Northwest Chicago Vacation Packages

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Top Northwest Chicago Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Apr. 28 - May 2
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,497 reviews)
Beautiful experience

Reviewed on Mar. 12, 2025

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
May 28 - May 31
found 8 hours ago
Roundtrip flight included
Edmonton (YEG) to Chicago (ORD)
9/10 Wonderful! (289 reviews)
This place is absolutely stunning!

Reviewed on Mar. 11, 2025

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Apr. 17 - Apr. 23
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Chicago (ORD)
9/10 Wonderful! (117 reviews)
Everything was very clean that were super comfortable, and the view was amazing

Reviewed on Mar. 8, 2025

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
May 28 - May 31
found 8 hours ago
Roundtrip flight included
Edmonton (YEG) to Chicago (ORD)
9/10 Wonderful! (1,023 reviews)
Our overall stay was great. Didn't like they hold $150 day for incidentals and the $80 day parking charge. The hotel had no pool or room service. Everyone at the hotel was very nice.

Reviewed on Mar. 10, 2025

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
May 28 - May 31
found 8 hours ago
Roundtrip flight included
Edmonton (YEG) to Chicago (ORD)
8/10 Very Good! (1,489 reviews)
They were not clear about breakfast availability; food items were overpriced and the only “complementary breakfast” was coffee, tea, fruits. The bathroom sink overflowed in seconds due to the bowl being very shallow. The rooms listed online do not resemble the rooms that are actually given; no fridge or microwave available. Television streaming is very difficult to access and requires a $10 app on your phone. WiFi is slow. Staff were kind, the area is safe and central to lots of food and convenience store options.

Reviewed on Mar. 9, 2025

Ready to book your vacation to Northwest Chicago?

 

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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 CA $156 per night from Mar. 19 to Mar. 20
CA $156
CA $179 total
includes taxes & fees
Mar 19 - Mar 20
8.4/10 Very Good! (1,003 reviews)
"Quiet property. Comfortable bed."

Reviewed on Mar. 11, 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 CA $137 per night from Mar. 19 to Mar. 20
CA $137
CA $155 total
includes taxes & fees
Mar 19 - Mar 20
8.4/10 Very Good! (1,016 reviews)
"We stay here whenever possible when in town visiting family. One of the few places that Breakfast is actually good!"

Reviewed on Mar. 10, 2025

Hyatt Place Chicago/Hoffman Estates
Eaglewood Resort and Spa
Eaglewood Resort and Spa
4 out of 5
1401 Nordic Rd, Itasca, IL
Fully refundableReserve now, pay when you stay
The price is CA $172 per night from Mar. 23 to Mar. 24
CA $172
CA $219 total
includes taxes & fees
Mar 23 - Mar 24
8.6/10 Excellent! (1,005 reviews)
"I had a minor hiccup when I arrived but Rashad & Domani were able to get everything squared away. I love staying here for the convenience and it’s quiet. I’ll definitely be back!"

Reviewed on Mar. 7, 2025

Eaglewood Resort and Spa
See all 3,560 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Northwest Chicago vacation package cost?
Much less than you might think — from as low as CA $1,004, actually! By bundling hotels, flights and car rentals into your own tailor-made vacation 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 vacation 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 vacation 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 fulfill those vacation 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 vacation?
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 vacation 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 vacation package?
Yes — that’s one of the best things about an Expedia vacation 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 vacation 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 vacation 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 vacation, take a look at our Customer Service Portal for more information.

Discover the most popular places to visit in Northwest Chicago

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

Woodfield Mall

4/5(19 reviews)

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

NOW Arena

4.5/5(3 reviews)

Catch an event at NOW Arena during your trip to Hoffman Estates. Amble around this quaint area's lakeside or attend a sporting event.

NOW Arena

What to do in Northwest Chicago

Chicago: Private Catamaran Sailing for up to 12 people

Chicago: Private Catamaran Sailing for up to 12 people

CA $2,169
per traveller
Chicago: Private Catamaran Sailing for up to 12 people
The Chicago Helicopter Tour 25 Miles

Chicago Helicopter 25-Mile Tour for up to Three Passengers

CA $940
per traveller
Chicago Helicopter 25-Mile Tour for up to Three Passengers
The"Bean"

Chicago Private Custom City Tour with Hotel Pick Up

CA $779
per traveller
Chicago Private Custom City Tour with Hotel Pick Up
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.