Wilmette 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 Wilmette

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! (8,922 reviews)
"It’s a historical building so it does have its worn down look. Beautiful overall. I just wish it wasn’t so expensive"

Reviewed on 8 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$346 per night from 10 Aug to 11 Aug
S$346
10 Aug - 11 Aug
includes taxes & fees
9/10 Wonderful! (2,000 reviews)
"Central to everything, very safe, and walking distance or a short drive to a lot of things. The hotel staff was also very accommodating. We would definitely stay here on our next stay!"

Reviewed on 8 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$259 per night from 10 Aug to 11 Aug
S$259
10 Aug - 11 Aug
includes taxes & fees
8.8/10 Excellent! (2,397 reviews)
"Staff was amazing, and rooms were clean and comfortable! Overall a great stay"

Reviewed on 6 Jul, 2025

Hilton Chicago/Magnificent Mile Suites
See all 4,429 properties in Wilmette
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

4.5/5(40 reviews)

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

4.5/5(36 reviews)

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

4.5/5(147 reviews)

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 Wilmette

River tour boat in Chicago

Architecture River Tour

S$62
per adult
94% of travellers recommend
Architecture River Tour
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

S$58
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
92% of travellers recommend
Chicago By Night River & Lake Cruise
See all activities in Wilmette

Frequently asked questions

How much does a Wilmette holiday package cost?
You'll find cheap prices on Expedia for your Wilmette break. However, factors like the season, length of stay and your choice of hotel will determine how much your holiday to Wilmette costs.
What are the cheapest months to go to Wilmette?
If you're looking to snag a cheap Wilmette holiday package, consider travelling in January, February and April. You're likely to find lower prices on flights and accommodation during these months --- perfect for a budget-friendly getaway.
How many days is enough for Wilmette?
The ideal length for your Wilmette holiday depends on what you'd like to see and do. Typically, a few days to a week will give you enough time to check out all the main sights and discover some hidden spots along the way.
Is it worth booking a holiday package to Wilmette?
Boasting a host of highlights starting with its excellent walking trails, Wilmette is a good holiday destination. Whether you want to discover attractions such as Baha'i House of Worship and Langdon Park Beach or take the path less traveled, you'll have plenty to keep you busy during your Wilmette holiday.
How to find the best Wilmette package deals?
Landing a cheap Wilmette package deal is a breeze with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your maximum budget, add a couple of filters and browse what's available. You can fine-tune your search by "Amenities," "Property type," "Traveller experience" and more. Order the results by "Price: low to high" to discover the most economical Wilmette package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are often lower.
Is it cheaper to book a Wilmette holiday as a package?
You can enjoy significant savings on your Wilmette retreat by booking a personalised holiday package. Check the "Package" heading, then select your travel dates and destination to view the best flight and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a holiday package to Wilmette?
If you have your Wilmette travel dates confirmed, book as soon as you can to grab some unbeatable deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spontaneous trips? Our last-minute deals are great for jetting off on a whim.
How to plan a trip to Wilmette?

  1. Choose your travel dates: What you plan to do in Wilmette and your favourite season can help you decide when to go.
  2. Plan your budget wisely: As well as the cost of your hotel, you'll need to factor in other expenses. These include food, flights and transportation. Also, put aside some extra funds for unexpected costs that could arise during your trip to Wilmette.
  3. Decide how long to go for: Now that you're more familiar with Wilmette, you can work out the ideal length of your holiday. Create a draft itinerary and allocate enough time to cover everything you want to see.
  4. Combine your hotel and flights: Epic destination, check. Length of stay, check. All that's left now is to pick a Wilmette holiday package that brings all your bookings together.

* 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.