A river with a yellow boat, surrounded by tall buildings and a bridge.

Hilton Hotels, Chicago hotels

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Check prices for these dates

Tonight
5 Oct - 6 Oct
Tomorrow
6 Oct - 7 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

Our top choices for Chicago Hilton Hotels

A large, historic building with a central courtyard surrounded by trees.
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.
A marina with numerous boats docked, surrounded by a cityscape with high-rise buildings and a stadium.

1. Hilton Chicago

Hilton Chicago
Downtown Chicago
Canada
Anna
S$289
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 bar area with a bar counter, multiple chairs, and a chandelier.
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

Hilton Chicago O'Hare Airport
O'Hare
United States
Samuel
S$306
includes taxes & fees
30 Oct - 31 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 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.

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

Hilton Chicago/Oak Brook Hills Resort & Conference Center
Oak Brook
Canada
MARGOT CAROLE BOGNI
S$195
includes taxes & fees
1 Nov - 2 Nov
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
Sydney
S$327
includes taxes & fees
31 Oct - 1 Nov
Palmer House a Hilton Hotel
A spacious hotel lobby with a central fountain, elegant chandeliers, and a high ceiling with skylights.
A spacious living room with a view of the ocean, a chandelier, and a traditional red cabinet.
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.

5. The Drake

The Drake
Downtown Chicago
United States
Carrie
S$260
includes taxes & fees
1 Nov - 2 Nov
The Drake
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.

6. Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
Downtown Chicago
United States
Alan
S$244
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 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.
A spacious lobby with a large window, a central floral arrangement, and modern seating.

7. theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel
Downtown Chicago
United States
Tanisha
S$373
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 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 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
Brian
S$217
includes taxes & fees
1 Nov - 2 Nov
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 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
Jinho
S$262
includes taxes & fees
4 Nov - 5 Nov
Hilton Orrington / Evanston
A modern bar area with a long counter, multiple bar stools, and a variety of bottles on shelves.
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 lobby with a reception desk, seating area, and a modern chandelier.

10. Hilton Chicago/Oak Lawn

Hilton Chicago/Oak Lawn
Oak Lawn
United States
Arnetta
S$192
includes taxes & fees
15 Oct - 16 Oct
Hilton Chicago/Oak Lawn
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Top Chicago Hotel Reviews

Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

10/10 Excellent
"Mom & daughter trip to meet in Chicago to see a concert. Lovely property in a good location to get everywhere we needed. Felt safe walking around day & night as needed."
Jennifer 4-night trip
Posted 2 hours ago
Hotel Saint Clair- Magnificent Mile
Hilton Chicago

Hilton Chicago

8/10 Good
"Solid 4 out of 5 star hotel. Great location and helpful staff. No room service keeps it from 5 star territory."
Eric 3-night trip
Posted 2 hours ago
Hilton Chicago
Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"If you’re going to a bears game this place is amazing. About a 25 minute walk not horrible, bed was comfortable room was clean. Not haunted at all despite the rumors. Overall a great experience."
Henry 1-night trip
Posted 2 hours ago
Congress Plaza Hotel
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent
"Clean sensible hotel. Can’t beat location."
Michael 1-night trip
Posted 6 hours ago
InterContinental Chicago Magnificent Mile by IHG
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

10/10 Excellent
"Really nice place"
Yesenia 2-night trip
Posted 7 hours ago
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago

8/10 Good
"Nice room and great location…need a restaurant and real bar-bar is sort of open…would like to see it after they really rebrand everything"
Matthew 1-night trip
Posted 7 hours ago
Sports Illustrated Resorts Chicago
Hyatt Regency Chicago

Hyatt Regency Chicago

10/10 Excellent
"The room was spacious and the bed was very comfortable. The check in was easy and they gave us a voucher for a drink in the lounge bar. We had a very nice stay. Great location, the river walk is with in walking distance."
Guadalupe 1-night trip
Posted 8 hours ago
Hyatt Regency Chicago
Eurostars Magnificent Mile

Eurostars Magnificent Mile

10/10 Excellent
"The staff at the front desk are very nice and helpful. The restaurant in the hotel has great homemade chips! The room was a little small but we weren’t there a lot so it was good! I’d stay there again. It’s walking distance to most tourist locations."
Michelle 5-night trip
Posted 10 hours ago
Eurostars Magnificent Mile
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent
"Beautiful hotel in a perfect location. Big rooms w/big bathrooms and a super helpful staff. The hotel bar is beautiful and is the perfect place to end your evening. Lively place to stay!"
Amy 2-night trip
Posted 11 hours ago
The Chicago Hotel Collection Ambassador Gold Coast

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