Wilmette Vacations from ￥253,586
Book a Hotel + Flight or Car together to unlock savings
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Save up to ￥45,448 when you book a flight and hotel together*
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The Latest Wilmette Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ￥333,620, price is now ￥253,586 per person
￥253,586
per person
Nov 19 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
Tokyo (NRT) to Chicago (ORD)
9.4/10 Exceptional! (1,694 reviews)
5 star hotel that goes above and beyond. My family loved staying at the Trump
Reviewed on Aug 29, 2025
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Save 100% on your flight
Price was ￥609,956, price is now ￥430,196 per person
￥430,196
per person
Oct 6 - Oct 13
found 19 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (2,100 reviews)
The best hotel for Navy Pier
Reviewed on Aug 28, 2025
Viceroy Chicago
Downtown Chicago
Price was ￥609,787, price is now ￥462,578 per person
￥462,578
per person
Oct 6 - Oct 13
found 19 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,084 reviews)
Close to everything. Gorgeous view of the lake and a beautiful rainbow. Wow!
Friendly staff.
Weird doors on the bathroom. Sliding doors tend to be noisy and unwieldy in general and this one was bad. That’s my only complaint.
Reviewed on Aug 25, 2025
The Langham, Chicago
Downtown Chicago
Price was ￥488,888, price is now ￥385,919 per person
￥385,919
per person
Nov 19 - Nov 23
found 22 hours ago
Roundtrip flight included
Tokyo (TYO) to Chicago (ORD)
9.8/10 Exceptional! (1,003 reviews)
Phenomenal service. Exactly how a 5* hotel should be run. Everything was perfect.
Reviewed on Aug 12, 2025
Find the Best Wilmette Vacation Packages
Wilmette Hotel Deals
The Wade
644 N Lake Shore Dr, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is ￥22,202 per night from Sep 3 to Sep 4
￥22,202
￥26,063 total
Sep 3 - Sep 4
includes taxes & fees
8.2/10 Very Good! (1,156 reviews)
"I enjoyed the location"
Reviewed on Aug 29, 2025
Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is ￥28,980 per night from Sep 15 to Sep 16
￥28,980
￥34,020 total
Sep 15 - Sep 16
includes taxes & fees
Embassy Suites by Hilton Chicago Downtown River North
600 N State St, Chicago, IL
The price is ￥24,739 per night from Sep 3 to Sep 4
￥24,739
￥29,040 total
Sep 3 - Sep 4
includes taxes & fees
8.4/10 Very Good! (4,802 reviews)
"Very nice,everything is around.Highly recommend."
Reviewed on Aug 27, 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
Wendella's 90-min Chicago River Architecture Tour
￥5,986
per adult
94% of travellers recommend
Chicago By Night River & Lake Cruise
￥6,651
per adult
96% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.