cindy’s Rooftop and Cherry Circle Room (just two of five onsite), game rooms, trivia nights, and Chicago’s first Topgolf Swing Suite. The hotel also regularly hosts curated dance parties, pop-ups, and makers markets in partnership with some of the city’s most exciting creatives and tastemakers, making it one of the best hotels to stay in Chicago.
Choose from a standard room, suite, or “Holy Cow” suite (Harry Caray impression optional) and you will love your stay.

7.

Kimpton Gray Hotel

Address:

122 West Monroe Street

Price:

S$ 175-1813.01/night

The Kimpton Gray has my favorite deep, soaking tubs in Chicago. If that’s not enough to convince you, it also happens to be one of the few hotels that aims to provide luxe pampering for every member of the family – pets included.
And if you do happen to be travelling with a four-legged companion (dog, cat, or any non-human bestie as long as they fit in the elevator), the hotel offers pet-friendly accommodations at no additional charge, with no deposit required.
Taking care of all its guests’ minds, bodies, and souls, you are invited to enjoy a nightly social hour, reserve time in a sensory meditation pod to align your mental and physical health in the wellness lounge, access a state-of-the-art fitness center, and borrow bikes to traverse downtown. The hotel partnered as well with LIVEBETTER CO to produce exclusive guided instructions for yoga, workouts, and mobility exercises.

8.

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

Address:

521 North Rush Street

Price:

S$ 61-2051.07/night

The Gwen offers a VIP glamping experience in the heart of the Magnificent Mile. As in you and your travel buddy sleeping in the chicest tent, under the stars, Downtown Chicago. You will not get that anywhere else, trust me.
If that’s not enough, the hotel also regularly hosts a Tipsy Tea Party (with non-alcoholic options, as well) – establishing itself as the perfect place to book if you and your crew love any excuse to be a little bit extra.
Invoking the jewel-toned glamour of the 1930s, Gwen exudes a refined opulence. With the area’s surrounding designer retailers, you’ll be able to find a new outfit to match. Each room option takes things up a notch, with furnishings befitting of a big city femme fatale. Even further, three of the six suites at The Gwen come complete with private terraces, ideal for entertaining during a bachelorette or special occasion weekend.

9.

The Peninsula Chicago

Address:

108 East Superior Street

Price:

S$ 621-4044.3/night

One of, if not the ultimate luxury hotel in Chicago, The Peninsula sits close to the North end of Michigan Avenue – steps away from famed, shopping destinations like Water Tower Place, Gucci, and Ralph Lauren; or the celebrated Museum of Contemporary Art (with arguably the best gift shop in the city).
Keeping with longstanding traditions and a prestige concierge service rooted in Eastern hospitality culture, the Hong Kong-based hotel group’s Chicago property has carried a five-star rating every year since opening in 2001. Guests know they’re experiencing the unparalleled during a Peninsula visit, from fine dining to exclusive access to tickets for Broadway in Chicago performances.
Now, kids – or “junior guests” – can relish the same perks with Camp Peninsula. With this package, children (ages 12 and under) revel in exclusive experiences crafted just for them, including special amenities, programs, and cultural activities to ensure they, too, encounter the city’s best.

10.

Viceroy Chicago

Address:

1118 North State Street

Price:

S$ 280-1444.49/night

Retro-chic in the best way, Viceroy stands striking against the backdrop of downtown – during the day and at night – as viewed through floor-to-ceiling windows.
Situated on State Street, the hotel is encompassed by local shops and restaurants like the truly stunning Restoration Hardware and its 3 Arts Club Cafe, and is a short jaunt from the nightclubs like Primary that line Division Street in neighboring Old Town. While you’re out though, you may be thinking about your hotel’s rooftop lounge Devereaux. With imaginative cocktails, non-alcoholic mocktails, and bites, Devereaux makes the case for staying in and soaking in the unobstructed views from your own, private, rooftop table.
The Viceroy Hotel is also close to one of Chicago’s most underrated museums – the International Museum of Surgical Science. Be sure to check their calendar during your visit, sometimes the museum hosts avant-garde concert.

How much is a Chicago hotel?

Here are our most popular & best value hotels

2 stars and below

3 stars

4 stars and above

Good to know

Low season

January

High season

May

Average price (weeknight)

S$ 315

Average price (weekend night)

S$ 325
Cheapest month to stay with an average 33% drop in price.
Most expensive month to stay with an average 26% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

When to book a hotel in Chicago

Price per night / 3-star hotel. Prices are not fixed and may vary with time.
Average nightly price per month
Average nightly price

Top tips for finding Chicago hotel deals

  • If you’re looking for a cheap hotel in Chicago, you should consider visiting during the low season. You'll find cheaper accommodations in Chicago in October and March.
  • Hotel room prices vary depending on many factors but you’ll most likely find the best hotel deals in Chicago if you stay on a Friday. The opposite is true for, Tuesday, which is usually the most expensive day.
  • Book at least 85 days before your stay begins to get the best price for your Chicago accommodation.
  • The cheapest 3-star hotel room in Chicago found on KAYAK in the last 2 weeks was S$ 150, while the most expensive was S$ 158.
  • How long should you stay? KAYAK users usually book their accommodation in Chicago for 2 days.
  • To be near Chicago’s best upscale shopping, stay near Magnificent Mile, a strip of Michigan Avenue that runs through the commercial heart of the city.
  • From mid-range hotels like the Warwick Allerton - Chicago to the upscale Sofitel Chicago, guests can find a range of hotel options in the Magnificent Mile area.
  • The Loop is Chicago’s business district. Home to both The Art Institute of Chicago as well as Grant Park, it boasts a variety of hotels for all budgets.
  • One of The Loop’s best business hotels is The Silversmith Hotel, which features four meeting rooms and a conference space. Kimpton the Gray is another exceptional option in this region.
  • For places to stay by Chicago Midway Airport, Skylark Motel is a decent option for those travelling on a budget. For mid-range accommodation, Holiday Inn Chicago Midway Airport and Hyatt Place Chicago Midway Airport are both good choices.
  • Chicago’s metro system, known as the L, connects Chicago O’Hare International Airport to the city centre via the Blue Line, reaching the city in just under an hour. Those seeking a convenient transfer to the airport should look for hotels along this line.
  • For a picturesque stay on Michigan Avenue consider Congress Plaza Hotel or Chicago’s Essex Inn. Both hotels offer views of Lake Michigan and Grant Park.
  • Families may enjoy staying at the Sheraton Grand Chicago, just a short walk from the amusement park rides and restaurants of Navy Pier, the Children’s Museum, and Ohio Street Beach.

FAQs when booking a hotel in Chicago

  • Where can I find cheap hotels in Chicago?

    More affordable accommodation can be found in the southern part of the Loop, known as Painter’s Row, as well as in the northern parts of the city like Old Town and Gold Coast. Across the river, Chicago Parthenon Hostel is a good option for budget travellers as is Chicago Getaway Hostel near Lincoln Park.

  • Are there pet-friendly hotels in Chicago?

    Yes, many hotels on Chicago’s North Side accept dogs and other pets, including Waldorf Astoria Chicago on the Magnificent Mile, and the nearby Dana Hotel and Spa. Guests staying at Hotel Lincoln can take their dogs for a walk in Lincoln Park, a vast city park on the edge of Lake Michigan.

  • What hotels in Chicago offer an especially good breakfast?

    The Peninsula Chicago is renowned for its Sunday brunch, but also offers an excellent daily breakfast. For a very good breakfast buffet, included with the price of your room, book a stay at Embassy Suites Chicago Downtown. Made-to-order omelettes, french toast, pancakes, bacon, sausage, and a variety of fresh fruits round out the package.

  • Are there hotels in Chicago with free parking?

    Yes, however, hotels in Chicago that offer free parking are located in the outskirts of the city. About 4 mi outside the city centre, The Hotel at Midtown in the Bucktown neighbourhood is a good option. Those flying out of Chicago Midway Airport will enjoy the convenience of Carlton Inn Midway or Chicago Lake Shore Hotel.

  • Where to stay in Chicago?

    We've recorded a higher demand for hotels in West Town, Near West Side, and close to The Westin Michigan Avenue Chicago.

  • What are the best hotels near The Westin Michigan Avenue Chicago?

    The Westin Michigan Avenue Chicago being one of the most popular landmarks in Chicago, many travellers enjoy staying close by. Warwick Allerton Chicago, River Hotel and Freehand Chicago are recommended hotels on KAYAK within walking distance.

  • How much does a hotel cost in Chicago?

    Although the average price for a double room in Chicago is S$ 406, S$ 48 is the lowest price found by KAYAK users in the last 3 days.

  • How do I find a hotel in central Chicago?

    After you launch a hotel search on KAYAK, you can refine your research by neighbourhood, which allows you to pick the central Chicago districts. You can also do a search using the city map to choose a specific location, like Chicago city centre

  • How can I find hotels near me?

    Take a look at our extensive hotel map to find the best hotels near you.

Where to stay in Chicago?

Our map will help you find the perfect place to stay in Chicago by showing you the exact location of each hotel.

What Chicago hotel guests are talking about

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What Chicago hotel guests are talking about

Hotels about topic

Show all
Intercontinental Chicago Magnificent Mile, An IHG Hotel - Chicago - Lobby
Free Wi-Fi
Pool
Pet-friendly
Park Hyatt Chicago - Chicago - Lounge
Park Hyatt Chicago
9 Wonderful
DowntownS$ 704+
S$ 704+
Free Wi-Fi
Pool
Pet-friendly
Spa
Aloft Chicago Downtown River North
8.6 Very Good
DowntownS$ 215+
S$ 215+
Free Wi-Fi
Pet-friendly
The Robey
8.6 Very Good
S$ 341+
S$ 341+
Free Wi-Fi
Pool
Four Seasons Hotel Chicago
8.9 Very Good
DowntownS$ 821+
S$ 821+
Free Wi-Fi
Pool
Pet-friendly
Spa
Marriott Chicago O'Hare
7.2 Good
O'HareS$ 289+
S$ 289+
Airport shuttle
Free Wi-Fi
Pool
City Suites Hotel
7.8 Good
Lake ViewS$ 188+
S$ 188+
Free Wi-Fi
The Willows Hotel
7.8 Good
Lake ViewS$ 190+
S$ 190+
Free Wi-Fi
Inn At Lincoln Park
7.3 Good
Lake ViewS$ 130+
S$ 130+
Majestic Hotel
7.7 Good
Lake ViewS$ 183+
S$ 183+
Free Wi-Fi
Roscoe Village Guesthouse
8.9 Very Good
North CenterS$ 377+
S$ 377+
Parking
Free Wi-Fi
Pet-friendly
Chicago South Loop Hotel
6.7 Okay
South SideS$ 150+
S$ 150+
Parking
Free Wi-Fi
Spa
Chicago Lake Shore Hotel
6.6 Okay
South SideS$ 223+
S$ 223+
Parking
Free Wi-Fi
Pool
Pet-friendly
The Wicker Park Inn
8.8 Very Good
S$ 362+
S$ 362+
Free Wi-Fi
Carlton Inn Midway
5.9 Fair
Archer HeightsS$ 170+
S$ 170+
Parking
Airport shuttle
Free Wi-Fi
Pet-friendly
Rodeway Inn Chicago-Evanston
6.5 Okay
North ParkS$ 132+
S$ 132+
Parking
Free Wi-Fi
W Chicago - Lakeshore
7.9 Good
DowntownS$ 236+
S$ 236+
Pool
Pet-friendly
Spa
Congress Plaza Hotel
7.3 Good
DowntownS$ 170+
S$ 170+
Free Wi-Fi
Thompson Chicago
8.8 Very Good
DowntownS$ 266+
S$ 266+
Free Wi-Fi
Pet-friendly
Hotel Lincoln
7.6 Good
Lincoln ParkS$ 208+
S$ 208+
Pet-friendly
Claridge House
7.8 Good
Near North SideS$ 242+
S$ 242+
Free Wi-Fi
Pet-friendly
Spa
Ambassador Chicago
8.3 Very Good
Near North SideS$ 218+
S$ 218+
Free Wi-Fi
Pet-friendly
The Drake
8 Very Good
DowntownS$ 260+
S$ 260+
Free Wi-Fi
Pet-friendly
Dewitt Hotel And Suites
7.3 Good
DowntownS$ 186+
S$ 186+
Free Wi-Fi
Spa
Hyatt Regency Chicago
8.6 Very Good
DowntownS$ 284+
S$ 284+
Free Wi-Fi
Swissotel Chicago
8.6 Very Good
DowntownS$ 302+
S$ 302+
Pet-friendly
The Langham Chicago
9.3 Wonderful
DowntownS$ 788+
S$ 788+
Free Wi-Fi
Pool
Pet-friendly
Spa
The Peninsula Chicago
9.4 Wonderful
DowntownS$ 935+
S$ 935+
Free Wi-Fi
Pool
Pet-friendly
Spa
Pendry Chicago
9 Wonderful
DowntownS$ 371+
S$ 371+
Free Wi-Fi
Pet-friendly
21c Museum Hotel Chicago
8.4 Very Good
DowntownS$ 269+
S$ 269+
Free Wi-Fi
Pet-friendly
Warwick Allerton Chicago
7.5 Good
DowntownS$ 184+
S$ 184+
Free Wi-Fi
Pet-friendly
Gale Chicago
8 Very Good
DowntownS$ 328+
S$ 328+
Free Wi-Fi
Chicago Athletic Association
8.5 Very Good
DowntownS$ 408+
S$ 408+
Free Wi-Fi
Pet-friendly
Virgin Hotels Chicago
8.7 Very Good
DowntownS$ 335+
S$ 335+
Free Wi-Fi
Pet-friendly
Hyatt Centric The Loop Chicago
8.4 Very Good
DowntownS$ 189+
S$ 189+
Free Wi-Fi
Pet-friendly
Hyatt Place Chicago Downtown/The Loop
8.2 Very Good
DowntownS$ 243+
S$ 243+
Free Wi-Fi
Pool
Pet-friendly
Viceroy Chicago
9 Wonderful
DowntownS$ 425+
S$ 425+
Free Wi-Fi
Pool
Pet-friendly
Central Loop Hotel
7.9 Good
DowntownS$ 165+
S$ 165+
Free Wi-Fi
Pet-friendly
Palmer House a Hilton Hotel
7.7 Good
DowntownS$ 242+
S$ 242+
Free Wi-Fi
Pool
Pet-friendly
Spa
JW Marriott Chicago
8.4 Very Good
DowntownS$ 401+
S$ 401+
Pool
Spa
Radisson Blu Aqua Hotel, Chicago, IL
8.1 Very Good
DowntownS$ 266+
S$ 266+
Free Wi-Fi
Pool
Pet-friendly
Hyatt Regency Mccormick Place
8.6 Very Good
DowntownS$ 274+
S$ 274+
Free Wi-Fi
Pool
Hilton Chicago
7.8 Good
DowntownS$ 275+
S$ 275+
Free Wi-Fi
Pool
Pet-friendly
Hotel Felix Chicago
7.5 Good
DowntownS$ 189+
S$ 189+
Free Wi-Fi
Pet-friendly
Spa
The Godfrey Hotel Chicago
8.1 Very Good
DowntownS$ 217+
S$ 217+
Free Wi-Fi
Spa
Inn of Chicago
7 Good
DowntownS$ 292+
S$ 292+
Free Wi-Fi
Hampton Inn & Suites Chicago-Downtown
8.5 Very Good
DowntownS$ 205+
S$ 205+
Free Wi-Fi
Pool
Pet-friendly
The Westin Chicago River North
8.6 Very Good
DowntownS$ 329+
S$ 329+
Pet-friendly
Spa
Kinzie Hotel
8.6 Very Good
DowntownS$ 271+
S$ 271+
Pet-friendly
Spa
Freehand Chicago
7.4 Good
DowntownS$ 135+
S$ 135+
Free Wi-Fi
Pet-friendly
Hotel Chicago West Loop
7.7 Good
DowntownS$ 192+
S$ 192+
Free Wi-Fi
Pet-friendly
Crowne Plaza Chicago West Loop
8 Very Good
DowntownS$ 195+
S$ 195+
Free Wi-Fi
Pet-friendly
Renaissance Chicago Downtown Hotel
8.7 Very Good
DowntownS$ 357+
S$ 357+
Free Wi-Fi
Pool
Pet-friendly
Spa
River Hotel
8.4 Very Good
DowntownS$ 174+
S$ 174+
Free Wi-Fi
Pet-friendly
Acme Hotel Company
8.2 Very Good
DowntownS$ 188+
S$ 188+
Free Wi-Fi
Pet-friendly
Spa
W Chicago - City Center
7.3 Good
DowntownS$ 263+
S$ 263+
Free Wi-Fi
Pet-friendly
Spa
Omni Chicago Hotel
8.7 Very Good
DowntownS$ 308+
S$ 308+
Free Wi-Fi
Pet-friendly
Waldorf Astoria Chicago
8.6 Very Good
DowntownS$ 753+
S$ 753+
Pool
Pet-friendly
Spa

Popular topics

Everything you need to know for your stay in Chicago