Great River Road Romantic Vacations
Book a Romantic Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ￥45,448 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 Great River Road
Price found within the past 48 hours. Click for updated prices.
Radisson Blu Mall of America
South Loop
Price was ￥255,152, price is now ￥220,190 per person
￥220,190
per person
Feb 26 - Mar 3
just found
Roundtrip flight included
Tokyo (HND) to Minneapolis (MSP)
9/10 Wonderful! (2,648 reviews)
Room was clean, friendly staff, easy to navigate hotel. Easy transportation with the tram being there! Would sleep there again!!
Reviewed on Jan 6, 2026
Hilton Chicago O'Hare Airport
O'Hare
Price was ￥487,101, price is now ￥409,684 per person
￥409,684
per person
Mar 20 - Mar 27
found 3 hours ago
Roundtrip non-stop flight included
Nagoya (NGO) to Chicago (ORD)
8.2/10 Very Good! (2,158 reviews)
We noticed the plumbing was very noisy in adjoining rooms. Woke us up at 4 am
Reviewed on Jan 5, 2026
Staypineapple, An Iconic Hotel, The Loop
Downtown Chicago
Price was ￥421,994, price is now ￥370,524 per person
￥370,524
per person
Mar 20 - Mar 27
found 3 hours ago
Roundtrip non-stop flight included
Nagoya (NGO) to Chicago (ORD)
9.4/10 Exceptional! (1,003 reviews)
Clean rooms. Quiet.
Reviewed on Jan 2, 2026
L7 Chicago by LOTTE
Downtown Chicago
Price was ￥445,857, price is now ￥393,881 per person
￥393,881
per person
Mar 20 - Mar 27
found 3 hours ago
Roundtrip non-stop flight included
Nagoya (NGO) to Chicago (ORD)
9.6/10 Exceptional! (3,227 reviews)
Room was clean and excellent condition. Staff was friendly and knowledgeable.
Reviewed on Jan 6, 2026
Don't see what you're looking for?
See all available trips from Tokyo to Great River Road
View all trips5* Romantic vacations in Great River Road
Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ￥629,613, price is now ￥473,396 per person
￥473,396
per person
Mar 20 - Mar 27
found 6 hours ago
Roundtrip non-stop flight included
Nagoya (NGO) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
Stayed in a river view room over NYE and had a great view of the fireworks show on the river! The staff was superb and went above and beyond for us. Extremely kind and knowledgeable. Cannot wait to stay again!
Reviewed on Jan 3, 2026
The Peninsula Chicago
Downtown Chicago
Price was ￥648,947, price is now ￥493,590 per person
￥493,590
per person
Mar 20 - Mar 27
found 8 hours ago
Roundtrip non-stop flight included
Nagoya (NGO) to Chicago (ORD)
9.8/10 Exceptional! (1,003 reviews)
Staff and management went above and beyond, even with unnecessary actions, to express their apologies and to ensure we are compensated for small, not even worth to mention, issue during the check-in. I felt embarrassed as I really thought there was no problem at all and I really appreciate what they did and how they handled the matter.
Reviewed on Jan 5, 2026
Waldorf Astoria Chicago
Downtown Chicago
Price was ￥655,384, price is now ￥513,625 per person
￥513,625
per person
Mar 20 - Mar 27
found 6 hours ago
Roundtrip non-stop flight included
Nagoya (NGO) to Chicago (ORD)
9.4/10 Exceptional! (1,000 reviews)
When we arrived at check in time, we were informed that our room was not ready but that we could upgrade at a discounted additional cost to a suite. At first, we didn't want to do that and decided to wait. The host provided complimentary round of drinks and meal for the wait. We decided to upgrade and I'm so glad that we did. The room was incredible and the service, from concierge, staff and valets, here is top notch. We ordered the Waldorf salad and Waldorf chocolate chip cookies because you have to if you stay here. Loved this place and will definitely return.
Reviewed on Jan 5, 2026
Don't see what you're looking for?
See all available trips from Nagoya to Great River Road
View all trips4 Night Romantic vacations in Great River Road
Price found within the past 48 hours. Click for updated prices.
theWit Chicago, a Hilton Hotel
Downtown Chicago
Price was ￥274,664, price is now ￥221,434 per person
￥221,434
per person
Mar 16 - Mar 20
found 3 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (1,001 reviews)
Perfect location, comfortable and clean room
Reviewed on Jan 5, 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ￥367,656, price is now ￥278,389 per person
￥278,389
per person
Mar 16 - Mar 20
found 3 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
Stayed in a river view room over NYE and had a great view of the fireworks show on the river! The staff was superb and went above and beyond for us. Extremely kind and knowledgeable. Cannot wait to stay again!
Reviewed on Jan 3, 2026
Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
Price was ￥310,872, price is now ￥249,513 per person
￥249,513
per person
Mar 16 - Mar 20
found 3 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (317 reviews)
Room was very spacious and clean. The location was perfect walking distance from a lot great eating and tourists spots.
Reviewed on Dec 18, 2025
Don't see what you're looking for?
See all available trips from Tokyo to Great River Road
View all trips* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
