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

Find Chicago Hotels with Shuttle Services from S$179

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Check availability on Chicago Hotels with shuttle

Tonight
3 Oct - 4 Oct
Tomorrow
4 Oct - 5 Oct
Next weekend
9 Oct - 11 Oct
In two weeks
16 Oct - 18 Oct
No exact matches found, but these alternatives could be just right

Recommended hotels in Chicago

A modern kitchen with a marble island, fruit bowls, and a city view.
A modern hotel room with a city view, a seating area with two sofas and a coffee table, and a dining area with a table and chairs.
A modern lounge area with a central bar, seating arrangements, and a decorative chandelier.
A modern bar area with a central bar, seating, and a distinctive ceiling design.

1. Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
Downtown Chicago
United States
Ruby
S$303
includes taxes & fees
31 Oct - 1 Nov
Fairmont Chicago at Millennium Park
A long dining table with chairs, overhead lighting, and a marble wall with a decorative ceiling.
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.
A grand lobby with ornate ceiling artwork, chandeliers, and a prominent 'P' emblem.

2. Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
Downtown Chicago
United States
Gabriella
S$327
includes taxes & fees
31 Oct - 1 Nov
Palmer House a Hilton Hotel
A dining table set for six with a cityscape view through large windows.
A modern hotel room with a large bed, a desk, a chair, and a view of the cityscape through large windows.
The exterior of the Swissotel building with its distinctive glass facade and the hotel's name displayed prominently.
A modern hotel room with a large window offering a cityscape view, a green sofa, two armchairs, and a coffee table with flowers.

3. Swissotel - Chicago

Swissotel - Chicago
Downtown Chicago
United States
Michael
S$336
includes taxes & fees
31 Oct - 1 Nov
Swissotel - Chicago
The Intercontinental hotel facade with a large American flag and a floral display.
A person lying on a bed with a bottle of champagne, surrounded by food and a magazine.
A bar area with a high bar counter, multiple stools, and a seating area with booths and tables.
A swimming pool area with a glass-bottomed pool, a high ceiling with hanging lights, and a staircase with people sitting on it.

4. InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
Downtown Chicago
United States
Kenan
S$408
includes taxes & fees
1 Nov - 2 Nov
InterContinental Chicago Magnificent Mile by IHG
A spacious bar area with high ceilings and large windows, offering views of a cityscape.
A cityscape with modern high-rise buildings, a river, and a boat.
A multi-level hotel lobby with a glass elevator, a seating area, and a dining space.
A bar with a circular liquor display, seating with stools, and a city view through large windows.

5. Hyatt Regency Chicago

Hyatt Regency Chicago
Downtown Chicago
United States
Mark
S$421
includes taxes & fees
31 Oct - 1 Nov
Hyatt Regency Chicago
A modern dining area with round tables and white chairs, a kitchen area with a coffee machine, and a view of the outdoors through large windows.
A hotel room with two beds, a nightstand, a telephone, and a wall with printed text.
A modern hotel lobby with a long blue sofa, numbered cushions, and hanging planters.
A bar area with a long counter, multiple liquor bottles, and a variety of glasses.

6. Hilton Vacation Club Hotel Blake Chicago

Hilton Vacation Club Hotel Blake Chicago
Downtown Chicago
United States
John
S$261
includes taxes & fees
3 Nov - 4 Nov
Hilton Vacation Club Hotel Blake Chicago
A spacious lobby with a central sofa, multiple seating areas, and a decorative ceiling.
A grand ballroom with ornate ceiling decorations, multiple chandeliers, and a central table with a white tablecloth.
Outdoor seating with yellow umbrellas labeled "Twisted Tea," wicker chairs, and tables.
A cityscape with various buildings, including a prominent skyscraper and a classical building with arched windows.

7. Congress Plaza Hotel

Congress Plaza Hotel
Downtown Chicago
United States
Guadalupe
S$179
includes taxes & fees
1 Nov - 2 Nov
Congress Plaza Hotel
A hotel room with a large window offering a city view, a bed, a desk, and a chair.
A coffee shop interior with a display case of pastries, a coffee machine, and a menu board.
A Courtyard Marriott hotel with a glass facade, a self-park sign, and a Marriott logo.
A reception area with a modern design, featuring a large window, a reception desk, and artwork on the wall.

8. Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
Downtown Chicago
United States
Tim
S$201
includes taxes & fees
1 Nov - 2 Nov
Courtyard by Marriott Chicago Magnificent Mile
An outdoor seating area with modern furniture and potted plants.
A corridor with a brick wall, hanging wicker light fixture, and potted plants.
A modern skyscraper with a unique wavy facade, surrounded by other high-rise buildings.
A modern hotel with a rooftop pool, surrounded by high-rise buildings and a clear view of the city skyline.

9. Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago
Downtown Chicago
United States
Phillip
S$372
includes taxes & fees
31 Oct - 1 Nov
Radisson Blu Aqua Hotel Chicago
An outdoor seating area with a glass table, orange cushions, and potted plants.
A person on a balcony overlooking a body of water with exercise equipment and a view of a bridge and buildings.
A modern building with a large glass facade and a river in front.
A modern living room with a fireplace, large windows, and a flat-screen TV mounted on the wall.

10. Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
Downtown Chicago
United States
Stacie
S$409
includes taxes & fees
31 Oct - 1 Nov
Sheraton Grand Chicago Riverwalk
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Top Chicago Hotel Reviews

The Wade

The Wade

8/10 Good
"Clean and the place needs some renovations you can see that painting is not enough to keep things looking new. The room was nice and clean but needs updating. Need more umbrellas especially that it rains, they should have 1 in each room so everyone is able to use we had to buy our own when I specifically asked if there was some to borrow, disappointed as Chicago is known to be rained out."
Barbara 2-night trip
Posted 1 hour ago
The Wade
Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago

10/10 Excellent
"We loved our stay it was so convenient ly located the rooms were comfortable and efficient staff was great and smiles"
Mounir 2-night trip
Posted 2 hours ago
Sports Illustrated Resorts Chicago
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent
"The hotel was a very convenient location from downtown and Lake Michigan. Definitely one of the better breakfasts I've had recently and the pricing sits just right for the amenities and convenience this hotel offers"
Sudeep 1-night trip
Posted 9 hours ago
The Chicago Hotel Collection Ambassador Gold Coast
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"Great location in the middle of et; amazing view of the river;"
Ramona 3-night trip
Posted 16 hours ago
The Royal Sonesta Chicago Downtown

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