A lush green valley with a winding road, steep mountains, and a misty atmosphere.

Hotels in Hillside

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A multi-story hotel with a central entrance, a flag, and a sign for Express Suites.

An indoor swimming pool with blue chairs and a tiled floor.

A breakfast station with a yogurt dispenser, cereal, and a bakery display.

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.

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

Hillside

$123

$138 total

includes taxes & fees

Nov 15 - Nov 16

A lobby with a reception desk, patterned sofas, a glass-top table with a potted plant, and a decorative mirror.

A hotel room with a bed, a television, a desk, a chair, and a patterned carpet.

A conference room with a wooden door, two black office chairs, a black desk with a computer and printer, and two monitors on the wall.

A gym with treadmills, elliptical machines, and weight equipment.

2. Best Western Plus Chicago Hillside

Hillside

$108

$121 total

includes taxes & fees

Oct 25 - Oct 26

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 living room with a sofa, a coffee table, a TV, and an air conditioner.

A hotel room with two beds, a nightstand, a lamp, and a framed picture on the wall.

3. MainStay Suites Chicago Hillside

Hillside

$86

$97 total

includes taxes & fees

Nov 8 - Nov 9

A brick building with a restaurant named "BARCLAYS" and a sign for "THE COTTAGE OF OAK BURTON."

A dimly lit restaurant with booths and tables, featuring a large clock and a television screen on the wall.

A bar area with a checkered floor, wooden chairs, a bar counter, and two televisions mounted on the wall.

A residential street with a sidewalk, houses, and greenery.

4. Carleton of Oak Park

Oak Park

$122

$136 total

includes taxes & fees

Oct 27 - Oct 28

A spacious dining area with multiple tables and chairs, large windows with a view of the city, and a modern ceiling design.

A modern conference room with a marble table, patterned chairs, a flat-screen TV, and a large window with a view of trees and parked cars.

A hotel room with a large bed, a TV mounted on the wall, a desk with a chair, and a microwave.

A snack and beverage kiosk with various snacks and drinks.

5. SureStay Plus Hotel by Best Western Chicago Lombard

Highland Hills

$97

$107 total

includes taxes & fees

Oct 26 - Oct 27

An indoor swimming pool with wooden beams, clear glass walls, and lounge chairs.

A modern room with a flat-screen TV, a yellow sofa, a round wooden table, a patterned armchair, and a painting on the wall.

A hotel room with two single beds, a desk with a chair, a flat-screen TV mounted on the wall, and a window with curtains.

A hotel lobby with a marble reception desk, seating area, and a view of the outdoors.

6. Hampton Inn Chicago-Carol Stream

Carol Stream

$101

$112 total

includes taxes & fees

Oct 25 - Oct 26

A hotel room with a bed, a microwave, a refrigerator, and a coffee machine.

A hotel reception desk with two computer stations, a modern wall design, and a visible window.

A large conference room with rows of chairs, a stage, and a carpeted floor.

A modern building with a large glass facade, a prominent circular structure on the right, and a landscaped entrance area.

7. Holiday Inn Express & Suites Chicago O'Hare Airport by IHG

Des Plaines

$131

$155 total

includes taxes & fees

Nov 1 - Nov 2

A modern lounge area with leather sofas, a coffee table, and a patterned rug.

A hotel room with two beds, a desk, a chair, a TV, and a large window with a city view.

A modern living room with a brown leather sofa, a coffee table, and a side table with a lamp.

An outdoor patio with a wooden table and wicker chairs, surrounded by blue umbrellas, and a building with large windows in the background.

8. Holiday Inn Chicago O'Hare – Rosemont by IHG

Rosemont

$131

$151 total

includes taxes & fees

Nov 1 - Nov 2

An indoor swimming pool with two separate sections, a brick wall, and a view of the outdoors through large windows.

A lobby with a brick wall, a round mirror, a glass coffee table, and a reception desk.

A spacious restaurant with multiple tables and chairs, a brick wall, and a large window.

A hotel room with a green sofa, a small table with a lamp, and a refrigerator.

9. Quality Inn Schaumburg - Chicago near the Mall

Schaumburg

$97

$111 total

includes taxes & fees

Nov 15 - Nov 16

A hotel room with two beds, a nightstand, a telephone, and a wall with printed text.

A gym with treadmills, elliptical machines, and stationary bikes, large windows with a city view.

A restaurant with booths and tables, a television on the wall, and a view of the street outside.

A bar area with a long counter, multiple liquor bottles, and a variety of glasses.

10. Hilton Vacation Club Hotel Blake Chicago

Downtown Chicago

$172

$204 total

includes taxes & fees

Nov 3 - Nov 4

An indoor swimming pool with clear water, surrounded by tiled walls and a ceiling with recessed lighting.

A hotel room with a bed, a desk, a chair, a TV, a fireplace, and a window with curtains.

A living room with a fireplace, a clock, and a staircase.

A Country Inn & Suites by Radisson with a covered outdoor area and brick facade.

11. Country Inn & Suites by Radisson, Schaumburg, IL

Schaumburg

$94

$108 total

includes taxes & fees

Nov 15 - Nov 16

A modern interior with a bar area, seating, and decorative wooden panels.

A reception area with a marble counter, decorative Buddha statues, and a wall with a quote.

A hotel room with a flat-screen TV, a wooden cabinet, a round table, a blue sofa, a desk with a computer, and a large window with curtains.

A modern hotel with a prominent "Grant Park Hotel" sign and "Best Western" branding.

12. Best Western Grant Park Hotel

Downtown Chicago

$107

$127 total

includes taxes & fees

Nov 10 - Nov 11

A swimming pool with lounge chairs and umbrellas, surrounded by tall buildings.

A modern lobby with a seating area, a bar, and a green wall.

Transparent igloo-like structures with seating inside, set on a wooden deck with snow on the ground, surrounded by tall buildings.

A cozy room with a patterned carpet, a wooden table, and a green sofa with a white throw blanket.

13. DoubleTree by Hilton Chicago - Magnificent Mile

Downtown Chicago

$129

$154 total

includes taxes & fees

Nov 1 - Nov 2

A spacious lobby with a central sofa, multiple seating areas, and a decorative ceiling.

A cityscape with various buildings, including a prominent skyscraper and a classical building with arched windows.

A grand ballroom with ornate ceiling decorations, multiple chandeliers, and a central table with a white tablecloth.

A spacious bar area with a central bar, multiple seating options including bar stools and tables, and a well-lit ceiling with recessed lighting.

14. Congress Plaza Hotel

Downtown Chicago

$129

$153 total

includes taxes & fees

Nov 10 - Nov 11

The Claridge House building with a sign, American and another flag, and outdoor seating with umbrellas.

A modern kitchen with a central island, bar stools, a chandelier, and a large flat-screen TV.

A modern hotel room with a large bed, a chair, a small table, and a window with a view.

A bar area with a long counter, multiple stools, and a modern chandelier.

15. Claridge House Chicago, Tapestry Collection by Hilton

Downtown Chicago

$118

$170 total

includes taxes & fees

Nov 9 - Nov 10

A bar area with a counter, bar stools, and a display of liquor bottles.

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.

16. Hampton Inn Chicago Downtown/N Loop/Michigan Ave

Downtown Chicago

$124

$148 total

includes taxes & fees

Nov 1 - Nov 2

A hotel with a modern glass facade, a prominent Hampton Inn sign, and a Homewood Suites by Hilton sign.

A hotel room with a large window offering a cityscape view, including a prominent building with a clock tower.

A hotel room with a large window offering a city view, a sofa, a chair, a small table, and a desk with a chair.

A modern hotel lobby with a long reception desk, seating area, and large windows offering city views.

17. Hampton Inn Chicago Downtown/Magnificent Mile

Downtown Chicago

$110

$130 total

includes taxes & fees

Nov 1 - Nov 2

A modern restaurant interior with a green wall, hanging lights, and a long dining area.

A modern interior with wooden flooring, black furniture, and large windows offering city views.

A modern indoor pool area with clear glass walls, lounge chairs, and a view of city buildings.

A hotel lobby with a large Christmas tree, a sofa with red and white pillows, a glass coffee table, and a large window with a view of the street.

18. Hotel 505 River North

Downtown Chicago

$179

$245 total

includes taxes & fees

Nov 15 - Nov 16

An indoor swimming pool with a glass ceiling, multiple seating areas, and city views.

A restaurant with a long counter, seating area, and a kitchen visible in the background.

A self-service food area with chilled and frozen sections, a variety of snacks, and a Dippin' Dots ice cream cooler.

A Hilton Garden Inn hotel with a modern facade, large windows, and a prominent sign.

19. Hilton Garden Inn Chicago Downtown/Magnificent Mile

Downtown Chicago

$137

$163 total

includes taxes & fees

Nov 12 - Nov 13

An outdoor seating area with tables and chairs, a planter with greenery, and a large brick structure in the background.

A spacious outdoor dining area with large windows overlooking the sea, featuring multiple tables and stools.

A waterfront cityscape with modern buildings, a Ferris wheel, and several cruise ships docked.

A modern living room with a large window overlooking a body of water, a tripod, and a sofa.

20. Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago

$189

$259 total

includes taxes & fees

Nov 12 - Nov 13

View all properties

Go beyond your typical stay in Hillside

Our prices for hotels in Hillside are cheapest in December

Learn more about Hillside

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

See all hotels in Hillside

Check out reviews of Hillside hotels guests love

Best Western Plus Chicago Hillside

Hillside

10/10 Exceptional

PoohLover

Carleton of Oak Park

Oak Park

10/10 Exceptional

Lorel

SureStay Plus Hotel by Best Western Chicago Lombard

Highland Hills

10/10 Exceptional

Margaret

Holiday Inn Chicago O'Hare – Rosemont by IHG

Rosemont

10/10 Exceptional

Eero

Holiday Inn Express & Suites Chicago O'Hare Airport by IHG

Des Plaines

10/10 Exceptional

paul

A person relaxing on a sofa with a window view of a building, a table with a glass of wine, and a vase with flowers.

A modern hotel lobby with leather sofas, a coffee table, and a floor lamp.

A room with a bed, a window with curtains, a small table with a vase of flowers, and a chair.

A modern restaurant with high ceilings, wooden flooring, and a central chandelier. Tables are set with wine glasses and red cushions.

L7 Chicago by LOTTE

Downtown Chicago

10/10 Exceptional

Erin

Hilton Vacation Club Hotel Blake Chicago

Downtown Chicago

10/10 Exceptional

Jennifer

A rooftop terrace with outdoor seating, a view of the city skyline, and a river.

A bar area with a long counter, blue bar stools, and a variety of bottles and glasses.

A modern hotel room with a large bed, a desk, a sofa, and a view of the city.

A modern living room with a sofa, coffee table, and ottoman, a fireplace, and a large window with a city view.

LondonHouse Chicago, Curio Collection by Hilton

Downtown Chicago

10/10 Exceptional

blerina

Hotel 505 River North

Downtown Chicago

10/10 Exceptional

shanea

A dining area with a table set for four, large windows offering a cityscape view at dusk.

A breakfast table with croissants, a bowl of berries, a glass of orange juice, and a smoothie, set against a cityscape view through a window.

A rooftop terrace with outdoor seating and a fire pit, overlooking a cityscape with tall buildings.

A high-rise hotel room with large windows offering a city view, round tables set for dining, and elegant decor with flowers and candles.

The Royal Sonesta Chicago Downtown

Downtown Chicago

10/10 Exceptional

Grace

The Riu Plaza Chicago Hotel facade with a grand entrance, large windows, and a modern architectural design.

A bar area with a marble countertop, bar stools, and a variety of bottles.

A modern hotel lobby with a central seating area, a reception desk, and a decorative wall with a unique design.

A couple dining at a table with a city view, surrounded by chairs and a variety of dishes.

Hotel Riu Plaza Chicago

Downtown Chicago

10/10 Exceptional

We chose this hotel last minute and we were nervous because there were a couple recent negative reviews. There were 4 of us in our family and couldn't find anything negative to say about the hotel. The only disappointing fact was that the rooftop bar was not open but that wasn't a big deal. Everything was very clean. I actually wiped the floor in our room with a wet, white wash cloth, it was clean! There was no hair in the bathroom from a previous guest. There was no hair in the bed from a...

Donna

A modern hotel lobby with a reception desk, marble flooring, and elegant chandeliers.

A modern living room with a dark sofa set, a glass coffee table, and a decorative chandelier.

A modern bar area with a bar counter, multiple stools, and a chandelier.

A cityscape with modern skyscrapers, a waterfront, and a winter setting.

Silversmith Hotel Chicago Downtown

Downtown Chicago

10/10 Exceptional

Dorothy

A modern bathroom with a toilet, handrails, a sink with a mirror, and a framed picture on the wall.

A room with a diamond-patterned bookshelf filled with books, a wooden floor, and a lamp.

A modern living room with a brick wall mural, a green sofa, leather chairs, and a wooden coffee table.

A high-rise building with a modern architectural design, featuring a prominent glass facade and a series of vertical lines.

Arlo Chicago

Downtown Chicago

10/10 Exceptional

Arlo Chicago is in the perfect location for walkable access to so many Chicago sights, excellent food (please try the Broken English Taco Pub around the corner!), bars, shopping, etc. It was also very conveniently located to access the L when we needed to get to other parts of the city! The staff was BEYOND accommodating, friendly, and helpful. The room was clean and exceeded all comfort expectations! I also highly recommend the lobby bar for a great happy hour spot!!! Everyone at this hotel...

Lina

A spacious bar area with high ceilings and large windows, offering views of a cityscape.

A hotel room with a bed, a sofa with cushions, a large window with a view of a cityscape and water.

A cityscape with modern high-rise buildings, a river, and a boat.

A multi-level hotel lobby with a glass elevator, a seating area, and a dining space.

Hyatt Regency Chicago

Downtown Chicago

10/10 Exceptional

Brooke

The Intercontinental hotel facade with a large American flag and a floral display.

A person lying on a bed with a bottle of champagne, surrounded by food and a magazine.

A swimming pool area with a glass-bottomed pool, a high ceiling with hanging lights, and a staircase with people sitting on it.

A person sitting by a window with a cityscape view.

InterContinental Chicago Magnificent Mile by IHG

Downtown Chicago

10/10 Exceptional

Rosemary

A hotel room with a bed, a chair, a small table with flowers, and a large window with a city view.

A modern lobby with a seating area, a kitchen, and artwork on the walls.

A high-rise hotel with a curved facade, multiple floors, and large windows.

A modern restaurant with a bar area, wooden flooring, and a variety of seating options including bar stools and tables.

Kinzie Hotel

Downtown Chicago

10/10 Exceptional

This hotel is in a great location. It's walkable to many restaurants and other fun things to do in the city. We went to a Cubs game and were able to walk 5 minutes to the red line, which drops you off right at Wrigley field. I would definitely recommend staying here if you're going to a game but also want to stay in the city! This hotel offers amenities that others do not anymore - free breakfast and a daily complimentary happy hour! The rooms and rest of the property is kept clean, as well....

Jewel

An outdoor seating area with a fire pit, wooden benches, and tables, surrounded by large windows and string lights.

A modern lobby with a sofa, coffee table, and potted plants.

A modern lounge area with a sofa, chairs, and a large potted plant.

A window with a view of a cityscape, a wooden desk with a radio, and a small window ledge.

The Emily Hotel

Downtown Chicago

10/10 Exceptional

Marvene

A rooftop lounge with outdoor seating and a city skyline view.

The exterior of the Carbide and Carbon Building with large windows and a balcony area.

A spacious living area with a green sofa, a coffee table, and a bookshelf filled with plants and decorative items.

An indoor cafe with tables and chairs, large windows, and a view of the cityscape.

Pendry Chicago

Downtown Chicago

10/10 Exceptional

dede

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.

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?

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

2. Best Western Plus Chicago Hillside

3. MainStay Suites Chicago Hillside

4. Carleton of Oak Park

5. SureStay Plus Hotel by Best Western Chicago Lombard

6. Hampton Inn Chicago-Carol Stream

7. Holiday Inn Express & Suites Chicago O'Hare Airport by IHG

8. Holiday Inn Chicago O'Hare – Rosemont by IHG

9. Quality Inn Schaumburg - Chicago near the Mall

10. Hilton Vacation Club Hotel Blake Chicago

11. Country Inn & Suites by Radisson, Schaumburg, IL

12. Best Western Grant Park Hotel

13. DoubleTree by Hilton Chicago - Magnificent Mile

14. Congress Plaza Hotel

15. Claridge House Chicago, Tapestry Collection by Hilton

16. Hampton Inn Chicago Downtown/N Loop/Michigan Ave

17. Hampton Inn Chicago Downtown/Magnificent Mile

18. Hotel 505 River North

19. Hilton Garden Inn Chicago Downtown/Magnificent Mile

20. Sable at Navy Pier Chicago, Curio Collection by Hilton

Go beyond your typical stay in Hillside

Price trends for hotels in Hillside

October

Learn more about Hillside

Check out reviews of Hillside hotels guests love

Best Western Plus Chicago Hillside

10/10 Exceptional

Carleton of Oak Park

10/10 Exceptional

SureStay Plus Hotel by Best Western Chicago Lombard

10/10 Exceptional

Holiday Inn Chicago O'Hare – Rosemont by IHG

10/10 Exceptional

Holiday Inn Express & Suites Chicago O'Hare Airport by IHG

10/10 Exceptional

L7 Chicago by LOTTE

10/10 Exceptional

Hilton Vacation Club Hotel Blake Chicago

10/10 Exceptional

LondonHouse Chicago, Curio Collection by Hilton

10/10 Exceptional

Hotel 505 River North

10/10 Exceptional

The Royal Sonesta Chicago Downtown

10/10 Exceptional

Hotel Riu Plaza Chicago

10/10 Exceptional

Silversmith Hotel Chicago Downtown

10/10 Exceptional

Arlo Chicago

10/10 Exceptional

Hyatt Regency Chicago

10/10 Exceptional

InterContinental Chicago Magnificent Mile by IHG

10/10 Exceptional

Kinzie Hotel

10/10 Exceptional

The Emily Hotel

10/10 Exceptional

Pendry Chicago

10/10 Exceptional

Frequently Asked Questions

What accommodations do travelers like in Hillside?

Can I book a refundable hotel in Hillside?

What will the weather in Hillside be like during my trip?

Why should I book my Hillside accommodation with Hotels.com?