Northwest Side Vacations from ¥295,012

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The Latest Northwest Side Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Buckingham Hotel
LondonHouse Chicago, Curio Collection by Hilton
InterContinental Chicago Magnificent Mile by IHG
Sports Illustrated Resorts Chicago
The Wade

Where to stay in Northwest Side

Find the best Northwest Side areas and neighborhoods for the activities you enjoy most. Learn more about Northwest Side

Find the Best Northwest Side Vacation Packages

Northwest Side Hotel Deals

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
The price is ¥24,883 per night from Jul 27 to Jul 28
¥24,883
¥29,585 total
Jul 27 - Jul 28
includes taxes & fees
8.2/10 Very Good! (1,735 reviews)
"Great location, clean, and a super breakfast!"

Reviewed on Jul 11, 2026

The Chicago Hotel Collection Ambassador Gold Coast
Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
676 N Michigan Ave Chicago IL
The price is ¥36,056 per night from Jul 26 to Jul 27
¥36,056
¥48,249 total
Jul 26 - Jul 27
includes taxes & fees
9.2/10 Wonderful! (1,910 reviews)
"Staff was amazing, we had a single king bed corner suite with a separate room that has a pull out bed from the couch. It was a perfect setup for us because the kids had their own little room with their own tv and everything. The pullout couch bed was very uncomfortable, but we kinda figured it wouldn't ..."

Reviewed on Jul 12, 2026

Omni Chicago Hotel
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
The price is ¥27,324 per night from Aug 3 to Aug 4
¥27,324
¥31,144 total
Aug 3 - Aug 4
includes taxes & fees
8.8/10 Excellent! (2,823 reviews)
"clean room"

Reviewed on Jul 12, 2026

Hyatt Regency O'Hare 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.

Stay near popular Northwest Side attractions

What to do in Northwest Side

Frequently asked questions

How much does a Northwest Side vacation package cost?
Explore the best of Northwest Side from just ¥295,012. Choose from a great selection of rental cars, hotels and flights to suit every budget. Land even better deals when you add a few experiences or tours to your package.
How do I get a cheap travel package to Northwest Side?
Book everything all in one place with our Northwest Side vacation packages. We have deals on flights, hotels, tours and more that'll keep your pocketbook happy and your sense of adventure alive. And, with more than 550 air carriers and 1,000,000 hotel options globally to choose from, you'll have the flexibility to mix and match as you like.
How far in advance should I book my Northwest Side vacation?
Savvy travelers often reserve their seats early. You can generally look up international airfares on Expedia up to a year before your intended flight. If you're late to book, don't despair. Low prices occasionally become available just weeks prior to departure.
What does an Expedia Northwest Side travel package include?
Hotels, rental cars and flights, or any combination of the three — you decide! Whether you're headed to Northwest Side on a family road trip or traveling solo, there's a package to fit every budget and style. Once you've made your booking, why not add on some activities?
Can I choose my airline with a Northwest Side Expedia vacation package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines worldwide. Our vacation packages give you the flexibility to pick from available flights, hotels and activities that suit you.
If I'm not able to travel, can I cancel my Northwest Side vacation package?
Because we understand life is full of surprises, the answer is yes. To find out more, head to our Customer Service Portal. But generally speaking, if you've booked your package in the last 24 hours, you may be able to change or cancel it for no charge. Your airline, hotel or car rental company may impose a fee if your booking is older than that.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.