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28 Sept - 29 Sept

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29 Sept - 30 Sept

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Our top choices for Southwest Side Hilton Hotels

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 hotel room with two beds, a desk with a television, a chair, a desk lamp, and a painting on the wall.

1. Hilton Chicago

Downtown Chicago

United States

Alan

RM655

RM898 total

includes taxes & fees

24 Oct - 25 Oct

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 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.

2. Hilton Chicago O'Hare Airport

O'Hare

United Kingdom

Don

RM865

RM1,016 total

includes taxes & fees

24 Oct - 25 Oct

A large hotel with a central courtyard, a lake, and a bridge.

A room with a large window, a bed, and a sofa.

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 spacious, modern interior with large windows offering views of a golf course and a lake.

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

Oak Brook

Canada

MARGOT CAROLE BOGNI

RM565

RM694 total

includes taxes & fees

4 Oct - 5 Oct

A long dining table with chairs, overhead lighting, and a marble wall with a decorative ceiling.

A grand hall with a central aisle, ornate chandeliers, and rows of chairs.

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

A modern building with large glass windows and a covered walkway.

4. Palmer House a Hilton Hotel

Downtown Chicago

United States

Gabriella

RM1,191

RM1,537 total

includes taxes & fees

24 Oct - 25 Oct

A spacious hotel lobby with a central fountain, elegant chandeliers, and a high ceiling with skylights.

A grand lobby with a chandelier, a reception desk, and a seating area with sofas and chairs.

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.

5. The Drake

Downtown Chicago

Canada

Richard

RM1,132

RM1,346 total

includes taxes & fees

27 Oct - 28 Oct

A cityscape at dusk with high-rise buildings, including a Hilton hotel.

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.

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

Downtown Chicago

United States

Brian

RM713

RM848 total

includes taxes & fees

25 Oct - 26 Oct

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

Downtown Chicago

United States

Samuel

RM1,382

RM1,762 total

includes taxes & fees

29 Oct - 30 Oct

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 spacious lobby with a high ceiling, large windows, and modern lighting fixtures.

8. Hilton Rosemont Chicago O'Hare

Rosemont

United States

Brian

RM701

RM799 total

includes taxes & fees

23 Oct - 24 Oct

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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."

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent

"Would recommend stay here very nice hotel"

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"

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent

"Loved the stay"

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

10/10 Excellent

"The staff was amazing."

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

10/10 Excellent

"Great location, quiet and spacious"

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