Chicago hotels

Search hundreds of travel sites at once for hotels in Chicago, Illinois

Chicago
25 Jun — 26 Jun2
Chicago
Sat 25-6
Sun 26-6

Good to know

Low season

January

High season

June

Average price (weeknight)

S$ 328

Average price (weekend night)

S$ 387
Cheapest month to stay with an average 51% drop in price.
Most expensive month to stay with an average 5% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

Best Chicago hotels

Top rated hotels in Chicago

Show all
The Langham Chicago - Chicago - Lounge
The Langham Chicago
9.5 Excellent
DowntownS$ 1,092+
S$ 1,092+
Free Wi-Fi
Pool
Pet-friendly
Spa
The Peninsula Chicago - Chicago - Patio
The Peninsula Chicago
9.5 Excellent
DowntownS$ 1,306+
S$ 1,306+
Free Wi-Fi
Pool
Pet-friendly
Spa
Viceroy Chicago - Chicago - Restaurant
Viceroy Chicago - Chicago - Restaurant
Viceroy Chicago
9.1 Excellent
DowntownS$ 677+
S$ 677+
Free Wi-Fi
Pool
Pet-friendly
Four Seasons Hotel Chicago - Chicago - Bedroom
Four Seasons Hotel Chicago - Chicago - Bedroom
Four Seasons Hotel Chicago
9.2 Excellent
DowntownS$ 1,182+
S$ 1,182+
Free Wi-Fi
Pool
Pet-friendly
Spa
Virgin Hotels Chicago - Chicago - Dining room
Virgin Hotels Chicago - Chicago - Dining room
Virgin Hotels Chicago
8.9 Excellent
DowntownS$ 495+
S$ 495+
Free Wi-Fi
Pet-friendly
Sofitel Chicago Magnificent Mile - Chicago - Living room
Sofitel Chicago Magnificent Mile - Chicago - Living room
Sofitel Chicago Magnificent Mile
8.9 Excellent
DowntownS$ 501+
S$ 501+
Free Wi-Fi
Pet-friendly
Loews Chicago Hotel - Chicago - Bedroom
Loews Chicago Hotel - Chicago - Bedroom
Loews Chicago Hotel
8.8 Excellent
DowntownS$ 562+
S$ 562+
Free Wi-Fi
Pool
Pet-friendly
Spa
Chicago Athletic Association Hotel - Chicago - Bar
Chicago Athletic Association Hotel - Chicago - Bar
Chicago Athletic Association Hotel
8.8 Excellent
DowntownS$ 638+
S$ 638+
Free Wi-Fi
Pet-friendly
Thompson Chicago - Chicago - Bedroom
Thompson Chicago - Chicago - Bedroom
Thompson Chicago
8.8 Excellent
DowntownS$ 512+
S$ 512+
Free Wi-Fi
Pet-friendly
Omni Chicago Hotel - Chicago - Restaurant
Omni Chicago Hotel - Chicago - Restaurant
Omni Chicago Hotel
8.7 Excellent
DowntownS$ 530+
S$ 530+
Free Wi-Fi
Pet-friendly
Park Hyatt Chicago - Chicago - Restaurant
Park Hyatt Chicago - Chicago - Restaurant
Park Hyatt Chicago
8.8 Excellent
DowntownS$ 1,067+
S$ 1,067+
Free Wi-Fi
Pool
Pet-friendly
Spa
Renaissance Chicago Downtown Hotel - Chicago - Building
Renaissance Chicago Downtown Hotel - Chicago - Building
Renaissance Chicago Downtown Hotel
8.7 Excellent
DowntownS$ 613+
S$ 613+
Free Wi-Fi
Pool
Pet-friendly
Spa
The Ritz-Carlton Chicago - Chicago - Bedroom
The Ritz-Carlton Chicago - Chicago - Bedroom
The Ritz-Carlton Chicago
8.8 Excellent
DowntownS$ 1,149+
S$ 1,149+
Pool
Pet-friendly
Spa

How much is a Chicago hotel?

Here are our most popular & best value hotels

2 stars and below

3 stars

4 stars and above

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 January and February.
  • 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 Monday. The opposite is true for, Friday, which is usually the most expensive day.
  • Book at least 90 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$ 153.
  • How long should you stay? KAYAK users usually book their accommodation in Chicago for 4 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 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

Show all

What Chicago hotel guests are talking about

Hotels about topic

Show all
Intercontinental Chicago Magnificent Mile, An Ihg Hotel - Chicago - Bedroom
Free Wi-Fi
Pool
Pet-friendly
Spa
Park Hyatt Chicago - Chicago - Restaurant
Park Hyatt Chicago
8.8 Excellent
DowntownS$ 1,067+
S$ 1,067+
Free Wi-Fi
Pool
Pet-friendly
Spa
Aloft Chicago Downtown River North - Chicago - Lobby
Aloft Chicago Downtown River North - Chicago - Lobby
Aloft Chicago Downtown River North
8.9 Excellent
DowntownS$ 411+
S$ 411+
Free Wi-Fi
Pet-friendly
The Robey - Chicago - Bedroom
The Robey - Chicago - Bedroom
The Robey
8.7 Excellent
S$ 576+
S$ 576+
Free Wi-Fi
Pool
City Suites Hotel - Chicago - Front desk
City Suites Hotel - Chicago - Front desk
City Suites Hotel
8.1 Excellent
Lake ViewS$ 419+
S$ 419+
Free Wi-Fi
Wrigley Hostel - Chicago - Balcony
Wrigley Hostel - Chicago - Balcony
Wrigley Hostel
8.2 Excellent
WrigleyvilleS$ 332+
S$ 332+
Parking
Free Wi-Fi
The Willows Hotel - Chicago - Lobby
The Willows Hotel - Chicago - Lobby
The Willows Hotel
8.1 Excellent
Lake ViewS$ 414+
S$ 414+
Free Wi-Fi
Majestic Hotel - Chicago - Lounge
Majestic Hotel - Chicago - Lounge
Majestic Hotel
8.3 Excellent
Lake ViewS$ 464+
S$ 464+
Free Wi-Fi
Chicago South Loop Hotel - Chicago - Lobby
Chicago South Loop Hotel - Chicago - Lobby
Chicago South Loop Hotel
7.7 Good
South SideS$ 325+
S$ 325+
Parking
Free Wi-Fi
Spa
Ohio House Motel - Chicago - Bedroom
Ohio House Motel - Chicago - Bedroom
Ohio House Motel
8.5 Excellent
DowntownS$ 337+
S$ 337+
Parking
Free Wi-Fi
Chicago Lake Shore Hotel - Chicago - Lobby
Chicago Lake Shore Hotel - Chicago - Lobby
Chicago Lake Shore Hotel
6.8 Good
South SideS$ 253+
S$ 253+
Parking
Free Wi-Fi
Pool
Pet-friendly
The Wicker Park Inn - Chicago - Bedroom
The Wicker Park Inn - Chicago - Bedroom
The Wicker Park Inn
8.4 Excellent
S$ 498+
S$ 498+
Free Wi-Fi
Carlton Inn Midway - Chicago - Bedroom
Carlton Inn Midway - Chicago - Bedroom
Carlton Inn Midway
7 Good
Archer HeightsS$ 218+
S$ 218+
Parking
Airport shuttle
Free Wi-Fi
Pet-friendly
Rodeway Inn - Chicago - Building
Rodeway Inn - Chicago - Building
Rodeway Inn
6.6 Good
West RidgeS$ 125+
S$ 125+
Parking
Free Wi-Fi
W Chicago - Lakeshore - Chicago - Lobby
W Chicago - Lakeshore - Chicago - Lobby
W Chicago - Lakeshore
8.1 Excellent
DowntownS$ 466+
S$ 466+
Pool
Pet-friendly
Spa
Congress Plaza Hotel - Chicago - Restaurant
Congress Plaza Hotel - Chicago - Restaurant
Congress Plaza Hotel
7.4 Good
DowntownS$ 289+
S$ 289+
Free Wi-Fi
Thompson Chicago - Chicago - Bedroom
Thompson Chicago - Chicago - Bedroom
Thompson Chicago
8.8 Excellent
DowntownS$ 512+
S$ 512+
Free Wi-Fi
Pet-friendly
Four Seasons Hotel Chicago - Chicago - Bedroom
Four Seasons Hotel Chicago - Chicago - Bedroom
Four Seasons Hotel Chicago
9.2 Excellent
DowntownS$ 1,182+
S$ 1,182+
Free Wi-Fi
Pool
Pet-friendly
Spa
The Buckingham Hotel - Chicago - Restaurant
The Buckingham Hotel - Chicago - Restaurant
The Buckingham Hotel
8.7 Excellent
DowntownS$ 773+
S$ 773+
Free Wi-Fi
Pool
Hotel Lincoln - Chicago - Bar
Hotel Lincoln - Chicago - Bar
Hotel Lincoln
8 Excellent
Lincoln ParkS$ 411+
S$ 411+
Free Wi-Fi
Pet-friendly
Chicago Getaway Hostel - Chicago - Lounge
Chicago Getaway Hostel - Chicago - Lounge
Chicago Getaway Hostel
7.9 Good
Lincoln ParkS$ 161+
S$ 161+
Free Wi-Fi
Claridge House - Chicago - Bar
Claridge House - Chicago - Bar
Claridge House
7.9 Good
Near North SideS$ 368+
S$ 368+
Free Wi-Fi
Pet-friendly
Spa
The Drake - Chicago - Lobby
The Drake - Chicago - Lobby
The Drake
7.9 Good
DowntownS$ 433+
S$ 433+
Pet-friendly
Hyatt Regency Chicago - Chicago - Living room
Hyatt Regency Chicago - Chicago - Living room
Hyatt Regency Chicago
8.4 Excellent
DowntownS$ 505+
S$ 505+
Free Wi-Fi
Swissotel - Chicago - Chicago - Balcony
Swissotel - Chicago - Chicago - Balcony
Swissotel - Chicago
8.3 Excellent
DowntownS$ 540+
S$ 540+
Pet-friendly
The Langham Chicago - Chicago - Lounge
The Langham Chicago - Chicago - Lounge
The Langham Chicago
9.5 Excellent
DowntownS$ 1,092+
S$ 1,092+
Free Wi-Fi
Pool
Pet-friendly
Spa
The Peninsula Chicago - Chicago - Patio
The Peninsula Chicago - Chicago - Patio
The Peninsula Chicago
9.5 Excellent
DowntownS$ 1,306+
S$ 1,306+
Free Wi-Fi
Pool
Pet-friendly
Spa
Pendry Chicago - Chicago - Lobby
Pendry Chicago - Chicago - Lobby
Pendry Chicago
9.2 Excellent
DowntownS$ 558+
S$ 558+
Free Wi-Fi
Pet-friendly
21C Museum Hotel Chicago - Chicago - Bedroom
21C Museum Hotel Chicago - Chicago - Bedroom
21C Museum Hotel Chicago
8.5 Excellent
DowntownS$ 443+
S$ 443+
Free Wi-Fi
Pet-friendly
Spa
Royal Sonesta Chicago Downtown - Chicago - Building
Royal Sonesta Chicago Downtown - Chicago - Building
Royal Sonesta Chicago Downtown
8.4 Excellent
DowntownS$ 480+
S$ 480+
Free Wi-Fi
Pet-friendly
Gale Chicago - Chicago - Living room
Gale Chicago - Chicago - Living room
Gale Chicago
5.7 Okay
DowntownS$ 321+
S$ 321+
Free Wi-Fi
Chicago Athletic Association Hotel - Chicago - Bar
Chicago Athletic Association Hotel - Chicago - Bar
Chicago Athletic Association Hotel
8.8 Excellent
DowntownS$ 638+
S$ 638+
Free Wi-Fi
Pet-friendly
Virgin Hotels Chicago - Chicago - Dining room
Virgin Hotels Chicago - Chicago - Dining room
Virgin Hotels Chicago
8.9 Excellent
DowntownS$ 495+
S$ 495+
Free Wi-Fi
Pet-friendly
Hyatt Centric The Loop Chicago - Chicago - Balcony
Hyatt Centric The Loop Chicago - Chicago - Balcony
Hyatt Centric The Loop Chicago
8.3 Excellent
DowntownS$ 457+
S$ 457+
Free Wi-Fi
Pet-friendly
Viceroy Chicago - Chicago - Restaurant
Viceroy Chicago - Chicago - Restaurant
Viceroy Chicago
9.1 Excellent
DowntownS$ 677+
S$ 677+
Free Wi-Fi
Pool
Pet-friendly
Central Loop Hotel - Chicago - Lounge
Central Loop Hotel - Chicago - Lounge
Central Loop Hotel
8.2 Excellent
DowntownS$ 375+
S$ 375+
Free Wi-Fi
Club Quarters Hotel, Central Loop - Chicago - Lobby
Club Quarters Hotel, Central Loop - Chicago - Lobby
Club Quarters Hotel, Central Loop
8.2 Excellent
DowntownS$ 372+
S$ 372+
Free Wi-Fi
Pet-friendly
Palmer House a Hilton Hotel - Chicago - Lobby
Palmer House a Hilton Hotel - Chicago - Lobby
Palmer House a Hilton Hotel
8 Excellent
DowntownS$ 527+
S$ 527+
Free Wi-Fi
Pool
Pet-friendly
Spa
Holiday Jones - Chicago - Bedroom
Holiday Jones - Chicago - Bedroom
S$ 296+
Parking
Free Wi-Fi
Residence Inn Chicago Downtown/Loop - Chicago - Bar
Residence Inn Chicago Downtown/Loop - Chicago - Bar
Residence Inn Chicago Downtown/Loop
8.7 Excellent
DowntownS$ 515+
S$ 515+
Free Wi-Fi
Pet-friendly
Marriott Chicago O'Hare - Chicago - Bar
Marriott Chicago O'Hare - Chicago - Bar
Marriott Chicago O'Hare
7.5 Good
O'HareS$ 334+
S$ 334+
Airport shuttle
Free Wi-Fi
Pool
Villa D' Citta - Chicago - Dining room
Villa D' Citta - Chicago - Dining room
Villa D' Citta
9 Excellent
Lincoln ParkS$ 529+
S$ 529+
Parking
Free Wi-Fi
JW Marriott Chicago - Chicago - Dining room
JW Marriott Chicago - Chicago - Dining room
JW Marriott Chicago
8.5 Excellent
DowntownS$ 752+
S$ 752+
Free Wi-Fi
Pool
Spa
Radisson Blu Aqua Hotel, Chicago, IL - Chicago - Patio
Radisson Blu Aqua Hotel, Chicago, IL - Chicago - Patio
Radisson Blu Aqua Hotel, Chicago, IL
8 Excellent
DowntownS$ 561+
S$ 561+
Free Wi-Fi
Pool
Pet-friendly
Hyatt Regency Mccormick Place - Chicago - Patio
Hyatt Regency Mccormick Place - Chicago - Patio
Hyatt Regency Mccormick Place
8.5 Excellent
DowntownS$ 561+
S$ 561+
Free Wi-Fi
Pool
Sheraton Grand Chicago - Chicago - Living room
Sheraton Grand Chicago - Chicago - Living room
Sheraton Grand Chicago
8.3 Excellent
DowntownS$ 572+
S$ 572+
Free Wi-Fi
Pool
Pet-friendly
Hilton Chicago - Chicago - Living room
Hilton Chicago - Chicago - Living room
Hilton Chicago
8.4 Excellent
DowntownS$ 472+
S$ 472+
Free Wi-Fi
Pool
Pet-friendly
Hi Chicago Hostel - Chicago - Lounge
Hi Chicago Hostel - Chicago - Lounge
Hi Chicago Hostel
8.3 Excellent
DowntownS$ 179+
S$ 179+
Free Wi-Fi
Hotel Felix Chicago - Chicago - Lounge
Hotel Felix Chicago - Chicago - Lounge
Hotel Felix Chicago
7.3 Good
DowntownS$ 393+
S$ 393+
Free Wi-Fi
Pet-friendly
Spa
The Godfrey Hotel Chicago - Chicago - Bar
The Godfrey Hotel Chicago - Chicago - Bar
The Godfrey Hotel Chicago
8.1 Excellent
DowntownS$ 416+
S$ 416+
Free Wi-Fi
Spa
Inn Of Chicago - Chicago - Lobby
Inn Of Chicago - Chicago - Lobby
Inn Of Chicago
5.6 Okay
DowntownS$ 346+
S$ 346+
Free Wi-Fi
Ray's Bucktown Bed And Breakfast - Chicago - Lobby
Ray's Bucktown Bed And Breakfast - Chicago - Lobby
S$ 346+
Parking
Free Wi-Fi
Pet-friendly
Spa
Freehand Chicago - Chicago - Lounge
Freehand Chicago - Chicago - Lounge
Freehand Chicago
8 Excellent
DowntownS$ 278+
S$ 278+
Free Wi-Fi
Hotel Chicago West Loop - Chicago - Bedroom
Hotel Chicago West Loop - Chicago - Bedroom
Hotel Chicago West Loop
7.8 Good
DowntownS$ 304+
S$ 304+
Free Wi-Fi
Pet-friendly
The Whitehall Hotel - Chicago - Bar
The Whitehall Hotel - Chicago - Bar
The Whitehall Hotel
7.7 Good
DowntownS$ 339+
S$ 339+
Free Wi-Fi
Pet-friendly
River Hotel - Chicago - Building
River Hotel - Chicago - Building
River Hotel
8.5 Excellent
DowntownS$ 401+
S$ 401+
Free Wi-Fi
Pet-friendly
W Chicago - City Center - Chicago - Lounge
W Chicago - City Center - Chicago - Lounge
W Chicago - City Center
8 Excellent
DowntownS$ 545+
S$ 545+
Free Wi-Fi
Pet-friendly
Spa
Omni Chicago Hotel - Chicago - Restaurant
Omni Chicago Hotel - Chicago - Restaurant
Omni Chicago Hotel
8.7 Excellent
DowntownS$ 530+
S$ 530+
Free Wi-Fi
Pet-friendly
Waldorf Astoria Chicago - Chicago - Living room
Waldorf Astoria Chicago - Chicago - Living room
Waldorf Astoria Chicago
8.3 Excellent
DowntownS$ 1,220+
S$ 1,220+
Pool
Pet-friendly
Spa

Popular topics

Recent reviews for Chicago hotels

Here are the hotels our guests have recently reviewed
The Chicago Hotel Collection River North7.9/10 ratingout of 10 reviewsDowntown · S$ 125 avg price/ night
I booked through Kayak and the day of my reservation, I was walked to a different location in the city because hotel I reserved was overbooked. The new location the air conditioning was broken and there was loud construction early in the mornings. There were no attempts by the front desk to move our room or find acceptable solutions. When I tried to get a partial refund for all of the inconvenience, I was placed on multiple phone calls with the third party booking and the management of the hotels was impossible to get in contact with. Both the hotel chain itself and the system of booking through a third party was a terrible experience that ended up negatively impacting the customer and neither party would take responsibility.
Anonymous (16 Jun 2022)
Hilton Chicago8.4/10 ratingout of 46 reviewsDowntown · S$ 217 avg price/ night
They had zero flexibility when it came to checking out late, housekeeping barged in when I was working and on a call two hours before I was supposed to check out, the room was very bland and not what you’d expect from a 4-star hotel, we didn’t get enough body wash ever, and the staff tried too hard to up-sell me when I was checking in. I had to say no multiple times
Anonymous (7 Jun 2022)