Wilmette Vacations from $473

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Your Wilmette Vacation

Pick a Wilmette vacation package and focus on what counts — having some fun. This means no more planning stresses, just a lot more time to savor what's special about this lively city, such as its rich history and coastal scenery. Make your trip to Wilmette even more exciting by including some sightseeing. The Glen Club, North Shore Center for the Performing Arts and The Glen Town Center are some of the most popular attractions you'll want to explore. Don't delay exploring this city any longer. Your perfect Wilmette vacation is a few quick clicks away with Expedia.

The Latest Wilmette vacation packages

Price found within the past 48 hours. Click for updated prices.
Illinois Beach Hotel

Illinois Beach Hotel

2 out of 5
Save 100% on your flight
Price was $758, price is now $473 per person
$473
per person
Jun 1 - Jun 8
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
8/10 Very Good! (503 reviews)
Pool was out of commission. Front desk was welcoming.

Reviewed on Mar 5, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,834, price is now $1,094 per person
$1,094
per person
May 27 - May 31
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (3,495 reviews)
Comfy beds, great staff, great shower, great breakfast

Reviewed on Mar 13, 2026

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,083, price is now $665 per person
$665
per person
Jun 5 - Jun 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.6/10 Excellent! (2,076 reviews)
Very nice & clean hotel and near the Bean and shops are walkable.

Reviewed on Mar 3, 2026

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,168, price is now $747 per person
$747
per person
Jun 5 - Jun 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (441 reviews)
Great value, friendly staff

Reviewed on Mar 8, 2026

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,258, price is now $838 per person
$838
per person
Jun 5 - Jun 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,137 reviews)
Great location, clean and very nice restaurant and bar.

Reviewed on Mar 9, 2026

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Discover the most popular places to visit in Wilmette

Wrigley Field featuring cbd, a sporting event and a city

Wrigley Field

4.5/5(2,128 reviews)

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

Wrigley Field
Scene of Chicago street bridge with traffic among modern buildings of Downtown Chicago at Michigan avenue in Chicago, Illinois, United States, Business and Modern Transportation concept

Michigan Avenue

4.5/5(332 reviews)

You can enjoy some retail therapy 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 featuring a sunset and rides

Navy Pier

4.5/5(4,870 reviews)

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

Navy Pier

What to do in Wilmette

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

$26
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Skydeck - Willis Tower Admission

Skydeck - Willis Tower Admission

$44
per adult
98% of travellers recommend
Skydeck - Willis Tower Admission
Chicago Bulls Basketball Game at United Center

Chicago Bulls Basketball Game at United Center

$61
per adult
80% of travellers recommend
Chicago Bulls Basketball Game at United Center
See all activities in Wilmette

Wilmette Hotel Deals

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
$101 nightly
The price is $118 total per night from Apr 1 to Apr 2
$118 total
Apr 1 - Apr 2
Total with taxes and fees
8/10 Very Good! (9,922 reviews)
The location is amazing, right on Michigan Avenue, across the street from the park, a few blocks south of the river. The staff was friendly and efficient when I checked in, asked a few questions, and checked out. The room was great... nicer than I imagined. I would have liked daily room service. ...

Reviewed on Mar 14, 2026

Congress Plaza Hotel
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
$156 nightly
The price is $183 total per night from Mar 22 to Mar 23
$183 total
Mar 22 - Mar 23
Total with taxes and fees
9.4/10 Exceptional! (3,527 reviews)
Clean, central and amazing breakfast

Reviewed on Mar 13, 2026

Hotel Riu Plaza Chicago
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St Chicago IL
Fully refundableReserve now, pay when you stay
$130 nightly
The price is $153 total per night from Mar 23 to Mar 24
$153 total
Mar 23 - Mar 24
Total with taxes and fees
8.6/10 Excellent! (5,737 reviews)
Clean property overall, cleaning staff did not clean our room daily and we had to ask for towels and wash clothes. It is close and in walking distance of restaurants and shopping.

Reviewed on Mar 14, 2026

Embassy Suites by Hilton Chicago Downtown River North
See all 4,661 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.

Find the Best Wilmette Vacation Packages

Wilmette Essential Information

Language
English
Currency
U.S dollars
Closest Airport
O'Hare Intl. Airport (ORD)
Population
27,400
Max Temp Winter
30ºF
Max Temp Summer
75ºF
Top Sights
Lincoln Park Zoo, Rosemont Theatre and North Avenue Beach

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Frequently asked questions

How much does a Wilmette vacation package cost?
You'll find cheap prices from $473 on Expedia for your Wilmette break. However, factors like the season, length of stay and your choice of hotel will determine how much your vacation to Wilmette costs.
What are the cheapest months to go to Wilmette?
You can generally find reduced prices and greater availability in January, September and December. Explore our cheap Wilmette vacation packages and you could land some great off-season deals.
How many days is enough for Wilmette?
The ideal duration of your Wilmette vacation depends on what you'd like to do and see. Generally, a handful of days to a week will give you time to go to all the leading attractions and explore some hidden treasures along the way.
Is it worth booking a vacation package to Wilmette?
Known for its walking trails and home to popular attractions like Baha'i House of Worship, a Wilmette vacation is sure to leave an impression. Another top sight to check out? Don't miss Langdon Park Beach.
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," "Traveler 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 traveling on a weekday, when prices are often lower.
Is it cheaper to book a Wilmette vacation as a package?
You can enjoy significant savings on your Wilmette retreat by booking a personalized vacation package. Check the "Package" heading, then select your travel dates and destination to view the best flight and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation 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.
Does Expedia offer Book Now, Pay Later Wilmette vacation packages?
Jet off on your dream escape to Wilmette with help from our Book Now, Pay Later vacations. No need to scrimp and save or wait for payday — we've teamed up with online lender Affirm to give you more financial flexibility. Our vacation packages with payment plans mean you can spread the cost across 3, 6 or 12 months. With no late payment fees or hidden charges, it's a breeze to stay on budget and snap up bargains while they last.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.