Oglesby Holidays
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Top Flight + Hotel Deals in Oglesby
Price found within the past 48 hours. Click for updated prices.
Arlo Chicago
Downtown Chicago
Price was €617, price is now €476 per person
€476
per person
2 Jan - 6 Jan
found 13 hours ago
Return flight included
Toronto (YYZ) to Chicago (ORD)
9.2/10 Wonderful! (1,852 reviews)
The room was really clean and the staff was very friendly and accommodating
Reviewed on 10 Nov 2025
Pendry Chicago
Downtown Chicago
Price was €795, price is now €564 per person
€564
per person
2 Jan - 6 Jan
found 13 hours ago
Return flight included
Toronto (YYZ) to Chicago (ORD)
9.4/10 Exceptional! (1,110 reviews)
Very nice, service was stellar, the bed was super comfortable, location perfect for our activities. Bar and resturaunt inviting and comfortable. We will definitely return on our next visit to Chicago.
Reviewed on 9 Nov 2025
theWit Chicago, a Hilton Hotel
Downtown Chicago
Price was €611, price is now €485 per person
€485
per person
2 Jan - 6 Jan
found 13 hours ago
Return flight included
Toronto (YYZ) to Chicago (ORD)
9/10 Wonderful! (1,011 reviews)
My room was very clean. The stay was very friendly and helpful. Check-in was a breeze. Since my room was ready they even let me check in early!
There are 2 restaurants in this hotel. We had drinks at the one near the lobby and we ate at the ROOF. The food was delish! The environment was fun. We were worried that it was going to be more for the 20 something crowd, but there were adults of every age there.
This hotel is also just steps from The Chicago Theatre which makes it super convenient when seeing an event there.
Reviewed on 10 Nov 2025
Chicago Athletic Association, a Hyatt Hotel
Downtown Chicago
Price was €648, price is now €519 per person
€519
per person
2 Jan - 6 Jan
found 13 hours ago
Return flight included
Toronto (YYZ) to Chicago (ORD)
9/10 Wonderful! (1,001 reviews)
Great stay as always- beautiful property, rooms, Game Room is a gem, and excellent staff; just a couple notes:
Bring back The Milk Room!
The lobby seating was less inviting with so much turned over to assigned-seating dining.
Can the hotel offer at least complimentary coffee/tea for guests? I prepaid for breakfast but still had to pay $5 per cup of coffee.
Reviewed on 9 Nov 2025
Top hotels in Oglesby
Days Inn by Wyndham Oglesby/ Starved Rock
120 N Lewis Ave, Oglesby, IL
Fully refundableReserve now, pay when you stay
The price is €77 per night from 11 Nov to 12 Nov
€77
11 Nov - 12 Nov
includes taxes & fees
8/10 Very Good! (1,004 reviews)
Everything was fine. Very affordable and I would stay again. The breakfast menu was severely limited, but the area in the lobby isn’t really conducive for providing workable space for the typical free breakfast setup.
Reviewed on 31 Oct 2025
Best Western Oglesby Inn
900 Holiday Street, Oglesby, IL
Fully refundableReserve now, pay when you stay
The price is €95 per night from 14 Nov to 15 Nov
€95
14 Nov - 15 Nov
includes taxes & fees
8.2/10 Very Good! (1,000 reviews)
We had an easy check in. The room was clean and the breakfast fine.
Reviewed on 27 Oct 2025
Starved rock area country ranch
Oglesby
The price is €227 per night from 11 Nov to 12 Nov
€227
11 Nov - 12 Nov
includes taxes & fees
9.2/10 Wonderful! (22 reviews)
Beautiful property and a nice kitchen.
Reviewed on 29 Sept 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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