Hotels in Hillside

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Check prices for these dates

Tonight
May 11 - May 12
Tomorrow
May 12 - May 13
This weekend
May 15 - May 17
Next weekend
May 22 - May 24

Where to stay in Hillside?

Exterior
Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG
Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG
2.5 star property
Hillside
7.0 out of 10, Good, (1,003 reviews)
Hillside convenience meets comfort at this hotel with an indoor pool and fitness center. Just minutes from O'Hare Airport and Drury Lane Theater, you'll appreciate the free breakfast, WiFi, and parking while exploring Oak Brook attractions.
The price is $104
$116 total
includes taxes & fees
May 12 - May 13
Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG
Lobby sitting area
Best Western Plus Chicago Hillside
Best Western Plus Chicago Hillside
3.0 star property
Hillside
7.6 out of 10, Good, (1,008 reviews)
Located near a train station in Hillside, this hotel offers quick access to Oak Brook Golf Course and Drury Lane Theater. Charlie's Restaurant serves lunch and dinner, while the fitness center awaits energetic guests. Free WiFi and parking enhance your stay.
The price is $100
$112 total
includes taxes & fees
May 25 - May 26
Best Western Plus Chicago Hillside
Terrace/patio
Sable at Navy Pier Chicago, Curio Collection by Hilton
Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,503 reviews)
Experience the unique charm of this waterfront hotel with panoramic Lake Michigan vistas. Just steps from Navy Pier, enjoy Latin American cuisine at Lirica or unwind at one of 2 bars. A 24-hour fitness center and convenient access to Michigan Avenue complete your Chicago adventure.
The price is $190
$260 total
includes taxes & fees
May 26 - May 27
Sable at Navy Pier Chicago, Curio Collection by Hilton
2 bars/lounges
Sheraton Grand Chicago Riverwalk
Sheraton Grand Chicago Riverwalk
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,628 reviews)
Soak in river panoramas from this downtown Chicago sanctuary, steps from Michigan Avenue and the Riverwalk. With 3 restaurants including Shula's Steak House, an indoor pool, and 2 bars, you're perfectly positioned for city exploration.
The price is $215
$291 total
includes taxes & fees
May 25 - May 26
Sheraton Grand Chicago Riverwalk
Indoor wedding
Swissotel - Chicago
Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,318 reviews)
Experience Chicago's finest at this luxury hotel near Michigan Avenue and Millennium Park. Enjoy deep-tissue massages or dine at The Palm restaurant with 24-hour room service. Just minutes from Chicago Riverwalk and convenient public transit stations.
The price is $206
$280 total
includes taxes & fees
May 24 - May 25
Swissotel - Chicago
Terrace/patio
DoubleTree by Hilton Chicago - Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,472 reviews)
Immerse in urban charm at this hotel with a refreshing rooftop pool and terrace overlooking the cityscape. Just steps from Michigan Avenue shopping and Chicago Riverwalk, with Grand Station only 9 minutes away.
The price is $147
$174 total
includes taxes & fees
May 25 - May 26
DoubleTree by Hilton Chicago - Magnificent Mile
Exterior
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Downtown Chicago
8.2 out of 10, Very Good, (2,859 reviews)
Immerse in Chicago's bustling energy at this business-friendly hotel near Michigan Avenue and Chicago Riverwalk. Fuel up with free breakfast before exploring or working out at the fitness center. Grand Station is just 8 minutes away for easy city adventures.
The price is $151
$209 total
includes taxes & fees
May 25 - May 26
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Executive lounge
Fairmont Chicago at Millennium Park
Fairmont Chicago at Millennium Park
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,159 reviews)
Tucked in downtown Chicago, this hotel offers a full-service spa and American cuisine at Lobby Bar. Just a 5-minute walk to Millennium Park and Michigan Avenue, with 2 bars/lounges and a 24-hour fitness center nearby.
The price is $192
$264 total
includes taxes & fees
May 26 - May 27
Fairmont Chicago at Millennium Park
Lobby
Aloft Chicago Mag Mile
Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,237 reviews)
Discover urban bliss at this Chicago hotel with an indoor pool and American cuisine restaurant. Near Michigan Avenue and Riverwalk, with Grand Station just 9 minutes away. Guests love the comfortable beds, helpful staff, and prime location.
The price is $145
$172 total
includes taxes & fees
May 26 - May 27
Aloft Chicago Mag Mile
Bar (on property)
Ivy Boutique Hotel
Ivy Boutique Hotel
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,262 reviews)
The price is $152
$179 total
includes taxes & fees
May 25 - May 26
Ivy Boutique Hotel
Lobby
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,465 reviews)
The price is $161
$191 total
includes taxes & fees
May 25 - May 26
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Lobby
Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,013 reviews)
Set in the heart of downtown, this hotel is a 10-minute walk to Michigan Avenue and Chicago Riverwalk. Guests praise the helpful staff and complimentary continental breakfast. With free WiFi and a fitness center, you're just 8 minutes from Grand Station Red Line.
The price is $151
$180 total
includes taxes & fees
May 25 - May 26
Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
Exterior
Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (4,293 reviews)
The price is $130
$155 total
includes taxes & fees
May 25 - May 26
Hilton Chicago/Magnificent Mile Suites
Shopping mall
Millennium Hotel Knickerbocker Chicago
Millennium Hotel Knickerbocker Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,991 reviews)
This iconic 1920s hotel sits steps from Water Tower Place and Lake Michigan, with Chicago's Red Line 10 minutes away. Enjoy comfortable beds, a 24-hour fitness center, and NiX Restaurant serving fresh morning fare amid historic elegance.
The price is $143
$196 total
includes taxes & fees
May 25 - May 26
Millennium Hotel Knickerbocker Chicago
Exterior
Hyatt Regency Chicago
Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,517 reviews)
Perfectly positioned near Michigan Avenue and Chicago Riverwalk, this hotel offers breathtaking city and Lake Michigan views. With 4 restaurants, including Stetsons Modern Steak, plus 2 bars, you'll enjoy comfort while staying steps from shopping and attractions.
The price is $204
$278 total
includes taxes & fees
May 25 - May 26
Hyatt Regency Chicago
Exterior
Hyatt Centric Chicago Magnificent Mile
Hyatt Centric Chicago Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,097 reviews)
The price is $169
$231 total
includes taxes & fees
May 25 - May 26
Hyatt Centric Chicago Magnificent Mile
Premium bedding, in-room safe, desk, blackout drapes
Courtyard by Marriott Chicago Magnificent Mile
Courtyard by Marriott Chicago Magnificent Mile
3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,887 reviews)
The price is $160
$193 total
includes taxes & fees
May 25 - May 26
Courtyard by Marriott Chicago Magnificent Mile
Exterior
The Chicago Hotel Collection - Magnificent Mile
The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
7.8 out of 10, Good, (1,398 reviews)
Immerse in Chicago's vibrant energy at this boutique hotel. Steps from Michigan Avenue and Water Tower Place, enjoy clean rooms with city vistas. Grab breakfast at the Lobby Bar before exploring nearby Lake Michigan and Chicago Riverwalk.
The price is $123
$146 total
includes taxes & fees
May 12 - May 13
The Chicago Hotel Collection - Magnificent Mile
Front of property
Hotel Riu Plaza Chicago
Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (4,106 reviews)
The price is $141
$197 total
includes taxes & fees
May 25 - May 26
Hotel Riu Plaza Chicago
Lobby
Congress Plaza Hotel
Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very Good, (10,207 reviews)
This historic hotel offers majestic lake views and is steps from Columbia College Chicago. Enjoy meals at 2 restaurants or the café, then unwind at the bars. With train stations nearby and helpful staff, you'll experience both charm and convenience.
The price is $135
$161 total
includes taxes & fees
May 12 - May 13
Congress Plaza Hotel
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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When is the best time to visit Hillside?

Our prices for hotels in Hillside are cheapest in December
Price trends for hotels in Hillside
Pricing is based on two traveler single night rates
View properties in May
Currently viewing crowd sizes and weather for May.
Typical weather for Hillside
May
High 20°C / low 11°C. Sunny most days.
View properties in May
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May, no crowd data, average high temperature 20 degrees Celsius, average low temperature 11 degrees Celsius. Sunny most days.
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June, no crowd data, average high temperature 26 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
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July, no crowd data, average high temperature 28 degrees Celsius, average low temperature 20 degrees Celsius. Sunny most days.
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August, no crowd data, average high temperature 27 degrees Celsius, average low temperature 19 degrees Celsius. Sunny most days.
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September, no crowd data, average high temperature 24 degrees Celsius, average low temperature 16 degrees Celsius. Sunny most days.
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October, no crowd data, average high temperature 16 degrees Celsius, average low temperature 9 degrees Celsius. Sunny most days.
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November, no crowd data, average high temperature 9 degrees Celsius, average low temperature 2 degrees Celsius. Partly sunny.
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December, no crowd data, average high temperature 3 degrees Celsius, average low temperature -3 degrees Celsius. Cloudy most days.
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January, no crowd data, average high temperature -1 degrees Celsius, average low temperature -7 degrees Celsius. Snow likely.
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February, no crowd data, average high temperature 0 degrees Celsius, average low temperature -7 degrees Celsius. Snow likely.
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March, no crowd data, average high temperature 8 degrees Celsius, average low temperature 0 degrees Celsius. Cloudy most days.
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April, no crowd data, average high temperature 13 degrees Celsius, average low temperature 5 degrees Celsius. Cloudy most days.
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Monthly weather averages (˚C)

Learn more about Hillside

Wrigley Field, McCormick Place, and United Center are some of the top attractions around Hillside.

See all hotels in Hillside
Photo by Off The Beaten Track
Open Photo by Off The Beaten Track

Check out reviews of Hillside hotels guests love

Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

10/10 Excellent
"Breakfast was good .. parking was ok but quite pricey considering we’re already paying to stay "
John 3-night trip
Posted 2 hours ago
Crowne Plaza Chicago West Loop by IHG

Frequently asked questions

What accommodations do travelers like in Hillside?
Guests like Hyatt Regency O'Hare Chicago.
Can I book a refundable hotel in Hillside?
If you're looking for the flexibility to change your travel plans to Hillside, most accommodations offer refundable* bookable rates. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.
What will the weather in Hillside be like during my trip?
July and August are typically the warmest months in Hillside when the average temp is 71°F. January and February are the coldest months when the average temperature is 30°F. May and June are the months with the most rain.
Why should I book my Hillside accommodation with Hotels.com?
There are lots of reasons to book your Hillside trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.