𝗧𝗢𝗣 𝟭𝟬 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Hillside (2026)

Our top choices for Hillside hotels

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

Hillside

Heather

includes taxes & fees

8 Jun - 9 Jun

Best Western Plus Chicago Hillside

Hillside

kevin

includes taxes & fees

14 Jun - 15 Jun

MainStay Suites Chicago Hillside

Hillside

Bemajedareki Williams

includes taxes & fees

29 Jun - 30 Jun

Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago

Deborah

includes taxes & fees

14 Jun - 15 Jun

The Wade

Downtown Chicago

Molly

includes taxes & fees

29 Jun - 30 Jun

Sheraton Grand Chicago Riverwalk

Downtown Chicago

Andrew

includes taxes & fees

14 Jun - 15 Jun

Swissotel - Chicago

Downtown Chicago

Maria

includes taxes & fees

14 Jun - 15 Jun

Outdoor pool, pool cabanas (surcharge), pool umbrellas

DoubleTree by Hilton Chicago - Magnificent Mile

Downtown Chicago

Felisha

includes taxes & fees

29 Jun - 30 Jun

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Downtown Chicago

Janine

includes taxes & fees

28 Jun - 29 Jun

Fairmont Chicago at Millennium Park

Downtown Chicago

JOSE

includes taxes & fees

21 Jun - 22 Jun

Aloft by Marriott Chicago Mag Mile

Downtown Chicago

Jimmie

includes taxes & fees

28 Jun - 29 Jun

Ivy Boutique Hotel

Downtown Chicago

Jennifer

includes taxes & fees

29 Jun - 30 Jun

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Downtown Chicago

Annabelle

includes taxes & fees

28 Jun - 29 Jun

Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Downtown Chicago

Nicholas

includes taxes & fees

29 Jun - 30 Jun

Hilton Chicago/Magnificent Mile Suites

Downtown Chicago

Kayla

includes taxes & fees

28 Jun - 29 Jun

Millennium Hotel Knickerbocker Chicago

Downtown Chicago

Eileen

includes taxes & fees

28 Jun - 29 Jun

Hyatt Regency Chicago

Downtown Chicago

Marianne

includes taxes & fees

21 Jun - 22 Jun

Hyatt Centric Chicago Magnificent Mile

Downtown Chicago

Milo

includes taxes & fees

14 Jun - 15 Jun

Premium bedding, in-room safe, desk, blackout curtains

Courtyard by Marriott Chicago Magnificent Mile

Downtown Chicago

Zhe Wen

includes taxes & fees

29 Jun - 30 Jun

The Chicago Hotel Collection - Magnificent Mile

Downtown Chicago

Ontario

includes taxes & fees

28 Jun - 29 Jun

View all properties

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

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

Top Hillside Hotel Reviews

Hotel Felix River North/Magnificent Mile

8/10 Good

"The hotel location and room was nice. I didn’t like that you had to pay $5 per bag for storage if you wanted to check out if the room early. I thought giving the room before noon would be better for them especially since I was coming back before that checkout time. So I just brought my stuff back up to the room Other than that the front desk and cleaning ladies was very nice."

Eurostars Magnificent Mile

8/10 Good

"The hotel was in a great location for access to the Magnificent Mile and not too far from the Art Institute and Navy Pier. Because of that though, it was loud all day and night between the sirens and the honking and blasting music. We stayed through a week so this was not just a weekend thing, it’s just loud. If you’re not a light sleeper though, this is a good option"

The Chicago Hotel Collection Ambassador Gold Coast

6/10 Okay

"The room was very clean and well-maintained; however, it was smaller than expected. One issue was the lack of a ventilation fan in the bathroom, which caused odors to linger in the room after use. Additionally, the bathroom layout may be somewhat challenging for larger guests. When I approached the front desk to request a deodorizer, the staff member appeared inconvenienced by the request, which was disappointing. Housekeeping service was also not available during my stay. On a positive note, the lobby was clean and inviting, the bartenders were friendly and attentive, and the view from the property was excellent. Overall, while there were some areas that could be improved, there were also several aspects of the stay that I enjoyed."

Central Loop Hotel

8/10 Good

"The staff was outstanding. The front desk worked with us when our train arrived way earlier than expected and were able to allow us early check-in. Housekeeping went out of their way to provide extra towels when we needed them. Our room was clean and well taken care of. The restaurant attached to the hotel, Elephant & Castle, was great, especially for breakfast or a nightcap. This is an older building, so be aware the elevators move slowly sometimes."

More cheap stays in Hillside

Red Roof Inn Chicago-O'Hare Airport/ Arlington Hts

22 West Algonquin Road Arlington Heights IL

S$89

9 Jun - 10 Jun

includes taxes & fees

5.4/10 (1,003 reviews)

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 Hotel Riu Plaza Chicago and The Chicago Hotel Collection - Magnificent Mile. 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?

Holiday Inn Chicago Dwtn - The Mart by IHG: Hotel, 3-minute walk from Merchandise Mart. Offers 2 restaurants, an indoor pool and a sauna. Also, another option that features an on-site pool is Aloft by Marriott Chicago Mag Mile. 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, Michigan Avenue and Soldier Field. 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, Michigan Avenue and Soldier Field. You'll also find Navy Pier and United Center 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$89

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Hillside

Check prices for these dates

Filter by

Our top choices for Hillside hotels

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

Best Western Plus Chicago Hillside

MainStay Suites Chicago Hillside

Sable at Navy Pier Chicago, Curio Collection by Hilton

The Wade

Sheraton Grand Chicago Riverwalk

Swissotel - Chicago

DoubleTree by Hilton Chicago - Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Fairmont Chicago at Millennium Park

Aloft by Marriott Chicago Mag Mile

Ivy Boutique Hotel

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Hilton Chicago/Magnificent Mile Suites

Millennium Hotel Knickerbocker Chicago

Hyatt Regency Chicago

Hyatt Centric Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

Learn more about Hillside

Top Hillside Hotel Reviews

Hotel Felix River North/Magnificent Mile

More cheap stays in Hillside

Red Roof Inn Chicago-O'Hare Airport/ Arlington Hts

Frequently asked questions

Explore a world of travel with Expedia

Go further with the Expedia app