Westmont Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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Your Westmont Vacation

Select a Westmont vacation package and concentrate on what matters — having fun. There's no more planning hassles, just a lot more time to immerse yourself in the best parts of this awesome city, such as its welcoming locals and diversity. Morton Arboretum, Oakbrook Center Mall and College of Dupage are just a few of the sights worth exploring during your trip to Westmont. Stop daydreaming and start traveling. Browse the multitude of options on Expedia today and put your Westmont vacation plans in motion!

Top Westmont Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Le Méridien Essex Chicago

Le Méridien Essex Chicago

4 out of 5
Downtown Chicago
Price was CA $913, price is now CA $671 per person
CA $671
per person
Jan 21 - Jan 24
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (1,005 reviews)
I really loved this hotel. The rooms were clean and spacious. The staff was nice and helpful James was especially great. The restaurant staff was very helpful. When I visit again I'll stay here. And it was close to everything.

Reviewed on Nov 3, 2026

The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was CA $1,898, price is now CA $1,336 per person
CA $1,336
per person
Jan 21 - Jan 24
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.8/10 Exceptional! (1,000 reviews)

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk

4 out of 5
Downtown Chicago
Price was CA $1,394, price is now CA $992 per person
CA $992
per person
Dec 19 - Dec 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
8.6/10 Excellent! (1,873 reviews)

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Price was CA $1,801, price is now CA $1,315 per person
CA $1,315
per person
Jan 21 - Jan 24
found 23 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (1,002 reviews)

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was CA $1,344, price is now CA $983 per person
CA $983
per person
Jan 21 - Jan 24
found 23 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,161 reviews)
The building and hotel are gorgeous, the staff were so kind and friendly, the carbon suite was clean and had an exceptional view, and the in room dining was delicious. Amazing experience, def will be back.

Reviewed on Nov 8, 2026

Ready to book your vacation to Westmont?

 

Choose your dates

Westmont Hotel Deals

Chicago Club Inn & Suites

Chicago Club Inn & Suites

3 out of 5
630 Pasquinelli Dr Westmont IL
Fully refundableReserve now, pay when you stay
The price is CA $79 per night from Dec 9 to Dec 10
CA $79
CA $88 total
Dec 9 - Dec 10
includes taxes & fees
Chicago Club Inn & Suites
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $164 per night from Nov 22 to Nov 23
CA $164
CA $195 total
Nov 22 - Nov 23
includes taxes & fees
Congress Plaza Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $164 per night from Nov 15 to Nov 16
CA $164
CA $195 total
Nov 15 - Nov 16
includes taxes & fees
8/10 Very good! (2,695 reviews)
"Love this hotel! It was really nice, staff were very friendly and helpful! Restaurant and bar were perfect and open late. Paid breakfast buffet was nice as well!"

Reviewed on Nov 10, 2026

The Chicago Hotel Collection Ambassador Gold Coast
See all 4,772 properties in Westmont
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

Stay near popular Westmont attractions

An aerial view of a residential area with houses, a park, a lake, and a walking path.

Twin Lakes Park

6.8/10 (29 reviews)
Explore the great outdoors at Twin Lakes Park, a lovely green space in Westmont. While in this family-friendly area, you can savor the top-notch restaurants.
See properties

What to do in Westmont

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

CA $34
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Skydeck Chicago at Willis Tower

Skydeck Chicago at Willis Tower

CA $60
per adult
84% of travellers recommend
Skydeck Chicago at Willis Tower
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

CA $57
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See all activities in Westmont

Frequently asked questions

How much does a Westmont vacation package cost?
You'll find cheap prices from CA $671 on Expedia for your Westmont getaway. However, a range of factors like your choice of hotel, the season and length of stay will influence how much your vacation to Westmont costs.
What are the cheapest months to go to Westmont?
If you're looking to book a cheap Westmont vacation package, consider visiting in December, January and February. You'll typically find better rates on flights and accommodations during these months — perfect for travellers wishing to save money.
How many days is enough for Westmont?
Westmont vacations can be short or long, but to get a real feel for this place, we'd suggest 2 days is about right. With this timeframe, you can fit in top sights like Burr Ridge Village Centre and Seven Bridges Golf Club and seek out some underrated spots. Don't skip cool areas such as Clarendon Hills and Fullersburg either. If you're smart with your time, you can even schedule a day trip outside of Westmont too.
Is it worth booking a vacation package to Westmont?
Westmont offers everything you need for an unforgettable escape. Get your Westmont vacation off to a flying start by checking out major attractions like Twin Lakes Park.
How to find the best Westmont package deals?
Start your search for a Westmont package deal by entering your destination and travel dates under our "Packages" tab. Then apply a few filters, like "Popular locations" and "Property type," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the ideal Westmont package deal right away, simply change your dates and search again. Remember that deals are only available for a limited time, so book early and get your Westmont adventure off to a flying start.
Is it cheaper to book a Westmont vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You'll typically land a better deal than booking each component individually. And you'll still get the flexibility to create a tailored Westmont vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Westmont?
If you're planning an impromptu Westmont getaway, browse our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can land terrific deals on your hotels and flights by booking well in advance.
How to plan a trip to Westmont?

  1. Pick your dates: What you want to do in Westmont and your preferred season can help you decide when to travel.
  2. Budget wisely: As well as the cost of your stay, you'll need to consider other expenses. These include flights, food and transportation. Also, set aside a little extra for unexpected expenses that could arise during your trip to Westmont.
  3. Decide how long to go away for: Now that you know more about Westmont, you can figure out the ideal length of your vacation. Put together a rough plan and give yourself enough time to cover everything you want to see.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, flights, hotels and more into a tailored Westmont vacation package.

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