Steward 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
Steward Flight & Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Grand Royal Hotel O'Hare - Chicago
Price was S$907, price is now S$691 per person
S$691
per person
28 Mar - 4 Apr
found 1 day ago
Return direct flight included
Syracuse (SYR) to Chicago (ORD)
5.8/10 (215 reviews)
Friendly front desk, easy and convenient for my overnight layover in Chicago
Reviewed on 7 Nov, 2025
Hilton Chicago O'Hare Airport
O'Hare
Save 100% on your flight
Price was S$2,021, price is now S$1,404 per person
S$1,404
per person
28 Mar - 4 Apr
found 1 day ago
Return direct flight included
Syracuse (SYR) to Chicago (ORD)
8.2/10 Very Good! (2,158 reviews)
Great stay fir early flights
Reviewed on 8 Jan, 2026
Hilton Rosemont Chicago O'Hare
Price was S$1,516, price is now S$1,165 per person
S$1,165
per person
28 Mar - 4 Apr
found 1 day ago
Return direct flight included
Syracuse (SYR) to Chicago (ORD)
8.4/10 Very Good! (1,000 reviews)
The room and staff were extremely friendly, but I specifically requested a room with a bath so I could soak my leg after a surgery. There was absolutely no water pressure when it came to the bath and the drain wouldn't close all the way. For how much I paid I feel like I should have been able to take a bath
Reviewed on 8 Dec, 2025
DoubleTree by Hilton Chicago - Oak Brook
Price was S$1,245, price is now S$957 per person
S$957
per person
28 Mar - 4 Apr
found 1 day ago
Return direct flight included
Syracuse (SYR) to Chicago (ORD)
6.8/10 (1,000 reviews)
Hotel is old and showing its age.
Rooms are old too. Few amenities etc.
Reviewed on 6 Jan, 2026
Top hotels in Steward
Hampton Inn DeKalb, IL
663 S. Annie Glidden Road DeKalb IL
Fully refundableReserve now, pay when you stay
The price is S$167 per night from 18 Jan to 19 Jan
S$167
18 Jan - 19 Jan
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
Room was very clean. Hotel very quiet. All staff that we interacted with was very friendly and helpful.
Reviewed on 6 Jan, 2026
Country Inn & Suites by Radisson, Sycamore, IL
1450 South Peace Road Sycamore IL
Fully refundable
The price is S$121 per night from 19 Jan to 20 Jan
S$121
19 Jan - 20 Jan
includes taxes & fees
8.4/10 Very Good! (958 reviews)
My husband & I came up for the New Year to visit family. I had booked another hotel and we were so disappointed with our accommodations and came here and Syd was so amazing & accommodating! From now on…. This is going to be my home away from home. Breakfast was great, comfortable bed, pillows and ...
Reviewed on 10 Jan, 2026
Home2 Suites by Hilton Dekalb
575 S ANNIE GLIDDEN RD DeKalb IL
Fully refundableReserve now, pay when you stay
The price is S$190 per night from 17 Jan to 18 Jan
S$190
17 Jan - 18 Jan
includes taxes & fees
9.2/10 Wonderful! (411 reviews)
Nice staff clean hotel
Reviewed on 2 Jan, 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.
