Northwest Side Vacations from $511

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The Latest Northwest Side vacation packages

Price found within the past 48 hours. Click for updated prices.
The Whitehall Hotel, BW Premier Collection
Lodge Geneva National
Hotel Riu Plaza Chicago
Hotel Felix River North/Magnificent Mile
Pendry Chicago
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Where to stay in Northwest Side

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Northwest Side Hotel Deals

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
$121 nightly
The price is $144 total per night from Jul 6 to Jul 7
$144 total
Jul 6 - Jul 7
Total with taxes and fees
8/10 Very Good! (10,189 reviews)
"Lugar limpio, buenas ubicación"

Reviewed on Jul 1, 2026

Congress Plaza Hotel
Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
676 N Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
$181 nightly
The price is $215 total per night from Jul 5 to Jul 6
$215 total
Jul 5 - Jul 6
Total with taxes and fees
9.2/10 Wonderful! (1,826 reviews)
"Was excited to again stay with Omni but this property wasn’t up to the same standards as others we’ve stayed at… It was clean but just seemed “sad”"

Reviewed on Jul 1, 2026

Omni Chicago Hotel
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
$158 nightly
The price is $188 total per night from Jul 9 to Jul 10
$188 total
Jul 9 - Jul 10
Total with taxes and fees
9/10 Wonderful! (4,477 reviews)
"Housekeeping staff was great. Room was ok. Chapel street cafe & restaurant (restaurant at hotel) was not great. The waiter we had was very rude and impatient, we ended up leaving and walking a couple blocks to a different restaurant"

Reviewed on Jul 1, 2026

Hilton Chicago/Magnificent Mile Suites
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.

Find the Best Northwest Side Vacation Packages

Northwest Side Essential Information

Language
English
Currency
U.S dollars
Closest Airport
O'Hare Intl. Airport (ORD)

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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.