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.
DoubleTree by Hilton Chicago Schaumburg

DoubleTree by Hilton Chicago Schaumburg

4 out of 5
per person
Oct 5 - Oct 11
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
7.4/10 Good! (1,003 reviews)
I need the swimming pool...frowny-face Everything else is excellent

Reviewed on Jul. 31, 2025

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
per person
Oct 5 - Oct 11
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,122 reviews)
Great helpful staff! Very clean! Wonderful experience! Breakfast buffet is a must! So delicious

Reviewed on Jul. 31, 2025

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (639 reviews)
Quick and easy check in. Parking in their private garage was breeze. Plenty of space, mostly empty, and our vehicle could stay in the garage until 2:00 PM the next day. Beautiful 1 BR condo. Full kitchen, beautiful views of the city on the balcony and from the living room, and very clean space overall. Need your key card for just about everything (pool, lounge, some of the outdoor bathrooms, elevators, etc.).

Reviewed on Jul. 27, 2025

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
per person
Oct 5 - Oct 11
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,115 reviews)
The hotel is walkable to many restaurants. Nice neighborhood!

Reviewed on Jul. 31, 2025

Hilton Orrington / Evanston

Hilton Orrington / Evanston

4 out of 5
Downtown Evanston
per person
Oct 5 - Oct 11
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
7.6/10 Good! (1,001 reviews)
Great place in Evanston. So close to everything.

Reviewed on Jul. 31, 2025

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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 Aug 10 to Aug 11
CA $115
CA $128 total
Aug 10 - Aug 11
includes taxes & fees
7.8/10 Good! (1,042 reviews)
"The room was very well decorated.Nice woods,curtains ,etc .Drinks from the bar were cold and refreshing."

Reviewed on Jul. 29, 2025

DoubleTree by Hilton Lisle Naperville
Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

3.5 out of 5
5440 N River Rd, Rosemont, IL
Fully refundable
The price is CA $171 per night from Sep 1 to Sep 2
CA $171
CA $194 total
Sep 1 - Sep 2
includes taxes & fees
8.6/10 Excellent! (2,349 reviews)
"Near By Mall and Rosemont Center and By Casino"

Reviewed on Jul. 29, 2025

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
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 CA $187 per night from Aug 8 to Aug 9
CA $187
CA $213 total
Aug 8 - Aug 9
includes taxes & fees
8.6/10 Excellent! (1,803 reviews)
"Excellent exce"

Reviewed on Jul. 31, 2025

Hyatt Regency O'Hare Chicago
See all 2,638 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

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 $604. 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.