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
4 Sept - 5 Sept
Tomorrow
5 Sept - 6 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 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.

1. Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport
O'Hare
United States
marlo
HK$2,006
HK$2,355 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 marina with numerous boats docked, surrounded by a cityscape with high-rise buildings and a stadium.
A modern hotel lobby with a curved white sofa, two side tables with lamps, a black coffee table, and a large chandelier.
A restaurant interior with wooden tables and chairs, a carpeted floor, and framed pictures on the walls.

2. Hilton Chicago

Hilton Chicago
Downtown Chicago
United States
Konner
HK$1,560
HK$2,085 total
includes taxes & fees
7 Sept - 8 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.
An indoor swimming pool with a glass ceiling, wooden walls, and seating areas.
A grand lobby with ornate ceiling artwork, chandeliers, and a prominent 'P' emblem.

3. Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
Downtown Chicago
United States
G.
HK$1,779
HK$2,348 total
includes taxes & fees
10 Sept - 11 Sept
Palmer House a Hilton Hotel
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 spacious living room with a view of the ocean, a chandelier, and a traditional red cabinet.
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
HK$1,717
HK$2,041 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 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.
A rooftop bar with seating areas, large windows, and a city view.

5. theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel
Downtown Chicago
United States
Samuel
HK$2,270
HK$2,929 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 dining table set for a meal with a floral centerpiece, surrounded by chairs, in a room with a cityscape view.
A hotel room with a bed, a desk, a television, a sofa, and a large window with a city view.

6. Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
Downtown Chicago
United States
susie
HK$1,245
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 grand ballroom with ornate chandeliers, elegant draped tables, and a luxurious carpet.
A hotel entrance with a covered walkway, glass doors, and outdoor seating.

7. Hilton Rosemont Chicago O'Hare

Hilton Rosemont Chicago O'Hare
Rosemont
United States
Cecilia Oviedo
HK$1,199
HK$1,367 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 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.

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

Hilton Chicago/Oak Brook Hills Resort & Conference Center
Oak Brook
United States
chauncey
HK$1,054
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 café interior with a menu board, wooden tables, chairs, and a brick wall.
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
7 Sept - 8 Sept
Hilton Orrington / Evanston
A modern bar area with a long counter, multiple bar stools, and a variety of bottles on shelves.
A spacious indoor area with a long table, multiple chairs, a sofa, and several gaming machines.
An indoor swimming pool with clear water, surrounded by lounge chairs and potted plants.
A spacious lobby with a reception desk, seating area, and a modern chandelier.

10. Hilton Chicago/Oak Lawn

Hilton Chicago/Oak Lawn
Oak Lawn
United States
Samantha
HK$1,087
HK$1,250 total
includes taxes & fees
29 Sept - 30 Sept
Hilton Chicago/Oak Lawn
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Top Hillside Hotel Reviews

Hyatt Regency Chicago

Hyatt Regency Chicago

10/10 Excellent
"N/A"
Mary Babette 3-night trip
Posted 1 hour ago
Hyatt Regency Chicago
Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile

10/10 Excellent
"Hotel was conveniently located near shops, restaurants, navy pier, museums Lake Shore Drive and other sites. Room was clean and very comfortable. Staff was helpful. The room was reasonably priced. Only concern was the lobby was a little neglected and unappealing."
Rose 2-night trip
Posted 1 hour ago
Hampton Inn Chicago Downtown/Magnificent Mile
Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"Very nice and helpful staff. Close to many downtown amenities"
Angela 4-night trip
Posted 2 hours ago
Congress Plaza Hotel
L7 Chicago by LOTTE

L7 Chicago by LOTTE

10/10 Excellent
"Very nice staff"
Ahmed 1-night trip
Posted 2 hours ago
L7 Chicago by LOTTE
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"Great and Friendly staff from check-in to check-out."
Lisa 1-night trip
Posted 2 hours ago
The Chicago Hotel Collection - Magnificent Mile
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent
"Clean and spacious rooms."
Novie 1-night trip
Posted 2 hours ago
InterContinental Chicago Magnificent Mile by IHG
River Hotel

River Hotel

10/10 Excellent
"My stay was truly a blessing; from the moment I arrived, Leo took great care of me and helped with the check-in... the housekeeping staff was friendly and did a great job. I had a beautiful view from my room on the 35th floor... I would definitely choose this hotel 🏨 again when I return to Chicago..."
Tayde 2-night trip
Posted 2 hours ago
River Hotel
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

8/10 Good
"When I first arrived I noticed there were chip pieces on the floor. That was minor. The silverware wasn’t properly washed and there was a nasty stain in the cabinet. Aside from that, I enjoyed my stay."
Julia 4-night trip
Posted 4 hours ago
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"The property was amazing! It was in a perfect location, walkable to everything. The view from our room was even better. We got upgraded to the river view."
Mia 2-night trip
Posted 5 hours ago
The Royal Sonesta Chicago Downtown

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