Highwood Holidays

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Top hotels in Highwood

Holiday Inn Chicago North-Evanston by IHG

Holiday Inn Chicago North-Evanston by IHG

3 out of 5
1501 Sherman Ave Evanston IL
Fully refundable
The price is 2.538.587 ₫ per night from 22 Mar to 23 Mar
2.538.587 ₫
2.906.174 ₫ total
22 Mar - 23 Mar
includes taxes & fees
8.6/10 Excellent! (1,805 reviews)
Clean and great helpful staff

Reviewed on 2 Mar 2026

Holiday Inn Chicago North-Evanston by IHG
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 5.106.847 ₫ per night from 3 Apr to 4 Apr
5.106.847 ₫
5.994.926 ₫ total
3 Apr - 4 Apr
includes taxes & fees
8.4/10 Very Good! (2,221 reviews)
great stay

Reviewed on 3 Mar 2026

Hilton Chicago O'Hare Airport
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
The price is 3.197.573 ₫ per night from 4 Mar to 5 Mar
3.197.573 ₫
3.644.592 ₫ total
4 Mar - 5 Mar
includes taxes & fees
8.8/10 Excellent! (2,381 reviews)
The property was doing some renovations, but are room was upgraded anyway. We couldn't even tell they were working. Staff was friendly and great. The room was great with a nice couch. Every bathroom in the building was spotless. The red room restaurant was a nice quiet vibe with good food. Shuttle ...

Reviewed on 2 Mar 2026

Hyatt Regency O'Hare Chicago
See all 1,481 properties in Highwood
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 featuring a city, a sporting event and city views

Wrigley Field

4.5/5(40 reviews)

Catch an event at Wrigley Field during your trip to Chicago. Stroll along the lakeside or experience the acclaimed art galleries in this vibrant area.

Wrigley Field
McCormick Place showing a high rise building and a city

McCormick Place

4.5/5(36 reviews)

During your trip, find out what's happening in McCormick Place, a top convention centre in Chicago. Discover the acclaimed art galleries and notable monuments in this vibrant area.

McCormick Place
Millennium Park which includes autumn colours, modern architecture and street scenes

Millennium Park

4.5/5(147 reviews)

After visiting Millennium Park, make a plan to see the other sights and activities in Chicago. Stroll along the riverfront or experience the fascinating museums in this vibrant area.

Millennium Park

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