Hotels by Hilton Hotels in Hillside from CA $197

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

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Our top choices for Hillside Hilton Hotels

A modern reception area with a check-in counter, seating, and a decorative wall.

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 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

4.0 star property

O'Hare

8.6 out of 10, Excellent, (2,578 reviews)

8.6/10

Excellent

(2,578 reviews)

"Usually stay here a couple times a year, always a good experience."

Richard

The price is CA $296

CA $296

CA $348 total

includes taxes & fees

Nov 22 - Nov 23

Hilton Chicago O'Hare Airport

A grand hotel lobby with a central staircase, ornate columns, and a decorative ceiling.

A spacious lobby with a patterned carpet, seating area, and a fireplace.

A grand ballroom with ornate chandeliers, a multi-tiered wedding cake centerpiece, and elegant floral arrangements on tables.

A spacious hotel lobby with a large seating area, a flat-screen TV, and a view of the ocean.

2. Hilton Chicago

Hilton Chicago

4.0 star property

Downtown Chicago

8.6 out of 10, Excellent, (3,497 reviews)

8.6/10

Excellent

(3,497 reviews)

"Friendly staff, great location"

Anna

The price is CA $189

CA $189

CA $266 total

includes taxes & fees

Nov 22 - Nov 23

Hilton Chicago

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.

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

Hilton Chicago/Oak Brook Hills Resort & Conference Center

4.0 star property

Oak Brook

9.0 out of 10, Wonderful, (1,005 reviews)

9.0/10

Wonderful

(1,005 reviews)

"Excellent stay, from check-in to the view from our room to the great staff. Would stay here again!!!!"

James

The price is CA $171

CA $171

CA $213 total

includes taxes & fees

Nov 2 - Nov 3

Hilton Chicago/Oak Brook Hills Resort & Conference Center

A grand lobby with a staircase, ornate chandeliers, and a clock on the wall.

An indoor swimming pool with a glass ceiling, wooden walls, and seating areas.

A grand hall with a long table, chairs, and a chandelier.

A grand lobby with ornate ceiling artwork, a bar area, and seating arrangements.

4. Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4.0 star property

Downtown Chicago

8.6 out of 10, Excellent, (2,734 reviews)

8.6/10

Excellent

(2,734 reviews)

"Beautiful hotel with wonderful staff!"

Christy

The price is CA $177

CA $177

CA $252 total

includes taxes & fees

Nov 24 - Nov 25

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 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 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

3.5 star property

Downtown Chicago

9.0 out of 10, Wonderful, (5,044 reviews)

9.0/10

Wonderful

(5,044 reviews)

"Great location!"

Charleen

The price is CA $165

CA $165

CA $197 total

includes taxes & fees

Nov 23 - Nov 24

Hilton Chicago/Magnificent Mile Suites

A spacious hotel lobby with a central fountain, multiple seating areas, and a high ceiling with decorative woodwork.

A coastal cityscape with a beach, high-rise buildings, and a clear sky.

A spacious lobby with a central fountain, multiple seating areas, and a high ceiling with natural light.

6. The Drake

The Drake

4.0 star property

Downtown Chicago

9.0 out of 10, Wonderful, (1,652 reviews)

9.0/10

Wonderful

(1,652 reviews)

"Fantastic hotel! Staff, service, atmosphere were all top notch!"

stephanie

The price is CA $194

CA $194

CA $231 total

includes taxes & fees

Nov 22 - Nov 23

The Drake

A spacious lobby with a large window, a central floral arrangement, and modern seating.

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 modern lounge with a fireplace, comfortable seating, and large windows offering city views.

7. theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel

4.5 star property

Downtown Chicago

9.0 out of 10, Wonderful, (1,162 reviews)

9.0/10

Wonderful

(1,162 reviews)

"Was a great stay!"

Tanisha

The price is CA $213

CA $213

CA $294 total

includes taxes & fees

Nov 22 - Nov 23

theWit Chicago, a Hilton Hotel

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.

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 bar area with wooden tables and chairs, a counter with a coffee machine, and shelves with bottles.

8. Hilton Rosemont Chicago O'Hare

Hilton Rosemont Chicago O'Hare

3.5 star property

Rosemont

8.4 out of 10, Very good, (1,003 reviews)

8.4/10

Very good

(1,003 reviews)

"Great location! Close to airport and many places to eat. Airport shuttle was prompt and easy to use."

Michelle

The price is CA $209

CA $209

CA $238 total

includes taxes & fees

Nov 23 - Nov 24

Hilton Rosemont Chicago O'Hare

A hotel with a brick facade, a modern glass building to the right, and a well-lit entrance.

An outdoor dining area with wicker chairs and tables, overhead lighting, and a view of the street.

A hotel room with a large flat-screen TV, a sofa, a coffee table, a side table, and a bookshelf.

A café interior with a menu board, wooden tables, chairs, and a brick wall.

9. Hilton Orrington / Evanston

Hilton Orrington / Evanston

4.0 star property

Downtown Evanston

8.6 out of 10, Excellent, (167 reviews)

8.6/10

Excellent

(167 reviews)

"It was a good place to stay with my dog"

Jinho

The price is CA $172

CA $172

CA $197 total

includes taxes & fees

Nov 19 - Nov 20

Hilton Orrington / Evanston

A modern bar area with a marble countertop, bar stools, and a variety of liquor bottles.

A spacious restaurant with high ceilings, large windows, and a variety of seating arrangements including tables and chairs.

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

3.5 star property

Oak Lawn

8.4 out of 10, Very good, (1,422 reviews)

8.4/10

Very good

(1,422 reviews)

"Really helpful and kind staff, breakfast buffet was also really good."

Michele

The price is CA $171

CA $171

CA $197 total

includes taxes & fees

Nov 2 - Nov 3

Hilton Chicago/Oak Lawn

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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Top Hillside Hotel Reviews

Hotel Saint Clair- Magnificent Mile

10/10 Excellent

"Great place! Great location!"

Susan 2-night trip

Posted 1 hour ago

Hotel Saint Clair- Magnificent Mile

Fairmont Chicago at Millennium Park

10/10 Excellent

"Like to make a shut out to Kenton at the front desk, what a great person . Everyone at Fairmont are very friendly and very helpful liked we had known them for years . We have stayed in Chicago many times, are first stay at Fairmont we will be back on are next visit."

Randy 1-night trip

Posted 1 hour ago

Fairmont Chicago at Millennium Park