Westmont Holidays

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    Better together

    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in Westmont

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 S$267 per night from 4 Aug to 5 Aug
S$267
4 Aug - 5 Aug
includes taxes & fees
7.8/10 Good! (8,972 reviews)
"The area was pretty nice, and hotel was remodeled in some areas. Didnt like the bathroom was dirty the bucket wasnt empty when we arrived"

Reviewed on 15 Jul, 2025

Congress Plaza Hotel
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

4.5 out of 5
505 N Michigan Ave, Chicago, IL
Fully refundable
The price is S$341 per night from 10 Aug to 11 Aug
S$341
10 Aug - 11 Aug
includes taxes & fees
9/10 Wonderful! (2,036 reviews)
Gorgeous and friendly
"Gorgeous hotel! Friendly staff, especially the door men were so helpful and fun. Had a small leak dripping water by the entrance of our room but they got it fixed in a timely manner."

Reviewed on 13 Jul, 2025

InterContinental Chicago Magnificent Mile by IHG
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is S$222 per night from 10 Aug to 11 Aug
S$222
10 Aug - 11 Aug
includes taxes & fees
8.8/10 Excellent! (2,431 reviews)
"Good experience! Not the best but not bad, a little pricey for the quality and service offered"

Reviewed on 12 Jul, 2025

Hilton Chicago/Magnificent Mile Suites
See all 4,783 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.

Popular places to visit

Wrigley Field which includes a sporting event, a city and central business district

Wrigley Field

Chicago’s world-renowned baseball ground, Wrigley Field is an iconic stadium where you can learn about the all-American sport and even catch a game.

Wrigley Field
McCormick Place

McCormick Place

Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.

McCormick Place
Millennium Park which includes modern architecture, a city and autumn leaves

Millennium Park

One of Chicago’s main focal points, where locals and visitors flock to see the striking art, architecture and landscape on show.

Millennium Park

What to do in Westmont

River tour boat in Chicago

Architecture River Tour

S$53
per adult
96% of travellers recommend
Architecture River Tour
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

S$52
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See Chicago's magnificent skyline at night!

Chicago By Night River & Lake Cruise

S$58
per adult
94% of travellers recommend
Chicago By Night River & Lake Cruise
See all activities in Westmont

Frequently asked questions

How much does a Westmont holiday package cost?
Offering excellent value package deals on Expedia, you'll be thrilled with how little a holiday to Westmont costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Westmont?
December, January and February are the best times to look for cheap Westmont holiday packages. Opting to travel in less busy months means you'll typically find reduced prices on flights and hotels.
How many days is enough for Westmont?
We suggest planning a Westmont holiday for a minimum of 2 days. This gives you plenty of time to tick off popular sights including Twin Lakes Golf Course and Ty Warner Park, and check out neighbourhoods like Clarendon Hills and Fullersburg. You might even be able to fit in one or two day trips from Westmont.
Is it worth booking a holiday package to Westmont?
It's no wonder a Westmont holiday is on the to-do list of many travellers. Top attractions like Twin Lakes Park are just the start of things to see and do here.
How to find the best Westmont package deals?
Start your search for a Westmont package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply some filters, like "Property type" and "Popular locations," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the perfect Westmont package deal right away, simply change your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Westmont escape underway.
Is it cheaper to book a Westmont holiday as a package?
Expedia holiday 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 usually land a better deal than booking each component individually. And you'll still enjoy the flexibility to create a personalised Westmont holiday by choosing your preferred airline, accommodation type and car class.
When to book a holiday package to Westmont?
If you're planning a spontaneous Westmont trip, browse our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can find amazing deals on your hotels and flights by booking ahead.
How to plan a trip to Westmont?

  1. Choose the ideal time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to go to Westmont.
  2. Budget wisely: In addition to the cost of your hotel, you'll need to consider other expenses too. These include flights, transportation and food. Also, set aside some extra funds for unexpected expenses that may arise during your trip to Westmont.
  3. Decide how long to go away for: Now that you're more familiar with Westmont, you can work out the right length of your holiday. Put together a draft itinerary and allocate enough time to cover everything you want to see.
  4. Bundle your accommodation and airfare: After you've settled on your trip dates and duration, book the ideal Westmont holiday package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.