Wilmette Holidays

Photo by Shirley Jimenez Romero

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to €185 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

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

    Rest easy

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

Top Flight + Hotel Deals in Wilmette

Price found within the past 48 hours. Click for updated prices.
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
5 Sept - 10 Sept
found 12 hours ago
Return flight included
Las Vegas (LAS) to Chicago (ORD)
9/10 Wonderful! (324 reviews)
I liked the hotel room's kitchen and it is very nice, however VERY small. The pool/amenities are also very nice. One major challenge was there was a last minute change to the location of our reservation from old town to fulton market. They did communicate the change and provided a discount, however, this occurred the day before our trip. The check-in process was also very disorganized and confusing. Information easily accessible in the reservation was not used, requiring extra check-in time. They told us a crib was available, and later found only a pack and play. I requested bedding for the pull out 4 times before someone brought them. Overall, management needs to improve their operations.

Reviewed on 21 Jul 2025

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
5 Sept - 10 Sept
found 12 hours ago
Return flight included
Las Vegas (LAS) to Chicago (ORD)
9.4/10 Exceptional! (2,122 reviews)
Staff and breakfast are wonderful!

Reviewed on 23 Jul 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
5 Sept - 10 Sept
found 12 hours ago
Return flight included
Las Vegas (LAS) to Chicago (ORD)
9.4/10 Exceptional! (1,635 reviews)
THE CARPET IS VERY DIRTY.

Reviewed on 21 Jul 2025

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
5 Sept - 10 Sept
found 12 hours ago
Return flight included
Las Vegas (LAS) to Chicago (ORD)
9.4/10 Exceptional! (3,357 reviews)
Nice hotel, conveniently located

Reviewed on 23 Jul 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
5 Sept - 10 Sept
found 12 hours ago
Return flight included
Las Vegas (LAS) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
It's a beautiful and comfortable hotel.

Reviewed on 22 Jul 2025

Top hotels in Wilmette

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
The price is €177 per night from 4 Aug to 5 Aug
€177
4 Aug - 5 Aug
includes taxes & fees
7.8/10 Good! (8,939 reviews)
Historic Charmer
"GORGEOUS view of downtown and Lake Michigan! Light filled room. Comfortable bed. Bathtub to welcome zen. Restful sleep nightly to embrace the day ahead. All staff were welcoming and helpful. Gym more than sufficient for maintaining my fitness goals while traveling. I appreciate renovated spaces that ..."

Reviewed on 22 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
The price is €271 per night from 22 Aug to 23 Aug
€271
22 Aug - 23 Aug
includes taxes & fees
9/10 Wonderful! (2,077 reviews)
"Elevators very slow. But excellent otherwise."

Reviewed on 20 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 €144 per night from 10 Aug to 11 Aug
€144
10 Aug - 11 Aug
includes taxes & fees
8.8/10 Excellent! (2,500 reviews)
"It was fine. The building was just showing a little bit of its age."

Reviewed on 21 Jul 2025

Hilton Chicago/Magnificent Mile Suites
See all 4,499 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.

Frequently asked questions

How much does a Wilmette holiday package cost?
You'll find cheap prices from €818 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.