Prospect Heights Holidays

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Prospect Heights Flight & Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn & Suites Chicago - Downtown by IHG

Holiday Inn & Suites Chicago - Downtown by IHG

3 out of 5
Downtown Chicago
Price was S$1,114, price is now S$897 per person
S$897
per person
5 Jun - 7 Jun
found 1 day ago
Return flight included
Boston (BOS) to Chicago (ORD)
8.6/10 Excellent! (1,008 reviews)
The room was clean but it had a mildew smell. I hated the shower head and the water was never hot enough. This place was just ok. The location was great!

Reviewed on 26 Apr, 2026

The Godfrey Hotel Chicago

The Godfrey Hotel Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was S$1,477, price is now S$899 per person
S$899
per person
5 Jun - 7 Jun
found 1 day ago
Return flight included
Boston (BOS) to Chicago (ORD)
8.8/10 Excellent! (2,177 reviews)
The on site restaurant and view of the city was great from the rooms. Only thing I’d recommend is just maybe getting more up to date appliances such as the TV. Other than that overall it was a great stay.

Reviewed on 26 Apr, 2026

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was S$1,398, price is now S$970 per person
S$970
per person
5 Jun - 7 Jun
found 1 day ago
Return flight included
Boston (BOS) to Chicago (ORD)
8.2/10 Very Good! (2,636 reviews)
Great location and value

Reviewed on 25 Apr, 2026

Warwick Allerton - Chicago

Warwick Allerton - Chicago

4 out of 5
Downtown Chicago
Price was S$1,202, price is now S$922 per person
S$922
per person
5 Jun - 7 Jun
found 1 day ago
Return flight included
Boston (BOS) to Chicago (ORD)
8.6/10 Excellent! (3,051 reviews)
The location is perfect it’s near everything. The staff was really nice I had no issues also The room is very spacious. My only issue is there’s no free breakfast for the amount I paid I feel like breakfast should be included and why am I paying resort fee? It’s clearly not a resort

Reviewed on 27 Apr, 2026

Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Price was S$1,432, price is now S$1,124 per person
S$1,124
per person
5 Jun - 7 Jun
found 1 day ago
Return flight included
Boston (BOS) to Chicago (ORD)
9/10 Wonderful! (3,280 reviews)
Really good spot and location. Staff was super helpful and nice.

Reviewed on 22 Apr, 2026

Top hotels in Prospect Heights

Motel 6 Prospect Heights, IL

Motel 6 Prospect Heights, IL

2 out of 5
540 N Milwaukee Ave Prospect Heights IL
Fully refundableReserve now, pay when you stay
The price is S$75 per night from 11 May to 12 May
S$75
11 May - 12 May
includes taxes & fees
8.2/10 Very Good! (1,764 reviews)
It was fine for what we needed, but our floor smelt strongly of urine and people were screaming at each other in multiple rooms. Water temperate and pressure were not great.

Reviewed on 27 Apr, 2026

Motel 6 Prospect Heights, IL
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
The price is S$373 per night from 9 May to 10 May
S$373
9 May - 10 May
includes taxes & fees
8.4/10 Very Good! (2,278 reviews)
State of the art gym, easy access to train

Reviewed on 27 Apr, 2026

Hilton Chicago O'Hare Airport
Comfort Suites Chicago O'Hare Airport

Comfort Suites Chicago O'Hare Airport

3 out of 5
4200 North River Road Schiller Park IL
Fully refundable
The price is S$131 per night from 30 Apr to 1 May
S$131
30 Apr - 1 May
includes taxes & fees
8/10 Very Good! (2,973 reviews)
Breakfast was great. The room looked outdated. The cost of 20 per day for parking the car was a lot

Reviewed on 27 Apr, 2026

Comfort Suites Chicago O'Hare Airport
See all 2,897 properties in Prospect Heights
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.

Popular places to visit

Wrigley Field

Wrigley Field

4.5/5(40 reviews)

Chicago’s world-renowned baseball ground, Wrigley Field is an iconic stadium where you can learn about the all-American sport and even catch a game.

Wrigley Field
Chicago Skyline, Chicago, Illinois shows amazing architecture in panoramic format

Naval Base Great Lakes

5/5(1 review)

After visiting Naval Base Great Lakes, make a plan to see the other sights and activities in North Chicago. Wander the lakeside in this family-friendly area.

Naval Base Great Lakes
McCormick Place

McCormick Place

4.5/5(36 reviews)

Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.

McCormick Place

What to do in Prospect Heights

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

S$34
per adult
88% of travellers recommend
360 CHICAGO Observation Deck
Art Institute of Chicago

Art Institute of Chicago

S$51
per adult
92% of travellers recommend
Art Institute of Chicago
Skydeck - Willis Tower Admission

Skydeck - Willis Tower Admission

S$56
per adult
96% of travellers recommend
Skydeck - Willis Tower Admission
See all activities in Prospect Heights

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.