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All aboard for Chicago

If you're looking to take a trip to one of America's most legendary cities, then set your sights on the Windy City. Chicago offers more than iconic sports teams, fascinating history, a terrific music scene, and some of the best deep-dish pizza in the world - it offers big-hearted Midwestern hospitality in all the right places. So don your Cubs' cap; get ready to see where Ferris Bueller danced the twist; tour the Art Industry of Chicago; treat yourself to a live blues show; and catch the city lights from the top of the soaring Willis Tower. Whatever you’re looking for in a vacation, the Windy City is sure to blow your expectations away.

DoubleTree by Hilton Chicago - Magnificent Mile

50% Off Parking

Book Park & Stay and save up to 50% off parking. Plan a curated Windy City getaway this winter- skate the ribbon at Maggie Daley Park, shop the Mag Mile, visit museums, take in a performance at the theater, or gaze in wonder at the skyline from John Hancock's 360 Observation Deck. 

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Hiltons at McCormick Place

This winter, save up to 15% and discover comfort and convenience at the Hiltons at McCormick Place. Located just minutes from the Shedd Aquarium and Field Museum. Warm up in our Heated Indoor Pool or try one of our Four Restaurants.

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Aloft Chicago Mag Mile

Discover downtown Chicago and the Magnificent Mile. Your Windy City escape awaits at our modern hotel. Energize for the day ahead in artfully designed hotel rooms and suites featuring minimalist decor, oversized TVs, free Wi-Fi and premium bath products. And when you're ready to explore, the Magnificent Mile beckons right outside our doors.

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Pendry Chicago

Set within the iconic 1929 Art Deco Carbide & Carbon Building in Chicago’s Loop neighborhood, Pendry Chicago is a modern-day luxury hotel that offers contemporary, comfortable interiors combined with unparalleled detail. Discover signature dining and drink destinations that embody the spirit of Chicago, all just steps from the city’s best sights.

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Park Hyatt Chicago

Ultra-luxury Chicago hotel reopened Summer 2022 with 182 renovated guestrooms & suites and newly reimagined public spaces. Steps from the historic Water Tower & famed Magnificent Mile with sprawling views of Lake Michigan. Renowned upscale dining. Elegant & intimate destination spa. Distinctive art & design. Highly personalized guest service.

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Intercontinental Chicago Magnificent Mile

In Chicago’s most iconic shopping and entertainment corridor, The InterContinental Chicago Magnificent Mile is one of the city’s preeminent luxury hotels, boasting a 3-story fitness center, a junior-Olympic sized pool, a spa, and a steakhouse. The massive property features 792 rooms, each equipped with modern design and luxury amenities.

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Hilton Chicago

Stroll down the interactive history corridor, pedal a Peloton, enjoy a lap at the indoor pool or track, order room delivery, and get a taste of local Chicago flavor at Kitty O’Sheas, before exploring nearby Museum campus, Soldier Field or ice skating at Millennium Park. Then return in the evening for a fireside cocktail at 720 South Lounge.

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Palmer House Hilton

Breakfast Included. Celebrating over 150 years of stories, enter through the legendary peacock doors to partake in magic at The Magic Parlour, grab a bite at Potter’s Chicago Burger Bar, de-stress at The Spa, or take the polar plunge at the indoor pool, before exploring Broadway in Chicago or ice skating at Millennium Park.

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Hotel Julian

Located across from Millennium Park, all rooms feature a modern design with high ceilings and well-appointed amenities such as Frette linens, 55" smart TV with casting capabilities, and handheld steamers for a luxury lifestyle experience. Julian offers a flexible cancellation policy and an on-site gastropub, ALK.

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Loews Hotel Chicago

Located just steps from the Magnificent Mile, Navy Pier, and Lake Michigan, Loews Chicago Hotel is here to Welcome You Like Family to your home away from home.

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Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

4 out of 5
162 East Ontario Street, Chicago, IL
$126 nightly
The price is $147 total per night from Sep 2 to Sep 3
$147 total
Sep 2 - Sep 3
Total includes taxes and fees
Stay at this 4-star hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean ...
Hotel Saint Clair- Magnificent Mile
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
200 North Columbus Drive, Chicago, IL
$276 nightly
The price is $324 total per night from Aug 10 to Aug 11
$324 total
Aug 10 - Aug 11
Total includes taxes and fees
Book a stay at this spa hotel in Chicago. Enjoy a full-service spa, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
Fairmont Chicago at Millennium Park
Bluegreen Vacations Hotel Blake, Ascend Resort Collection

Bluegreen Vacations Hotel Blake, Ascend Resort Collection

4 out of 5
500 South Dearborn Street, Chicago, IL
$159 nightly
The price is $187 total per night from Sep 4 to Sep 5
$187 total
Sep 4 - Sep 5
Total includes taxes and fees
Stay at this 4-star boutique hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms ...
Bluegreen Vacations Hotel Blake, Ascend Resort Collection
Save an average of 15% on thousands of hotels when you're signed in
Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

4 out of 5
10 S Wabash Ave, Chicago, IL
$210 nightly
The price is $246 total per night from Aug 14 to Aug 15
$246 total
Aug 14 - Aug 15
Total includes taxes and fees
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the bar and the ...
Silversmith Hotel Chicago Downtown
Chicago Marriott Downtown Magnificent Mile

Chicago Marriott Downtown Magnificent Mile

4 out of 5
540 North Michigan Avenue, Chicago, IL
$237 nightly
The price is $278 total per night from Sep 1 to Sep 2
$278 total
Sep 1 - Sep 2
Total includes taxes and fees
Stay at this 4-star business-friendly hotel in Chicago. Enjoy 2 restaurants, 4 beach bars, and a rooftop terrace. Our guests praise the bar and the helpful staff ...
Chicago Marriott Downtown Magnificent Mile
Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk

4 out of 5
301 E North Water St, Chicago, IL
$245 nightly
The price is $287 total per night from Sep 1 to Sep 2
$287 total
Sep 1 - Sep 2
Total includes taxes and fees
Stay at this 4-star eco-certified hotel in Chicago. Enjoy 3 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Sheraton Grand Chicago Riverwalk
Le Méridien Essex Chicago

Le Méridien Essex Chicago

4 out of 5
800 S Michigan Ave, Chicago, IL
$165 nightly
The price is $193 total per night from Sep 2 to Sep 3
$193 total
Sep 2 - Sep 3
Total includes taxes and fees
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the restaurant and the ...
Le Méridien Essex Chicago
The Godfrey Hotel Chicago

The Godfrey Hotel Chicago

4.5 out of 5
127 West Huron, at LaSalle, Chicago, IL
$162 nightly
The price is $190 total per night from Sep 1 to Sep 2
$190 total
Sep 1 - Sep 2
Total includes taxes and fees
Stay at this 4.5-star luxury hotel in Chicago. Enjoy a full-service spa, a rooftop terrace, and a 24-hour fitness center. Our guests praise the helpful staff ...
The Godfrey Hotel Chicago
Virgin Hotels Chicago

Virgin Hotels Chicago

4.5 out of 5
203 N Wabash Ave, Chicago, IL
$249 nightly
The price is $292 total per night from Sep 1 to Sep 2
$292 total
Sep 1 - Sep 2
Total includes taxes and fees
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, a nightclub, and a rooftop terrace. Our guests praise the bar and the helpful staff in our reviews. ...
Virgin Hotels Chicago
The Drake

The Drake

4 out of 5
140 E Walton Place, Chicago, IL
$178 nightly
The price is $209 total per night from Sep 2 to Sep 3
$209 total
Sep 2 - Sep 3
Total includes taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff ...
The Drake
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

4 out of 5
511 North Columbus Drive, Chicago, IL
$207 nightly
The price is $243 total per night from Sep 3 to Sep 4
$243 total
Sep 3 - Sep 4
Total includes taxes and fees
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the helpful ...
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
The LaSalle Chicago, Autograph Collection by Marriott

The LaSalle Chicago, Autograph Collection by Marriott

4.5 out of 5
208 SOUTH LASALLE STREET, Chicago, IL
$278 nightly
The price is $326 total per night from Aug 22 to Aug 23
$326 total
Aug 22 - Aug 23
Total includes taxes and fees
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and 24-hour room service. Our guests praise the helpful staff and the ...
The LaSalle Chicago, Autograph Collection by Marriott
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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Hilton Hotels at McCormick Place - save up to 15%

Booking window: 1/1/23-3/31/23
Travel window: 1/1/23-8/31/22
Blackout dates apply. Subject to availability. Rate may require pre-payment.