
Wilmette Vacations from ¥219,752
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The Latest Wilmette Vacation Packages
Price found within the past 48 hours. Click for updated prices.

theWit Chicago, a Hilton Hotel
Downtown Chicago
Price was ¥247,538, price is now ¥219,752 per person
¥219,752
per person
Jan 18 - Jan 21
found 3 hours ago
Roundtrip flight included
Fukuoka (FUK) to Chicago (ORD)
9/10 Wonderful! (1,011 reviews)
My room was very clean. The stay was very friendly and helpful. Check-in was a breeze. Since my room was ready they even let me check in early!
There are 2 restaurants in this hotel. We had drinks at the one near the lobby and we ate at the ROOF. The food was delish! The environment was fun. We were worried that it was going to be more for the 20 something crowd, but there were adults of every age there.
This hotel is also just steps from The Chicago Theatre which makes it super convenient when seeing an event there.
Reviewed on Nov 10, 2025

Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ¥351,120, price is now ¥291,128 per person
¥291,128
per person
Jan 17 - Jan 21
found 3 hours ago
Roundtrip flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,761 reviews)
Room exceptional well kept, staff extremely nice Ms Diana in the front desk and Luis in the concierge were superb
Reviewed on Nov 10, 2025

The Peninsula Chicago
Downtown Chicago
Price was ¥347,712, price is now ¥300,157 per person
¥300,157
per person
Jan 18 - Jan 21
found 2 hours ago
Roundtrip flight included
Fukuoka (FUK) to Chicago (ORD)
9.8/10 Exceptional! (1,009 reviews)
Staff is always there for your every need. Excellent clean room. Quiet and luxurious
Reviewed on Nov 7, 2025

Pendry Chicago
Downtown Chicago
Price was ¥258,189, price is now ¥227,012 per person
¥227,012
per person
Jan 18 - Jan 21
found 3 hours ago
Roundtrip flight included
Fukuoka (FUK) to Chicago (ORD)
9.4/10 Exceptional! (1,110 reviews)
A great location, a fabulous building, and a delightful room. The one mystery was a background thumping noise that persisted throughout the stay. Fortunately, didn't disturb sleep. The reception staff sloughed off any knowledge or interest in the cause, but we couldn't imagine that the source was an unknown to hotel staff, and potentially fixable.
Reviewed on Nov 12, 2025

The Emily Hotel
Downtown Chicago
Price was ¥263,036, price is now ¥234,446 per person
¥234,446
per person
Jan 18 - Jan 21
found 3 hours ago
Roundtrip flight included
Fukuoka (FUK) to Chicago (ORD)
9.2/10 Wonderful! (1,248 reviews)
Perfect stay and location. Room was clean and just what we needed. It’s nothing special
Reviewed on Nov 11, 2025
Find the Best Wilmette Vacation Packages
Wilmette Hotel Deals

Embassy Suites by Hilton Chicago Downtown River North
600 N State St, Chicago, IL
The price is ¥15,406 per night from Nov 25 to Nov 26
¥15,406
¥18,084 total
Nov 25 - Nov 26
includes taxes & fees
8.4/10 Very Good! (5,235 reviews)
Clean room; kind and courteous staff; excellent breakfast and happy hour included
Reviewed on Nov 10, 2025

Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is ¥15,583 per night from Dec 7 to Dec 8
¥15,583
¥18,292 total
Dec 7 - Dec 8
includes taxes & fees
8.8/10 Excellent! (3,274 reviews)
Everything. Loved the experience.
Reviewed on Nov 12, 2025

Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is ¥15,431 per night from Nov 13 to Nov 14
¥15,431
¥18,115 total
Nov 13 - Nov 14
includes taxes & fees
8/10 Very Good! (9,545 reviews)
It was fine in general. Location was great but view was not perfect just fine
Reviewed on Nov 9, 2025
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.
Discover the most popular places to visit in Wilmette

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

Michigan Avenue
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.

Navy Pier
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
What to do in Wilmette

Skydeck - Willis Tower Admission
¥6,717
per adult
96% of travellers recommend

Chicago: Navy Pier Centennial Wheel Ticket
¥3,749
per adult
84% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.

