Chicago Hotels from SG$106

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Top 10 Hotels in Chicago

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Hyatt Regency Chicago
Hyatt Regency Chicago
4 out of 5
151 East Wacker Dr, Chicago, IL
Free cancellation
SG$161
per night
Dec 29 - Dec 30
4.4/5Excellent! (11,851 reviews)

"Very accessible to the places I needed to be for my conference at the Sheraton across the river and way better prices"…"

Reviewed on 12 Dec,2019

Hyatt Regency Chicago
Swissotel - Chicago
Swissotel - Chicago
4.5 out of 5
323 E Wacker Dr, Chicago, IL
Free cancellationReserve now, pay when you stay
SG$140
per night
Dec 18 - Dec 19
4.4/5Excellent! (4,417 reviews)

"Great location! Friendly staff .....fair price . Hotel bar and restaurant had a good menu"…"

Reviewed on 13 Dec,2019

Swissotel - Chicago
Warwick Allerton - Chicago
Warwick Allerton - Chicago
4 out of 5
701 North Michigan Avenue, Chicago, IL
Free cancellationReserve now, pay when you stay
SG$107
per night
Dec 16 - Dec 17
4.1/5Very Good! (10,775 reviews)

"Great location. Close to shopping and dining. Walking up and down the magnificent mile is fun and refreshing."…"

Reviewed on 11 Dec,2019

Warwick Allerton - Chicago
Radisson Blu Aqua Hotel Chicago
Radisson Blu Aqua Hotel Chicago
4.5 out of 5
221 N Columbus Dr, Chicago, IL
SG$171
per night
Dec 23 - Dec 24
4.5/5Wonderful! (2,077 reviews)

"Property was well maintained. Restaurant staff was lacking. Very poor service."…"

Reviewed on 11 Dec,2019

Radisson Blu Aqua Hotel Chicago
Hilton Chicago- Michigan Ave Cultural Mile
Hilton Chicago- Michigan Ave Cultural Mile
4 out of 5
720 S Michigan Ave, Chicago, IL
Free cancellationReserve now, pay when you stay
SG$129
per night
Dec 23 - Dec 24
4.2/5Excellent! (5,619 reviews)

"Ruphos the bell hop was awesome and he is a very aprochable and went above and beyond to make our trip great."…"

Reviewed on 11 Dec,2019

Hilton Chicago- Michigan Ave Cultural Mile
La Quinta Inn & Suites by Wyndham Chicago Downtown
La Quinta Inn & Suites by Wyndham Chicago Downtown
3 out of 5
1 S Franklin Street, Chicago, IL
Free cancellationReserve now, pay when you stay
SG$106
per night
Jan 5 - Jan 6
4.5/5Wonderful! (1,543 reviews)

"The facility was very nice and clean. Staff was helpful."…"

Reviewed on 10 Dec,2019

La Quinta Inn & Suites by Wyndham Chicago Downtown
Hilton Chicago O'Hare Airport
Hilton Chicago O'Hare Airport
4 out of 5
Ohare International Airport, Chicago, IL
Free cancellationReserve now, pay when you stay
SG$149
per night
Dec 21 - Dec 22
3.9/5Very Good! (4,291 reviews)

"We use this hotel to stay the night before our early AM flight. Excellent! We only needed to walk and we are at the gate literally."…"

Reviewed on 2 Dec,2019

Hilton Chicago O'Hare Airport
Eurostars Magnificent Mile, previously Dana Hotel
Eurostars Magnificent Mile, previously Dana Hotel
4 out of 5
660 North State Street, Chicago, IL
Free cancellationReserve now, pay when you stay
SG$128
per night
Dec 22 - Dec 23
4.4/5Wonderful! (2,190 reviews)

"The location is convenient. The staffs are friendly. Room is clean and spacious. We will stay again when we visit Chicago."…"

Reviewed on 12 Dec,2019

Eurostars Magnificent Mile, previously Dana Hotel
Omni Chicago Suites - Magnificent Mile
Omni Chicago Suites - Magnificent Mile
4.5 out of 5
676 N Michigan Ave, Chicago, IL
Free cancellationReserve now, pay when you stay
SG$181
per night
Dec 17 - Dec 18
4.5/5Wonderful! (3,467 reviews)

"First Omni stay and I'm over the top impressed So clean, the most friendly staff, amazing location along the Magnificent Mile. They gave the kids a wonderful backpack with things to do. Pool was great too. Nice restaurant with good breakfast and unique cocktails all with a nice view. Will use Omni ..."…"

Reviewed on 10 Dec,2019

Omni Chicago Suites - Magnificent Mile
Palmer House a Hilton Hotel
Palmer House a Hilton Hotel
4 out of 5
17 E Monroe St, Chicago, IL
Free cancellationReserve now, pay when you stay
SG$125
per night
Dec 22 - Dec 23
4.2/5Excellent! (12,893 reviews)

"Beautiful hotel and walking distance to everything that we planned to do. The pool was being renovated but should be done soon. Disappointed that microwave and fridge were extra. Rooms were immaculate and the staff was friendly and knowledgeable."…"

Reviewed on 10 Dec,2019

Palmer House a Hilton Hotel
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Visiting Chicago

Travellers to Chicago give high marks for the theatre, interesting architecture and fascinating museums. Urban and scenic, this city will delight tourists with its art, monuments and entertainment. Top sights in the city include Millennium Park, Willis Tower and Skydeck Ledge.

  • There are 1225 hotels and other accommodation options in Chicago
  • The closest major airport is in Chicago, IL (MDW-Midway Intl.), 8.6 mi (13.9 km) from the city centre
  • The next closest is in Chicago, IL (ORD-O'Hare Intl.), 15.7 mi (25.3 km) away

Getting around Chicago

With so many ways to get around, seeing Chicago is simple. Nearby metro stations include Monroe Station, Monroe Station and Adams-Wabash Station. If you want to see more of the area, hop aboard a train from Millennium Station, Chicago Van Buren Street Station or Chicago Union Station.

Dressing for Chicago

  • Between January and March, daytime temperatures average 12°C, whilst night-time temperatures stay around -8°C
  • From April to June, the average is 29°C during the day and 2°C at night
  • July to September sees average temperatures of 29°C during the day and 11°C at night
  • Between October and December, you can expect 21°C as the daytime average and -7°C as the night-time average
  • About 991 millimetres of rain falls on Chicago each year
  • July and June are usually the hottest months averaging 28°C, while January and February are usually the coldest with an average temperature of -6°C

More trip options

See a list of all hotels in Chicago

Recently booked Chicago hotels

Recent Reviews in Chicago

  • Hyatt Regency McCormick Place
    Expedia Verified Review…
    4 out of 5
    Hotel was very convenient location to everything downtown, pretty clean, great staff, though wish they had free breakfast…
    A verified traveller stayed at Hyatt Regency McCormick Place
    Posted 2 days ago
    Hyatt Regency McCormick Place
  • Royal Sonesta Chicago Riverfront
    Expedia Verified Review…
    4 out of 5
    The proximity to everything in the city was great. Everything was in walking distance…
    A verified traveller stayed at Royal Sonesta Chicago Riverfront
    Posted 2 days ago
    Royal Sonesta Chicago Riverfront
  • Sheraton Grand Chicago
    Expedia Verified Review…
    4 out of 5
    Everything was fine. The only bad thing is that we have to pay for the internet service when it is supposed to be included in all the hotels also the parking lot is not supposed to charge you for having a reservation at the hotel. Only for using the hotel parking lot are 59 dls which I find unfair because you have your reservation and it turns out that it doesn't include parking.…
    A verified traveller from Ohio stayed at Sheraton Grand Chicago
    Posted 6 days ago
    Sheraton Grand Chicago
  • AC Hotels by Marriott Chicago Downtown
    Expedia Verified Review…
    5 out of 5
    Staff are very friendly. They take every concern seriously and fix it in the quickest and most satisfactory manner. …
    A verified traveller from Toronto, Canada stayed at AC Hotels by Marriott Chicago Downtown
    Posted 9 days ago
    AC Hotels by Marriott Chicago Downtown
  • Swissotel - Chicago
    Expedia Verified Review…
    5 out of 5
    Great location! Friendly staff .....fair price . Hotel bar and restaurant had a good menu…
    A verified traveller stayed at Swissotel - Chicago
    Posted 2 days ago
    Swissotel - Chicago