Deals on vacations and trips to Steward

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Steward flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $823, price is now $461 per person
$461
per person
Mar 14 - Mar 18
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
This hotel features 2 bars/lounges and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy a meal from the restaurant and free buffet breakfast each morning.
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $835, price is now $473 per person
$473
per person
Mar 11 - Mar 15
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
This aparthotel features a 24-hour gym and a seasonal outdoor pool. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. Enjoy the a rooftop terrace and perks like free WiFi.
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,331, price is now $761 per person
$761
per person
Mar 14 - Mar 18
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
A full-service spa, an indoor pool, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly dining, and in-room childcare. Enjoy the gym and perks like free WiFi.
The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $882, price is now $509 per person
$509
per person
Mar 14 - Mar 18
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. A coffee shop, a snack bar/deli, and luggage storage are also on offer.
Hilton Grand Vacations Club Chicago Magnificent Mile

Hilton Grand Vacations Club Chicago Magnificent Mile

3.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $930, price is now $541 per person
$541
per person
Mar 14 - Mar 18
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
This hotel features a restaurant, a gym, and a poolside bar. Enjoy the seasonal outdoor pool and perks like free WiFi. Self parking, a 24-hour business center, and a coffee shop are also offered.

Top Steward hotels deals

Hampton Inn DeKalb, IL

Hampton Inn DeKalb, IL

3 out of 5
663 S. Annie Glidden Road DeKalb IL
Free Cancellation
Reserve now, pay when you stay
$114 nightly
The price is $129 total per night
$129 total
Jan 2 - Jan 3, 2026
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Free self parking, express check-in, and express check-out are also offered.
Pool
Breakfast included
Country Inn & Suites by Radisson, Sycamore, IL

Country Inn & Suites by Radisson, Sycamore, IL

2.5 out of 5
1450 South Peace Road Sycamore IL
Free Cancellation
$93 nightly
The price is $103 total per night
$103 total
Jan 25 - Jan 26, 2026
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like full breakfast and free self parking.
Pool
Breakfast included
Home2 Suites by Hilton Dekalb

Home2 Suites by Hilton Dekalb

3 out of 5
575 S ANNIE GLIDDEN RD DeKalb IL
Free Cancellation
Reserve now, pay when you stay
$130 nightly
The price is $148 total per night
$148 total
Jan 16 - Jan 17, 2026
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included
Comfort Inn DeKalb - University Area

Comfort Inn DeKalb - University Area

2.5 out of 5
W Lincoln Hwy, 1314,1314 DeKalb IL
Free Cancellation
Reserve now, pay when you stay
$71 nightly
The price is $81 total per night
$81 total
Jan 7 - Jan 8, 2026
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the 24-hour business center and free internet in public areas. Enjoy the gym and conveniences like a 24-hour front desk and free newspapers.
Breakfast included
Pet friendly
Motel 6 Sycamore, IL

Motel 6 Sycamore, IL

2 out of 5
1860 Dekalb Ave Sycamore IL
Free Cancellation
Reserve now, pay when you stay
$69 nightly
The price is $77 total per night
$77 total
Dec 26 - Dec 27
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A snack bar/deli is provided and the front desk is staffed around-the-clock.
Pet friendly
Parking included
Super 8 by Wyndham Rochelle

Super 8 by Wyndham Rochelle

2 out of 5
601 E Highway 38 Rochelle IL
Free Cancellation
Reserve now, pay when you stay
$58 nightly
The price is $65 total per night
$65 total
Jan 12 - Jan 13, 2026
Total with taxes and fees
This motel features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free on-the-go breakfast each morning. The front desk is staffed around-the-clock and free newspapers are on offer.
Breakfast included
Parking included
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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

How much are vacation packages to Steward?
Starting as low as $461, hotel and flight packages are a great way to stretch your travel budget. Get ready Steward — here you come!
Where can I get the best vacation package deals for Steward?
Travelocity is the only place you need to go to score an amazing Steward package deal. Choose from 400 air carriers and 1,000,000 properties worldwide and put together a travel itinerary that's right for you. With so many options at hand, it's easy to organize your next great adventure.
Why should I purchase my Steward vacation bundle via Travelocity?
We offer 24/7 support, top-notch service and a Price Match Guarantee. Life is one big journey — and we have amazing destinations for you to journey to all over the world. Travel with us and make your hip pocket happy.
Can I save money on my Steward car rental if I bundle it with my hotel or flight?
Sure can — bundle your hotel, car and flight into a Steward vacation package and you'll save a tidy sum. With so many places to explore in the Steward area, that set of wheels will make exploring a breeze. Once you've buckled yourself in, turn up the stereo and head to Wrigley Field, a well-known sight approximately 70 mi from Steward.
Which airport is best for Steward?
O'Hare Intl. Airport (ORD) is popular. You'll find it approximately 60 mi east of Steward. Other options worth checking out are Rockford, IL (RFD-Greater Rockford) (25 mi away from central Steward) and Lewis University Airport (LOT) (50 mi away from central Steward).

Photos of local treasures

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