
Far Southeast Side Romantic Vacations
Book a Romantic 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
Top Romantic vacation packages in Far Southeast Side
Price found within the past 48 hours. Click for updated prices.

Silversmith Hotel Chicago Downtown
Downtown Chicago
¥262,870
per person
Nov 9 - Nov 14
found 19 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (2,373 reviews)
We really like Silversmith. We've been there a couple of times. A smaller historical hotel and a bit more personal. We like the Loop! Staff was very good. Susan worked it all out for our group of 4 rooms. Good rooms. Try the "pure wellness" rooms. Quite nice. The attached Adamus restaurant, bar and lounge, was great; breakfast and dinner. The restaurant and bar staff were very attentive and personable! Renee was a fab bertender. Millennium Park and museums are a couple short blocks away. Very good home base to get something done or just explore Chicago.
Reviewed on Aug 29, 2026




Don't see what you're looking for?
See all available trips from Tokyo to Far Southeast Side
View all trips5* Romantic vacations in Far Southeast Side
Price found within the past 48 hours. Click for updated prices.

Don't see what you're looking for?
See all available trips from Tokyo to Far Southeast Side
View all trips4 Night Romantic vacations in Far Southeast Side
Price found within the past 48 hours. Click for updated prices.


Hotel Riu Plaza Chicago
Downtown Chicago
¥292,324
per person
Nov 2 - Nov 6
found 15 hours ago
Roundtrip non-stop flight included
Osaka (KIX) to Chicago (ORD)
9.4/10 Exceptional! (5,045 reviews)
The bed was really good. It was so comfortable that I slept like a baby. And the Breakfast was good also. All stuffs are nice , they always greet me with smil. I’ll recommend RIU Plaza Hotel to my friends if they go to Chicago.
Reviewed on Aug 29, 2026

Don't see what you're looking for?
See all available trips from Osaka to Far Southeast Side
View all tripsThings to do

Chicago: Navy Pier Centennial Wheel Ticket
¥3,920
per adult
90% of travellers recommend

Chicago: Willis Tower Skydeck and The Ledge Ticket
¥7,518
per adult
88% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.

