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.
The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

3.5 out of 5
Downtown Chicago
Price was CA $1,500, price is now CA $1,044 per person
CA $1,044
per person
Sep 18 - Sep 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.4/10 Very good! (3,939 reviews)
This hotel is in a perfect location and a great price! It’s a boutique hotel and quite old but the room was clean with nice decor.

Reviewed on Jul 14, 2026

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was CA $2,113, price is now CA $1,436 per person
CA $1,436
per person
Aug 24 - Aug 28
found 14 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (497 reviews)
Overall, I had a pleasant stay. The room was clean, and the staff were helpful. The property was comfortable and family-friendly. The only improvement would be better Wi-Fi and more breakfast options. I would still recommend this place.

Reviewed on Jul 14, 2026

Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
Downtown Chicago
Price was CA $1,871, price is now CA $1,286 per person
CA $1,286
per person
Sep 18 - Sep 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,819 reviews)
Staff was fantastic and always ready to help; from the front door to the room door!

Reviewed on Jul 15, 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $1,920, price is now CA $1,335 per person
CA $1,335
per person
Sep 2 - Sep 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (512 reviews)
We booked a two bedroom unit, but the unit clearly wasn't intended for a 2 bedroom. It was obviously a sitting area or something with a bed squeezed in. There was no vent so it made it impossible to shut the door, but then it was open to the living space and a full wall of windows. In addition, they list housekeeping as an amenity, and advertise one day or long term stays, however, for our 4 night stay, this didn't get housekeeping services. Meaning we had to get towels and coffee each day from the front desk, had piles of trash from cooking and such, and a heap of dirty towels from the week. Staff was friendly, but not really provided agency or capacity to do anything to fix the experience. Even a request for a fan to try to cool the space was impossible for them to solve (although they certainly had one for the front desk to keep staff comfortable).

Reviewed on Jul 14, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Price was CA $2,089, price is now CA $1,466 per person
CA $1,466
per person
Sep 18 - Sep 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,566 reviews)
Free beer no perfect everyone was great

Reviewed on Jul 15, 2026

Where to stay in Western Suburbs

Find the best Western Suburbs areas and neighborhoods for the activities you enjoy most. Learn more about Western Suburbs
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Fox Valley

While there might not be top attractions in Fox Valley, you can explore the larger area and discover places like Centennial Beach and Chicago Premium Outlets.

Find hotels in Fox Valley

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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 $121 per night from Aug 4 to Aug 5
CA $121
CA $134 total
Aug 4 - Aug 5
includes taxes & fees
7.8/10 Good! (1,371 reviews)
"Room was very clean along with amenities. Staff was very interactive and helpful."

Reviewed on Jul 15, 2026

DoubleTree by Hilton Lisle Naperville
Best Western Chicago - Downers Grove

Best Western Chicago - Downers Grove

2.5 out of 5
3010 Finley Rd Downers Grove IL
Fully refundableReserve now, pay when you stay
The price is CA $131 per night from Jul 26 to Jul 27
CA $131
CA $147 total
Jul 26 - Jul 27
includes taxes & fees
8.4/10 Very good! (1,680 reviews)
"Where do I start? very run-down common areas: carpets, food in elevator, etc. mold on room tub/shower ceiling. very noisy. litter in parking lot. front door doesn't close. room bathroom door had hole and shredded bottom. I stayed two days and they locked me out of room after first night - had to ..."

Reviewed on Jul 14, 2026

Best Western Chicago - Downers Grove
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 $238 per night from Aug 3 to Aug 4
CA $238
CA $271 total
Aug 3 - Aug 4
includes taxes & fees
8.8/10 Excellent! (2,850 reviews)
"Rooms are clean and check-in process was smooth. Staff are very nice and polite"

Reviewed on Jul 15, 2026

Hyatt Regency O'Hare Chicago
See all 2,637 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.
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Stay near popular Western Suburbs attractions

An aerial view of a university campus with multiple buildings, a central plaza, and surrounding roads.

Wheaton College

7.8/10 (129 reviews)
Explore the campus of Wheaton College, during your trip to Wheaton. Wander the forest and lakeside in this family-friendly area.
See properties

Frequently asked questions

How much does a Western Suburbs vacation package cost?
Tailor make your Western Suburbs vacation package from an affordable CA $1,044. 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.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.