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Hillside Hotels from S$75

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6 Jul - 7 Jul
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7 Jul - 8 Jul
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11 Jul - 13 Jul
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18 Jul - 20 Jul

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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, (1009)
"Quite and clean staff friendly."
The price is S$137
includes taxes & fees
13 Jul - 14 Jul
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, (1011)
"Clean, safe and affordable place to stay for the night. "
The price is S$150
includes taxes & fees
27 Jul - 28 Jul
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)
"Front desk was amazing will stay here again "
The price is S$118
includes taxes & fees
13 Jul - 14 Jul
MainStay Suites Chicago Hillside
Virgin Hotels Chicago
Rooftop terrace

Virgin Hotels Chicago

4.5 star property
9.2 out of 10, Wonderful, (1332)
"Very well appointed rooms and wonderful customer service!!"
The price is S$428
includes taxes & fees
8 Jul - 9 Jul
Virgin Hotels Chicago
Loews Chicago Hotel
Exterior

Loews Chicago Hotel

4.5 star property
9.4 out of 10, Exceptional, (1477)
"Great location and rooms "
The price is S$353
includes taxes & fees
8 Jul - 9 Jul
Loews Chicago Hotel
Hyatt Place Itasca
Cocktail bar

Hyatt Place Itasca

3.0 star property
8.8 out of 10, Excellent, (1005)
"Great stay."
The price is S$146
includes taxes & fees
28 Jul - 29 Jul
Hyatt Place Itasca
Crowne Plaza Chicago West Loop by IHG
American cuisine

Crowne Plaza Chicago West Loop by IHG

3.5 star property
9.0 out of 10, Wonderful, (1230)
"Easy check in and check out, close to a lot of restaurants, very walkable! "
The price is S$254
includes taxes & fees
13 Jul - 14 Jul
Crowne Plaza Chicago West Loop by IHG
Aloft Chicago Downtown River North
1 bedroom, in-room safe, desk, laptop workspace

Aloft Chicago Downtown River North

3.5 star property
9.2 out of 10, Wonderful, (1120)
"Very close to tourist attractions. Rooms are clean and staffs are extremely nice."
The price is S$307
includes taxes & fees
10 Jul - 11 Jul
Aloft Chicago Downtown River North
The Royal Sonesta Chicago Downtown
Exterior

The Royal Sonesta Chicago Downtown

4.0 star property
9.2 out of 10, Wonderful, (2688)
"Very nice stay"
The price is S$345
includes taxes & fees
27 Jul - 28 Jul
The Royal Sonesta Chicago Downtown
Hotel Chicago West Loop, SureStay Collection by Best Western
Exterior

Hotel Chicago West Loop, SureStay Collection by Best Western

2.5 star property
8.2 out of 10, Very good, (1005)
"clean, accessible to other places, friendly staff"
The price is S$193
includes taxes & fees
13 Jul - 14 Jul
Hotel Chicago West Loop, SureStay Collection by Best Western
Club Quarters Hotel, Central Loop, Chicago
1 bedroom, premium bedding, in-room safe, desk

Club Quarters Hotel, Central Loop, Chicago

4.0 star property
8.6 out of 10, Excellent, (3355)
"Great location and nice rooms. "
The price is S$245
includes taxes & fees
20 Jul - 21 Jul
Club Quarters Hotel, Central Loop, Chicago
Level Chicago - River North
Premium bedding, pillow-top beds, in-room safe, individually furnished

Level Chicago - River North

4.0 star property
9.0 out of 10, Wonderful, (637)
"Love this place been here many times "
The price is S$511
includes taxes & fees
21 Jul - 22 Jul
Level Chicago - River North
SureStay Plus Hotel by Best Western Chicago Lombard
Lobby

SureStay Plus Hotel by Best Western Chicago Lombard

2.5 star property
9.0 out of 10, Wonderful, (2107)
"Convenient, clean, staff was nice, breakfast was very good!"
The price is S$128
includes taxes & fees
13 Jul - 14 Jul
SureStay Plus Hotel by Best Western Chicago Lombard
Chicago Athletic Association, a Hyatt Hotel
Exterior

Chicago Athletic Association, a Hyatt Hotel

4.5 star property
9.0 out of 10, Wonderful, (1007)
"Loved the roof top restaurant and the cool vibe of the whole property. The location is unbeatable as well. "
The price is S$417
includes taxes & fees
13 Jul - 14 Jul
Chicago Athletic Association, a Hyatt Hotel
Staypineapple, An Iconic Hotel, The Loop
Interior detail

Staypineapple, An Iconic Hotel, The Loop

4.0 star property
9.4 out of 10, Exceptional, (1010)
"Beautiful hotel in a great location."
The price is S$362
includes taxes & fees
27 Jul - 28 Jul
Staypineapple, An Iconic Hotel, The Loop
Kimpton Gray Hotel by IHG
Argentinean cuisine

Kimpton Gray Hotel by IHG

4.5 star property
9.2 out of 10, Wonderful, (1002)
"Great boutique hotel in the heart of the city. "
The price is S$402
includes taxes & fees
13 Jul - 14 Jul
Kimpton Gray Hotel by IHG
Palmer House a Hilton Hotel
Meeting facility

Palmer House a Hilton Hotel

4.0 star property
8.4 out of 10, Very good, (1773)
"Love our stay here "
The price is S$304
includes taxes & fees
4 Aug - 5 Aug
Palmer House a Hilton Hotel
Best Western Grant Park Hotel
Restaurant

Best Western Grant Park Hotel

2.5 star property
8.2 out of 10, Very good, (2551)
"Great stay"
The price is S$215
includes taxes & fees
10 Jul - 11 Jul
Best Western Grant Park Hotel
Club Quarters Hotel Wacker at Michigan, Chicago
Lobby sitting area

Club Quarters Hotel Wacker at Michigan, Chicago

4.0 star property
8.6 out of 10, Excellent, (1768)
"Great location, clean hotel, reasonably priced. "
The price is S$268
includes taxes & fees
8 Jul - 9 Jul
Club Quarters Hotel Wacker at Michigan, Chicago
Central Loop Hotel
Exterior

Central Loop Hotel

4.0 star property
8.6 out of 10, Excellent, (1794)
"Very nice staff and great location "
The price is S$245
includes taxes & fees
20 Jul - 21 Jul
Central Loop Hotel
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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Family-friendly hotels in Hillside you'll enjoy

Hyatt Place Chicago-South/University Medical Center
View from property

Hyatt Place Chicago-South/University Medical Center

3.0 star property
8.8 out of 10, Excellent, (1008)
The price is S$328
includes taxes & fees
8 Jul - 9 Jul
Hyatt Place Chicago-South/University Medical Center

These apart-hotels in Hillside may fit your trip

Sentral Michigan Avenue
Interior

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (808)
The price is S$290
includes taxes & fees
8 Jul - 9 Jul
Sentral Michigan Avenue

Check out hotels with a spa in Hillside

The St. Regis Chicago
Indoor pool

The St. Regis Chicago

5.0 star property
9.0 out of 10, Wonderful, (69)
The price is S$909
includes taxes & fees
27 Jul - 28 Jul
The St. Regis 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.

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

MainStay Suites Chicago Hillside is a top hotel for people travelling with their pets, and offers laundry facilities and in-room kitchens for its human guests. Best Western Plus Chicago Hillside is another good option for a stay with your pet. See more pet-friendly hotel accommodations in Hillside.

What are some accommodation options with pools in Hillside?

Embassy Suites by Hilton Chicago Downtown River North: Hotel, 4-minute walk from Michigan Avenue. Features full, an indoor pool and flat-screen televisions. View all hotels with pools in Hillside.

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.