Cheap Vacations in Northwest Chicago 2026

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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 $787

per person

Oct 30 - Nov 2

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

8.8/10 Excellent! (1,304 reviews)

The Westin Chicago Northwest

CA $1,095

per person

Nov 29 - Dec 3

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

8.8/10 Excellent! (1,003 reviews)

Hyatt Regency Schaumburg Chicago

CA $1,104

per person

Nov 10 - Nov 13

found 4 hours ago

Roundtrip non-stop flight included

Edmonton (YEA) to Chicago (ORD)

8.6/10 Excellent! (1,471 reviews)

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See all available trips from Columbus to Northwest Chicago

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3 Night Cheap holidays in Northwest Chicago

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

Eaglewood Resort and Spa

CA $787

per person

Oct 30 - Nov 2

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

8.8/10 Excellent! (1,304 reviews)

The Westin Chicago Northwest

CA $855

per person

Dec 4 - Dec 7

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

8.8/10 Excellent! (1,003 reviews)

Hyatt Regency Schaumburg Chicago

CA $1,104

per person

Nov 10 - Nov 13

found 4 hours ago

Roundtrip non-stop flight included

Edmonton (YEA) to Chicago (ORD)

8.6/10 Excellent! (1,471 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Northwest Chicago

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4 Night Cheap holidays in Northwest Chicago

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

Hyatt Place Itasca

CA $709

per person

Nov 14 - Nov 18

found 9 hours ago

Roundtrip non-stop flight included

Calgary (YYC) to Chicago (ORD)

8.6/10 Excellent! (1,352 reviews)

Eaglewood Resort and Spa

CA $1,033

per person

Nov 29 - Dec 3

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

8.8/10 Excellent! (1,304 reviews)

The Westin Chicago Northwest

CA $1,095

per person

Nov 29 - Dec 3

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

8.8/10 Excellent! (1,003 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Northwest Chicago

View all trips

Cheap Hotels in Northwest Chicago

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 ...

Sonesta ES Suites Chicago - Schaumburg

901 E Woodfield Office Ct Schaumburg IL

11 min walk from Woodfield Mall

Book a stay at this business-friendly hotel in Schaumburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...

See all 3,931 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.