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Flight and Cheap hotel deals in Northwest Chicago

Price found within the past 48 hours. Click for updated prices.

Eaglewood Resort and Spa

CA $497

per person

Nov 8 - Nov 10

found 1 day ago

Roundtrip flight included

Edmonton (YEG) to Chicago (ORD)

8.6/10 Excellent! (1,025 reviews)

Very nice and rhe spa is top tier. Stanley best masseuse amd perla on the mails

Reviewed on Sep. 8, 2025

DoubleTree by Hilton Chicago Schaumburg

CA $510

per person

Oct 8 - Oct 12

found 13 hours ago

Roundtrip non-stop flight included

Halifax (YHZ) to Chicago (ORD)

7.4/10 Good! (1,010 reviews)

Needs updates. The room were very clean but the common areas and carpets were not. The staff were super friendly and very kind. I loved the location of the hotel.

Reviewed on Sep. 1, 2025

The Westin Chicago Northwest

CA $598

per person

Nov 8 - Nov 11

found 1 day ago

Roundtrip flight included

Buffalo (BUF) to Chicago (ORD)

8.6/10 Excellent! (1,000 reviews)

Very clean modern hotel

Reviewed on Sep. 5, 2025

Hyatt Regency Schaumburg Chicago

CA $554

per person

Nov 14 - Nov 17

found 1 day ago

Roundtrip non-stop flight included

Winnipeg (YWG) to Chicago (ORD)

8.6/10 Excellent! (1,241 reviews)

Family friendly, the pool and gym

Reviewed on Sep. 5, 2025

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3 Night Cheap holidays in Northwest Chicago

Price found within the past 48 hours. Click for updated prices.

Hyatt Regency Schaumburg Chicago

CA $559

per person

Oct 22 - Oct 25

found 13 hours ago

Roundtrip non-stop flight included

Calgary (YYC) to Chicago (ORD)

8.6/10 Excellent! (1,241 reviews)

Family friendly, the pool and gym

Reviewed on Sep. 5, 2025

DoubleTree by Hilton Chicago Schaumburg

CA $611

per person

Oct 9 - Oct 12

found 13 hours ago

Roundtrip flight included

Montreal (YUL) to Chicago (ORD)

7.4/10 Good! (1,010 reviews)

Needs updates. The room were very clean but the common areas and carpets were not. The staff were super friendly and very kind. I loved the location of the hotel.

Reviewed on Sep. 1, 2025

Eaglewood Resort and Spa

CA $576

per person

Nov 8 - Nov 11

found 1 day ago

Roundtrip flight included

Buffalo (BUF) to Chicago (ORD)

8.6/10 Excellent! (1,025 reviews)

Very nice and rhe spa is top tier. Stanley best masseuse amd perla on the mails

Reviewed on Sep. 8, 2025

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4 Night Cheap holidays in Northwest Chicago

Price found within the past 48 hours. Click for updated prices.

Hampton Inn & Suites Chicago/Hoffman Estates

CA $495

per person

Oct 25 - Oct 29

found 4 hours ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

8.2/10 Very Good! (1,012 reviews)

It was a quick overnight stay. The rooms were spacious, clean and comfortable. Staff friendly and accommodating. Every area was clean and updated! Had a wonderful rest.

Reviewed on Sep. 2, 2025

Four Points by Sheraton Chicago Schaumburg

CA $498

per person

Nov 20 - Nov 24

found 3 hours ago

Roundtrip non-stop flight included

Edmonton (YEG) to Chicago (ORD)

8.8/10 Excellent! (298 reviews)

Great property, close to several highways to go into Chicago and out in the country. Great value.

Reviewed on Aug. 23, 2025

Eaglewood Resort and Spa

CA $654

per person

Nov 8 - Nov 12

found 1 day ago

Roundtrip flight included

Montreal (YUL) to Chicago (ORD)

8.6/10 Excellent! (1,025 reviews)

Very nice and rhe spa is top tier. Stanley best masseuse amd perla on the mails

Reviewed on Sep. 8, 2025

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See all available trips from Columbus to Northwest Chicago

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Cheap Hotels in Northwest Chicago

Sonesta ES Suites Chicago - Schaumburg

901 E Woodfield Office Ct, Schaumburg, IL

11 min walk from Woodfield Mall

Stay at this 3-star business-friendly hotel in Schaumburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...

Motel 6 Rolling Meadows, IL - Chicago Northwest

1800 Winnetka Cir, Rolling Meadows, IL

8 min drive from Woodfield Mall

Stay at this motel in Rolling Meadows. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our ...

See all 3,821 properties in Northwest 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.