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Hilton Hotels, Southwest Side hotels

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Check prices for these dates

Tonight
13 Sept - 14 Sept
Tomorrow
14 Sept - 15 Sept
Next weekend
18 Sept - 20 Sept
In two weeks
25 Sept - 27 Sept

Our top choices for Southwest Side Hilton Hotels

A hotel room with a sofa, armchairs, a dining table, and a view of the city at night.
A terrace with outdoor seating, a view of a control tower, and flags.
A modern lobby with a geometric patterned floor, large windows, and a reception desk with computers.
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.

1. Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport
O'Hare
United States
marlo
S$411
includes taxes & fees
19 Sept - 20 Sept
Hilton Chicago O'Hare Airport
A large, historic building with a central courtyard surrounded by trees.
A modern hotel lobby with a curved white sofa, two side tables with lamps, a black coffee table, and a large chandelier.
A marina with numerous boats docked, surrounded by a cityscape with high-rise buildings and a stadium.
A hotel room with two beds, a desk with a television, a chair, a desk lamp, and a painting on the wall.

2. Hilton Chicago

Hilton Chicago
Downtown Chicago
Canada
Rebecca
S$373
includes taxes & fees
25 Sept - 26 Sept
Hilton Chicago
A grand lobby with ornate ceiling artwork, chandeliers, and a central staircase.
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.
An indoor swimming pool with a glass ceiling, wooden walls, and seating areas.

3. Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
Downtown Chicago
United States
Melissa
S$433
includes taxes & fees
20 Sept - 21 Sept
Palmer House a Hilton Hotel
A spacious hotel lobby with a central fountain, elegant chandeliers, and a high ceiling with skylights.
A spacious living room with a view of the ocean, a chandelier, and a traditional red cabinet.
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.

4. The Drake

The Drake
Downtown Chicago
United States
Katarzyna
S$360
includes taxes & fees
20 Sept - 21 Sept
The Drake
A spacious indoor area with a high ceiling, large windows, and a central seating area with sofas and tables.
A bar area with a large TV screen, multiple shelves of bottles, and orange bar stools.
A rooftop bar with seating areas, large windows, and a city view.
A modern lounge with a fireplace, comfortable seating, and large windows offering city views.

5. theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel
Downtown Chicago
United States
Samuel
S$484
includes taxes & fees
27 Sept - 28 Sept
theWit Chicago, 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.

6. Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
Downtown Chicago
United States
Brian
S$300
includes taxes & fees
1 Oct - 2 Oct
Hilton Chicago/Magnificent Mile Suites
A bar area with wooden tables and chairs, a counter with a coffee machine, and shelves with bottles.
A grand ballroom with ornate chandeliers, elegant draped tables, and a luxurious carpet.
A hotel entrance with a covered walkway, glass doors, and outdoor seating.
A bar area with a long counter, multiple shelves of bottles, and a television screen. There are several chairs and tables arranged for dining.

7. Hilton Rosemont Chicago O'Hare

Hilton Rosemont Chicago O'Hare
Rosemont
United States
Brian
S$259
includes taxes & fees
20 Sept - 21 Sept
Hilton Rosemont Chicago O'Hare
A large hotel with a central courtyard, a lake, and a bridge.
A room with a large window, a bed, and a sofa.
A spacious, modern interior with large windows offering views of a golf course and a lake.
A chef serving food to a couple in a modern dining area with a glass partition and a glass of beer on the table.

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

Hilton Chicago/Oak Brook Hills Resort & Conference Center
Oak Brook
Canada
MARGOT CAROLE BOGNI
S$216
includes taxes & fees
20 Sept - 21 Sept
Hilton Chicago/Oak Brook Hills Resort & Conference Center
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 modern hotel room with a large flat-screen TV, a grey sofa with a patterned throw, a round coffee table, and a bookshelf.
A grand staircase with white balusters, carpeted steps, and a piano in the background.

9. Hilton Orrington / Evanston

Hilton Orrington / Evanston
Downtown Evanston
United States
Tara
S$271
includes taxes & fees
28 Sept - 29 Sept
Hilton Orrington / Evanston
A Comfort Inn hotel with a modern facade, a covered entrance, and a stone accent wall.
A hotel room with a desk, chair, television, microwave, and a small refrigerator.
A hotel room with two beds, a nightstand with a lamp, and two framed pictures on the wall.
A room with a blue sofa, red chairs, a floor lamp, and dark wooden paneling on the walls.

10. Spark by Hilton Matteson Chicago I 57

Spark by Hilton Matteson Chicago I 57
Matteson
United States
Anna
S$124
includes taxes & fees
5 Oct - 6 Oct
Spark by Hilton Matteson Chicago I 57
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Top Southwest Side Hotel Reviews

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

10/10 Excellent
"Checking in took longer since there was only 1 person and checked in around 9:30 pm, otherwise everything was good. We signed up for Fairmont Gold which cost $35 per person that includes breakfast and 2-4 pm snacks and 5-7 pm small plates then sweets from 8-9, and included water and soda drinks"
Winston 7-night trip
Posted 1 hour ago
Fairmont Chicago at Millennium Park
Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"Price"
Michael 1-night trip
Posted 1 hour ago
Congress Plaza Hotel
Hilton Chicago

Hilton Chicago

10/10 Excellent
"Great stay!"
Alan 1-night trip
Posted 1 hour ago
Hilton Chicago
River Hotel

River Hotel

8/10 Good
"The ice was hard to find. Rooms were wonderful. Didn't have down free options. Service was extremely good"
Cristy 2-night trip
Posted 1 hour ago
River Hotel
The Wade

The Wade

10/10 Excellent
"Great location, within walking distance of many different places, great food at the hotel, rooms are nice"
Jessica 2-night trip
Posted 2 hours ago
The Wade
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

10/10 Excellent
"Buena ubicación, personal muy atento y cortés. Muy cerca de Millenium Park. Las habitaciones necesitan unidad de aire acondicionado con más potencia."
Hilda M 3-night trip
Posted 5 hours ago
Travelodge by Wyndham Downtown Chicago
Eurostars Magnificent Mile

Eurostars Magnificent Mile

10/10 Excellent
"Everything was nice"
Lonnie 1-night trip
Posted 5 hours ago
Eurostars Magnificent Mile
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

10/10 Excellent
"Great location, staff and amenities. The room I had was small yet fit my budget and had everything I needed. My only suggestion is to have 4 chairs per table in the breakfast/bar area."
Susan 4-night trip
Posted 6 hours ago
Hotel Felix River North/Magnificent Mile
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"Great!"
Priscilla 1-night trip
Posted 9 hours ago
The Chicago Hotel Collection - Magnificent Mile

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