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Chicago Hotels

Chicago Hotels & Vacations

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Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

Our 3.5-St
Chicago O'Hare, Illinois

Just steps away from all domestic terminals at O'Hare International Airport, this hotel is ideal for savvy travelers.

Book Now
Hilton Chicago O'Hare Airport
Hilton Chicago O'Hare Airport
Our 3.5-St
In Chicago O'Hare, Illinois
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

Our 4-Star
Chicago O'Hare, Illinois

This airport hotel is ideal for business and leisure travelers looking for close proximity to downtown activities and access to the adjacent convention center.

Book Now
Hyatt Regency O'Hare Chicago
Hyatt Regency O'Hare Chicago
Our 4-Star
In Chicago O'Hare, Illinois
The Westin O'Hare

The Westin O'Hare

Our 4-Star
Chicago O'Hare, Illinois

Located just minutes away from the airport and downtown Chicago, this hotel offers convenient access to a plethora of entertainment and attractions.

Book Now
The Westin O'Hare
The Westin O'Hare
Our 4-Star
In Chicago O'Hare, Illinois
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Our 5-Star
Chicago O'Hare, Illinois

Enjoy luxurious accommodations with custom designed furnishings, floor-to-ceiling windows, and fully equipped kitchens, from a unique location along the Chicago River.

Book Now
Trump International Hotel & Tower Chicago
Trump International Hotel & Tower Chicago
Our 5-Star
In Chicago O'Hare, Illinois
Waldorf Astoria Chicago

Waldorf Astoria Chicago

Our 5-Star
Chicago O'Hare, Illinois

This urban sanctuary in the posh Gold Coast neighborhood affords stunning views of downtown Chicago and the Lake Michigan shoreline.

Book Now
Waldorf Astoria Chicago
Waldorf Astoria Chicago
Our 5-Star
In Chicago O'Hare, Illinois
DoubleTree by Hilton Chicago-Magnificent Mile

DoubleTree by Hilton Chicago-Magnificent Mile

Our 3.5-St
Magnificent Mile, Chicago, IL

This comfortable hotel is just two blocks from Michigan Avenue and the Magnificent Mile, offering easy access to Chicago’s most popular attractions.

Book Now
DoubleTree by Hilton Chicago-Magnificent Mile
DoubleTree by Hilton Chicago-Magnificent Mile
Our 3.5-St
In Magnificent Mile, Chicago, IL
Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

Our 5-Star
Magnificent Mile, Chicago, IL

Rising from downtown Chicago’s Magnificent Mile, this luxury hotel offers unrivaled views of Lake Michigan and the Chicago skyline, accompanied by award-winning hospitality.

Book Now
Four Seasons Hotel Chicago
Four Seasons Hotel Chicago
Our 5-Star
In Magnificent Mile, Chicago, IL
Hilton Chicago

Hilton Chicago

Our 4-Star
Magnificent Mile, Chicago, IL

Integrated into the Chicago skyline, this hotel near Grant Park rewards guests with the opportunity to immerse themselves within the city's architectural roots.

Book Now
Hilton Chicago
Hilton Chicago
Our 4-Star
In Magnificent Mile, Chicago, IL
Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile

Our 4-Star
Magnificent Mile, Chicago, IL

During a stay at the Hyatt Centric Chicago Magnificent Mile, guests will experience the electric energy of the Windy City. Each of the hotel’s 419 guestrooms is spacious, sophisticated and stylishly appointed.

Book Now
Hyatt Centric Chicago Magnificent Mile
Hyatt Centric Chicago Magnificent Mile
Our 4-Star
In Magnificent Mile, Chicago, IL
Palmer House Hilton

Palmer House Hilton

Our 4-Star
Magnificent Mile, Chicago, IL

This iconic downtown hotel offers guests the grandeur of tradition with an infusion of modern elegance.

Book Now
Palmer House Hilton
Palmer House Hilton
Our 4-Star
In Magnificent Mile, Chicago, IL
Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk

Our 4-Star
Magnificent Mile, Chicago, IL

The Sheraton Grand Chicago Riverwalk is ideally located in the heart of downtown Chicago, overlooking the Chicago River.

Book Now
Sheraton Grand Chicago Riverwalk
Sheraton Grand Chicago Riverwalk
Our 4-Star
In Magnificent Mile, Chicago, IL
The Drake Hotel

The Drake Hotel

Our 4-Star
Magnificent Mile, Chicago, IL

This acclaimed hotel commands a pride of place on Chicago's Magnificent Mile, affording guests easy access to the city's most exclusive shopping, nightlife and dining.

Book Now
The Drake Hotel
The Drake Hotel
Our 4-Star
In Magnificent Mile, Chicago, IL
The Westin Chicago River North

The Westin Chicago River North

Our 4-Star
Magnificent Mile, Chicago, IL

This hotel is nestled in the heart of the restaurant and theatre districts where guests can find plenty of things to do in downtown Chicago.

Book Now
The Westin Chicago River North
The Westin Chicago River North
Our 4-Star
In Magnificent Mile, Chicago, IL
The Westin Michigan Avenue Chicago

The Westin Michigan Avenue Chicago

Our 4-Star
Magnificent Mile, Chicago, IL

This elegant hotel on the Magnificent Mile offers easy access to upscale shopping at Water Tower Place.

Book Now
The Westin Michigan Avenue Chicago
The Westin Michigan Avenue Chicago
Our 4-Star
In Magnificent Mile, Chicago, IL
W Chicago - Lakeshore

W Chicago - Lakeshore

Our 4-Star
Magnificent Mile, Chicago, IL

The only hotel overlooking Lake Michigan, the W Chicago - Lakeshore is close to Navy Pier and the city's many attractions.

Book Now
W Chicago - Lakeshore
W Chicago - Lakeshore
Our 4-Star
In Magnificent Mile, Chicago, IL
Radisson Blu Aqua Hotel, Chicago

Radisson Blu Aqua Hotel, Chicago

Our 4.5-St
The Loop Downtown

Dive into the rich culture of downtown Chicago from this striking hotel located in the heart of the city and just minutes from top attractions.

Book Now
Radisson Blu Aqua Hotel, Chicago
Radisson Blu Aqua Hotel, Chicago
Our 4.5-St
In The Loop Downtown
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

Our 4-Star
The Loop Downtown

The Allegro Royal Sonesta Hotel in the Chicago Loop is where old-school glamour meets a modern sophistication and timeless elegance melds into a confident urban vibe.

Book Now
The Allegro Royal Sonesta Hotel Chicago Loop
The Allegro Royal Sonesta Hotel Chicago Loop
Our 4-Star
In The Loop Downtown
theWit - A DoubleTree by Hilton

theWit - A DoubleTree by Hilton

Our 4-Star
The Loop Downtown

With eye-popping design, stunning views and innovative culinary creation, this hotel is an homage to creativity and expression.

Book Now
theWit - A DoubleTree by Hilton
theWit - A DoubleTree by Hilton
Our 4-Star
In The Loop Downtown
W Chicago - City Center

W Chicago - City Center

Our 4-Star
The Loop Downtown

Set in the heart of Chicago's vibrant cultural scene, this hotel offers modern accommodations with cutting-edge technology.

Book Now
W Chicago - City Center
W Chicago - City Center
Our 4-Star
In The Loop Downtown
1-19 of 19 Hotels
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Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

Our 3.5-St
Chicago O'Hare, Illinois

Just steps away from all domestic terminals at O'Hare International Airport, this hotel is ideal for savvy travelers.

Book Now
Hilton Chicago O'Hare Airport
Hilton Chicago O'Hare Airport
Our 3.5-St
In Chicago O'Hare, Illinois
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

Our 4-Star
Chicago O'Hare, Illinois

This airport hotel is ideal for business and leisure travelers looking for close proximity to downtown activities and access to the adjacent convention center.

Book Now
Hyatt Regency O'Hare Chicago
Hyatt Regency O'Hare Chicago
Our 4-Star
In Chicago O'Hare, Illinois
The Westin O'Hare

The Westin O'Hare

Our 4-Star
Chicago O'Hare, Illinois

Located just minutes away from the airport and downtown Chicago, this hotel offers convenient access to a plethora of entertainment and attractions.

Book Now
The Westin O'Hare
The Westin O'Hare
Our 4-Star
In Chicago O'Hare, Illinois
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Our 5-Star
Chicago O'Hare, Illinois

Enjoy luxurious accommodations with custom designed furnishings, floor-to-ceiling windows, and fully equipped kitchens, from a unique location along the Chicago River.

Book Now
Trump International Hotel & Tower Chicago
Trump International Hotel & Tower Chicago
Our 5-Star
In Chicago O'Hare, Illinois
Waldorf Astoria Chicago

Waldorf Astoria Chicago

Our 5-Star
Chicago O'Hare, Illinois

This urban sanctuary in the posh Gold Coast neighborhood affords stunning views of downtown Chicago and the Lake Michigan shoreline.

Book Now
Waldorf Astoria Chicago
Waldorf Astoria Chicago
Our 5-Star
In Chicago O'Hare, Illinois
DoubleTree by Hilton Chicago-Magnificent Mile

DoubleTree by Hilton Chicago-Magnificent Mile

Our 3.5-St
Magnificent Mile, Chicago, IL

This comfortable hotel is just two blocks from Michigan Avenue and the Magnificent Mile, offering easy access to Chicago’s most popular attractions.

Book Now
DoubleTree by Hilton Chicago-Magnificent Mile
DoubleTree by Hilton Chicago-Magnificent Mile
Our 3.5-St
In Magnificent Mile, Chicago, IL
Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

Our 5-Star
Magnificent Mile, Chicago, IL

Rising from downtown Chicago’s Magnificent Mile, this luxury hotel offers unrivaled views of Lake Michigan and the Chicago skyline, accompanied by award-winning hospitality.

Book Now
Four Seasons Hotel Chicago
Four Seasons Hotel Chicago
Our 5-Star
In Magnificent Mile, Chicago, IL
Hilton Chicago

Hilton Chicago

Our 4-Star
Magnificent Mile, Chicago, IL

Integrated into the Chicago skyline, this hotel near Grant Park rewards guests with the opportunity to immerse themselves within the city's architectural roots.

Book Now
Hilton Chicago
Hilton Chicago
Our 4-Star
In Magnificent Mile, Chicago, IL
Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile

Our 4-Star
Magnificent Mile, Chicago, IL

During a stay at the Hyatt Centric Chicago Magnificent Mile, guests will experience the electric energy of the Windy City. Each of the hotel’s 419 guestrooms is spacious, sophisticated and stylishly appointed.

Book Now
Hyatt Centric Chicago Magnificent Mile
Hyatt Centric Chicago Magnificent Mile
Our 4-Star
In Magnificent Mile, Chicago, IL
Palmer House Hilton

Palmer House Hilton

Our 4-Star
Magnificent Mile, Chicago, IL

This iconic downtown hotel offers guests the grandeur of tradition with an infusion of modern elegance.

Book Now
Palmer House Hilton
Palmer House Hilton
Our 4-Star
In Magnificent Mile, Chicago, IL
Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk

Our 4-Star
Magnificent Mile, Chicago, IL

The Sheraton Grand Chicago Riverwalk is ideally located in the heart of downtown Chicago, overlooking the Chicago River.

Book Now
Sheraton Grand Chicago Riverwalk
Sheraton Grand Chicago Riverwalk
Our 4-Star
In Magnificent Mile, Chicago, IL
The Drake Hotel

The Drake Hotel

Our 4-Star
Magnificent Mile, Chicago, IL

This acclaimed hotel commands a pride of place on Chicago's Magnificent Mile, affording guests easy access to the city's most exclusive shopping, nightlife and dining.

Book Now
The Drake Hotel
The Drake Hotel
Our 4-Star
In Magnificent Mile, Chicago, IL
The Westin Chicago River North

The Westin Chicago River North

Our 4-Star
Magnificent Mile, Chicago, IL

This hotel is nestled in the heart of the restaurant and theatre districts where guests can find plenty of things to do in downtown Chicago.

Book Now
The Westin Chicago River North
The Westin Chicago River North
Our 4-Star
In Magnificent Mile, Chicago, IL
The Westin Michigan Avenue Chicago

The Westin Michigan Avenue Chicago

Our 4-Star
Magnificent Mile, Chicago, IL

This elegant hotel on the Magnificent Mile offers easy access to upscale shopping at Water Tower Place.

Book Now
The Westin Michigan Avenue Chicago
The Westin Michigan Avenue Chicago
Our 4-Star
In Magnificent Mile, Chicago, IL
W Chicago - Lakeshore

W Chicago - Lakeshore

Our 4-Star
Magnificent Mile, Chicago, IL

The only hotel overlooking Lake Michigan, the W Chicago - Lakeshore is close to Navy Pier and the city's many attractions.

Book Now
W Chicago - Lakeshore
W Chicago - Lakeshore
Our 4-Star
In Magnificent Mile, Chicago, IL
Radisson Blu Aqua Hotel, Chicago

Radisson Blu Aqua Hotel, Chicago

Our 4.5-St
The Loop Downtown

Dive into the rich culture of downtown Chicago from this striking hotel located in the heart of the city and just minutes from top attractions.

Book Now
Radisson Blu Aqua Hotel, Chicago
Radisson Blu Aqua Hotel, Chicago
Our 4.5-St
In The Loop Downtown
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

Our 4-Star
The Loop Downtown

The Allegro Royal Sonesta Hotel in the Chicago Loop is where old-school glamour meets a modern sophistication and timeless elegance melds into a confident urban vibe.

Book Now
The Allegro Royal Sonesta Hotel Chicago Loop
The Allegro Royal Sonesta Hotel Chicago Loop
Our 4-Star
In The Loop Downtown
theWit - A DoubleTree by Hilton

theWit - A DoubleTree by Hilton

Our 4-Star
The Loop Downtown

With eye-popping design, stunning views and innovative culinary creation, this hotel is an homage to creativity and expression.

Book Now
theWit - A DoubleTree by Hilton
theWit - A DoubleTree by Hilton
Our 4-Star
In The Loop Downtown
W Chicago - City Center

W Chicago - City Center

Our 4-Star
The Loop Downtown

Set in the heart of Chicago's vibrant cultural scene, this hotel offers modern accommodations with cutting-edge technology.

Book Now
W Chicago - City Center
W Chicago - City Center
Our 4-Star
In The Loop Downtown
1-19 of 19 Hotels