
Ogle County Holidays
Photo by Rockford Area Convention & Visitors Bureau
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Top Flight + Hotel Deals in Ogle County
Price found within the past 48 hours. Click for updated prices.

Hilton Garden Inn Chicago Downtown South Loop
Downtown Chicago
Save 100% on your flight
per person
24 Sept - 2 Oct
found 14 hours ago
Return direct flight included
Shannon (SNN) to Chicago (ORD)
8.8/10 Excellent! (1,617 reviews)
Okay Hilton, weird room setup but good location near Columbia College. Comfy bed, nice bathroom. Pretty loud so wore earplugs at night.
Reviewed on 12 Aug 2025

Level Chicago - River North
Downtown Chicago
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per person
24 Sept - 2 Oct
found 14 hours ago
Return direct flight included
Shannon (SNN) to Chicago (ORD)
9/10 Wonderful! (654 reviews)
Quick and easy check in. Parking in their private garage was breeze. Plenty of space, mostly empty, and our vehicle could stay in the garage until 2:00 PM the next day. Beautiful 1 BR condo. Full kitchen, beautiful views of the city on the balcony and from the living room, and very clean space overall. Need your key card for just about everything (pool, lounge, some of the outdoor bathrooms, elevators, etc.).
Reviewed on 27 Jul 2025

Staypineapple, An Iconic Hotel, The Loop
Downtown Chicago
Save 100% on your flight
per person
24 Sept - 2 Oct
found 14 hours ago
Return direct flight included
Shannon (SNN) to Chicago (ORD)
9.4/10 Exceptional! (1,007 reviews)
Almost everything was perfect about the property and our stay - and we are planning to return.
Our ONLY criticism is that the bathroom (#805) needed some "deep cleaning": The seal/grout around the tub was mold-stained, and the floor tile grout was in dire need of a good deep cleaning.
But for that, everything was pretty much perfect. We love the building, the location, and the view down State Street. The bedding was luxurious, though in the warm weather we wish there was a "lighter" option than the wonderful "coverlet" provided.
Reviewed on 12 Aug 2025

Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
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per person
24 Sept - 2 Oct
found 14 hours ago
Return direct flight included
Shannon (SNN) to Chicago (ORD)
9.2/10 Wonderful! (277 reviews)
Ran into some confusion with my credit card. It was used at check in and then they said they didn’t have it
Reviewed on 9 Aug 2025

Trump International Hotel & Tower Chicago
Downtown Chicago
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per person
18 Sept - 22 Sept
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,679 reviews)
Terrace 16 resto has the best view in Chicago outstanding service.
Hotel is located right next to the river cruises.
Walgreens is 3 minutes away by foot.
Very safe neighborhood several excellent restaurants within 10 minutes on foot.
Try Wildberry resta for breakfast excellent food.
Sanda for Asian food and Grand Boucher French
The pizza place next to hotel (bonjiourno) overrated and subpar
Reviewed on 12 Aug 2025
Top hotels in Ogle County

Comfort Inn & Suites Rochelle - DeKalb
1133 N 7th St, Rochelle, IL
Fully refundableReserve now, pay when you stay
The price is €86 per night from 17 Aug to 18 Aug
€86
17 Aug - 18 Aug
includes taxes & fees
7.8/10 Good! (423 reviews)
"Desk personnel were pleasant & helpful. Rooms were clean & comfortable. Breakfast was hot & tasty!"
Reviewed on 7 Aug 2025

Super 8 by Wyndham Rochelle
601 E Highway 38, Rochelle, IL
Fully refundableReserve now, pay when you stay
The price is €61 per night from 14 Aug to 15 Aug
€61
14 Aug - 15 Aug
includes taxes & fees
8/10 Very Good! (911 reviews)
"Nb"
Reviewed on 11 Aug 2025

Quality Inn
567 E IL Route 38, Rochelle, IL
Fully refundableReserve now, pay when you stay
The price is €63 per night from 31 Aug to 1 Sept
€63
31 Aug - 1 Sept
includes taxes & fees
6.6/10 (375 reviews)
"The woman at the front desk I can’t remember her name but she was amazing, helpful, friendly and really went above and beyond to help with whatever I needes"
Reviewed on 24 Jul 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.
Frequently asked questions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.