Northwest Side Vacations from $557
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $1,045 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
The Latest Northwest Side vacation packages
Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was $952, price is now $557 per person
$557
per person
Jun 11 - Jun 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.2/10 Very Good! (2,604 reviews)
Great experience and friendly staff
Reviewed on Apr 6, 2026
Hotel Riu Plaza Chicago
Downtown Chicago
Price was $1,344, price is now $637 per person
$637
per person
Jun 11 - Jun 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (3,688 reviews)
The room was clean. Very modern hotel. Great service and staff. Great experience overall.
Reviewed on Apr 7, 2026
Level Chicago Fulton Market
Downtown Chicago
Save 100% on your flight
Price was $1,307, price is now $718 per person
$718
per person
Jun 11 - Jun 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (421 reviews)
Was a little noisy but I think that was just my unit. Facilities were top notch!
Reviewed on Apr 4, 2026
Level Chicago – Old Town
Downtown Chicago
Save 100% on your flight
Price was $1,593, price is now $913 per person
$913
per person
Jun 11 - Jun 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (453 reviews)
Room was super clean. The view all the way down to the lake from balcony was nice.
Reviewed on Apr 2, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Save 100% on your flight
Price was $1,524, price is now $877 per person
$877
per person
Jun 11 - Jun 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (2,427 reviews)
Great place to stay
Reviewed on Apr 7, 2026
Don't see what you're looking for?
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
2 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.
Discover the most popular places to visit in Northwest Side
Wrigley Field
4.5/5(2,149 reviews)
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
Naval Base Great Lakes
4.5/5(461 reviews)
After visiting Naval Base Great Lakes, make a plan to see the other sights and activities in North Chicago. Wander the lakeside in this family-friendly area.
Navy Pier
4.5/5(4,923 reviews)
A Ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
What to do in Northwest Side
Chicago Bulls Basketball Game at United Center
$66
per adult
80% of travellers recommend
Northwest Side Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
$116 nightly
The price is $137 total per night from Apr 26 to Apr 27
$137 total
Apr 26 - Apr 27
Total with taxes and fees
8/10 Very Good! (10,056 reviews)
The location is great Towels are small even for a standard size person Restaurant is not good but rest staff is friendly
Reviewed on Apr 7, 2026
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
$119 nightly
The price is $140 total per night from Apr 26 to Apr 27
$140 total
Apr 26 - Apr 27
Total with taxes and fees
9/10 Wonderful! (4,083 reviews)
Great location for a great
Reviewed on Apr 7, 2026
Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL
$139 nightly
The price is $163 total per night from Apr 19 to Apr 20
$163 total
Apr 19 - Apr 20
Total with taxes and fees
8.6/10 Excellent! (5,816 reviews)
The pool was small and I felt like it was not clean. Kids couldn’t even see under water with their goggles. There were a lot of kids running around without parents and we had several knocks on our door from kids messing around. We did call down to the front desk and they sent security up immediately. ...
Reviewed on Apr 7, 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) |
More vacations you might like
Explore a world of travel with Expedia
- Chicago Hotels
- Hotels near Downtown Chicago
- Hotels near Portage Park
- Hotels near Portage Park
- Hotels near Six Corners
- Hotels near Belmont Cragin
- Motel 6 Hotels in Belmont Cragin
- Hotels near Chicago Grayland Station
- Cheap Hotels in Chicago
- Hotels near Old Irving Park
- Hotels near Chicago Mayfair Station
- Hotels near Hanson Park
- Hotels near O'Hare Intl.
- Hotels near Irving Park
- 4 Star Hotels in Irving Park
- Motel 6 Hotels in Irving Park
- Hotels near Montrose Station
- Hotels near Chicago Irving Park Station
- Condo Rentals in Chicago Irving Park Station
- Hotels near The Gift Theatre
- Hotels near Irving Park Station
- B&B in Irving Park Station
- Hotels near Copernicus Center
- Hotels near Mayfair
- 5 Star Hotels in Mayfair
- 3 Star Hotels in Mayfair
- Hotels near Hermosa
- Hotels near Dunning
- B&B in Jefferson Park Transit Center
- 4 Star Hotels in Dunning
- Gay friendly Hotels in Dunning
- 3 Star Hotels in Dunning
- Hotels near Chicago Grand-Cicero Station
- Hotels near Chicago Jefferson Park Station
- Apartments in Chicago Jefferson Park Station
- B&B in Chicago Jefferson Park Station
- Hotels near Chicago Healy Station
- Motels in Chicago Healy Station
- Hotels near Walt Disney House
- Hotels near Montclare
- 4 Star Hotels in Montclare
- 3 Star Hotels in Montclare
- 5 Star Hotels in Montclare
- Hotels near Chicago Galewood Station
- Aparthotels in Addison Station
- Hotels near Addison Station
- Hotels near North Austin
- Hotels near Elmwood Park Mars Station
- Hotels near Milwaukee Avenue
- Hotels near Chicago Forest Glen Station
- Hotels near Belmont Station
- Apartments in Belmont Station
- Hotels near Elmwood Park Mont Clare Station
- Hotels near Jefferson Park
- Hotels near Harlem Irving Plaza
- Motel 6 Hotels in Jefferson Park
- 4 Star Hotels in Jefferson Park
- 3 Star Hotels in Jefferson Park
- 5 Star Hotels in Jefferson Park
- Hotels near Logan Square
- Hotels near Albany Park
- 3 Star Hotels in Albany Park
- Six Corners
- Visit Portage Park
- Hanson Park
- Visit Belmont Cragin
- Chicago Vacations
- Copernicus Center
- Visit Irving Park
- Visit Hermosa
- Visit Mayfair
- Visit Dunning
- Milwaukee Avenue
- Visit Montclare
- Harlem Irving Plaza
- Illinois Centennial Memorial Column
- Harwood Heights Vacations
- Visit Jefferson Park
- Logan Square Farmers Market
- Visit Albany Park
- Car rentals near Chicago
- Car rental Chicago Airport (ORD)
- Car rentals near Portage Park
- Car rentals near Portage Park
- Car rentals near Belmont Cragin
- Car rentals near Irving Park
- Enterprise Rental Cars in Irving Park
- Car rentals near Mayfair
- Car rentals near Hermosa
- National Car Rental Rental Cars in Hermosa
- Car rentals near Dunning
- Europcar Rental Cars in Dunning
- Car rentals near Jefferson Park
- Car rentals near Albany Park
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
