𝗧𝗢𝗣 𝟭𝟬 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Hillside (2026)

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

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Our top choices for Hillside hotels

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.

1. Best Western Plus Chicago Hillside

Hillside

Antoine

S$121

includes taxes & fees

13 Sept - 14 Sept

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 reception area with two reception desks, a central wall with a Holiday Inn Express sign, and a wooden panel design.

An indoor swimming pool with clear water, a diving board, and several green chairs around the pool.

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

Hillside

James

S$162

includes taxes & fees

7 Sept - 8 Sept

A MainStay Suites hotel with a large sign, a parking lot, and a building in the background.

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.

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

3. MainStay Suites Chicago Hillside

Hillside

Pamela

S$120

includes taxes & fees

20 Sept - 21 Sept

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.

4. Hilton Vacation Club Hotel Blake Chicago

Downtown Chicago

Melanie

S$274

includes taxes & fees

30 Aug - 31 Aug

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 lobby with two brown leather chairs, a marble table, and a large potted plant.

A hotel room with a large bed, a small dining table with chairs, a brick wall, and a window with blinds.

5. LIVN - West Loop Chicago

Downtown Chicago

patrick

S$195

includes taxes & fees

31 Aug - 1 Sept

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 kitchen with a built-in refrigerator, a coffee maker, and a flat-screen TV on the countertop.

A hotel room with two beds, a desk with a computer, a chair, a TV, and a large mirror.

6. Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Downtown Chicago

Karaline

S$185

includes taxes & fees

7 Sept - 8 Sept

A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.

A hotel room with a large window, a bed, and a suitcase.

A modern living room with a fireplace, leather sofas, and a wooden floor.

A bar with a brick archway, wooden bar counter, and stools.

7. Club Quarters Hotel, Central Loop, Chicago

Downtown Chicago

Youssef

S$201

includes taxes & fees

30 Aug - 31 Aug

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

Outdoor seating with yellow umbrellas labeled "Twisted Tea," wicker chairs, and tables.

8. Congress Plaza Hotel

Downtown Chicago

Mia

S$160

includes taxes & fees

8 Sept - 9 Sept

A multi-story building with a Starbucks Coffee on the ground floor, emergency exit signs, and a Hyatt Center sign.

A modern workspace with two Apple iMacs, a desk with a keyboard, and a bookshelf filled with books and decorative items.

An indoor swimming pool with lounge chairs and exercise equipment.

A modern hotel room with a sofa, ottoman, and a dining area with a bar.

9. Hyatt Centric Chicago Magnificent Mile

Downtown Chicago

Sara

S$307

includes taxes & fees

7 Sept - 8 Sept

A modern building with a black facade and multiple windows. There is a sign for Hilton Garden Inn and a flagpole with flags.

A bar area with a long counter, yellow bar stools, and a wine rack.

A room with a red armchair, a window with a city view, and a wall-mounted air conditioner.

A modern restaurant with a bar area, high ceilings, and a mix of red and yellow chairs.

10. Hilton Garden Inn Chicago Downtown Riverwalk

Downtown Chicago

Daniel

S$247

includes taxes & fees

8 Sept - 9 Sept

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

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.

A hotel reception area with a modern design, featuring a wooden panel wall and a marble reception desk.

11. DoubleTree by Hilton Chicago - Magnificent Mile

Downtown Chicago

MAGALY

S$235

includes taxes & fees

30 Aug - 31 Aug

A building with a stone facade and large glass windows.

A room with a large window, a patterned armchair, and a view of a cityscape with buildings and a street.

A room with a white wardrobe, a grey sofa, and a mirror on the wall.

A balcony with outdoor seating, overlooking a busy street with cars and buildings.

12. Ohio House Motel

Downtown Chicago

Tobias

S$177

includes taxes & fees

30 Aug - 31 Aug

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 spacious lobby with a marble floor, a reception desk, and a glass partition.

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

13. Hotel Riu Plaza Chicago

Downtown Chicago

Peter

S$307

includes taxes & fees

1 Sept - 2 Sept

A multi-story hotel with a prominent 'La Quinta' sign, featuring a modern architectural design with large windows and a flat facade.

A modern bar area with a central counter, multiple seating tables, and a large window offering a view.

A hotel room with a large window, a bed, a sofa, a desk, and a TV.

A hotel lobby with a reception desk, seating area, and a mural of a city skyline.

14. La Quinta Inn & Suites by Wyndham Chicago Downtown

Downtown Chicago

Shilpa

S$212

includes taxes & fees

30 Aug - 31 Aug

A spacious lobby with a central coffee table, sofas, and a large mirror.

A spacious lobby with a grand fireplace, elegant columns, and a seating area with chairs and a table.

A spacious lounge area with leather sofas, round tables, and comfortable chairs, featuring a wooden ceiling and elegant decor.

A spacious lobby with high ceilings, large arched windows, and a grand staircase.

15. The Chicago Hotel Collection Ambassador Gold Coast

Downtown Chicago

Alma

S$216

includes taxes & fees

31 Aug - 1 Sept

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.

16. River Hotel

Downtown Chicago

Patti

S$197

includes taxes & fees

7 Sept - 8 Sept

A hotel room with a large bed, a TV, a desk, and a chair.

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.

17. Central Loop Hotel

Downtown Chicago

Yiyang

S$184

includes taxes & fees

30 Aug - 31 Aug

A hotel room with a red sofa, a small table, and a view of city buildings through large windows.

A lobby with a wooden floor, a sofa with colorful cushions, a chair with an orange cushion, and a glass door leading outside.

A Marriott Fairfield Inn & Suites building facade with large windows and a prominent signage.

A corner market with refrigerated display cases and shelves stocked with snacks and beverages.

18. Fairfield Inn & Suites Chicago Downtown/River North

Downtown Chicago

Cindy

S$234

includes taxes & fees

7 Sept - 8 Sept

A historic building with a glass entrance, large columns, and decorative planters with flowers.

A bar area with a variety of liquor bottles, a television screen, and colorful bar stools.

A hotel lobby with a check-in counter, seating area, and a large potted plant.

A spacious lobby with a checkered floor, a large orange sofa, and multiple seating areas.

19. Warwick Allerton - Chicago

Downtown Chicago

Andrea

S$222

includes taxes & fees

9 Sept - 10 Sept

A modern hotel with a glass facade, multiple floors, and a visible entrance.

A modern hotel room with a large window, a desk with a lamp, a sofa, and a chair.

A hotel room with a large bed, a desk with a chair, a sofa, and a TV.

A gym with cardio machines, weight benches, and a large window offering a city view.

20. Hyatt Place Chicago/Downtown - The Loop

Downtown Chicago

LISA

S$256

includes taxes & fees

7 Sept - 8 Sept

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Learn more about Hillside

This small village offers a peaceful escape with its charming Hillside Park and community events throughout the year. Grab a bite at local family restaurants before exploring nearby Forest Park's beautiful Concordia Cemetery or Oak Park's Frank Lloyd Wright attractions.

See all hotels in Hillside

A gravestone with the name Alphonse Capone, birth and death years, and the phrase "My Jesus Mercy".

Top Hillside Hotel Reviews

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent

"Great time"

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent

"😁"

L7 Chicago by LOTTE

10/10 Excellent

"Excellent location and nice room. Will definitely come back!"

Hilton Chicago O'Hare Airport

10/10 Excellent

"The location is excellent and I believe it's the only hotel right in the airport so we have stayed here several times with great success. They have everything set up for easy check-in and check-out due to the high volume of airport travelers. Rooms are spacious and clean."

Eurostars Magnificent Mile

10/10 Excellent

"The hotel was walking distance to many attractions. We really enjoyed our stay here. We would definitely recommend it!"

Hyatt Regency McCormick Place Chicago

10/10 Excellent

"We loved our stay, we will come back and stay every time we’re in Chicago."

The Wade

10/10 Excellent

"Good stay, great location"

More cheap stays in Hillside

Red Roof Inn PLUS+ Chicago - Willowbrook

7535 Kingery Highway Willowbrook IL

S$90

9 Sept - 10 Sept

includes taxes & fees

6.4/10 (1,250 reviews)

Quality Inn & Suites Orland Park - Chicago

8800 W 159th St Orland Park IL

S$120

20 Sept - 21 Sept

includes taxes & fees

Comfort Inn Chicago Schaumburg - O'Hare Airport

1300 E Higgins Rd Schaumburg IL

S$129

10 Sept - 11 Sept

includes taxes & fees

7.2/10 Good! (1,000 reviews)

Travelodge by Wyndham Downtown Chicago

65 E Harrison St Chicago IL

S$174

30 Aug - 31 Aug

includes taxes & fees

Holiday Inn Chicago – Midway Airport S by IHG

7353 S Cicero Avenue Chicago IL

S$183

9 Sept - 10 Sept

includes taxes & fees

8.2/10 Very good! (1,005 reviews)

Hampton Inn Chicago Downtown/Magnificent Mile

160 E Huron Street Chicago IL

S$224

7 Sept - 8 Sept

includes taxes & fees

Frequently asked questions

What's the best place for a stay in Hillside?

Located 14.3 mi (23.1 km) from the heart of Hillside, Congress Plaza Hotel is a top choice for your stay, based on our traveller data. Two other options for your trip to the area are The Chicago Hotel Collection Ambassador Gold Coast and Hilton Chicago O'Hare Airport. See all available top hotels, or vacation rentals in Hillside.

If I need to cancel my hotel reservation in Hillside, will I receive a refund?

Yes! The majority of hotel reservations are refundable provided that you cancel prior to the accommodation's cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If you have a reservation that's non-refundable, it may still be possible to cancel it and be given a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Hillside.

What is the top LGBTQ-friendly accommodation in Hillside?

Best Western Plus Chicago Hillside is a top LGBTQ-friendly hotel that features free Wi-Fi and free parking. Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG and Manor Motel By OYO Near Oak Brook/Chicago Westchester are other good choices for your stay. See all available hotels listed as LGBTQ-friendly in Hillside.

What's the best dog-friendly place to stay in Hillside?

Best Western Plus Chicago Hillside is a top hotel for people travelling with their pets, and offers a restaurant and free WiFi for its human guests. MainStay Suites Chicago Hillside is another option for you and your pet. See more pet-friendly hotel accommodations in Hillside.

What are some accommodation options with pools in Hillside?

Hilton Chicago: Hotel, 2-minute walk from Grant Park. Offers 2 restaurants, an indoor pool and a health club. View all hotels with pools in Hillside.

What is staying in Hillside like?

Families will find child-friendly activities in Hillside, and visitors give high marks for the top-notch restaurants. Relaxing and welcoming, this city attracts tourists with its shopping and forests. Around the area, top sights include Wrigley Field, Soldier Field and Navy Pier. In Hillside, there are 5 hotels and other accommodation options to choose from. Find out more about Hillside.

What is there to see in Hillside?

Notable places to visit in the wider area include Wrigley Field, Soldier Field and Navy Pier. You'll also find United Center and Michigan Avenue in the area. Take a look at what more there is to see and do in Expedia's Hillside guide.

What's the seasonal weather like in Hillside?

The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Hillside are January, November, February and December, with each month seeing an average of 13 cm of snowfall.

Hillside Hotels from S$90

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Hillside

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Hillside hotels

1. Best Western Plus Chicago Hillside

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

3. MainStay Suites Chicago Hillside

4. Hilton Vacation Club Hotel Blake Chicago

5. LIVN - West Loop Chicago

6. Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

7. Club Quarters Hotel, Central Loop, Chicago

8. Congress Plaza Hotel

9. Hyatt Centric Chicago Magnificent Mile

10. Hilton Garden Inn Chicago Downtown Riverwalk

11. DoubleTree by Hilton Chicago - Magnificent Mile

12. Ohio House Motel

13. Hotel Riu Plaza Chicago

14. La Quinta Inn & Suites by Wyndham Chicago Downtown

15. The Chicago Hotel Collection Ambassador Gold Coast

16. River Hotel

17. Central Loop Hotel

18. Fairfield Inn & Suites Chicago Downtown/River North

19. Warwick Allerton - Chicago

20. Hyatt Place Chicago/Downtown - The Loop

Learn more about Hillside

Top Hillside Hotel Reviews

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection Ambassador Gold Coast

L7 Chicago by LOTTE

Hilton Chicago O'Hare Airport

Eurostars Magnificent Mile

Hyatt Regency McCormick Place Chicago

The Wade

More cheap stays in Hillside

Red Roof Inn PLUS+ Chicago - Willowbrook

Quality Inn & Suites Orland Park - Chicago

Comfort Inn Chicago Schaumburg - O'Hare Airport

Travelodge by Wyndham Downtown Chicago

Holiday Inn Chicago – Midway Airport S by IHG

Hampton Inn Chicago Downtown/Magnificent Mile

Frequently asked questions

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