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
Price was CA $2,293, price is now CA $1,451 per person
CA $1,451
per person
Jun 4 - Jun 8
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Chicago (ORD)
9.4/10 Exceptional! (3,495 reviews)
The staff was very kind and check in/out was quick. Great breakfast buffet!
Reviewed on Mar 24, 2026
Level Chicago Fulton Market
Downtown Chicago
Price was CA $2,311, price is now CA $1,451 per person
CA $1,451
per person
May 7 - May 11
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (421 reviews)
10/10 makes you feel at home. One of the best hotels I’ve ever stayed in.
Reviewed on Mar 23, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was CA $2,347, price is now CA $1,510 per person
CA $1,510
per person
Jun 4 - Jun 8
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Chicago (ORD)
9.4/10 Exceptional! (2,401 reviews)
Rooms are nice, great view, valet parking is great
Reviewed on Mar 24, 2026
Steward Hotel Deals
Hampton Inn DeKalb, IL
663 S. Annie Glidden Road DeKalb IL
Fully refundableReserve now, pay when you stay
The price is CA $156 per night from Mar 30 to Mar 31
CA $156
CA $178 total
Mar 30 - Mar 31
includes taxes & fees
9.4/10 Exceptional! (1,002 reviews)
Clean and professional staff
Reviewed on Mar 24, 2026
Best Western Sycamore Inn
1935 Dekalb Ave Sycamore IL
Fully refundableReserve now, pay when you stay
The price is CA $131 per night from Mar 31 to Apr 1
CA $131
CA $146 total
Mar 31 - Apr 1
includes taxes & fees
8.2/10 Very Good! (404 reviews)
We really enjoyed our stay at this Best Western. Hot breakfast with protein everyday. Every staff member from desk to housekeeper were the friendliest we have ever encountered at a motel! Comfortable bed in rooms with mood lighting. I can’t say enough good about our stay. The entrance drive into ...
Reviewed on Mar 21, 2026
Country Inn & Suites by Radisson, Sycamore, IL
1450 South Peace Road Sycamore IL
8.6/10 Excellent! (986 reviews)
Pool is being renovated, which they don’t advertise until you check in. Breakfast was terrible. I couldn’t get one bite of the omelette down, even doused in hot sauce/spices. Roooms are outdated and probably have not been renovated since its original build. Television is from the same mid 2000’s ...
Reviewed on Mar 14, 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.
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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.
