
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.



L7 Chicago by LOTTE
Downtown Chicago
Price was ¥564,562, price is now ¥482,919 per person
¥482,919
per person
Jun 7 - Jun 10
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Chicago (ORD)
9.6/10 Exceptional! (3,846 reviews)
The room is larger than you would expect for a downtown hotel and the staff is wonderfully friendly. They really make you feel special.
Reviewed on Apr 12, 2026

Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was ¥449,128, price is now ¥385,259 per person
¥385,259
per person
Jun 7 - Jun 10
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Chicago (ORD)
8.2/10 Very Good! (2,604 reviews)
Helpful staff, great location, adequate rooms!
Reviewed on Apr 14, 2026

The Godfrey Hotel Chicago
Downtown Chicago
Price was ¥493,535, price is now ¥428,776 per person
¥428,776
per person
Jun 7 - Jun 10
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Chicago (ORD)
8.8/10 Excellent! (2,132 reviews)
The lobby was nice. Friendly service. Parking was expensive 😭
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

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

Park Hyatt Chicago
Downtown Chicago
Price was ¥389,916, price is now ¥344,349 per person
¥344,349
per person
Jun 22 - Jun 24
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
I truly enjoyed my 5 night stay at this hotel. Everyone was helpful, friendly, and accommodating. I love its location, near the Michael mile.
When I return to Chicago I will definitely stay at the Park Hyatt.
Reviewed on Apr 4, 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.


L7 Chicago by LOTTE
Downtown Chicago
Price was ¥564,562, price is now ¥482,919 per person
¥482,919
per person
Jun 7 - Jun 10
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Chicago (ORD)
9.6/10 Exceptional! (3,846 reviews)
The room is larger than you would expect for a downtown hotel and the staff is wonderfully friendly. They really make you feel special.
Reviewed on Apr 12, 2026

Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was ¥449,128, price is now ¥385,259 per person
¥385,259
per person
Jun 7 - Jun 10
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Chicago (ORD)
8.2/10 Very Good! (2,604 reviews)
Helpful staff, great location, adequate rooms!
Reviewed on Apr 14, 2026
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View all trips4 Night Romantic vacations in Great River Road
Price found within the past 48 hours. Click for updated prices.

Hotel Riu Plaza Chicago
Downtown Chicago
Price was ¥379,304, price is now ¥305,586 per person
¥305,586
per person
May 18 - May 22
found 5 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (3,688 reviews)
Great stay! Loved to come back. Friendly staff!
Reviewed on Apr 13, 2026


Sports Illustrated Resorts Chicago
Downtown Chicago
Price was ¥382,774, price is now ¥325,683 per person
¥325,683
per person
May 18 - May 22
found 5 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (1,409 reviews)
I would highly recommend this hotel. The only issue we had was that there was not daily cleaning. I actually never saw hotel cleaning staff in the halls, but the room and hotel were very clean so I am not sure where they were. The hotel is near so many attractions and restaurants. On the second floor is a room with a pool table, air hockey, and other games which was a nice break.
Reviewed on Apr 13, 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.
