Northwest Chicago Holidays

  • Plan, book, travel with confidence

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    Better together

    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in Northwest Chicago

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 S$164 per night from 31 Aug to 1 Sept
S$164
31 Aug - 1 Sept
includes taxes & fees
8.6/10 Excellent! (1,194 reviews)
"Great hotel"

Reviewed on 8 Aug, 2025

Hyatt Regency Schaumburg Chicago
Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

3.5 out of 5
25 South Halsted Street, Chicago, IL
Fully refundable
The price is S$214 per night from 24 Aug to 25 Aug
S$214
24 Aug - 25 Aug
includes taxes & fees
8.8/10 Excellent! (1,350 reviews)
"Wonderful property but at this price i expect parking or at least a discount option"

Reviewed on 5 Aug, 2025

Crowne Plaza Chicago West Loop by IHG
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is S$270 per night from 29 Aug to 30 Aug
S$270
29 Aug - 30 Aug
includes taxes & fees
8/10 Very Good! (2,081 reviews)
"."

Reviewed on 8 Aug, 2025

Hilton Chicago O'Hare Airport
See all 3,863 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.

Popular places to visit

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

Woodfield Mall

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
Legoland Discovery Center featuring art

LEGOLAND® Discovery Center

See iconic Chicago landmarks made from over a million LEGO® pieces, watch a movie and learn how the bricks are made in the LEGO® factory.

LEGOLAND® Discovery Center

What to do in Northwest Chicago

River tour boat in Chicago

Architecture River Tour

S$53
per adult
96% of travellers recommend
Architecture River Tour
Skyline Queen showcasing the Chicago Skyline!

Chicago Sightseeing River and Lake Cruise

S$58
per adult
100% of travellers recommend
Chicago Sightseeing River and Lake Cruise
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

S$52
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See all activities in Northwest Chicago

Frequently asked questions

How much does a Northwest Chicago holiday package cost?
Much less than you might think — from as low as , 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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.