Photo by Off The Beaten Track

Hillside Hotels from S$80

March 2025

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Check prices for these dates

Tonight
20 Mar - 21 Mar
Tomorrow
21 Mar - 22 Mar
This weekend
21 Mar - 23 Mar
Next weekend
28 Mar - 30 Mar

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Top 10 trending Hillside hotels

Best Western Plus Chicago Hillside
Lobby sitting area

Best Western Plus Chicago Hillside

3.0 star property
7.6 out of 10, Good, (1005)
"The front desk was very polite and helpful, rooms were very clean and the bar was fantastic as always "
The price is S$130
includes taxes & fees
27 Mar - 28 Mar
Best Western Plus Chicago Hillside
Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG
Exterior

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

2.5 star property
6.8 out of 10, (1004)
"Was easy to check in, friendly "
The price is S$120
includes taxes & fees
17 Apr - 18 Apr
Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG
MainStay Suites Chicago Hillside
Exterior

MainStay Suites Chicago Hillside

2.5 star property
6.4 out of 10, (1003)
"I didn't like the fact there weren't at least fresh fruits and donuts. "
The price is S$106
includes taxes & fees
24 Mar - 25 Mar
MainStay Suites Chicago Hillside
Sable at Navy Pier Chicago, Curio Collection by Hilton
Terrace/patio

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2016)
"Great "
The price is S$255
includes taxes & fees
6 Apr - 7 Apr
Sable at Navy Pier Chicago, Curio Collection by Hilton
Swissotel - Chicago
Front of property – evening/night

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (1976)
"Very nice surprise from a Marriott status guest. "
The price is S$298
includes taxes & fees
23 Mar - 24 Mar
Swissotel - Chicago
Loews Chicago Hotel
Exterior

Loews Chicago Hotel

4.5 star property
9.4 out of 10, Exceptional, (1434)
"Had a great stay St. Patrick's Day weekend at Loews. Easy walk to watch the river dying. Great customer service, valet parking was a breeze. Rooms were clean and well kept. Very happy with our booking!"
The price is S$353
includes taxes & fees
23 Mar - 24 Mar
Loews Chicago Hotel
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Exterior

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

4.0 star property
8.2 out of 10, Very good, (2645)
"The pool was unique and the breakfast was delicious!! "
The price is S$198
includes taxes & fees
26 Mar - 27 Mar
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent Mile
Lobby

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (1837)
"Check-in staff/front desk were exceptional! Great customer service. Thank you!"
The price is S$174
includes taxes & fees
26 Mar - 27 Mar
DoubleTree by Hilton Chicago - Magnificent Mile
Fairmont Chicago at Millennium Park
Front of property – evening/night

Fairmont Chicago at Millennium Park

4.5 star property
8.6 out of 10, Excellent, (1655)
"I love it. The bed and pillows were comfortable "
The price is S$319
includes taxes & fees
21 Mar - 22 Mar
Fairmont Chicago at Millennium Park
Aloft Chicago Mag Mile
Cocktail bar

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2660)
"Close to Michigan street, Magnificent Mile shopping and good food. Hotel room is clean and has everything one needs for the stay. "
The price is S$136
includes taxes & fees
23 Mar - 24 Mar
Aloft Chicago Mag Mile
Ivy Boutique Hotel
Front of property

Ivy Boutique Hotel

4.5 star property
8.6 out of 10, Excellent, (1001)
"Very good and fine stay Front desk man Charles different story very welcoming and helpful "
The price is S$158
includes taxes & fees
24 Mar - 25 Mar
Ivy Boutique Hotel
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Lobby

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

3.0 star property
8.4 out of 10, Very good, (1689)
"I cannot recommend this hotel enough!! Every single member of the staff was so polite and hospitable- from front desk to dining to housekeeping. The unit was so spacious and had everything I needed for a month-long stay. And you can’t beat the location!"
The price is S$179
includes taxes & fees
25 Mar - 26 Mar
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Hyatt Regency Chicago
2 bars/lounges

Hyatt Regency Chicago

4.0 star property
9.2 out of 10, Wonderful, (3222)
"Rooms were clean and beautiful. Stetsons restaurant was very good food and drinks."
The price is S$304
includes taxes & fees
19 Apr - 20 Apr
Hyatt Regency Chicago
Hilton Chicago/Magnificent Mile Suites
Exterior

Hilton Chicago/Magnificent Mile Suites

3.5 star property
8.8 out of 10, Excellent, (2064)
"Wonderful "
The price is S$192
includes taxes & fees
23 Mar - 24 Mar
Hilton Chicago/Magnificent Mile Suites
Millennium Knickerbocker Chicago
View from property

Millennium Knickerbocker Chicago

4.0 star property
8.4 out of 10, Very good, (1795)
"Good all around except issue both on check in and check out .Upgrading their software/ PMS they had not transferred our booking so looked like we had no reservation. Took 2 of them several minutes to book us in. Frustrating as had been emailed day before to check in online with all our details(like airline)otherwise our booking would be seen as a no show .On checkout found they had not connected rooms for charging so delay while connected 2 room booking so could settle with one payment"
The price is S$156
includes taxes & fees
1 Apr - 2 Apr
Millennium Knickerbocker Chicago
Hyatt Centric Chicago Magnificent Mile
Lobby

Hyatt Centric Chicago Magnificent Mile

4.0 star property
9.0 out of 10, Wonderful, (1018)
"Loved staying here ! The renovations made it a little complicated but overall lovely hotel. "
The price is S$217
includes taxes & fees
31 Mar - 1 Apr
Hyatt Centric Chicago Magnificent Mile
Courtyard by Marriott Chicago Magnificent Mile
Premium bedding, in-room safe, desk, blackout curtains

Courtyard by Marriott Chicago Magnificent Mile

3.0 star property
8.8 out of 10, Excellent, (1261)
"well located"
The price is S$179
includes taxes & fees
6 Apr - 7 Apr
Courtyard by Marriott Chicago Magnificent Mile
The Chicago Hotel Collection - Magnificent Mile
Restaurant

The Chicago Hotel Collection - Magnificent Mile

4.0 star property
7.4 out of 10, Good, (1011)
"Everything was good, front desk and room cleanliness etc. FYI, only — parking is something you need to plan for it is in the middle of downtown (price wise), but available across the hotel. "
The price is S$181
includes taxes & fees
21 Mar - 22 Mar
The Chicago Hotel Collection - Magnificent Mile
Hotel Saint Clair- Magnificent Mile
Restaurant

Hotel Saint Clair- Magnificent Mile

4.0 star property
8.0 out of 10, Very good, (1545)
"Great experience "
The price is S$136
includes taxes & fees
27 Mar - 28 Mar
Hotel Saint Clair- Magnificent Mile
Hotel Riu Plaza Chicago
Front of property

Hotel Riu Plaza Chicago

4.0 star property
9.4 out of 10, Exceptional, (1607)
"A Great Choice for Convenience and Comfort! I recently stayed at this hotel and was thoroughly impressed. The cleanliness was a highlight, and it was clear that the staff takes pride in maintaining a spotless environment. The location is fantastic! Being surrounded by numerous shopping and dining options made exploring the area incredibly easy and convenient. But what truly stood out was the friendliness of the staff. Everyone I encountered was helpful and welcoming, making me feel right at...
The price is S$223
includes taxes & fees
23 Mar - 24 Mar
Hotel Riu Plaza Chicago
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.
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Learn more about Hillside

Relaxing Hillside awaits: its dining, live music, entertainment and more!

See all hotels in Hillside
Photo by Off The Beaten Track
Open Photo by Off The Beaten Track

Frequently asked questions

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

Best Western Plus Chicago Hillside is a favourite with Expedia customers. This hotel offers a restaurant and free parking. Reviews from our site also recommend Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG and MainStay Suites Chicago Hillside as top choices for your trip. 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's the best accommodation option for a family holiday in Hillside?

Holiday Inn Express Hotel & Suites Chicago West-O'hare Arpt, an IHG Hotel is a hotel with an indoor pool and free parking, and it's a top choice on Expedia for families. Extended Stay America Suites Chicago Hillside is another good choice for your family trip. Also, attractions in the area such as Pinstripes and Edge Ice Arena are fun for children of all ages. Find more child-friendly accommodations in Hillside.

What is the top LGBTQ-friendly accommodation in Hillside?

Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG is a top LGBTQ-friendly hotel that features free breakfast and free Wi-Fi. Best Western Plus Chicago Hillside 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 are some accommodation options with pools in Hillside?

Holiday Inn Express Hotel & Suites Chicago West-O'hare Arpt, an IHG Hotel: Offers a snack bar, an indoor pool and free continental breakfast. Best Western Plus Chicago Hillside and DoubleTree by Hilton Chicago - Magnificent Mile are a couple of other choices that offer an on-site pool.

What is the best spa hotel in Hillside?

Best Western Plus Chicago Hillside is a top spa hotel featuring a restaurant, a fitness centre and a bar. Another popular spa hotel in Hillside is Holiday Inn Express Hotel & Suites Chicago West-O'hare Arpt, an IHG Hotel.

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 Navy Pier. In Hillside, there are 4 hotels and other accommodation options to choose from. Find out more about Hillside.

What is there to see in Hillside?

A favourite place to visit is Fresh Meadow Golf Club. You'll also find Wrigley Field 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.