A lush green valley with a winding road, steep mountains, and a misty atmosphere.

Hilton Hotels Hillside hotels

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Check prices for these dates

Tonight
3 Sept - 4 Sept
Tomorrow
4 Sept - 5 Sept
This weekend
4 Sept - 6 Sept
Next weekend
11 Sept - 13 Sept

Our top choices for Hillside 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 bar area with a bar counter, multiple chairs, and a chandelier.

1. Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport
O'Hare
United States
marlo
HK$1,968
HK$2,310 total
includes taxes & fees
27 Sept - 28 Sept
Hilton Chicago O'Hare Airport
A large, historic building with a central courtyard surrounded by trees.
A cityscape with modern high-rise buildings, a train station, and a body of water in the background.
A rooftop lounge with outdoor seating and a view of the city skyline.
A bowl containing a fried egg, sausage, and a salad with radishes.

2. Hilton Chicago

Hilton Chicago
Downtown Chicago
United States
Konner
HK$1,326
HK$1,807 total
includes taxes & fees
10 Sept - 11 Sept
Hilton Chicago
A grand lobby with ornate ceiling artwork, chandeliers, and a central staircase.
A grand hall with a central aisle, ornate chandeliers, and rows of chairs.
A long dining table with chairs, overhead lighting, and a marble wall with a decorative ceiling.
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
G.
HK$1,678
HK$2,228 total
includes taxes & fees
8 Sept - 9 Sept
Palmer House a Hilton Hotel
A spacious hotel lobby with a central fountain, elegant chandeliers, and a high ceiling with skylights.
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.
A coastal cityscape with a beach, high-rise buildings, and lush greenery.

4. The Drake

The Drake
Downtown Chicago
United States
Katarzyna
HK$1,717
HK$2,042 total
includes taxes & fees
8 Sept - 9 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
HK$2,241
HK$2,894 total
includes taxes & fees
7 Sept - 8 Sept
theWit Chicago, a Hilton Hotel
A cityscape at dusk with high-rise buildings, including a Hilton hotel.
A hotel room with a sofa, armchair, a flat-screen TV, a bed, and a view of the city and ocean.
A hotel room with a bed, a desk, a television, a sofa, and a large window with a city view.
A dining table set for a meal with a floral centerpiece, surrounded by chairs, in a room with a cityscape view.

6. Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
Downtown Chicago
United States
susie
HK$1,246
HK$1,481 total
includes taxes & fees
7 Sept - 8 Sept
Hilton Chicago/Magnificent Mile Suites
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.

7. Hilton Rosemont Chicago O'Hare

Hilton Rosemont Chicago O'Hare
Rosemont
United States
Cecilia Oviedo
HK$1,200
HK$1,368 total
includes taxes & fees
6 Sept - 7 Sept
Hilton Rosemont Chicago O'Hare
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 room with a large window, a bed, and a sofa.
A golf course with a swimming pool, lounge area, and a pond.

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

Hilton Chicago/Oak Brook Hills Resort & Conference Center
Oak Brook
United States
chauncey
HK$1,055
HK$1,300 total
includes taxes & fees
7 Sept - 8 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
HK$1,319
HK$1,510 total
includes taxes & fees
9 Sept - 10 Sept
Hilton Orrington / Evanston
A modern bar area with a long counter, multiple bar stools, and a variety of bottles on shelves.
A spacious lobby with a reception desk, seating area, and a modern chandelier.
An indoor swimming pool with clear water, surrounded by lounge chairs and potted plants.
A spacious indoor area with a long table, multiple chairs, a sofa, and several gaming machines.

10. Hilton Chicago/Oak Lawn

Hilton Chicago/Oak Lawn
Oak Lawn
United States
Samantha
HK$1,172
HK$1,348 total
includes taxes & fees
7 Sept - 8 Sept
Hilton Chicago/Oak Lawn
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Top Hillside Hotel Reviews

Warwick Allerton - Chicago

Warwick Allerton - Chicago

10/10 Excellent
"Excellent location, clean rooms and fast check in and out. The small cafeteria closes very early."
Esther Q 2-night trip
Posted less than an hour ago
Warwick Allerton - Chicago
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"Pretty comfortable and clean"
rabia 2-night trip
Posted 1 hour ago
The Royal Sonesta Chicago Downtown
Hyatt Regency Chicago

Hyatt Regency Chicago

10/10 Excellent
"Would stay there again."
Steve 1-night trip
Posted 2 hours ago
Hyatt Regency Chicago
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

10/10 Excellent
"The staff was great in helping us switch to a different room when our original had some issues. Location was great!"
Krystal 1-night trip
Posted 2 hours ago
The Allegro Royal Sonesta Hotel Chicago Loop
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

10/10 Excellent
"It was in a convenient location. We were able to catch multiple forms of transportation from there."
Dixie 2-night trip
Posted 2 hours ago
Club Quarters Hotel, Central Loop, Chicago
Hilton Chicago

Hilton Chicago

8/10 Good
"I was surprised our room had two bathrooms which was very nice! It's very spacious and nice!"
See 3-night trip
Posted 3 hours ago
Hilton Chicago
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent
"staff were very friendly and helpful"
Simon 4-night trip
Posted 5 hours ago
InterContinental Chicago Magnificent Mile by IHG
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

8/10 Good
"The roof top was a nice change in our Chicago stay. However the staff was kind of rude and not very helpful. They didn’t notify me of the $150 deposit until check in, and when I asked when it would be returned they said it’s up to my bank. Days later my bank is still saying it’s a pending charge on the hotels end. A bit frustrating. The room was nice, not what was shown in the pictures and the city view for the suit was an alley. Don’t think I will be staying there again."
Amanda 1-night trip
Posted 5 hours ago
The Chicago Hotel Collection - Magnificent Mile
Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile

8/10 Good
"Room was quiet except for the AC unit. Turned it off for sleeping."
Douglas 2-night trip
Posted 5 hours ago
Hampton Inn Chicago Downtown/Magnificent Mile

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