Shabbona Holidays
- Plan, book, travel with confidence
- Better togetherSave up to S$134 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Shabbona Flight & Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Hyatt Place Chicago/Downtown - The Loop
Downtown Chicago
Price was S$2,686, price is now S$2,396 per person
S$2,396
per person
29 May - 31 May
found 1 day ago
Return flight included
Singapore (SIN) to Chicago (ORD)
8.8/10 Excellent! (1,201 reviews)
We flew all night and were very tired when we arrived at the property. We were so grateful to be able to check in early.
Reviewed on 9 Mar, 2026
Hotel Riu Plaza Chicago
Downtown Chicago
Price was S$3,187, price is now S$2,412 per person
S$2,412
per person
29 May - 31 May
found 1 day ago
Return flight included
Singapore (SIN) to Chicago (ORD)
9.4/10 Exceptional! (3,438 reviews)
Everything was great, except for the rooftop that was not open because which was the main reason we chose this hotel
Reviewed on 10 Mar, 2026
Arlo Chicago
Downtown Chicago
Price was S$2,970, price is now S$2,593 per person
S$2,593
per person
29 May - 31 May
found 1 day ago
Return flight included
Singapore (SIN) to Chicago (ORD)
9.4/10 Exceptional! (2,002 reviews)
Friendly staff, very helpful and approachable. The rooms were clean and I pay attention to these things, the room was immaculate upon checkin. I appreciated the lovely in-room espresso machine too. Good breakfast from the onsite restaurant. There’s also coffee, donuts and bubble tea cafes right across Michigan ave. Close to the art institute, the orange and red lines, and more I am sure. Highly recommend the Arlo for your stay in downtown Chicago.
Reviewed on 9 Mar, 2026
Sports Illustrated Resorts Chicago
Downtown Chicago
Price was S$2,896, price is now S$2,583 per person
S$2,583
per person
29 May - 31 May
found 1 day ago
Return flight included
Singapore (SIN) to Chicago (ORD)
9.2/10 Wonderful! (1,407 reviews)
Check in was quick and easy, room was clean and spacious
Reviewed on 9 Mar, 2026
Eurostars Magnificent Mile
Downtown Chicago
Price was S$2,908, price is now S$2,595 per person
S$2,595
per person
29 May - 31 May
found 1 day ago
Return flight included
Singapore (SIN) to Chicago (ORD)
9/10 Wonderful! (3,285 reviews)
I stayed in the pano room in the 25th floor. Bed was super uncomfortable, but views and room was amazing.
Reviewed on 11 Mar, 2026
Top hotels in Shabbona
Hampton Inn DeKalb, IL
663 S. Annie Glidden Road DeKalb IL
Fully refundableReserve now, pay when you stay
The price is S$166 per night from 29 Mar to 30 Mar
S$166
29 Mar - 30 Mar
includes taxes & fees
9.4/10 Exceptional! (1,007 reviews)
Nice clean room conveniently located.
Reviewed on 10 Mar, 2026
Best Western Sycamore Inn
1935 Dekalb Ave Sycamore IL
Fully refundableReserve now, pay when you stay
The price is S$129 per night from 15 Mar to 16 Mar
S$129
15 Mar - 16 Mar
includes taxes & fees
8.2/10 Very Good! (400 reviews)
Great stay
Reviewed on 9 Mar, 2026
Country Inn & Suites by Radisson, Sycamore, IL
1450 South Peace Road Sycamore IL
8.6/10 Excellent! (985 reviews)
Very clean, comfortable bed, no odors. Dated, but was undergoing exceptional remodeling, so should like new by then end of 2026 or sooner. Quiet business district with quality local restaurants nearby.
Reviewed on 8 Mar, 2026
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.
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
