Chicago Honeymoon Vacations
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Top Honeymoon vacation packages in Chicago
Price found within the past 48 hours. Click for updated prices.
The Allegro Royal Sonesta Hotel Chicago Loop
Downtown Chicago
Price was ￥272,410, price is now ￥188,740 per person
￥188,740
per person
Nov 12 - Nov 18
found 20 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (1,992 reviews)
Nice hotel but room was extremely small.
Reviewed on Sep 11, 2025
Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was ￥460,254, price is now ￥301,832 per person
￥301,832
per person
Nov 12 - Nov 18
found 20 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,714 reviews)
Great bar on the 16th floor. Staff was great
Reviewed on Sep 10, 2025
Pendry Chicago
Downtown Chicago
Price was ￥321,014, price is now ￥236,332 per person
￥236,332
per person
Nov 12 - Nov 18
found 20 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,070 reviews)
The property is gorgeous! Lovely rooms and the staff were fantastic, could not fault them at all! My only issue would be the roads outside are very noisy, we needed ear plugs to sleep. Other than that, absolutely fantastic stay! Would return and would highly recommend
Reviewed on Sep 8, 2025
Fairmont Chicago at Millennium Park
Downtown Chicago
Price was ￥310,117, price is now ￥236,884 per person
￥236,884
per person
Nov 12 - Nov 18
found 20 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.6/10 Excellent! (1,912 reviews)
Amazing views and exceptional service
Reviewed on Sep 10, 2025
The Royal Sonesta Chicago River North
Downtown Chicago
Price was ￥252,081, price is now ￥193,561 per person
￥193,561
per person
Nov 12 - Nov 18
found 20 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (2,078 reviews)
The property and staff were amazing from arrival with hotel porters, Antwonne & Spiro to front desk team and Gabby. The wonderful Shaunda always there to assist and who can forget the amazing restaurant and bar staff starting with Nate, Jess, Miguel and Chef Alfonso. Truly fantastic!
Reviewed on Sep 11, 2025
5* Honeymoon vacations in Chicago
Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was ￥460,254, price is now ￥301,832 per person
￥301,832
per person
Nov 12 - Nov 18
found 20 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,714 reviews)
Great bar on the 16th floor. Staff was great
Reviewed on Sep 10, 2025
Park Hyatt Chicago
Downtown Chicago
Price was ￥569,377, price is now ￥356,444 per person
￥356,444
per person
Dec 1 - Dec 3
found 1 day ago
Roundtrip flight included
Kagoshima (KOJ) to Chicago (ORD)
9.6/10 Exceptional! (1,001 reviews)
Got pick pocketed in the elevator. I really like this hotel. Plan to return.
Reviewed on Sep 8, 2025
Top Honeymoon Chicago Hotels
Eurostars Magnificent Mile
660 North State Street, Chicago, IL
Stay at this 4-star spa hotel in Chicago. Enjoy free WiFi, a full-service spa, and a fitness center. Our guests praise the helpful staff and the clean rooms ...
8.8/10 Excellent! (2,972 reviews)
"Everything here is great; staff is friendly, good parking nearby, clean and lots of amenities!"
Reviewed on Sep 5, 2025
The Wade
644 N Lake Shore Dr, Chicago, IL
Stay at this 4.5-star luxury hotel in Chicago. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the helpful staff and ...
8.2/10 Very Good! (1,275 reviews)
"Pretty views"
Reviewed on Sep 9, 2025
Hyatt Lodge Oak Brook Chicago
2815 Jorie Blvd, Oak Brook, IL
Book a stay at this spa hotel in Oak Brook. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. ...
8.8/10 Excellent! (1,014 reviews)
"Nice place food was great just need some upgrades on the rooms no microwave in rooms and basic rooms"
Reviewed on Sep 8, 2025
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
