Great River Road Romantic Vacations
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Top Romantic vacation packages in Great River Road
Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was ￥404,427, price is now ￥303,392 per person
￥303,392
per person
May 14 - May 17
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.2/10 Very Good! (2,604 reviews)
Room is clean, staff are wonderful, breakfast is good but the walls are so thin that I could hear noises all night from the room next to me.
Reviewed on Apr 14, 2026
Eurostars Magnificent Mile
Downtown Chicago
Price was ￥576,958, price is now ￥440,780 per person
￥440,780
per person
Jun 1 - Jun 8
found 1 day ago
Roundtrip non-stop flight included
Tokyo (NRT) to Chicago (ORD)
9/10 Wonderful! (3,357 reviews)
Clean room , nice staff and in a safe area not far from Michigan ave.
Reviewed on Apr 14, 2026
Warwick Allerton - Chicago
Downtown Chicago
Price was ￥414,990, price is now ￥323,400 per person
￥323,400
per person
May 14 - May 17
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.6/10 Excellent! (3,032 reviews)
The hotel it’s in a great location, but it’s very old need updates and definitely they need to improve on their amenities. They only have soap, they offer 2 bottles of water
Reviewed on Apr 13, 2026
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
Downtown Chicago
Price was ￥496,508, price is now ￥388,984 per person
￥388,984
per person
May 14 - May 17
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.6/10 Exceptional! (1,001 reviews)
This is the best hotel on Michigan Avenue. Access to Nordstrom without leaving the building. Great views, food, very clean and smells amazing!
Reviewed on Apr 11, 2026
The Allegro Royal Sonesta Hotel Chicago Loop
Downtown Chicago
Price was ￥573,844, price is now ￥450,332 per person
￥450,332
per person
Jun 1 - Jun 8
found 1 day ago
Roundtrip non-stop flight included
Tokyo (NRT) to Chicago (ORD)
9/10 Wonderful! (2,471 reviews)
The hotel is centrally located and easy to navigate the different neighborhoods.
Reviewed on Apr 12, 2026
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View all trips5* Romantic vacations in Great River Road
Price found within the past 48 hours. Click for updated prices.
Waldorf Astoria Chicago
Downtown Chicago
Price was ￥384,943, price is now ￥336,512 per person
￥336,512
per person
Jun 22 - Jun 24
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,002 reviews)
Top of the line customer service! I can’t express how deeply I am impressed with your hotel, the feel, the specialness of it all! My first time there, has left me with a lasting impression I will never forget! Classy and it smelled like Paris! Love everything about the hotel. Wish I could have stayed longer. Thank you for keeping such a prestigious hotel at top standard!
Reviewed on Apr 6, 2026
Four Seasons Hotel Chicago
Downtown Chicago
Price was ￥518,290, price is now ￥418,698 per person
￥418,698
per person
May 14 - May 17
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,001 reviews)
Beautiful and in walking distance to so many shops and cafes! We had a great stay.
Reviewed on Apr 6, 2026
The Peninsula Chicago
Downtown Chicago
Price was ￥388,047, price is now ￥341,942 per person
￥341,942
per person
Jun 22 - Jun 24
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.8/10 Exceptional! (1,007 reviews)
A beautiful hotel with an outstanding staff in a superb location.
Reviewed on Apr 12, 2026
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View all trips3 Night Romantic vacations in Great River Road
Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was ￥404,427, price is now ￥303,392 per person
￥303,392
per person
May 14 - May 17
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.2/10 Very Good! (2,604 reviews)
Room is clean, staff are wonderful, breakfast is good but the walls are so thin that I could hear noises all night from the room next to me.
Reviewed on Apr 14, 2026
The Allegro Royal Sonesta Hotel Chicago Loop
Downtown Chicago
Price was ￥414,058, price is now ￥303,984 per person
￥303,984
per person
May 14 - May 17
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (2,471 reviews)
The hotel is centrally located and easy to navigate the different neighborhoods.
Reviewed on Apr 12, 2026
Eurostars Magnificent Mile
Downtown Chicago
Price was ￥434,144, price is now ￥325,103 per person
￥325,103
per person
May 14 - May 17
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (3,357 reviews)
Clean room , nice staff and in a safe area not far from Michigan ave.
Reviewed on Apr 14, 2026
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View all trips* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
