Wilmette Holidays

Photo by Shirley Jimenez Romero

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Wilmette Flight & Hotel Packages

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
27 Sept - 29 Sept
found 20 hours ago
Return flight included
New York (LGA) to Chicago (ORD)
8.2/10 Very Good! (1,842 reviews)
Staff were so helpful and friendly

Reviewed on 16 Jul, 2025

Arlo Chicago

Arlo Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
27 Sept - 29 Sept
found 20 hours ago
Return flight included
New York (LGA) to Chicago (ORD)
9.2/10 Wonderful! (1,785 reviews)
The location is great, with a fantastic staff and an easy check-in process. I can walk to almost everything, and the bus station is right next to the door.

Reviewed on 16 Jul, 2025

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
27 Sept - 29 Sept
found 20 hours ago
Return flight included
New York (LGA) to Chicago (ORD)
9.4/10 Exceptional! (2,053 reviews)
Great location, but the $50.00 early check-in fee is ridiculous. Also, the comforter on the bed has seen better days.

Reviewed on 15 Jul, 2025

Virgin Hotels Chicago

Virgin Hotels Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
27 Sept - 29 Sept
found 20 hours ago
Return flight included
New York (LGA) to Chicago (ORD)
9.2/10 Wonderful! (1,334 reviews)
I loved the location of the property, and the overall concept of something fun and funky, but I had a "higher end" room, and it was right near the elevator, so I got a lot of noise on that side, plus the El from the other side. The rug wasn't super clean (although the bedding and the rest of the room were a delight). The most annoying thing was the TV. Anything I turned it to, 10 minutes later to the minute, it went back to the Virgin channel #1, here are all our hotels in the world. I really hated having to stay on top of a show, when usually I want the tv on as background while I'm getting ready, etc. Also, this hotel's amenities were oversold, i.e., good luck getting on the rooftop, especially if you just wanted a quiet sip of a drink. I loved the cafe and the staff, though, everyone was very pleasant.

Reviewed on 15 Jul, 2025

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3 out of 5
Downtown Chicago
per person
27 Sept - 29 Sept
found 20 hours ago
Return flight included
New York (LGA) to Chicago (ORD)
8.4/10 Very Good! (3,506 reviews)
Clean and the suites are room

Reviewed on 16 Jul, 2025

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! (8,972 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$371 per night from 8 Aug to 9 Aug
S$371
8 Aug - 9 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$221 per night from 10 Aug to 11 Aug
S$221
10 Aug - 11 Aug
includes taxes & fees
8.8/10 Excellent! (2,449 reviews)
"I stayed at this 9"

Reviewed on 16 Jul, 2025

Hilton Chicago/Magnificent Mile Suites
See all 4,442 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$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 Wilmette

Frequently asked questions

How much does a Wilmette holiday package cost?
You'll find cheap prices from S$437 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.