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Hilton Hotels hotels in Southwest Side, Chicago

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Check prices for these dates

Tonight
28 Sept - 29 Sept
Tomorrow
29 Sept - 30 Sept
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

Our top choices for Southwest Side Hilton Hotels

A large, historic building with a central courtyard surrounded by trees.
A hotel room with two beds, a desk with a television, a chair, a desk lamp, and a painting on the wall.
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.

1. Hilton Chicago

Hilton Chicago
Downtown Chicago
United States
Alan
€193
includes taxes & fees
24 Oct - 25 Oct
Hilton Chicago
A hotel room with a sofa, armchairs, a dining table, and a view of the city at night.
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.
A bar area with a bar counter, multiple chairs, and a chandelier.

2. Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport
O'Hare
United Kingdom
Don
€218
includes taxes & fees
24 Oct - 25 Oct
Hilton Chicago O'Hare Airport
A large hotel with a central courtyard, a lake, and a bridge.
A golf course with a swimming pool, lounge area, and a pond.
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.

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

Hilton Chicago/Oak Brook Hills Resort & Conference Center
Oak Brook
Canada
MARGOT CAROLE BOGNI
€150
includes taxes & fees
4 Oct - 5 Oct
Hilton Chicago/Oak Brook Hills Resort & Conference Center
A long dining table with chairs, overhead lighting, and a marble wall with a decorative ceiling.
A modern building with large glass windows and a covered walkway.
An indoor swimming pool with a glass ceiling, wooden walls, and seating areas.
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
Gabriella
€287
includes taxes & fees
25 Oct - 26 Oct
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 grand lobby with a chandelier, a reception desk, and a seating area with sofas and chairs.
A spacious living room with a view of the ocean, a chandelier, and a traditional red cabinet.

5. The Drake

The Drake
Downtown Chicago
Canada
Richard
€205
includes taxes & fees
25 Oct - 26 Oct
The Drake
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 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.

6. Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
Downtown Chicago
United States
Brian
€182
includes taxes & fees
25 Oct - 26 Oct
Hilton Chicago/Magnificent Mile Suites
A spacious indoor area with a high ceiling, large windows, and a central seating area with sofas and tables.
A modern lounge with a fireplace, comfortable seating, and large windows offering city views.
A rooftop bar with seating areas, large windows, and a city view.
A bar area with a large TV screen, multiple shelves of bottles, and orange bar stools.

7. theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel
Downtown Chicago
United States
Samuel
€291
includes taxes & fees
25 Oct - 26 Oct
theWit Chicago, a Hilton Hotel
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.

8. Hilton Rosemont Chicago O'Hare

Hilton Rosemont Chicago O'Hare
Rosemont
United States
Brian
€172
includes taxes & fees
23 Oct - 24 Oct
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 modern hotel room with a large flat-screen TV, a grey sofa with a patterned throw, a round coffee 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
Downtown Evanston
United States
Jinho
€175
includes taxes & fees
4 Oct - 5 Oct
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.
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.

10. Hilton Chicago/Oak Lawn

Hilton Chicago/Oak Lawn
Oak Lawn
United States
Samantha
€132
includes taxes & fees
5 Oct - 6 Oct
Hilton Chicago/Oak Lawn
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Top Southwest Side Hotel Reviews

L7 Chicago by LOTTE

L7 Chicago by LOTTE

10/10 Excellent
"Great location, great rooms. The people were so nice."
jacqueline 4-night trip
Posted less than an hour ago
L7 Chicago by LOTTE
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"Would recommend stay here very nice hotel"
carla 1-night trip
Posted 1 hour ago
The Chicago Hotel Collection - Magnificent Mile
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent
"we were upgraded to a high floor corner room. It was lovely"
Phyllis 1-night trip
Posted 2 hours ago
InterContinental Chicago Magnificent Mile by IHG
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent
"Loved the stay"
Noor 1-night trip
Posted 3 hours ago
The Chicago Hotel Collection Ambassador Gold Coast
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

10/10 Excellent
"The staff was amazing."
Kelly 1-night trip
Posted 15 hours ago
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

10/10 Excellent
"Great location, quiet and spacious"
Yosnina 1-night trip
Posted 1 day ago
Club Quarters Hotel, Central Loop, Chicago

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