Northwest Chicago Holidays from NZ$3,096

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The Latest Northwest Chicago Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Virgin Hotels Chicago

Virgin Hotels Chicago

4.5 out of 5
Downtown Chicago
per person
21 Jun - 26 Jun
found 1 hour ago
Return flight included
Auckland (AKL) to Chicago (ORD)
9.2/10 Wonderful! (1,320 reviews)
Spent a long weekend here and it was great. Staff was friendly and location of hotel was perfect for sightseeing and walking to most things downtown. Our room was clean and quiet. Loved the large bathroom and closest area. Highly recommend!

Reviewed on 13 Apr. 2025

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
per person
21 Jun - 26 Jun
found 1 hour ago
Return flight included
Auckland (AKL) to Chicago (ORD)
9/10 Wonderful! (295 reviews)
Only thing was no communication on the pool location and the arcade games so I just didn't go and how to work the stove other that it was a beautiful experience. I think you should let people smoke on the balcony. I mean it is a expensive location and marijuana is legal a recreational use think about it.

Reviewed on 13 Apr. 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
per person
21 Jun - 26 Jun
found 1 hour ago
Return flight included
Auckland (AKL) to Chicago (ORD)
9.4/10 Exceptional! (1,546 reviews)
Rooms were clean and spacious. Disappointed at the bar staff, not very engaging.

Reviewed on 6 Apr. 2025

Kimpton Gray Hotel by IHG

Kimpton Gray Hotel by IHG

4.5 out of 5
Downtown Chicago
per person
21 Jun - 26 Jun
found 1 hour ago
Return flight included
Auckland (AKL) to Chicago (ORD)
9.2/10 Wonderful! (1,003 reviews)
The staff was 10/10 and the rooms were clean and tidy. 10/10

Reviewed on 15 Apr. 2025

Viceroy Chicago

Viceroy Chicago

4.5 out of 5
Downtown Chicago
per person
21 Jun - 26 Jun
found 1 hour ago
Return flight included
Auckland (AKL) to Chicago (ORD)
9.4/10 Exceptional! (1,013 reviews)
the hotel is very well run and the staff is super friendly and helpful. the breakfast could be better in terms of food. location is good

Reviewed on 14 Apr. 2025

Northwest Chicago Holiday

Our pick of the best Northwest Chicago Hotel Deals

Hyatt Regency Schaumburg Chicago
Hyatt Regency Schaumburg Chicago
4 out of 5
1800 East Golf Rd, Schaumburg, IL
Fully refundableReserve now, pay when you stay
The price is NZ$233 per night from 17 Apr to 18 Apr
NZ$233
includes taxes & fees
17 Apr - 18 Apr
8.4/10 Very Good! (1,029 reviews)
"Front desk went out of their way to accommodate our room requests."

Reviewed on 11 Apr. 2025

Hyatt Regency Schaumburg Chicago
Hyatt Place Chicago/Hoffman Estates
Hyatt Place Chicago/Hoffman Estates
3 out of 5
2750 Greenspoint Pkwy, Hoffman Estates, IL
Fully refundableReserve now, pay when you stay
The price is NZ$161 per night from 21 Apr to 22 Apr
NZ$161
includes taxes & fees
21 Apr - 22 Apr
8.4/10 Very Good! (1,006 reviews)
A perfectly suitable place to stay
"The rooms are large and quiet. To my delight, I did not hear the people in the next room, no TVs, babies, or couples. I've stayed in this hotel several times and it's the best in the area for the price."

Reviewed on 12 Apr. 2025

Hyatt Place Chicago/Hoffman Estates
Hyatt Place Itasca
Hyatt Place Itasca
3 out of 5
1150 North Arlington Heights Road, Itasca, IL
The price is NZ$179 per night from 28 Apr to 29 Apr
NZ$179
includes taxes & fees
28 Apr - 29 Apr
8.6/10 Excellent! (1,007 reviews)
"Nice rooms"

Reviewed on 12 Apr. 2025

Hyatt Place Itasca
See all 3,559 properties in Northwest 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.

Frequently asked questions

How much does a Northwest Chicago holiday package cost?
Much less than you might think — from as low as NZ$3,096, actually! By bundling hotels, flights and car rentals into your own tailor-made holiday package, your Northwest Chicago escape is only clicks away.
How do I get a cheap travel package to Northwest Chicago?
One word: bundle. Flights, hotels and rental cars — combine whatever you need into a Northwest Chicago holiday package and save. Score even more bargains when you add extras such as experiences or tours to your booking. But that’s not the only good part. You have the flexibility to tailor your holiday your way. We offer more than 550 airlines and 1 000 000 hotels in all corners of the globe, so that everyone has an opportunity to travel and fulfil those holiday dreams.
What are the top hotels in Northwest Chicago?
When it comes to properties in Schaumburg, Congress Plaza Hotel and LondonHouse Chicago, Curio Collection by Hilton are two popular options. If you’re also visiting West Dundee, The Whitehall Hotel and Hyatt Regency Chicago are waiting to welcome you.
How far in advance should I book my Northwest Chicago holiday?
Reserving your spot early with Expedia means one less thing to worry about. Many air carriers advertise prices up to 12 months prior to take off. Generally, this is the cheapest time to book. If circumstances have left you booking late, great deals to Northwest Chicago are still known to appear in the weeks leading up to departure.
What does an Expedia Northwest Chicago travel package include?
It depends on what type of escape you have in mind. Northwest Chicago holiday deals can include hotels, flights and car rentals. You can mix and match to create the travel package that suits you. You can also add on activities and experiences after you’ve booked to land even bigger discounts.
What should I know before booking a Northwest Chicago travel package?
A travel package can be tailored to your budget and is a fantastic way to stretch your dollars further. What you include is totally up to you. Rental cars, hotels and flights — choose any combination that suits your plans.
Can I choose my airline with a Northwest Chicago Expedia holiday package?
Yes — that’s one of the best things about an Expedia holiday package. You’re in control. We have access to more than 550 airline partners all over the world, so you have loads of choice when arranging your Northwest Chicago adventure.
If I'm not able to travel, can I cancel my Northwest Chicago holiday package?
Yes you can, and we’ll help you every step of the way. You may be able to cancel or change your Northwest Chicago holiday package at no cost if you booked in the last 24 hours. But you may be charged a fee by your hotel, airline or car rental company for older bookings. If life gets in the way of your holiday, take a look at our Customer Service Portal for more information.

Discover the most popular places to visit in Northwest Chicago

Woodfield Mall showing shopping as well as a small group of people

Woodfield Mall

5/5(1 review)

Browse through over 300 stores, restaurants and specialty shops at Schaumburg’s expansive shopping mall, one of the largest in the United States.

Woodfield Mall
Schaumburg Medieval Times

Schaumburg Medieval Times

You can enjoy a show at Schaumburg Medieval Times on your trip to Schaumburg. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Schaumburg Medieval Times

Schaumburg Convention Center

Learn about the events happening in Schaumburg Convention Center during your trip to Schaumburg. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Schaumburg Convention Center

What to do in Northwest Chicago

Flyover in Chicago

Flyover in Chicago

NZ$67
per adult
98% of travellers recommend
Flyover in Chicago
River tour boat in Chicago

Architecture River Tour

NZ$85
per adult
94% of travellers recommend
Architecture River Tour
Chicago: Willis Tower Skydeck and The Ledge Ticket

Chicago: Willis Tower Skydeck and The Ledge Ticket

NZ$78
per adult
86% of travellers recommend
Chicago: Willis Tower Skydeck and The Ledge Ticket
See all activities in Northwest Chicago
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.