
Steward Vacation Packages
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Your Steward Vacation
Our vacation packages to Steward let you create your own adventure. Tailor your journey to your interests and style and make every moment count in this interesting city. There's loads to do and see during your trip to Steward, including Rochelle Railroad Park and Chicagoland Skydiving Center. Whoever you're escaping with and whether your budget is big or small, your dream Steward vacation is only clicks away with Expedia.
Top Steward Vacation Deals
Price found within the past 48 hours. Click for updated prices.


Hotel Riu Plaza Chicago
Downtown Chicago
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,122 reviews)
At check-in, Alexander at the front desk was very personable and helpful. There is a public parking garage immediately across the street which made it really convenient. The hotel also offered a discount for the parking. The room is spacious and clean. The rooftop on the 27th floor has amazing views. The glass platform is really cool. I would definitely stay at this Riu hotel in Chicago again.
Reviewed on Jul. 26, 2025

Level Chicago – Old Town
Downtown Chicago
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (324 reviews)
I liked the hotel room's kitchen and it is very nice, however VERY small. The pool/amenities are also very nice. One major challenge was there was a last minute change to the location of our reservation from old town to fulton market. They did communicate the change and provided a discount, however, this occurred the day before our trip.
The check-in process was also very disorganized and confusing. Information easily accessible in the reservation was not used, requiring extra check-in time. They told us a crib was available, and later found only a pack and play. I requested bedding for the pull out 4 times before someone brought them. Overall, management needs to improve their operations.
Reviewed on Jul. 21, 2025


Hotel Felix River North/Magnificent Mile
Downtown Chicago
per person
Sep 18 - Sep 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.2/10 Very Good! (1,842 reviews)
The front desk staff was stellar! I cannot remember her name but she was training a new woman. She was amazing. They both were. She answered ALL of my many questions with grace and kindness. She was professional and helpful with recommendations for city dining as well. Thank you! I will be visiting again!
Reviewed on Jul. 25, 2025
Steward Hotel Deals

Country Inn & Suites by Radisson, Sycamore, IL
1450 South Peace Road, Sycamore, IL
Fully refundableReserve now, pay when you stay
The price is CA $111 per night from Aug 3 to Aug 4
CA $111
CA $123 total
Aug 3 - Aug 4
includes taxes & fees
8.6/10 Excellent! (837 reviews)
Just an overnite stay.
"The decor/furnishings were a bit dated, but you could tell that mgmt has worked to keep the hotel clean. I was impressed with the bedding, shower water pressure, staff friendliness and the breakfast options."
Reviewed on Jul. 24, 2025

Hampton Inn DeKalb, IL
663 S. Annie Glidden Road, DeKalb, IL
Fully refundableReserve now, pay when you stay
The price is CA $166 per night from Aug 3 to Aug 4
CA $166
CA $188 total
Aug 3 - Aug 4
includes taxes & fees
9.2/10 Wonderful! (930 reviews)
"Staff was super helpful! The beds were comfy. The room was clean. The breakfast was better than most. It was pretty good with many options. It was within walking distance for dining options. Dekalb IL was a pleasant surprise. It was a a nice city and seems safe. We would stay again."
Reviewed on Jul. 20, 2025

Home2 Suites by Hilton Dekalb
575 S ANNIE GLIDDEN RD, DeKalb, IL
Fully refundableReserve now, pay when you stay
The price is CA $197 per night from Aug 6 to Aug 7
CA $197
CA $223 total
Aug 6 - Aug 7
includes taxes & fees
9.2/10 Wonderful! (350 reviews)
"Good nights sleep, quiet, safe, nice park next door for walks around the pond"
Reviewed on Jul. 21, 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.