Hotels in Hillside

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Where to stay in Hillside?

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
7.2 out of 10, Good, (1,006 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 $118
$132 total
includes taxes & fees
May 27 - May 28
Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG

MainStay Suites Chicago Hillside

MainStay Suites Chicago Hillside
2.5 star property
Hillside
6.2 out of 10, (1,000 reviews)
Located right by the expressway in Hillside, this hotel offers convenient access to Oak Brook Golf Course and Drury Lane Theater. Enjoy complimentary WiFi and parking, plus helpful staff and laundry facilities. Guests appreciate the quiet atmosphere and easy connections to Chicago O'Hare Airport.
The price is $86
$97 total
includes taxes & fees
Jun 21 - Jun 22
MainStay Suites Chicago Hillside

Best Western Plus Chicago Hillside

Best Western Plus Chicago Hillside
3.0 star property
Hillside
7.6 out of 10, Good, (1,001 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 $108
$121 total
includes taxes & fees
May 31 - Jun 1
Best Western Plus Chicago Hillside

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, (2,504 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 $192
$262 total
includes taxes & fees
May 26 - May 27
Sable at Navy Pier Chicago, Curio Collection by Hilton

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very Good, (1,836 reviews)
Soak in stunning city and lake views from this quiet Chicago retreat. Walking distance to Navy Pier and Michigan Avenue shopping, with an indoor pool, American cuisine at Current restaurant, and a 24-hour fitness center.
The price is $152
$181 total
includes taxes & fees
May 25 - May 26
The Wade

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,625 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 $224
$302 total
includes taxes & fees
May 26 - May 27
Sheraton Grand Chicago Riverwalk

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,335 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 $168
$234 total
includes taxes & fees
May 25 - May 26
Swissotel - Chicago

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,478 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 $160
$190 total
includes taxes & fees
May 25 - May 26
DoubleTree by Hilton Chicago - Magnificent Mile

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, (2,845 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 $162
$222 total
includes taxes & fees
May 25 - May 26
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,164 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 $197
$269 total
includes taxes & fees
May 25 - May 26
Fairmont Chicago at Millennium Park

Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,239 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 $128
$152 total
includes taxes & fees
May 25 - May 26
Aloft by Marriott Chicago Mag Mile

Ivy Boutique Hotel

Ivy Boutique Hotel
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,269 reviews)
The price is $149
$175 total
includes taxes & fees
May 25 - May 26
Ivy Boutique Hotel

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, (2,456 reviews)
The price is $153
$182 total
includes taxes & fees
May 25 - May 26
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

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, (1,002 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 $129
$153 total
includes taxes & fees
May 25 - May 26
Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (4,325 reviews)
The price is $149
$178 total
includes taxes & fees
May 25 - May 26
Hilton Chicago/Magnificent Mile Suites

Millennium Hotel Knickerbocker Chicago

Millennium Hotel Knickerbocker Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,975 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 $144
$195 total
includes taxes & fees
May 24 - May 25
Millennium Hotel Knickerbocker Chicago

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,485 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 $219
$296 total
includes taxes & fees
May 25 - May 26
Hyatt Regency Chicago

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,094 reviews)
The price is $199
$266 total
includes taxes & fees
May 24 - May 25
Hyatt Centric Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,912 reviews)
The price is $155
$187 total
includes taxes & fees
May 25 - May 26
Courtyard by Marriott Chicago Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
7.8 out of 10, Good, (1,451 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 25 - May 26
The Chicago Hotel Collection - Magnificent Mile
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.

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
20°
weather_sun
May, no crowd data, average high temperature 20 degrees Celsius, average low temperature 11 degrees Celsius. Sunny most days.
11°
26°
weather_sun
June, no crowd data, average high temperature 26 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
17°
28°
weather_sun
July, no crowd data, average high temperature 28 degrees Celsius, average low temperature 20 degrees Celsius. Sunny most days.
20°
27°
weather_sun
August, no crowd data, average high temperature 27 degrees Celsius, average low temperature 19 degrees Celsius. Sunny most days.
19°
24°
weather_sun
September, no crowd data, average high temperature 24 degrees Celsius, average low temperature 16 degrees Celsius. Sunny most days.
16°
16°
weather_sun
October, no crowd data, average high temperature 16 degrees Celsius, average low temperature 9 degrees Celsius. Sunny most days.
weather_partly_sunny
November, no crowd data, average high temperature 9 degrees Celsius, average low temperature 2 degrees Celsius. Partly sunny.
weather_cloudy
December, no crowd data, average high temperature 3 degrees Celsius, average low temperature -3 degrees Celsius. Cloudy most days.
-3°
-1°
ac_unit
January, no crowd data, average high temperature -1 degrees Celsius, average low temperature -7 degrees Celsius. Snow likely.
-7°
ac_unit
February, no crowd data, average high temperature 0 degrees Celsius, average low temperature -7 degrees Celsius. Snow likely.
-7°
weather_cloudy
March, no crowd data, average high temperature 8 degrees Celsius, average low temperature 0 degrees Celsius. Cloudy most days.
13°
weather_cloudy
April, no crowd data, average high temperature 13 degrees Celsius, average low temperature 5 degrees Celsius. Cloudy most days.
Monthly weather averages (˚C)

Learn more about Hillside

Wrigley Field, United Center, and Michigan Avenue are some of the top attractions around Hillside.

Photo by Off The Beaten Track
Open Photo by Off The Beaten Track

Check out reviews of Hillside hotels guests love

Frequently asked questions

What accommodations do travelers like in Hillside?
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.