Steward Vacations from ￥89,698

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    Save up to ￥109,000 when you book a flight and hotel together*

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The Latest Steward Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

4 out of 5
Downtown Chicago
Price was ￥113,774, price is now ￥89,698 per person
￥89,698
per person
Sep 11 - Sep 13
found 17 hours ago
Roundtrip flight included
Washington (DCA) to Chicago (ORD)
8.4/10 Very Good! (2,079 reviews)
Room was really small and bathroom was smaller. The sink was like 12”x12”.

Reviewed on Aug 1, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was ￥168,504, price is now ￥116,174 per person
￥116,174
per person
Sep 11 - Sep 13
found 17 hours ago
Roundtrip flight included
Washington (DCA) to Chicago (ORD)
9.4/10 Exceptional! (4,770 reviews)

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was ￥179,800, price is now ￥138,332 per person
￥138,332
per person
Sep 11 - Sep 13
found 17 hours ago
Roundtrip flight included
Washington (DCA) to Chicago (ORD)
9.6/10 Exceptional! (1,945 reviews)
Very excellent service

Reviewed on Jul 31, 2026

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Price was ￥128,225, price is now ￥100,296 per person
￥100,296
per person
Sep 11 - Sep 13
found 17 hours ago
Roundtrip flight included
Washington (DCA) to Chicago (ORD)
9.2/10 Wonderful! (1,038 reviews)
This was the best hotel I’ve stayed in in my life. I came here for the first time to Chicago and me and my girl. Upon arrival they gave us a complementary room upgrade. Where are they doing that at so as you can see, I am very happy with our stay so I will recommend this hotel to anybody and I think we might even come back here again. You know any they have good amenities

Reviewed on Jul 30, 2026

Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
Downtown Chicago
Price was ￥111,668, price is now ￥90,778 per person
￥90,778
per person
Sep 11 - Sep 13
found 17 hours ago
Roundtrip flight included
Washington (DCA) to Chicago (ORD)
9/10 Wonderful! (3,732 reviews)
Great location, clean and beautiful. Elevator from ground to level floor was out several nights and the rooftop was not open.

Reviewed on Aug 1, 2026

Find the Best Steward Vacation Packages

Steward Hotel Deals

Super 8 by Wyndham Rochelle

Super 8 by Wyndham Rochelle

2 out of 5
601 E Highway 38 Rochelle IL
Fully refundableReserve now, pay when you stay
The price is ￥10,569 per night from Aug 13 to Aug 14
￥10,569
￥11,730 total
Aug 13 - Aug 14
includes taxes & fees
8.2/10 Very Good! (1,002 reviews)
"Clean room. Helpful front desk. Great crash on the way thru"

Reviewed on Jul 30, 2026

Super 8 by Wyndham Rochelle
Hampton Inn DeKalb, IL

Hampton Inn DeKalb, IL

3 out of 5
663 S. Annie Glidden Road DeKalb IL
Fully refundableReserve now, pay when you stay
The price is ￥19,684 per night from Aug 20 to Aug 21
￥19,684
￥22,337 total
Aug 20 - Aug 21
includes taxes & fees
Hampton Inn DeKalb, IL
Quality Inn Rochelle

Quality Inn Rochelle

2.5 out of 5
567 E IL Route 38 Rochelle IL
Fully refundable
The price is ￥10,656 per night from Aug 31 to Sep 1
￥10,656
￥11,826 total
Aug 31 - Sep 1
includes taxes & fees
6.8/10 (448 reviews)
"TV was great"

Reviewed on Jul 25, 2026

Quality Inn Rochelle
See all 33 properties in Steward
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 does a Steward vacation package cost?
You can pick up a vacation package to this top destination from ￥89,698 on Expedia. However, how much your vacation to Steward costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to Steward?
January, February and November are great times to look for cheap Steward vacation packages. Opting to travel in less busy months means you can usually find better prices on accommodations and flights.
How many days is enough for Steward?
The ideal duration for your Steward vacation depends on what you'd like to do and see. Generally, a few days to a week will give you enough time to hit all the main attractions and discover some hidden gems along the way.
How to find the best Steward package deals?
Use Expedia's filter tool to find some fabulous Steward package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or look for Steward package deals in the off-peak season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package well in advance.
Is it cheaper to book a Steward vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your flight, hotel and car rental into one great-value price and enjoy significant savings. You'll typically get a better deal than booking each component individually. And you'll still get the flexibility to create a customized Steward vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Steward?
If you have your Steward vacation dates confirmed, book as soon as you can to score some incredible deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spontaneous adventures? Our last-minute deals are great for setting off on a whim.
How to plan a trip to Steward?

  1. Choose your travel dates: The things you plan to do in Steward and your favorite season can help you decide when to get away.
  2. Set your budget: Consider expenses such as transportation, flights and meals when calculating how much to put aside for your trip to Steward. Then, pick a property that works with your budget, whether that's an economical option or a deluxe retreat.
  3. Determine how many days away: Start by listing all the attractions and activities you want to experience in Steward. Then, estimate how long you'll need for each, along with any travel time.
  4. Bundle your accommodations and airfare: Once you've settled on your dates and duration, book the right Steward vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.