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 Royal Sonesta Chicago River North
Downtown Chicago
Save 100% on your flight
Price was ₩1,094,514, price is now ₩691,582 per person
₩691,582
per person
Nov 5 - Nov 9
found 1 day ago
Roundtrip flight included
New York (NYC) to Chicago (ORD)
9.2/10 Wonderful! (2,120 reviews)
Super nice staff. Great location.
Reviewed on Oct 3, 2025
Pendry Chicago
Downtown Chicago
Save 100% on your flight
Price was ₩1,675,004, price is now ₩951,547 per person
₩951,547
per person
Nov 5 - Nov 9
found 1 day ago
Roundtrip flight included
New York (NYC) to Chicago (ORD)
9.4/10 Exceptional! (1,085 reviews)
Excellent location, great restaurants nearby. Nice, spacious rooms.
Reviewed on Oct 3, 2025
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Save 100% on your flight
Price was ₩1,593,190, price is now ₩1,064,870 per person
₩1,064,870
per person
Nov 5 - Nov 9
found 1 day ago
Roundtrip flight included
New York (NYC) to Chicago (ORD)
9.4/10 Exceptional! (3,344 reviews)
Nice staff and close to everything we wanted to do.
Reviewed on Sep 30, 2025
Palmer House a Hilton Hotel
Downtown Chicago
Save 100% on your flight
Price was ₩1,183,444, price is now ₩792,103 per person
₩792,103
per person
Nov 5 - Nov 9
found 1 day ago
Roundtrip flight included
New York (NYC) to Chicago (ORD)
8.4/10 Very Good! (1,962 reviews)
The hotel lobby is incredible including a number of shops and bars plus live music.
Our room had a handicap accessible shower which caused water to get all over the entire bathroom floor.
Other than that, it was a great experience.
Reviewed on Oct 3, 2025
3 Night Honeymoon vacations in Chicago
Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was ₩610,462, price is now ₩418,735 per person
₩418,735
per person
Nov 5 - Nov 8
found 1 day ago
Roundtrip flight included
New York (NYC) to Chicago (ORD)
8.2/10 Very Good! (2,181 reviews)
The hotel was very clean and close to shopping and the number 11 BigBusTour stop - very convenient for sight seeing and easy to walk to great dining.
Reviewed on Oct 1, 2025
The Allegro Royal Sonesta Hotel Chicago Loop
Downtown Chicago
Price was ₩764,958, price is now ₩516,846 per person
₩516,846
per person
Nov 25 - Nov 28
found 1 day ago
Roundtrip flight included
New York (NYC) to Chicago (ORD)
9/10 Wonderful! (2,027 reviews)
The hotel staff were friendly and the room was quiet and clean. we had an issue with the room safe and it was fixed right away. the location was excellent for walking to all the attractions we wanted to see. Overall we were very happy with our stay.
Reviewed on Oct 2, 2025
DoubleTree Suites by Hilton Htl & Conf Cntr Downers Grove
Price was ₩832,121, price is now ₩577,424 per person
₩577,424
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip flight included
New York (NYC) to Chicago (ORD)
8.2/10 Very Good! (1,006 reviews)
I love the way they check on you to make sure everything is okay.
Reviewed on Sep 23, 2025
4 Night Honeymoon vacations in Chicago
Price found within the past 48 hours. Click for updated prices.
The Royal Sonesta Chicago River North
Downtown Chicago
Save 100% on your flight
Price was ₩1,094,514, price is now ₩691,582 per person
₩691,582
per person
Nov 5 - Nov 9
found 1 day ago
Roundtrip flight included
New York (NYC) to Chicago (ORD)
9.2/10 Wonderful! (2,120 reviews)
Super nice staff. Great location.
Reviewed on Oct 3, 2025
Pendry Chicago
Downtown Chicago
Save 100% on your flight
Price was ₩1,675,004, price is now ₩951,547 per person
₩951,547
per person
Nov 5 - Nov 9
found 1 day ago
Roundtrip flight included
New York (NYC) to Chicago (ORD)
9.4/10 Exceptional! (1,085 reviews)
Excellent location, great restaurants nearby. Nice, spacious rooms.
Reviewed on Oct 3, 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! (3,052 reviews)
"Good"
Reviewed on Oct 2, 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! (1,338 reviews)
"Elevators were congested several mornings---one time down elevator was already completely full starting around the 18th floor, but uselessly stopped 4-5 more times on its way to the lobby."
Reviewed on Oct 3, 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! (1,017 reviews)
"Excellent"
Reviewed on Sep 26, 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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
