Western Suburbs Vacation Packages

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Your Western Suburbs Vacation

Embrace a world of new experiences with a Western Suburbs vacation package. This destination's unique charm and history are sure to be among the most memorable parts of your escape. A trip to Western Suburbs wouldn't be complete without spending some time in Naperville. This city is among the leading places to visit here. From the instant you book your Western Suburbs vacation to when you get back home, Expedia has your back every step of the way.

Top Western Suburbs Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was CA $1,357, price is now CA $849 per person
CA $849
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (343 reviews)
It was fine but nit as good as I had expected. Staff were un friendly and un helpful fur an expensive stay.

Reviewed on Aug. 27, 2025

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was CA $1,883, price is now CA $1,120 per person
CA $1,120
per person
Oct 2 - Oct 7
found 20 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,064 reviews)
Slow elevators. Solid hotel but nothing spectacular. Would choose other properties in this price point next time.

Reviewed on Aug. 26, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was CA $1,964, price is now CA $1,182 per person
CA $1,182
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,690 reviews)
It is a beautiful, well maintained property. The staff is the true gem of the property. They elevate the visitors experience to a new level of excellence.

Reviewed on Aug. 25, 2025

La Banque Hotel

La Banque Hotel

4 out of 5
Price was CA $1,638, price is now CA $1,054 per person
CA $1,054
per person
Nov 10 - Nov 17
found 18 hours ago
Roundtrip flight included
Vancouver (YVR) to Chicago (ORD)
9.4/10 Exceptional! (434 reviews)
Very nice hotel. Would definitely stay there again!

Reviewed on Aug. 26, 2025

Chicago Athletic Association, a Hyatt Hotel

Chicago Athletic Association, a Hyatt Hotel

4.5 out of 5
Downtown Chicago
Price was CA $1,450, price is now CA $934 per person
CA $934
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (1,002 reviews)
A beautiful step back in time with modern amenities. Amazing staff and easy access to anything you want to do in the city.

Reviewed on Aug. 21, 2025

Ready to book your vacation to Western Suburbs?

 

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Western Suburbs Hotel Deals

DoubleTree by Hilton Lisle Naperville

DoubleTree by Hilton Lisle Naperville

4 out of 5
3003 Corporate West Dr, Naperville, IL
Fully refundableReserve now, pay when you stay
The price is CA $115 per night from Sep 7 to Sep 8
CA $115
CA $127 total
Sep 7 - Sep 8
includes taxes & fees
7.8/10 Good! (1,102 reviews)
"Restful stay"

Reviewed on Aug. 24, 2025

DoubleTree by Hilton Lisle Naperville
Marriott Chicago O'Hare

Marriott Chicago O'Hare

3.5 out of 5
8535 West Higgins Road, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $210 per night from Sep 19 to Sep 20
CA $210
CA $246 total
Sep 19 - Sep 20
includes taxes & fees
Marriott Chicago O'Hare
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 CA $247 per night from Sep 19 to Sep 20
CA $247
CA $290 total
Sep 19 - Sep 20
includes taxes & fees
8.2/10 Very Good! (2,101 reviews)
Passing Thru
"Nice quiet and convenient hotel and room. Excellent staff."

Reviewed on Aug. 24, 2025

Hilton Chicago O'Hare Airport
See all 2,609 properties in Western Suburbs
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

Discover the most popular places to visit in Western Suburbs

Morton Arboretum which includes wild flowers

Morton Arboretum

3/5(1 review)

Leave the skyscrapers of Chicago behind by escaping inland to tranquil gardens that feature model railroads, a vast array of trees and peaceful ponds.

Morton Arboretum
Centennial Beach which includes a pool

Centennial Beach

Just outside Chicago, this beloved summer hangout features an enormous pool, volleyball courts, barbecue pits, swim lessons and much more.

Centennial Beach

Arcada Theater

You can get tickets for a performance at Arcada Theater during your stay in St. Charles. Attend a sporting event or simply enjoy the lively bars while you're in the area.

Arcada Theater

Frequently asked questions

How much does a Western Suburbs vacation package cost?
Tailor make your Western Suburbs vacation package from an affordable CA $849. Choose from any combination of flights, hotels and rental cars to build the escape you've been dreaming about for ages. Don't forget to add on some activities and experiences!
How do I get a cheap travel package to Western Suburbs?
Bundle your flights and hotels, add extras such as activities or a rental car, and save with a Western Suburbs vacation package. You won't just walk away with superb discounts on your escape — you'll have plenty of choice at your fingertips too. When you book with Expedia, you can select from more than 550 partner airlines and 1,000,000 properties all over the world. Your next affordable adventure starts right here, right now!
Where should I stay in Western Suburbs?
If you've always dreamed of exploring Chicago Premium Outlets and Aurora University, Aurora is where you need to head.
What are the top hotels in Western Suburbs?
For properties in Naperville with comfy beds and friendly service, you can't beat Congress Plaza Hotel and LondonHouse Chicago, Curio Collection by Hilton. If you plan to explore Aurora as well, you'll get a great night's sleep at Red Roof Inn PLUS+ Chicago - Naperville or Hyatt Place Chicago/Naperville/Warrenville.
How far in advance should I book my Western Suburbs vacation?
Your best bet is to book early. Airlines typically advertise flights nearly 12 months ahead of departure, and this is when you can land some of the cheapest prices. Boss just told you to take all your vacation days next month? That's fine too — Expedia are never short on fantastic bargains to whisk you away on the getaway of your dreams, at an affordable price.
What does an Expedia Western Suburbs travel package include?
Flights, hotels and a cool car for your road trip adventures. Simply mix and match your preferred bundle and get access to incredible deals. Once you've made your booking, add on some experiences and tours and watch your savings stack up. When it comes to creating your Western Suburbs break, the choice is all yours!
What should I know before booking a Western Suburbs travel package?
We already have low prices. However, you'll snap up an even better deal when you book your hotels, flights and car rentals together. With an Expedia travel package, you'll get transparent pricing and a great range of choice.
Can I choose my airline with a Western Suburbs Expedia vacation package?
Yes, and with over 550 airlines to pick from around the world, you're not short on choice. Scroll through the available options and see which airline fits your needs and budget.
If I'm not able to travel, can I cancel my Western Suburbs vacation package?
It's good to know that you can cancel your Western Suburbs booking if your plans have changed. Whether you'll be charged a fee or not depends on your airline, hotel or car rental company. You may be able to change or cancel for free if you booked in the last 24 hours. Visit 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.