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Hotels in Hillside
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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, (1004)
7.0/10
Good
(1004)
cleanliness Stay near O'Hare with easy Forest Park transit access and morning pool swims.
The price is $101
$101
$113 total
includes taxes & fees
Jan 20 - Jan 21, 2026




MainStay Suites Chicago Hillside
MainStay Suites Chicago Hillside
2.5 star property
Hillside
6.4 out of 10, (1002)
6.4/10
(1002)
cleanliness Expressway-adjacent hotel with free parking and a quiet atmosphere.
The price is $73
$73
$82 total
includes taxes & fees
Jan 4 - Jan 5, 2026




Best Western Plus Chicago Hillside
Best Western Plus Chicago Hillside
3.0 star property
Hillside
7.6 out of 10, Good, (1005)
7.6/10
Good
(1005)
cleanliness Stay close to Chicago O'Hare with easy access to Drury Lane Theater.
The price is $96
$96
$107 total
includes taxes & fees
Jan 4 - Jan 5, 2026




Holiday Inn Chicago O'Hare – Rosemont by IHG
Holiday Inn Chicago O'Hare – Rosemont by IHG
3.0 star property
Rosemont
9.0 out of 10, Wonderful, (2708)
9.0/10
Wonderful
(2708)
cleanliness Just minutes from O'Hare, this Rosemont hotel offers free 24-hour airport shuttles.
The price is $99
$99
$115 total
includes taxes & fees
Jan 1 - Jan 2, 2026




Hyatt Place Itasca
Hyatt Place Itasca
3.0 star property
Itasca
8.8 out of 10, Excellent, (1009)
8.8/10
Excellent
(1009)
cleanliness Unwind in a peaceful retreat near Woodfield Mall with free breakfast and parking.
The price is $93
$93
$103 total
includes taxes & fees
Jan 5 - Jan 6, 2026




Hyatt House Chicago West Loop
Hyatt House Chicago West Loop
3.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (1140)
8.8/10
Excellent
(1140)
cleanliness Spacious Chicago escape with West Loop convenience and a refreshing indoor pool.
The price is $135
$135
$158 total
includes taxes & fees
Jan 5 - Jan 6, 2026




Crowne Plaza Chicago West Loop by IHG
Crowne Plaza Chicago West Loop by IHG
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1820)
9.0/10
Wonderful
(1820)
cleanliness Enjoy Chicago's skyline views just steps from downtown attractions and transit.
The price is $91
$91
$107 total
includes taxes & fees
Jan 8 - Jan 9, 2026




voco Chicago Downtown - Riverwalk by IHG
voco Chicago Downtown - Riverwalk by IHG
3.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (3539)
8.8/10
Excellent
(3539)
cleanliness Explore downtown Chicago with river views and stylish amenities by the Riverwalk.
The price is $116
$116
$136 total
includes taxes & fees
Jan 28 - Jan 29, 2026




The Hoxton Chicago
The Hoxton Chicago
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1009)
9.0/10
Wonderful
(1009)
cleanliness Rooftop pool, cozy rooms, and modern vibe in Chicago's West Loop district.
The price is $169
$169
$228 total
includes taxes & fees
Jan 25 - Jan 26, 2026




The Emily Hotel
The Emily Hotel
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1291)
9.2/10
Wonderful
(1291)
The price is $195
$195
$229 total
includes taxes & fees
Jan 3 - Jan 4, 2026




Club Quarters Hotel, Central Loop, Chicago
Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (3338)
8.8/10
Excellent
(3338)
cleanliness Downtown Chicago hotel close to Willis Tower offers 24-hour fitness center.
The price is $82
$82
$96 total
includes taxes & fees
Jan 12 - Jan 13, 2026




Freehand Chicago
Freehand Chicago
4.0 star property
Downtown Chicago
8.0 out of 10, Very Good, (2669)
8.0/10
Very Good
(2669)
cleanliness Art Deco retreat in downtown Chicago with Red Line steps from your door.
The price is $59
$59
$86 total
includes taxes & fees
Jan 4 - Jan 5, 2026




Hilton Garden Inn Chicago Central Loop
Hilton Garden Inn Chicago Central Loop
3.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1274)
9.2/10
Wonderful
(1274)
cleanliness Downtown Chicago escape with fitness center and 2 bars just steps from Willis Tower.
The price is $106
$106
$124 total
includes taxes & fees
Jan 9 - Jan 10, 2026




Holiday Inn Chicago Dwtn - The Mart by IHG
Holiday Inn Chicago Dwtn - The Mart by IHG
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2084)
8.8/10
Excellent
(2084)
cleanliness Downtown Chicago haven with river views and 2 restaurants, close to Mart station.
The price is $107
$107
$126 total
includes taxes & fees
Jan 15 - Jan 16, 2026




La Quinta Inn & Suites by Wyndham Chicago Downtown
La Quinta Inn & Suites by Wyndham Chicago Downtown
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2647)
8.6/10
Excellent
(2647)
cleanliness Downtown Chicago hotel with two dining options and a fitness center onsite.
The price is $84
$84
$116 total
includes taxes & fees
Jan 6 - Jan 7, 2026




The Allegro Royal Sonesta Hotel Chicago Loop
The Allegro Royal Sonesta Hotel Chicago Loop
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2341)
9.0/10
Wonderful
(2341)
cleanliness Stylish historic hotel in Chicago Loop, walking distance to Michigan Avenue and Riverwalk.
The price is $97
$97
$146 total
includes taxes & fees
Jan 29 - Jan 30, 2026




Hampton Inn Chicago West Loop Fulton Market Area
Hampton Inn Chicago West Loop Fulton Market Area
2.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1003)
9.2/10
Wonderful
(1003)
cleanliness Stylish retreat in Chicago's West Loop with a rooftop terrace and indoor pool.
The price is $127
$127
$149 total
includes taxes & fees
Jan 9 - Jan 10, 2026




FOUND Hotel Chicago River North
FOUND Hotel Chicago River North
2.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (397)
8.4/10
Very Good
(397)
cleanliness Stylish River North hotel near Merchandise Mart, walking distance to Michigan Avenue.
The price is $59
$59
$69 total
includes taxes & fees
Jan 5 - Jan 6, 2026




Hyatt Centric The Loop Chicago
Hyatt Centric The Loop Chicago
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2331)
9.0/10
Wonderful
(2331)
cleanliness Sleek urban retreat blocks from Millennium Park with stylish rooftop views.
The price is $99
$99
$141 total
includes taxes & fees
Jan 2 - Jan 3, 2026




Club Quarters Hotel Wacker at Michigan, Chicago
Club Quarters Hotel Wacker at Michigan, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2022)
8.8/10
Excellent
(2022)
cleanliness Enjoy riverside charm and city culture just steps from the Chicago Riverwalk.
The price is $82
$82
$96 total
includes taxes & fees
Jan 12 - Jan 13, 2026
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.
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.
Budget hotels in Hillside and vicinity




8.0 out of 10, Very Good, (2669)
8.0/10
Very Good
(2669)
The price is $59
$59
$86 total
includes taxes & fees
Jan 4 - Jan 5, 2026




8.4 out of 10, Very Good, (397)
8.4/10
Very Good
(397)
The price is $59
$59
$69 total
includes taxes & fees
Jan 5 - Jan 6, 2026




Claridge House Chicago, Tapestry Collection by Hilton
Claridge House Chicago, Tapestry Collection by Hilton4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1497)
9.0/10
Wonderful
(1497)
The price is $62
$62
$102 total
includes taxes & fees
Jan 18 - Jan 19, 2026




9.0 out of 10, Wonderful, (1028)
9.0/10
Wonderful
(1028)
The price is $68
$68
$79 total
includes taxes & fees
Jan 6 - Jan 7, 2026




8.2 out of 10, Very Good, (2671)
8.2/10
Very Good
(2671)
The price is $72
$72
$85 total
includes taxes & fees
Jan 5 - Jan 6, 2026




Hilton Garden Inn Chicago Downtown/Magnificent Mile
Hilton Garden Inn Chicago Downtown/Magnificent Mile3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (4295)
8.6/10
Excellent
(4295)
The price is $78
$78
$91 total
includes taxes & fees
Jan 5 - Jan 6, 2026




Travelodge by Wyndham Downtown Chicago
Travelodge by Wyndham Downtown Chicago2.0 star property
Downtown Chicago
7.4 out of 10, Good, (2501)
7.4/10
Good
(2501)
The price is $75
$75
$88 total
includes taxes & fees
Jan 11 - Jan 12, 2026




Hilton Garden Inn Chicago Downtown South Loop
Hilton Garden Inn Chicago Downtown South Loop3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1793)
8.8/10
Excellent
(1793)
The price is $75
$75
$89 total
includes taxes & fees
Jan 7 - Jan 8, 2026




Hampton Inn Chicago Downtown/N Loop/Michigan Ave
Hampton Inn Chicago Downtown/N Loop/Michigan Ave3.0 star property
Downtown Chicago
8.2 out of 10, Very Good, (1047)
8.2/10
Very Good
(1047)
The price is $77
$77
$91 total
includes taxes & fees
Jan 8 - Jan 9, 2026




8.0 out of 10, Very Good, (9721)
8.0/10
Very Good
(9721)
The price is $78
$78
$92 total
includes taxes & fees
Jan 3 - Jan 4, 2026




Hotel Felix River North/Magnificent Mile
Hotel Felix River North/Magnificent Mile4.0 star property
Downtown Chicago
8.2 out of 10, Very Good, (2487)
8.2/10
Very Good
(2487)
The price is $79
$79
$123 total
includes taxes & fees
Jan 4 - Jan 5, 2026




Holiday Inn Express Chicago - Magnificent Mile by IHG
Holiday Inn Express Chicago - Magnificent Mile by IHG2.5 star property
Downtown Chicago
8.4 out of 10, Very Good, (1009)
8.4/10
Very Good
(1009)
The price is $79
$79
$93 total
includes taxes & fees
Jan 5 - Jan 6, 2026




8.4 out of 10, Very Good, (3019)
8.4/10
Very Good
(3019)
The price is $62
$62
$102 total
includes taxes & fees
Jan 12 - Jan 13, 2026




Hotel Saint Clair- Magnificent Mile
Hotel Saint Clair- Magnificent Mile4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (1801)
8.4/10
Very Good
(1801)
The price is $77
$77
$91 total
includes taxes & fees
Jan 5 - Jan 6, 2026




Homewood Suites by Hilton Chicago Downtown South Loop
Homewood Suites by Hilton Chicago Downtown South Loop3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2182)
8.8/10
Excellent
(2182)
The price is $77
$77
$90 total
includes taxes & fees
Jan 14 - Jan 15, 2026




The Whitehall Hotel, BW Premier Collection
The Whitehall Hotel, BW Premier Collection3.5 star property
Downtown Chicago
8.2 out of 10, Very Good, (3832)
8.2/10
Very Good
(3832)
The price is $77
$77
$90 total
includes taxes & fees
Jan 13 - Jan 14, 2026




Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Embassy Suites by Hilton Chicago Downtown Magnificent Mile4.0 star property
Downtown Chicago
8.2 out of 10, Very Good, (2778)
8.2/10
Very Good
(2778)
The price is $83
$83
$126 total
includes taxes & fees
Jan 11 - Jan 12, 2026




La Quinta Inn & Suites by Wyndham Chicago Downtown
La Quinta Inn & Suites by Wyndham Chicago Downtown3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2647)
8.6/10
Excellent
(2647)
The price is $84
$84
$116 total
includes taxes & fees
Jan 6 - Jan 7, 2026




8.8 out of 10, Excellent, (1054)
8.8/10
Excellent
(1054)
The price is $78
$78
$92 total
includes taxes & fees
Jan 22 - Jan 23, 2026




DoubleTree by Hilton Chicago - Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent Mile4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2213)
8.8/10
Excellent
(2213)
The price is $85
$85
$100 total
includes taxes & fees
Jan 5 - Jan 6, 2026
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.
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.
Go beyond your typical stay in Hillside
Apart hotel
Family friendly
Apartment
Pet friendly
Cottage
trending_down When is the best time to visit Hillside?
When is the best time to visit Hillside?Our prices for hotels in Hillside are cheapest in January
When is the best time to visit Hillside?
When is the best time to visit Hillside?
Our prices for hotels in Hillside are cheapest in January
Price trends for hotels in Hillside
Pricing is based on two traveler single night rates
Currently viewing crowd sizes and weather for December.trending_down Low crowds
Typical weather for Hillside
December
High 3°C / low -3°C. Cloudy most days.
View properties in December 3°
December, Low crowds, average high temperature 3 degrees Celsius, average low temperature -3 degrees Celsius. Cloudy most days.
-3°
-1°
January, Low crowds, average high temperature -1 degrees Celsius, average low temperature -7 degrees Celsius. Snow likely.
-7°
0°
February, Low crowds, average high temperature 0 degrees Celsius, average low temperature -7 degrees Celsius. Snow likely.
-7°
8°
March, Moderate crowds, average high temperature 8 degrees Celsius, average low temperature 0 degrees Celsius. Cloudy most days.
0°
13°
April, Low crowds, average high temperature 13 degrees Celsius, average low temperature 5 degrees Celsius. Cloudy most days.
5°
20°
May, High crowds, average high temperature 20 degrees Celsius, average low temperature 11 degrees Celsius. Sunny most days.
11°
26°
June, High crowds, average high temperature 26 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
17°
28°
July, High crowds, average high temperature 28 degrees Celsius, average low temperature 20 degrees Celsius. Sunny most days.
20°
27°
August, High crowds, average high temperature 27 degrees Celsius, average low temperature 19 degrees Celsius. Sunny most days.
19°
24°
September, Moderate crowds, average high temperature 24 degrees Celsius, average low temperature 16 degrees Celsius. Sunny most days.
16°
16°
October, Moderate crowds, average high temperature 16 degrees Celsius, average low temperature 9 degrees Celsius. Sunny most days.
9°
9°
November, Moderate crowds, average high temperature 9 degrees Celsius, average low temperature 2 degrees Celsius. Partly sunny.
2°
Monthly weather averages (˚C)
Learn more about Hillside
Wrigley Field, Michigan Avenue, and United Center are some of the top attractions around Hillside. This family-friendly city's sights include Fresh Meadow Golf Club and visitors speak highly of the local restaurants.

Photo by Off The Beaten Track
Open Photo by Off The Beaten Track
Check out reviews of Hillside hotels guests love

River Hotel
10/10 Excellent
"Front desk staff was courteous and very helpful."

Hilton Chicago
10/10 Excellent
"Great experience 👍 "

InterContinental Chicago Magnificent Mile by IHG
10/10 Excellent
"The attentiveness of the staff was outstanding"

Club Quarters Hotel Wacker at Michigan, Chicago
10/10 Excellent
"Excellent "

Sable at Navy Pier Chicago, Curio Collection by Hilton
10/10 Excellent
"It was a great location, plenty of things to do, places to eat at, and entertainment "

Palmer House a Hilton Hotel
10/10 Excellent
"The service at the front desk!"

Hilton Chicago/Magnificent Mile Suites
10/10 Excellent
"Outstanding stay"

Silversmith Hotel Chicago Downtown
10/10 Excellent
"Staff is kind. Listening. Accommodating "

Warwick Allerton - Chicago
10/10 Excellent
"Great staff"
Frequently asked questions
What accommodations do travelers like in Hillside?
Best Western Plus Chicago Hillside, Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG and MainStay Suites Chicago Hillside are all accommodations that are popular with guests.
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.