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
Downtown Chicago
Save 100% on your flight
Price was $772, price is now $511 per person
$511
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.4/10 Very Good! (3,941 reviews)
Couldn’t get in early and hotel amenities in lobby, front “porch” were so so but all else good. Good value relatively speaking.
Reviewed on Jul 1, 2026
Level Chicago Fulton Market
Downtown Chicago
Save 100% on your flight
Price was $1,358, price is now $895 per person
$895
per person
Aug 6 - Aug 10
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (504 reviews)
The staff was extremely friendly and flexible regarding scheduling; this place is amazing.
Reviewed on Jul 1, 2026
Omni Chicago Hotel
Downtown Chicago
Save 100% on your flight
Price was $1,079, price is now $721 per person
$721
per person
Aug 6 - Aug 10
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (1,821 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
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See all available trips from Columbus to Northwest Side
View all tripsWhere to stay in Northwest Side
Find the best Northwest Side areas and neighborhoods for the activities you enjoy most. Learn more about Northwest Side
Irving Park
3 out of top 10 points of interest in this area
4/5(1 area review)
Irving Park is well-liked for its restaurants and live music. If you're hoping to get in some sightseeing, Milwaukee Avenue and Irish American Heritage Center are top spots, and you can jump on the metro at Irving Park Station (Blue Line) or Addison Station (Blue Line) to get around.
Stay near popular Northwest Side attractions
What to do in Northwest Side
Chicago: Navy Pier Centennial Wheel Ticket
$25
per adult
88% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
$41
per adult
94% of travellers recommend
Northwest Side Hotel Deals
Congress Plaza Hotel
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! (10,186 reviews)
"I would only stay here for the location or a one to two-night stay. No thermostat in the room so we needed a portable heater because it was so cold. The water pressure in the shower was pathetic and the tub didn't work. Our toilet was running and we had to have two separate calls to have it fixed. ..."
Reviewed on Jul 1, 2026
Omni Chicago Hotel
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
Hilton Chicago/Magnificent Mile Suites
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! (4,476 reviews)
"Bedsheets had stains upon arrival and the shower & sink faucet dials were loose."
Reviewed on Jul 1, 2026
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.
