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

Tonight
Sep 5 - Sep 6
Tomorrow
Sep 6 - Sep 7
Next weekend
Sep 11 - Sep 13
In two weeks
Sep 18 - Sep 20

Where to stay in Hillside?

A multi-story hotel with a central entrance, a flag, and a sign for Express Suites.
A hotel room with a blue sofa, a wooden coffee table, a bed with white linens, a desk with a chair, and a window with curtains.
A breakfast area with a refrigerator, a coffee machine, and a display of fruits, cereals, and bakery items.
A reception area with two reception desks, a central wall with a Holiday Inn Express sign, and a wooden panel design.

Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG

Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG
Hillside
$115
$129 total
includes taxes & fees
Oct 4 - Oct 5
Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG
A lobby with a reception desk, patterned sofas, a glass-top table with a potted plant, and a decorative mirror.
A hotel lobby with a buffet area, multiple seating arrangements, and a patterned carpet.
A gym with treadmills, elliptical machines, and weight equipment.
A hotel room with a bed, a television, a desk, a chair, and a patterned carpet.

Best Western Plus Chicago Hillside

Best Western Plus Chicago Hillside
Hillside
$117
$131 total
includes taxes & fees
Sep 9 - Sep 10
Best Western Plus Chicago Hillside
A MainStay Suites hotel with a large sign, a parking lot, and a building in the background.
A reception area with a counter, two wall-mounted lamps, a framed artwork, and a sign for 'Mattress & Bedding.'
A lobby with two leather armchairs, a small black table, a flat-screen TV on the wall, and a sign indicating a staff-only room.
A living room with a sofa, a coffee table, a TV, and an air conditioner.

MainStay Suites Chicago Hillside

MainStay Suites Chicago Hillside
Hillside
$89
$100 total
includes taxes & fees
Oct 4 - Oct 5
MainStay Suites Chicago Hillside
A bar area with a checkered floor, leather seating, and a bar counter with a visible liquor selection.
A hotel room with a bed, desk, lamp, and a wall with a handprint design.
A lounge area with a checkered floor, blue sofas, a bench, and a patterned coffee table.
A modern lounge with a green sofa, armchairs, a coffee table, and a piano.

ACME Hotel Chicago, Outset Collection by Hilton

ACME Hotel Chicago, Outset Collection by Hilton
Downtown Chicago
$168
$200 total
includes taxes & fees
Sep 7 - Sep 8
ACME Hotel Chicago, Outset Collection by Hilton
The exterior of the Hampton Inn hotel with a prominent neon sign, a star logo, and a classic architectural design.
A spacious lobby with a bar area, seating arrangements, and a large map on the wall.
A hotel room with a large bed, a blue sofa, a desk with a TV, and a window with a city view.
A hotel lobby with a large seating area, a map on the wall, and a car on the mezzanine.

Hampton Inn Chicago Downtown/N Loop/Michigan Ave

Hampton Inn Chicago Downtown/N Loop/Michigan Ave
Downtown Chicago
$149
$178 total
includes taxes & fees
Sep 7 - Sep 8
Hampton Inn Chicago Downtown/N Loop/Michigan Ave
A bar area with a long counter, bar stools, and a mirrored wall.
A tall red brick building with a classic architectural style, surrounded by modern skyscrapers.
A luxurious bathroom with a large oval bathtub, a chandelier, and two large mirrors with floral arrangements.
A restaurant with wooden flooring, long tables, and chairs with patterned upholstery.

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
Downtown Chicago
$169
$201 total
includes taxes & fees
Sep 7 - Sep 8
The Whitehall Hotel, BW Premier Collection
A hotel entrance with a marquee and string lights above the entrance.
A hotel entrance with a classic facade, an American flag, and a sign for Hotel Blake Chicago.
A hotel entrance with a marquee, American flag, and a person standing in front.

Hilton Vacation Club Hotel Blake Chicago

Hilton Vacation Club Hotel Blake Chicago
Downtown Chicago
$181
$216 total
includes taxes & fees
Sep 7 - Sep 8
Hilton Vacation Club Hotel Blake Chicago
A spacious lobby with a central sofa, multiple seating areas, and a decorative ceiling.
A grand ballroom with ornate ceiling decorations, multiple chandeliers, and a central table with a white tablecloth.
A cityscape with various buildings, including a prominent skyscraper and a classical building with arched windows.
A spacious bar area with a central bar, multiple seating options including bar stools and tables, and a well-lit ceiling with recessed lighting.

Congress Plaza Hotel

Congress Plaza Hotel
Downtown Chicago
$115
$136 total
includes taxes & fees
Sep 7 - Sep 8
Congress Plaza Hotel
A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.
A modern living room with a fireplace, leather sofas, and a wooden floor.
A bar with a brick archway, wooden bar counter, and stools.
A hotel room with a large window, a bed, and a suitcase.

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
Downtown Chicago
$133
$158 total
includes taxes & fees
Sep 7 - Sep 8
Club Quarters Hotel, Central Loop, Chicago
A spacious lobby with a central coffee table, sofas, and a large mirror.
A spacious lobby with high ceilings, large arched windows, and a grand staircase.
A balcony with a table set for a meal, featuring a charcuterie board and two glasses of wine, overlooking a cityscape.
A spacious lounge area with leather sofas, round tables, and comfortable chairs, featuring a wooden ceiling and elegant decor.

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
Downtown Chicago
$143
$170 total
includes taxes & fees
Sep 7 - Sep 8
The Chicago Hotel Collection Ambassador Gold Coast
A cozy room with a sofa, a dining table, and a window with a view of buildings.
A modern hotel lobby with a dark wood console, a large mirror, and a view of the city through large windows.
A cozy seating area with a round table and two chairs, a brick wall, and a window with a view of buildings.
A hotel room with a large bed, a small dining table with chairs, a brick wall, and a window with blinds.

LIVN - West Loop Chicago

LIVN - West Loop Chicago
Downtown Chicago
$137
$161 total
includes taxes & fees
Sep 7 - Sep 8
LIVN - West Loop Chicago
A spacious lobby with a checkered floor, a large sofa, and multiple chairs.
A modern kitchen area with a long counter, various food items, and a coffee machine.
A modern room with a checkered floor, two round tables, two armchairs, and a large window with a view of the outside.
A modern kitchen with a built-in refrigerator, a coffee maker, and a flat-screen TV on the countertop.

Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
Downtown Chicago
$129
$153 total
includes taxes & fees
Sep 7 - Sep 8
Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
A building with a stone facade and large glass windows.
A hotel room with a large bed, two bedside tables with lamps, a chair, and a city view through large windows.
A room with a large window, a patterned armchair, and a view of a cityscape with buildings and a street.
A balcony with outdoor seating, overlooking a busy street with cars and buildings.

Ohio House Motel

Ohio House Motel
Downtown Chicago
$139
$164 total
includes taxes & fees
Sep 7 - Sep 8
Ohio House Motel
An outdoor rooftop lounge with seating, a fire feature, and a view of the city skyline at night.
The Chicago Hotel Collection building with a glass facade, American flag, and signage for Barista Bar and Seighity events.
A rooftop venue with white chairs and a sofa, draped with white fabric and floral arrangements, overlooking a cityscape.
A modern lobby with a wooden ceiling, leather sofas, and a coffee bar.

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
Downtown Chicago
$122
$144 total
includes taxes & fees
Sep 7 - Sep 8
The Chicago Hotel Collection - Magnificent Mile
A large, historic building with a central courtyard surrounded by trees.
A restaurant interior with wooden tables and chairs, a carpeted floor, and framed pictures on the walls.
A marina with numerous boats docked, surrounded by a cityscape with high-rise buildings and a stadium.
A hotel room with two beds, a desk with a television, a chair, a desk lamp, and a painting on the wall.

Hilton Chicago

Hilton Chicago
Downtown Chicago
$199
$266 total
includes taxes & fees
Sep 7 - Sep 8
Hilton Chicago
A hotel reception area with a modern design, featuring a reception desk, a clock, and a signboard with upcoming events.
A modern living room with a grey sofa, a black armchair, a round coffee table with a book and a plant, and a large window with curtains.
A tall, multi-story building with a prominent vertical feature, likely a lobby or atrium, and a ground-level entrance with a green awning.

Hotel 55 Chicago Downtown

Hotel 55 Chicago Downtown
Downtown Chicago
$160
$220 total
includes taxes & fees
Sep 9 - Sep 10
Hotel 55 Chicago Downtown
A marble-floored lobby with double doors and elevators, each marked with a 'CQ' sign.
A conference room with a long table, chairs, and a vase.
A man in a suit sitting by a window with a vase of red flowers.
A hotel entrance with a sign for the Club Quarters Hotel, number 75, and a River Hotel sign.

River Hotel

River Hotel
Downtown Chicago
$158
$188 total
includes taxes & fees
Sep 7 - Sep 8
River Hotel
The Riu Plaza Chicago Hotel facade with a grand entrance, large windows, and a modern architectural design.
A couple dining at a table with a city view, surrounded by chairs and a variety of dishes.
A spacious lobby with a marble floor, a reception desk, and a glass partition.
A bar area with a marble countertop, bar stools, and a variety of bottles.

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
Downtown Chicago
$146
$202 total
includes taxes & fees
Sep 7 - Sep 8
Hotel Riu Plaza Chicago
A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.
A modern living room with a fireplace, leather sofas, and a wooden floor.
A modern lobby with leather sofas, a wooden coffee table, a TV mounted on the wall, and a bookshelf.
A person sitting on a couch with a laptop, reading a book, in a room with a large window and a framed picture on the wall.

Central Loop Hotel

Central Loop Hotel
Downtown Chicago
$122
$145 total
includes taxes & fees
Sep 7 - Sep 8
Central Loop Hotel
A modern hotel with a colorful awning and a glass facade.
A hotel room with two beds, a desk, a chair, and a view of the cityscape.
A bakery display with various baked goods and a coffee machine.
A modern lobby with a reception desk, seating area, and a large illuminated number '5' on the wall.

Aloft by Marriott Chicago Downtown River North

Aloft by Marriott Chicago Downtown River North
Downtown Chicago
$180
$214 total
includes taxes & fees
Sep 7 - Sep 8
Aloft by Marriott Chicago Downtown River North
View all properties
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 September
Typical weather for Hillside
September
High 24°C / low 16°C. Sunny most days.
View properties in September
24°
16°
16°
9°
9°
2°
3°
-3°
-1°
-7°
0°
-7°
8°
0°
13°
5°
20°
11°
26°
17°
28°
20°
27°
19°
Monthly weather averages (˚C)

Learn more about Hillside

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

See all hotels in Hillside
A gravestone with the name Alphonse Capone, birth and death years, and the phrase "My Jesus Mercy".
Photo by Off The Beaten Track

Check out reviews of Hillside hotels guests love

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"Buen precio, el personal súper amable, el hotel es céntrico. Puedes hablar en inglés o español con la mayoría del personal del hotel."
Jorge Adib 5-night trip
Posted 3 hours ago
The Chicago Hotel Collection - Magnificent Mile
Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"Good place to stay location is amazing can’t get any better"
Manuel 1-night trip
Posted 5 hours ago
Congress Plaza Hotel
Hyatt Regency Chicago

Hyatt Regency Chicago

10/10 Excellent
"A five-star hotel with a great staff. Everyone was very friendly. The view was great and all of the amenities were nice."
Eunice Eileen 3-night trip
Posted 6 hours ago
Hyatt Regency Chicago
River Hotel

River Hotel

8/10 Good
"Clean rooms, great location, only thing writes the room didn’t have a microwave or refrigerator."
CEDRIC 4-night trip
Posted 7 hours ago
River Hotel
Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile

8/10 Good
"Me and wife stay 3 nights is Hampton Inn from Aug 31 to Sept3 2026.It is 40 stories hotel. The hotel location is excellent, beautiful in Chicago, very close to Michgan Ave Magnificent Mile, the most beautiful area, high rise buildings and shopping stores. Close to Lake, close to chicago River side, close to Millennium park. Breakfast was ok, not high level, just so, so, Baggage in and out room service was not available when we reached we took our own bags to room. No swimming pool was available. Close to hospital block, .For food Asian food Indian restaurant available on walking distance. I recommend this hotel to tourists coming for Chicago buildings, and other attractions. Mahboob Mian Canada."
Mahboob 3-night trip
Posted 9 hours ago
Hampton Inn Chicago Downtown/Magnificent Mile
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

10/10 Excellent
"very nice location"
Lindsy 2-night trip
Posted 10 hours ago
The Allegro Royal Sonesta Hotel Chicago Loop
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent
"Excellent location. Lots of energy and room was great. Highly recommend."
Michael 1-night trip
Posted 12 hours ago
InterContinental Chicago Magnificent Mile by IHG
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

8/10 Good
"Good, 10/10 the rooftop is also beautiful"
Jeffrey 4-night trip
Posted 12 hours ago
The Chicago Hotel Collection Ambassador Gold Coast
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"The property was amazing! It was in a perfect location, walkable to everything. The view from our room was even better. We got upgraded to the river view."
Mia 2-night trip
Posted 17 hours ago
The Royal Sonesta Chicago Downtown

Frequently asked questions

What accommodations do travelers like in Hillside?
Guests like Hilton Chicago O'Hare Airport.
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.

Keep exploring