Westmont Holidays

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    Save up to €185 when you book a flight and hotel together*
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Top Flight + Hotel Deals in Westmont

Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
per person
28 Oct - 2 Nov
found 14 hours ago
Return direct flight included
Shannon (SNN) to Chicago (ORD)
8.2/10 Very Good! (1,991 reviews)
Room fine. Clean. No lotion!

Reviewed on 13 Aug 2025

The Langham, Chicago

The Langham, Chicago

5 out of 5
Downtown Chicago
per person
28 Oct - 2 Nov
found 14 hours ago
Return direct flight included
Shannon (SNN) to Chicago (ORD)
9.8/10 Exceptional! (1,004 reviews)
Phenomenal service. Exactly how a 5* hotel should be run. Everything was perfect.

Reviewed on 12 Aug 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
30 Oct - 2 Nov
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,679 reviews)
Location, staff and accommodations were excellent.

Reviewed on 13 Aug 2025

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
per person
28 Oct - 2 Nov
found 14 hours ago
Return direct flight included
Shannon (SNN) to Chicago (ORD)
9/10 Wonderful! (654 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 27 Jul 2025

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

4 out of 5
Downtown Chicago
per person
28 Oct - 2 Nov
found 14 hours ago
Return direct flight included
Shannon (SNN) to Chicago (ORD)
9.4/10 Exceptional! (1,927 reviews)
Great location, very convenient. Short walk to a lot of food options. The room furniture could use an update though. You’ll sink right into the bed and couch.

Reviewed on 11 Aug 2025

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 €189 per night from 14 Sept to 15 Sept
€189
14 Sept - 15 Sept
includes taxes & fees
7.8/10 Good! (8,978 reviews)
"Great location. Hotel seems a bit dated"

Reviewed on 13 Aug 2025

Congress Plaza Hotel
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is €195 per night from 2 Sept to 3 Sept
€195
2 Sept - 3 Sept
includes taxes & fees
8.4/10 Very Good! (1,849 reviews)
"5 star rating! The vibe of the hotel is amazing and you can’t beat the location."

Reviewed on 11 Aug 2025

Palmer House a Hilton Hotel
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3 out of 5
10 E Grand Ave, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is €144 per night from 3 Sept to 4 Sept
€144
3 Sept - 4 Sept
includes taxes & fees
8.4/10 Very Good! (3,657 reviews)
"Great rooms, comfortable, walking distance to anywhere you’d want to go."

Reviewed on 10 Aug 2025

Hilton Garden Inn Chicago Downtown/Magnificent Mile
See all 4,925 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 featuring central business district, a city and a sporting event

Wrigley Field

4.5/5(40 reviews)

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

Wrigley Field
Magnificent Mile - River North showing street scenes, signage and night scenes

Michigan Avenue

4.5/5(14 reviews)

You can find the perfect gifts to bring home 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

Navy Pier

4/5(125 reviews)

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

Navy Pier

What to do in Westmont

River tour boat in Chicago

Architecture River Tour

€36
per adult
96% of travellers recommend
Architecture River Tour
See Chicago's magnificent skyline at night!

Chicago By Night River & Lake Cruise

€39
per adult
96% of travellers recommend
Chicago By Night River & Lake Cruise
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

€35
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 holiday package cost?
Offering excellent value package deals from €1,102 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.