A river with a yellow boat, surrounded by tall buildings and a bridge.

Hilton Hotels, Chicago hotels

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Check prices for these dates

Tonight
20 Aug - 21 Aug
Tomorrow
21 Aug - 22 Aug
This weekend
21 Aug - 23 Aug
Next weekend
28 Aug - 30 Aug

Our top choices for Chicago Hilton Hotels

A hotel room with a sofa, armchairs, a dining table, and a view of the city at night.
A restaurant with a central round table surrounded by chairs, a buffet counter with food and drinks, and a large window with a cityscape view.
A modern lobby with a geometric patterned floor, large windows, and a reception desk with computers.
A terrace with outdoor seating, a view of a control tower, and flags.

1. Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport
O'Hare
United States
Paul
S$377
includes taxes & fees
18 Sept - 19 Sept
Hilton Chicago O'Hare Airport
A large, multi-story hotel with a prominent entrance and classical architectural details.
A grand ballroom with ornate chandeliers, a multi-tiered wedding cake centerpiece, and elegant floral arrangements on tables.
A spacious hotel lobby with a long reception desk, multiple seating areas, and a large fireplace.
A spacious hotel lobby with a large seating area, a flat-screen TV, and a view of the ocean.

2. Hilton Chicago

Hilton Chicago
Downtown Chicago
United States
Konner
S$293
includes taxes & fees
7 Sept - 8 Sept
Hilton Chicago
A spacious indoor area with a high ceiling, large windows, and a central seating area with sofas and tables.
A rooftop bar with seating areas, large windows, and a city view.
A spacious lobby with a large window, a central floral arrangement, and modern seating.
A bar area with a large TV screen, multiple shelves of bottles, and orange bar stools.

3. theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel
Downtown Chicago
United States
Michael
S$396
includes taxes & fees
30 Aug - 31 Aug
theWit Chicago, a Hilton Hotel
A grand lobby with ornate ceiling artwork, chandeliers, and a central staircase.
An indoor swimming pool with a glass ceiling, wooden walls, and seating areas.
A long dining table with chairs, overhead lighting, and a marble wall with a decorative ceiling.
A grand hall with a central aisle, ornate chandeliers, and rows of chairs.

4. Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
Downtown Chicago
United States
G.
S$300
includes taxes & fees
7 Sept - 8 Sept
Palmer House a Hilton Hotel
A cityscape at dusk with high-rise buildings, including a Hilton hotel.
A modern hotel lobby with a central seating area, a reception desk, and a cityscape mural on the wall.
A hotel room with a bed, a desk, a television, a sofa, and a large window with a city view.
A hotel room with a sofa, armchair, a flat-screen TV, a bed, and a view of the city and ocean.

5. Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
Downtown Chicago
Mexico
Mariana
S$217
includes taxes & fees
1 Sept - 2 Sept
Hilton Chicago/Magnificent Mile Suites
A spacious hotel lobby with a central fountain, elegant chandeliers, and a high ceiling with skylights.
A coastal cityscape with a beach, high-rise buildings, and lush greenery.
A luxurious lobby with a central fountain, seating areas, and a high ceiling with skylights.
A spacious living room with a view of the ocean, a chandelier, and a traditional red cabinet.

6. The Drake

The Drake
Downtown Chicago
United States
Mary
S$331
includes taxes & fees
30 Aug - 31 Aug
The Drake
A large hotel with a central courtyard, a lake, and a bridge.
A chef serving food to a couple in a modern dining area with a glass partition and a glass of beer on the table.
A golf course with a swimming pool, lounge area, and a pond.
A spacious, modern interior with large windows offering views of a golf course and a lake.

7. Hilton Chicago/Oak Brook Hills Resort & Conference Center

Hilton Chicago/Oak Brook Hills Resort & Conference Center
Oak Brook
United States
Elise
S$193
includes taxes & fees
23 Aug - 24 Aug
Hilton Chicago/Oak Brook Hills Resort & Conference Center
A bar area with wooden tables and chairs, a counter with a coffee machine, and shelves with bottles.
A bar area with a long counter, multiple shelves of bottles, and a television screen. There are several chairs and tables arranged for dining.
A spacious lobby with a high ceiling, large windows, and modern lighting fixtures.
A grand ballroom with ornate chandeliers, elegant draped tables, and a luxurious carpet.

8. Hilton Rosemont Chicago O'Hare

Hilton Rosemont Chicago O'Hare
Rosemont
United States
Rachel
S$200
includes taxes & fees
30 Aug - 31 Aug
Hilton Rosemont Chicago O'Hare
An outdoor dining area with wicker chairs and tables, overhead lighting, and a view of the street.
A Hilton hotel with a brick facade, large windows, and a modern glass extension.
A grand staircase with white balusters, carpeted steps, and a piano in the background.
A café interior with a menu board, wooden tables, chairs, and a brick wall.

9. Hilton Orrington / Evanston

Hilton Orrington / Evanston
Downtown Evanston
United States
Rebecca
S$239
includes taxes & fees
3 Sept - 4 Sept
Hilton Orrington / Evanston
An aerial view of a hotel atrium with multiple levels of balconies, outdoor seating areas, and a central open space with tables and chairs.
An indoor swimming pool with a clear view of the sky through large windows, surrounded by lounge chairs and umbrellas.
An outdoor patio area with round tables and chairs, covered by umbrellas, and a fire feature.
A modern hotel lobby with a bar area, seating arrangements, and a large screen.

10. Hilton Chicago/Oak Brook Suites

Hilton Chicago/Oak Brook Suites
Yorkfield
United States
Cynthia
S$168
includes taxes & fees
27 Aug - 28 Aug
Hilton Chicago/Oak Brook Suites
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Top Chicago Hotel Reviews

L7 Chicago by LOTTE

L7 Chicago by LOTTE

10/10 Excellent
"Very helpful front desk. Shout out to Valerie in particular. Also want to call out. Tony at the front door as well as the parking staff. Very helpful in so many different ways as we had unusual requests for our camper. The location of the hotel is absolutely excellent. Unfortunately the housekeeping staff was completely invisible so we had no chance to thank them. They did such a great and invisible job of making us completely comfortable. The restaurant Perilla, was also a surprising delight. We will return"
Raymond 2-night trip
Posted 2 hours ago
L7 Chicago by LOTTE
Congress Plaza Hotel

Congress Plaza Hotel

8/10 Good
"Room 406: Clean and quiet."
Thomas 1-night trip
Posted 5 hours ago
Congress Plaza Hotel
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent
"The Intercontinental is a fabulous hotel in a fabulous location in a fabulous city. Thank you Intercontinental and Thank you Chicago"
Jonathan 2-night trip
Posted 8 hours ago
InterContinental Chicago Magnificent Mile by IHG
Red Roof Inn PLUS+ Chicago - Willowbrook

Red Roof Inn PLUS+ Chicago - Willowbrook

10/10 Excellent
"Room was cleaned. Staff were nice."
Rickysha 3-night trip
Posted 3 days ago
Red Roof Inn PLUS+ Chicago - Willowbrook

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