
Southmoor Vacations from ¥346,230
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 Southmoor Vacation Packages
Price found within the past 48 hours. Click for updated prices.


Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was ¥460,246, price is now ¥373,894 per person
¥373,894
per person
Sep 16 - Sep 20
found 18 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.2/10 Very Good! (2,767 reviews)
Terrible attitude of the front desk clerk.
Room smelled bad, dirty carpet.
Reviewed on Jun 24, 2026

LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Price was ¥464,064, price is now ¥379,842 per person
¥379,842
per person
Sep 16 - Sep 20
found 18 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (3,744 reviews)
Excelente, ubicación perfecta cerca de todo
Reviewed on Jun 23, 2026

Thompson Chicago, by Hyatt
Downtown Chicago
Price was ¥488,708, price is now ¥407,436 per person
¥407,436
per person
Sep 16 - Sep 20
found 18 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (1,399 reviews)
I truly enjoyed my stay at this hotel. From the moment I arrived, the staff made me feel welcome and valued. Everyone was so friendly, attentive, and genuinely eager to help, which made the experience even more enjoyable.
The hotel was clean, comfortable, and had everything I needed for a relaxing stay. I especially loved the location—it was convenient to restaurants, shopping, and local attractions, making it easy to get around and enjoy the area without any hassle.
Reviewed on Jun 21, 2026

Hilton Garden Inn Chicago Downtown South Loop
Downtown Chicago
Price was ¥415,138, price is now ¥353,784 per person
¥353,784
per person
Sep 16 - Sep 20
found 18 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.8/10 Excellent! (2,047 reviews)
Great location that is walkable to many of the museums.
The barn door on the bathroom in our room was an issue as soon as we checked in. I tested the door and it was off balance and not sliding open easily for me, let alone my kids. I called down to the front desk and they said they would let maintenance know. We left to go to dinner and when we came back, nothing had been fixed.
The next morning the door was still an issue since it hadn't been fixed so I called down the front desk again and they said they would get maintenance. We then headed out for our day. When we came back to the room in the afternoon, the door still wasn't fixed.
I called to the front desk for the third time and they said maintenance had looked at the door and it was 'usable.' It was half off the top hinges at this point and couldn't be shut by anyone in the family. They finally sent someone from maintenance and he couldn't fix it and so we had to change rooms.
Issues happen but it's all in how it's handled. If someone had come on night 1 to fix it, I wouldn't even be sharing. When you have to call three times, that's unacceptable and poor service.
Reviewed on Jun 25, 2026
Where to stay in Southmoor
Find the best Southmoor areas and neighborhoods for the activities you enjoy most. Learn more about Southmoor

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.
Southmoor Hotel Deals

Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is ¥22,064 per night from Jun 29 to Jun 30
¥22,064
¥26,231 total
Jun 29 - Jun 30
includes taxes & fees
8/10 Very Good! (10,125 reviews)
"Parking was difficult, trying to trek luggage around and find parking was terrible, but the staff was helpful. You can pull in front of the hotel and unload and they will hold your luggage. There is a parking lot behind the hotel, spaces were very tight and prices were about $45 a night. Hotel was ..."
Reviewed on Jun 25, 2026

Travelodge by Wyndham Downtown Chicago
65 E Harrison St Chicago IL
Fully refundableReserve now, pay when you stay
The price is ¥22,858 per night from Jul 8 to Jul 9
¥22,858
¥27,176 total
Jul 8 - Jul 9
includes taxes & fees
7.6/10 Good! (2,633 reviews)
"It needs a remodelation , it needs upgrade ,It's a bit neglected. The good thing is the location and downstairs you it has a breakfast restaurant"
Reviewed on Jun 24, 2026

Palmer House a Hilton Hotel
17 E Monroe St Chicago IL
Fully refundableReserve now, pay when you stay
The price is ¥36,236 per night from Jul 2 to Jul 3
¥36,236
¥47,890 total
Jul 2 - Jul 3
includes taxes & fees
8.6/10 Excellent! (2,497 reviews)
"The rooms were extremely small and dated. It is absolutely IMPOSSIBLE to get a copy of your receipt from this hotel. They insist that you can get it from the Hilton Honors app, but you cannot. Then, when you call, no one picks up and they direct you to an AI assistant - OR you are on hold forever. ..."
Reviewed on Jun 25, 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
Things to do

Wendella's 90-min Chicago River Architecture Tour
¥6,478
per adult
94% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.





