Westmont Vacation Packages

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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.
Hotel Arista

Hotel Arista

4.5 out of 5
Price was CA $1,195, price is now CA $887 per person
CA $887
per person
Apr 14 - Apr 19
found 18 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Chicago (ORD)
9.4/10 Exceptional! (1,003 reviews)
the room was good the sheets were clean amenities were nice parking was available staff was very courteous gave me water bottle when I asked

Reviewed on Jan 24, 2026

La Banque Hotel

La Banque Hotel

4 out of 5
Price was CA $1,439, price is now CA $888 per person
CA $888
per person
Apr 14 - Apr 19
found 18 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Chicago (ORD)
9.4/10 Exceptional! (447 reviews)
Courteous Staff, clean, one of the most beautiful and interesting hotel. The history is amazing. The restaurant is delicious and the community is outstanding. Plan to return in the spring.

Reviewed on Jan 26, 2026

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was CA $1,320, price is now CA $954 per person
CA $954
per person
Mar 15 - Mar 19
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (380 reviews)
My girlfriend and I had an awesome time enjoying the space for a fun girls night out. Would recommend to anyone!

Reviewed on Feb 2, 2026

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Price was CA $1,560, price is now CA $1,140 per person
CA $1,140
per person
Apr 16 - Apr 21
found 7 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,264 reviews)
Amazing hotel. Always stay here when I make a trip to Chicago.

Reviewed on Feb 10, 2026

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile

4 out of 5
Downtown Chicago
Price was CA $1,478, price is now CA $1,085 per person
CA $1,085
per person
Apr 16 - Apr 21
found 22 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (1,034 reviews)
All good. bar staff was not that friendlly

Reviewed on Feb 3, 2026

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Westmont Hotel Deals

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 $131 per night from Feb 16 to Feb 17
CA $131
CA $154 total
Feb 16 - Feb 17
includes taxes & fees
8/10 Very Good! (9,863 reviews)
Good location for many activities. Room was good but less than great.

Reviewed on Feb 7, 2026

Congress Plaza Hotel
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 $266 per night from Mar 7 to Mar 8
CA $266
CA $312 total
Mar 7 - Mar 8
includes taxes & fees
8.2/10 Very Good! (2,215 reviews)
A very good value. A bit worn, great bed but half the price of the Westin Denver airport.

Reviewed on Feb 8, 2026

Hilton Chicago O'Hare Airport
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $139 per night from Feb 22 to Feb 23
CA $139
CA $163 total
Feb 22 - Feb 23
includes taxes & fees
8.4/10 Very Good! (5,643 reviews)
The shower curtain in our room was too short so water got on the floor.

Reviewed on Feb 10, 2026

Embassy Suites by Hilton Chicago Downtown River North
See all 5,026 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.
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Discover the most popular places to visit in Westmont

Wrigley Field featuring central business district, a city and a sporting event

Wrigley Field

4.5/5(158 reviews)

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Scene of Chicago street bridge with traffic among modern buildings of Downtown Chicago at Michigan avenue in Chicago, Illinois, United States, Business and Modern Transportation concept

Michigan Avenue

4.5/5(19 reviews)

You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Michigan Avenue
Navy Pier featuring a sunset and rides

Navy Pier

4.5/5(459 reviews)

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier

What to do in Westmont

Flyover in Chicago

Flyover in Chicago

CA $52
per adult
98% of travellers recommend
Flyover in Chicago
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

CA $55
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
Color Factory Chicago Ticket

Color Factory Chicago Ticket

CA $46
per adult
96% of travellers recommend
Color Factory Chicago Ticket
See all activities in Westmont

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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.