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Search Hotels by Hilton Hotels in Far Southwest Side from £101

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Check prices for these dates

Tonight
21 Oct - 22 Oct
Tomorrow
22 Oct - 23 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

Our top choices for Far Southwest Side Hilton Hotels

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.
A modern living room with a fireplace, a large sofa, a coffee table, and a bookshelf.

1. Hilton Chicago

Hilton Chicago
Downtown Chicago
Canada
Anna
£172
includes taxes & fees
30 Oct - 31 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 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.

2. Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport
O'Hare
United States
Richard
£197
includes taxes & fees
13 Nov - 14 Nov
Hilton Chicago O'Hare Airport
A large hotel with a central courtyard, a lake, and a bridge.
A room with a large window, a bed, and a sofa.
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
Oak Brook
United States
James
£114
includes taxes & fees
1 Nov - 2 Nov
Hilton Chicago/Oak Brook Hills Resort & Conference Center
An indoor swimming pool with a glass ceiling, wooden walls, and seating areas.
A modern building with large glass windows and a covered walkway.
A grand ballroom with ornate chandeliers, round tables with floral centerpieces, and elegant chairs.
A formal dining room with a round table set for eight, surrounded by leather chairs, a chandelier, and potted plants.

4. Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
Downtown Chicago
United States
Christy
£192
includes taxes & fees
31 Oct - 1 Nov
Palmer House a Hilton Hotel
A spacious hotel lobby with a central fountain, multiple seating areas, and a high ceiling with decorative woodwork.
A theater with a marquee reading "The Drake" and a classic facade with arched windows.
A three-tiered dessert stand with various pastries and sandwiches, surrounded by tea sets and a teapot on a round table, set against a backdrop of hanging white flowers and a stone fountain.
A coastal cityscape with high-rise buildings, a beach, and a clear sky.

5. The Drake

The Drake
Downtown Chicago
United States
stephanie
£152
includes taxes & fees
1 Nov - 2 Nov
The Drake
A cityscape at dusk with high-rise buildings, including a Hilton hotel.
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.
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
Vincenzo
£143
includes taxes & fees
1 Nov - 2 Nov
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 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.

7. theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel
Downtown Chicago
United States
Tanisha
£208
includes taxes & fees
30 Oct - 31 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 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.
A spacious lobby with a high ceiling, large windows, and modern lighting fixtures.

8. Hilton Rosemont Chicago O'Hare

Hilton Rosemont Chicago O'Hare
Rosemont
United States
Michelle
£144
includes taxes & fees
12 Nov - 13 Nov
Hilton Rosemont Chicago O'Hare
A conference room with round tables, chairs, and a podium.
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.
A spacious indoor area with a long table, multiple chairs, a sofa, and several gaming machines.

9. Hilton Chicago/Oak Lawn

Hilton Chicago/Oak Lawn
Oak Lawn
United States
Michele
£112
includes taxes & fees
1 Nov - 2 Nov
Hilton Chicago/Oak Lawn
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
Carlos
£101
includes taxes & fees
29 Oct - 30 Oct
Spark by Hilton Matteson Chicago I 57
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Top Far Southwest Side Hotel Reviews

The Chicago Hotel Collection River North

The Chicago Hotel Collection River North

10/10 Excellent
"For just a room it’s not bad"
Jacob 2-night trip
Posted less than an hour ago
The Chicago Hotel Collection River North
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

10/10 Excellent
"very good"
Hong 3-night trip
Posted 9 hours ago
Club Quarters Hotel, Central Loop, Chicago
Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"Our favorite downtown hotel!!"
Judith 2-night trip
Posted 13 hours ago
Congress Plaza Hotel
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

10/10 Excellent
"To quality service from every staff member. Great views. Upgrade to the gold rooms for a wonderful view and access to the lounge. Lounge breakfast and dinner and dessert is WORTH THE $."
elvin 2-night trip
Posted 2 days ago
Fairmont Chicago at Millennium Park

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