
Sycamore Holidays
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Top Flight + Hotel Deals in Sycamore
Price found within the past 48 hours. Click for updated prices.

theWit Chicago, a Hilton Hotel
Downtown Chicago
Price was €1,169, price is now €779 per person
€779
per person
2 Nov - 7 Nov
found 14 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (1,008 reviews)
The service was excellent, they made my birthday very special!
Reviewed on 19 Aug 2025

Trump International Hotel & Tower Chicago
Downtown Chicago
Price was €1,927, price is now €1,160 per person
€1,160
per person
2 Nov - 7 Nov
found 14 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,679 reviews)
This property is beautiful and located in a great area.
Reviewed on 19 Aug 2025

The Langham, Chicago
Downtown Chicago
Price was €1,782, price is now €1,218 per person
€1,218
per person
2 Nov - 7 Nov
found 14 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.8/10 Exceptional! (1,004 reviews)
Phenomenal service. Exactly how a 5* hotel should be run. Everything was perfect.
Reviewed on 12 Aug 2025

Chicago Athletic Association, a Hyatt Hotel
Downtown Chicago
Price was €1,282, price is now €879 per person
€879
per person
2 Nov - 7 Nov
found 14 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (1,001 reviews)
One of the tvs didnt work, and neither did the room phone. Dislike the texting communication, and having to go thru 3rd party just to call front desk.
Reviewed on 17 Aug 2025

The Peninsula Chicago
Downtown Chicago
Price was €2,287, price is now €1,575 per person
€1,575
per person
2 Nov - 7 Nov
found 11 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.8/10 Exceptional! (1,004 reviews)
This is a truly luxurious hotel. I highly recommend it. You can not find a better hotel in Chicago
Reviewed on 20 Aug 2025
Top hotels in Sycamore

Country Inn & Suites by Radisson, Sycamore, IL
1450 South Peace Road, Sycamore, IL
Fully refundable
The price is €88 per night from 31 Aug to 1 Sept
€88
31 Aug - 1 Sept
includes taxes & fees
8.6/10 Excellent! (865 reviews)
"The bed was super comfortable. The pillows were amazing."
Reviewed on 10 Aug 2025

Best Western Sycamore Inn
1935 Dekalb Ave, Sycamore, IL
Fully refundableReserve now, pay when you stay
The price is €96 per night from 2 Sept to 3 Sept
€96
2 Sept - 3 Sept
includes taxes & fees
8/10 Very Good! (349 reviews)
"The hotel is well located, the staff is friendly and diligent, and the rooms are impeccably clean. The breakfast is standard for this class. It's a good place to stay at a reasonable cost. The floor laminate is coming loose in some areas, and the internet connection could be improved."
Reviewed on 15 Aug 2025

Motel 6 Sycamore, IL
1860 Dekalb Ave, Sycamore, IL
Fully refundableReserve now, pay when you stay
The price is €66 per night from 31 Aug to 1 Sept
€66
31 Aug - 1 Sept
includes taxes & fees
7.6/10 Good! (566 reviews)
"You get what you pay for. It's not terrible, but it's not great. It just is. The staff are fine people."
Reviewed on 3 Aug 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.