Northwest Side Cheap Vacations
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Flight and Cheap hotel deals in Northwest Side
Price found within the past 48 hours. Click for updated prices.
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
Downtown Chicago
CA $856
per person
Dec 5 - Dec 9
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEA) to Chicago (ORD)
8.6/10 Excellent! (1,011 reviews)
If I could give more than 5 stars I would. The staff was amazing and extremely accommodating and flexible. The rooms were gorgeous and the hotel was beautiful.
Reviewed on Sep 30, 2026
Hotel Riu Plaza Chicago
Downtown Chicago
CA $909
per person
Dec 5 - Dec 9
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEA) to Chicago (ORD)
9.4/10 Exceptional! (5,340 reviews)
Recomiendo ampliamente este hotel, está magnificamente ubicado, a unos pasos de Michigan avenue. Las habitaciones son amplias y muy cómodas, el personal es sumamente atento, el bufete del desayuno delicioso y el piso 27 increíble para tomar copa o cena!
Fabuloso hotel!
Reviewed on Sep 30, 2026
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View all trips5* Cheap holidays in Northwest Side
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View all tripsThings to do
Wendella's Lake and River Architecture Tour
CA $63
per adult
94% of travellers recommend
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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.
