Niles Vacations from ￥416,506
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ￥109,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
The Latest Niles Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Thompson Chicago, by Hyatt
Downtown Chicago
Price was ￥525,925, price is now ￥416,506 per person
￥416,506
per person
Jul 29 - Aug 4
found 1 hour ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (1,361 reviews)
This is our favorite hotel in chicago. Great location and staff. Rooms very comfortable.
Reviewed on May 11, 2026
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Price was ￥643,165, price is now ￥470,630 per person
￥470,630
per person
Jul 29 - Aug 4
found 1 hour ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (3,721 reviews)
Can't beat the location; it's next to Michigan Avenue and across from the Riverwalk; we'd stay there again.
Reviewed on May 21, 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ￥691,365, price is now ￥511,920 per person
￥511,920
per person
Jul 29 - Aug 4
found 1 hour ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.6/10 Exceptional! (1,864 reviews)
Great experience! Would stay here agin
Reviewed on May 18, 2026
Hyatt Centric Chicago Magnificent Mile
Downtown Chicago
Price was ￥541,600, price is now ￥434,018 per person
￥434,018
per person
Jul 29 - Aug 4
found 1 hour ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (1,101 reviews)
I would have really appreciated if there were a microwave available in our room.
Reviewed on May 4, 2026
Find the Best Niles Vacation Packages
Niles Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is ￥21,216 per night from May 25 to May 26
￥21,216
￥25,223 total
May 25 - May 26
includes taxes & fees
8/10 Very Good! (10,123 reviews)
"Nice clean hotel downtown."
Reviewed on May 21, 2026
Hotel Riu Plaza Chicago
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is ￥23,691 per night from May 25 to May 26
￥23,691
￥32,700 total
May 25 - May 26
includes taxes & fees
9.4/10 Exceptional! (4,206 reviews)
"Amazing breakfast included!"
Reviewed on May 21, 2026
The Chicago Hotel Collection - Magnificent Mile
166 E Superior Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is ￥19,288 per night from May 25 to May 26
￥19,288
￥22,933 total
May 25 - May 26
includes taxes & fees
7.8/10 Good! (1,451 reviews)
"Valet parking was terrible and I should have received a $30 discount off of the valet parking per my reservation and they charged me the full amount. Also waited over 30mins for valet to get my car"
Reviewed on May 21, 2026
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 Niles
Wrigley Field
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
Naval Base Great Lakes
After visiting Naval Base Great Lakes, make a plan to see the other sights and activities in North Chicago. Wander the lakeside in this family-friendly area.
Navy Pier
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
What to do in Niles
Skydeck - Willis Tower Admission
￥6,904
per adult
96% of travellers recommend
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.
