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Top Hotels in Chicago - Book from 231 Chicago Hotels available at best prices starting from @ SGD 54. Avail best offers on Chicago Hotel booking, we provide wide range of Cheap to Luxury Hotels in Chicago. Get up to 20% Off* on hotel booking in Chicago with MakeMyTrip using coupon code : “SUPERSAVER” valid on 100,000+ Hotels. View More
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540 Properties in Chicago

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Sable at Navy Pier Chicago, Curio Collection by Hilton

Streeterville | 3.1 km drive to Millennium Park
GymGym
Hurry! only 1 room left at this price
Excellent4.9

(1889 Ratings)

SGD 1,435

+ SGD 221 taxes & fees

Per Night

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The LaSalle Chicago, Autograph Collection by Marriott

Chicago Loop | 1.1 km drive to Millennium Park
5-6 minutes walk to Jackson Station (Red Line),
GymGym
Free Cancellation
Hurry! only last few rooms left at this price
Excellent4.7

Based on 240 Ratings

Hospitality4.7

Room4.8

Cleanliness4.7

(240 Ratings)

SGD 508

+ SGD 88 taxes & fees

Per Night

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Fairmont Chicago at Millennium Park Gold Experience

Downtown | 7 minutes walk to Millennium Park
560 m drive to Millennium Station,
SpaSpa
GymGym
Free Cancellation till 24 hrs before check in
Breakfast Included
Excellent4.6

Based on 120 Ratings

Hospitality4.6

Room4.5

Cleanliness4.7

(120 Ratings)

SGD 612

+ SGD 106 taxes & fees

Per Night

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Marriott Marquis Chicago

Near South Side | 3.6 km drive to Millennium Park
GymGym
Elevator/LiftElevator/Lift
Hurry! only last few rooms left at this price
Excellent4.6

Based on 958 Ratings

Hospitality4.6

Room4.8

Cleanliness4.7

(958 Ratings)

SGD 409

+ SGD 71 taxes & fees

Per Night

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Hampton Inn & Suites Chicago Medical District UIC

Near West Side | 8 minutes walk to Illinois Medical District Station
GymGym
Breakfast Included
Hurry! only last few rooms left at this price
Excellent4.9

Based on 47 Ratings

Cleanliness5

Room5

Hospitality5

(47 Ratings)

SGD 221

+ SGD 34 taxes & fees

Per Night

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The Westin Chicago River North

River North | 2 km drive to Millennium Park
3-4 minutes walk to Clark-Lake Station,
GymGym
Free Cancellation
Hurry! only last few rooms left at this price
Excellent4.5

Based on 983 Ratings

Hospitality4.5

Room4.5

Cleanliness4.6

(983 Ratings)

SGD 390

+ SGD 68 taxes & fees

Per Night

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Palmer House a Hilton Hotel

Chicago Loop | 6 minutes walk to Millennium Park
About a minute walk to Monroe Station,
SpaSpa
GymGym
Good3.4

(1541 Ratings)

SGD 230

+ SGD 35 taxes & fees

Per Night

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The Blackstone, Autograph Collection

Chicago Loop | 1.2 km drive to Millennium Park
9 minutes walk to Adams-Wabash Station,
SpaSpa
GymGym
Free Cancellation till 24 hrs before check in
Hurry! only last few rooms left at this price
Excellent4.5

Based on 971 Ratings

Hospitality4.5

Room4.6

Cleanliness4.7

(971 Ratings)

SGD 260

+ SGD 45 taxes & fees

Per Night

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Chicago Marriott Suites O'Hare

O'Hare | 5.2 km drive to Chicago International Airport
GymGym
Free Airport TransferFree Airport Transfer
Hurry! only last few rooms left at this price
Excellent4.4

Based on 974 Ratings

Hospitality4.3

Room4.5

Cleanliness4.5

(974 Ratings)

SGD 281

+ SGD 39 taxes & fees

Per Night

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Embassy Suites Chicago Downtown Magnificent Mile

Downtown | 2 km drive to Millennium Park
9 minutes walk to Grand Station (Red Line),
GymGym
Breakfast Included
Excellent4.4

Based on 2446 Ratings and 105 reviews

Facilities4

Value For Money4.7

(2446 Ratings)

SGD 288

+ SGD 44 taxes & fees

Per Night

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The Hotel at Midtown

Bucktown | 3.9 km drive to Lincoln Park Zoo
SpaSpa
Swimming PoolSwimming Pool
GymGym
Free Cancellation
Excellent4.5

Based on 729 Ratings

Hospitality4.5

Room4.7

Cleanliness4.8

(729 Ratings)

SGD 322

+ SGD 56 taxes & fees

Per Night

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The Westin Michigan Avenue Chicago

Downtown | 3.6 km drive to Lincoln Park Zoo
5-6 minutes walk to Chicago Station (Red Line),
SpaSpa
GymGym
Hurry! only last few rooms left at this price
Excellent4.7

(928 Ratings)

SGD 244

+ SGD 42 taxes & fees

Per Night

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Chicago Marriott Downtown Magnificent Mile

River North | 2.3 km drive to Millennium Park
4 minutes walk to Grand Station (Red Line),
GymGym
Hurry! only last few rooms left at this price
Excellent4.3

Based on 952 Ratings

Hospitality4.4

Room4.4

Cleanliness4.5

(952 Ratings)

SGD 327

+ SGD 57 taxes & fees

Per Night

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Waldorf Astoria Chicago by Hilton

Downtown | 3 km drive to Lincoln Park Zoo
5 minutes walk to Chicago Station (Red Line),
SpaSpa
GymGym
Free Shuttle ServiceFree Shuttle Service
Hurry! only 1 room left at this price
Excellent4.9

(942 Ratings)

SGD 1,069

+ SGD 165 taxes & fees

Per Night

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Ivy Boutique Hotel

Downtown | 2 km drive to Millennium Park
740 m drive to Grand Station (Red Line),
Elevator/LiftElevator/Lift
ParkingParking
Free Cancellation
Hurry! only 1 room left at this price
Excellent4.3

Based on 908 Ratings

Hospitality4.3

Room4.3

Cleanliness4.5

(908 Ratings)

SGD 343

+ SGD 60 taxes & fees

Per Night

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Le Méridien Essex Chicago

Chicago Loop | 1.5 km drive to Millennium Park
5 minutes walk to Chicago Museum Campus-11th Street Station,
GymGym
Hurry! only last few rooms left at this price
Very Good4.2

Based on 943 Ratings

Hospitality4.3

Room4.4

Cleanliness4.5

(943 Ratings)

SGD 177

+ SGD 31 taxes & fees

Per Night

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Entire Apartment

Sonder by Marriott Bonvoy The Burnham Apartments Loop

West Loop | 2 km drive to Millennium Park
About a minute walk to Chicago Union Station,
Entire Apartment
| Sleeps 2 guests
Entire Apartment

Entire Apartment

Entire Property

Get complete access to all bedrooms, bathrooms, living room, kitchen and more!

Please refer to Property Layout section on the Details page for access information for All spaces

Elevator/LiftElevator/Lift
GymGym
Free Cancellation
Hurry! only last few rooms left at this price
Excellent4.4

(136 Ratings)

SGD 234

+ SGD 41 taxes & fees

Per Night

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Sheraton Grand Chicago

Downtown | 1.8 km drive to Millennium Park
GymGym
Hurry! only last few rooms left at this price
Excellent4.3

(1241 Ratings)

SGD 316

+ SGD 55 taxes & fees

Per Night

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The Congress Plaza Hotel Chicago - No Resort Fees

Chicago Loop | 1.1 km drive to Millennium Park
3 minutes walk to Chicago Van Buren Street Station,
GymGym
Hurry! only last few rooms left at this price
Very Good3.9

Based on 8262 Ratings and 120 reviews

Location4.3

Cleanliness3.7

Value For Money3.8

Facilities3.4

(8262 Ratings)

SGD 149

+ SGD 26 taxes & fees

Per Night

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Level Chicago – Old Town

Downtown | 2.4 km drive to Lincoln Park Zoo
5-6 minutes walk to Clark-Division Station,
| Sleeps 4 guests
Swimming PoolSwimming Pool
GymGym
Hurry! only last few rooms left at this price
Excellent4.4

(287 Ratings)

SGD 555

+ SGD 97 taxes & fees

Per Night

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FAQs - Things to Know before Booking Hotel in Chicago

Q: What do we mean by ‘Book Now Pay Later’?

A: Reserve your hotel at AED 1 and pay the remaining amount during or after the stay. So #BreakTheBookingRoutine now and book your stay hassle-free.

Q: ✅ Which are the best budget hotels and service apartments to stay with family in Chicago?

A: Check out the best budget properties to stay in and get the best deals on more than 231 international hotels, exclusively on MakeMyTrip. For a pleasurable stay, check into a hotel located near popular attractions and famous localities in Chicago . All properties near offer basic amenities, including an outdoor pool, parking space, business center, Wi-Fi, breakfast, etc.
For a budget traveller who wants to stay at a luxury location, hotels in Chicago provide the perfect ambience at economical prices, under different sets of budgets.
Here is a list of the best budget hotels and service apartments to stay in Chicago, located near Willis Tower, Downtown, Magnificent Mile, Chicago, Near North, Chicago, Chicago Loop & Rosemont
List of the top 5 budget accommodations :
  1. Studio 424
  2. Motel 6 Glenview, IL - Chicago North
  3. Des Plaines Motel By OYO O'Hare Airport Chicago
  4. Kings Inn By OYO Calumet Park I-57
  5. Freehand Chicago

For a luxurious stay in Chicago MakeMyTrip provides a huge list of 5-star hotels offering exceptional customer care services, luxurious beds, 24-hour room service, etc. at the best price.

Here are some of our favourite picks from Chicago hotels
  1. The Langham, Chicago
  2. The Ritz-Carlton, Chicago
  3. Four Seasons Hotel Chicago
  4. The Peninsula Chicago
  5. Trump International Hotel & Tower Chicago

Q: ✅Which are the most reviewed hotels of Chicago?

A: These are most reviewed hotels in Chicago. You can book your stay after going through the reviews. Here is a list of top reviewed hotels in Chicago.

Q: ✅ Why do the hotel fares change so frequently in Chicago?

A: The hotel room fares change frequently, depending on the inventory of a particular hotel. Season & flight fares also directly impact the hotel fares in Chicago. To check out current offers Click Here!!

Q: ✅ What are the best resorts & hotels to stay in Chicago?


Q: ✅ How many guests can one room accommodate, in the hotels located in Chicago?

A: Most hotels in Chicago permit additional guests to stay or share the room, at additional charges. Guest capacity also depends on the hotel’s policy, as every hotel has a different policy. Many hotels in Chicago feature family rooms, which are large in size or have adjacent rooms sharing a common door. If you have any further doubts, you can contact the hotel’s helpline number or Check Here!!

Q: ✅ How to pick the best hotels & properties for Chicago accommodation?


Q: ✅ I have booked a stay at a resort recently in Chicago for the coming month. Is there any way to get a free room upgrade?

A: Getting a free room upgrade in Chicago totally depends on the season and the hotel (property). It’s quite usual for MakeMyTrip users to get room upgrades for free, during the off-season in Chicago. You can also get an upgrade if a large number of rooms are vacant in the hotel or resort. Also, at the time of check-in, one can enquire about a room upgrade at the hotel reception.
Visit Here for room upgrade!!

Q: ✅ Suggest some popular hotels & properties in Chicago to enjoy holidays with family. What are the payment options available?

A: If you are planning a trip to Chicago with your family, there are a large number of hotels and resorts, available at decent prices. The hotels listed with MakeMyTrip offer a wide range of services to make your trip hassle-free, and you can make your booking before you reach the venue.
You can pick from these handpicked accommodations in Chicago on the basis of our user reviews
  1. The Langham, Chicago
  2. The Ritz-Carlton, Chicago
  3. Four Seasons Hotel Chicago
  4. The Peninsula Chicago
  5. Trump International Hotel & Tower Chicago
. Also, you can try delicious local cuisine, at food joints located nearby these hotels.
The different kind of payment options available if you book a hotel in Chicago with MakeMyTrip are: Pay@Hotel, No Cost EMI, Credit Card & Debit Card.

Q: ✅ What are the best options available to stay in Chicago?

A: There are 10 Five star, 86 Four star, 87 Three star, 1 resorts & 8 Budget hotels in Chicago. You can book hotels under different sets of budgets.
Top area in Chicago is Downtown & top attractions of the city are Willis Tower & McCormick Place.
Grab the Deals Here!!

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About Hotels Booking in Chicago


Check out best Chicago hotel deals and offers on more than 231 hotels in Chicago only on MakeMyTrip!

Wondering where to book your stay in Chicago? We understand your desire for comfort and hence have listed out the best Chicago hotels for you, based on expert advice and the services they offer. Above once are the most popular hotels in Chicago. Select from best 231 hotels in Chicago.

All Above properties for Chicago are updated on Saturday, November 08, 2025- 06.21.

Book affordable hotels in Chicago at discounted prices with MakeMyTrip. Check out your Preferred stay from popular area in Chicago, Stay in Chicago's best hotels! Chicago Hotels Price Starts from Minimum SGD 54 for Budget hotel. If you’re looking for a cheap hotel in Chicago, you should consider visiting during the low season. Book at least 90 days before your stay begins to get the best price for your Chicago accommodation. Check Price Now!


Five Star Hotels in Chicago

Viceroy Chicago, Chicago

Viceroy Chicago

 0 1 2 3 4 0 1 2 3 4

SGD 493

Per Night

Downtown

The Langham, Chicago, Chicago

The Langham, Chicago

 0 1 2 3 4 0 1 2 3 4

SGD 969

Per Night

River North

Waldorf Astoria Chicago by Hilton, Chicago

Waldorf Astoria Chicago by Hilton

 0 1 2 3 4 0 1 2 3 4

SGD 928

Per Night

Downtown

The St. Regis Chicago, Chicago

The St. Regis Chicago

 0 1 2 3 4 0 1 2 3 4

SGD 887

Per Night

Downtown

The Peninsula Chicago, Chicago

The Peninsula Chicago

 0 1 2 3 4 0 1 2 3 4

SGD 936

Per Night

River North

Four Seasons Hotel Chicago, Chicago

Four Seasons Hotel Chicago

 0 1 2 3 4 0 1 2 3 4

SGD 939

Per Night

Downtown

Nobu Hotel Chicago, Chicago

Nobu Hotel Chicago

 0 1 2 3 4 0 1 2 3 4

SGD 502

Per Night

West Loop

The Ritz-Carlton, Chicago, Chicago

The Ritz-Carlton, Chicago

 0 1 2 3 4 0 1 2 3 4

SGD 945

Per Night

Downtown

Trump International Hotel & Tower Chicago, Chicago

Trump International Hotel & Tower Chicago

 0 1 2 3 4 0 1 2 3 4

SGD 936

Per Night

River North

Park Hyatt Chicago, Chicago

Park Hyatt Chicago

 0 1 2 3 4 0 1 2 3 4

SGD 798

Per Night

Downtown

Hotels in Nearby Cities

Hotels By Category in Chicago

Get the best deals on different type of Hotel categories in Chicago with MakeMyTrip.com. Choose from 231 hotels in Chicago. Just SGD 54 onwards ✔ Use coupon code & Get Upto 70% OFF instantly. Make your stay special and comfortable with MakeMyTrip Hotels. Spacious rooms and impeccable service within your budget.

Chicago Hotels by Location

Hotels by Popular Attractions in Chicago

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Properties in Chicago

Hotels By Star Category in Chicago

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Most Booked Hotels in Chicago

The Congress Plaza Hotel Chicago - No Resort Fees, Chicago

The Congress Plaza Hotel Chicago - No Resort Fees

 0 1 2 0 1 2 3 4

SGD 195

Per Night

Chicago Loop

Renaissance Chicago Glenview Suites Hotel, Chicago

Renaissance Chicago Glenview Suites Hotel

 0 1 2 0 1 2 3 4

SGD 165

Per Night

Glenview

Hilton Chicago/Magnificent Mile Suites, Chicago

Hilton Chicago/Magnificent Mile Suites

 0 1 2 0 1 2 3 4

SGD 337

Per Night

Downtown

Hilton Chicago- Michigan Ave Cultural Mile, Chicago

Hilton Chicago- Michigan Ave Cultural Mile

 0 1 2 0 1 2 3 4

SGD 235

Per Night

Chicago Loop

Hilton Garden Inn Chicago Downtown/Magnificent Mile, Chicago

Hilton Garden Inn Chicago Downtown/Magnificent Mile

 0 1 2 0 1 2 3 4

SGD 261

Per Night

River North

Warwick Allerton - Chicago, Chicago

Warwick Allerton - Chicago

 0 1 2 3 0 1 2 3 4

SGD 213

Per Night

Downtown

Freehand Chicago, Chicago

Freehand Chicago

 0 1 2 3 0 1 2 3 4

SGD 56

Per Night

River North

Holiday Inn Chicago O'Hare – Rosemont by IHG, Chicago

Holiday Inn Chicago O'Hare – Rosemont by IHG

 0 1 2 0 1 2 3 4

SGD 233

Per Night

Des Plaines

Hyatt Regency Chicago, Chicago

Hyatt Regency Chicago

 0 1 2 3 0 1 2 3 4

SGD 369

Per Night

Downtown

Millennium Knickerbocker, Chicago

Millennium Knickerbocker

 0 1 2 3 0 1 2 3 4

SGD 257

Per Night

Downtown

Global Presence

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Premium Hotels in Nearby Cities

The Westin Chicago Northwest, Chicago

The Westin Chicago Northwest

 0 1 2 3 0 1 2 3 4

SGD 187

Per Night

Elk Grove Village

Marriott Chicago Schaumburg, Chicago

Marriott Chicago Schaumburg

 0 1 2 3 0 1 2 3 4

SGD 186

Per Night

Schaumburg

Le Méridien Chicago - Oakbrook Center, Chicago

Le Méridien Chicago - Oakbrook Center

 0 1 2 3 0 1 2 3 4

SGD 221

Per Night

Oak Brook

Eaglewood Resort and Spa, Chicago

Eaglewood Resort and Spa

 0 1 2 3 0 1 2 3 4

SGD 142

Per Night

Dupage

DoubleTree by Hilton Chicago - Schaumburg, Chicago

DoubleTree by Hilton Chicago - Schaumburg

 0 1 2 3 0 1 2 3 4

SGD 131

Per Night

Schaumburg

Montcler Hotel & Conference Center, Trademark by Wyndham, Chicago

Montcler Hotel & Conference Center, Trademark by Wyndham

 0 1 2 3 0 1 2 3 4

SGD 154

Per Night

Kendall

Chez Hotel Arlington Heights, Chicago

Chez Hotel Arlington Heights

 0 1 2 3 0 1 2 3 4

SGD 169

Per Night

Arlington Heights

The Inn At Harbor Shores, Chicago

The Inn At Harbor Shores

 0 1 2 3 0 1 2 3 4

SGD 206

Per Night

Saint Joseph

Chicago Marriott Naperville, Chicago

Chicago Marriott Naperville

 0 1 2 3 0 1 2 3 4

SGD 198

Per Night

Diehl

Hotel Arista, Chicago

Hotel Arista

 0 1 2 3 0 1 2 3 4

SGD 254

Per Night

West Diehl