
Galewood Vacations from ¥343,134
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The Latest Galewood Vacation Packages
Price found within the past 48 hours. Click for updated prices.

Warwick Allerton - Chicago
Downtown Chicago
Price was ¥426,390, price is now ¥343,134 per person
¥343,134
per person
May 15 - May 17
found 23 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.6/10 Excellent! (3,032 reviews)
Great location with nice rooms. The staff was very helpful.
The King room was good size and comfortable.
Reviewed on Apr 15, 2026

Fairmont Chicago at Millennium Park
Downtown Chicago
Price was ¥711,740, price is now ¥515,764 per person
¥515,764
per person
May 29 - Jun 3
found 24 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.8/10 Excellent! (2,096 reviews)
Muy bien ubicado, puedes ir caminando por todo el loop y todo esta cerca (si va al downtown), el personal es amable, los cuartos amplios y bonitos, la vista muy bonita (solo que hay edificios al rededor y no ves mas). Los precios de todo en el hotel me parecen un poco elevados.
Reviewed on Apr 15, 2026


Claridge House Chicago, Tapestry Collection by Hilton
Downtown Chicago
Price was ¥543,638, price is now ¥431,376 per person
¥431,376
per person
May 29 - Jun 3
found 24 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (1,520 reviews)
This is our favorite hotel in Chicago. The only thing that was different on our last trip was the parking garage next door. It is under new ownership, and they made it very difficult to leave and come back, even though we bought a three-day pass with in-and-out privileges. The management at Claridge House is aware of the situation and is working on a solution.
Reviewed on Apr 12, 2026

The Chicago Hotel Collection - Wrigleyville
Lakeview
Price was ¥486,184, price is now ¥387,968 per person
¥387,968
per person
May 29 - Jun 3
found 24 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
7/10 Good! (980 reviews)
Clean room, nice patio. Staff was helpful! Parking near by, during events nearby it will cost more to park.
Reviewed on Apr 14, 2026
Where to stay in Galewood
Find the best Galewood areas and neighborhoods for the activities you enjoy most. Learn more about Galewood

Downtown Chicago
5 out of top 10 points of interest in this area
The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.
Galewood Hotel Deals

Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is ¥18,279 per night from Apr 26 to Apr 27
¥18,279
¥21,460 total
Apr 26 - Apr 27
includes taxes & fees
8/10 Very Good! (10,148 reviews)
The whole hotel was very clean. Everyone was super helpful and nice. Parking was close and affordable.
Reviewed on Apr 15, 2026

Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
The price is ¥21,774 per night from Apr 26 to Apr 27
¥21,774
¥25,563 total
Apr 26 - Apr 27
includes taxes & fees
9/10 Wonderful! (4,123 reviews)
Very clean
Reviewed on Apr 15, 2026

Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL
The price is ¥24,696 per night from Apr 26 to Apr 27
¥24,696
¥28,991 total
Apr 26 - Apr 27
includes taxes & fees
8.6/10 Excellent! (5,840 reviews)
Room was hot , we were 6 not enough of towels breakfast good staff were great
Reviewed on Apr 15, 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.
Frequently asked questions
Discover the most popular places to visit in Galewood

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.
Things to do

Skydeck - Willis Tower Admission
¥6,982
per adult
98% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.





