Steward Holidays from AU$2,500
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to AU$2,500 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
The Latest Steward holiday deals
- Hotel Felix River North/Magnificent Mile
2 Sept - 5 SeptHotel Felix River North/Magnificent Mile + Flight
Downtown Chicago3 nights4.0 star property8.2/10 - Very good (2,858 reviews)"The staff were friendly and helpful. The rooms are well maintained. In a survey about check in, I mentioned that a mini fridge in the room would be great and maybe about a half hour later, a hotel worker was knocking on my door delivering a mini fridge! I was impressed, we would definitely stay here again. The location is perfect and parking was a breeze."Reviewed July 21, 2026Return • Brisbane (BNE) - Chicago (ORD)BNE - ORD • 1 stop ORD - BNE • 1 stopAU$2,875AU$2,500found 11 hours agoper traveller - Hotel Riu Plaza Chicago
2 Sept - 5 SeptHotel Riu Plaza Chicago + Flight
Downtown Chicago3 nights4.0 star property9.4/10 - Exceptional (4,768 reviews)"Beautiful hotel! Great staff and great rooms. Walking distance to most attractions! Breakfast was nice and they switch it up daily. Would definitely stay here again!"Reviewed July 21, 2026Return • Brisbane (BNE) - Chicago (ORD)BNE - ORD • 1 stop ORD - BNE • 1 stopAU$3,375AU$2,724found 11 hours agoper traveller - Pendry Chicago
2 Sept - 5 SeptPendry Chicago + Flight
Downtown Chicago3 nights4.5 star property9.2/10 - Wonderful (1,144 reviews)Return • Brisbane (BNE) - Chicago (ORD)BNE - ORD • 1 stop ORD - BNE • 1 stopAU$3,445AU$2,788found 11 hours agoper traveller - Level Chicago - River North
2 Sept - 5 SeptLevel Chicago - River North + Flight
Downtown Chicago3 nights4.0 star property9.2/10 - Wonderful (1,038 reviews)"One of the best places we’ve ever stayed. We had an amazing view of downtown Chicago from our floor, and our executive suite was clean and comfortable. We thoroughly enjoyed our stay and would definitely come back. The customer service and our room were excellent."Reviewed July 20, 2026Return • Brisbane (BNE) - Chicago (ORD)BNE - ORD • 1 stop ORD - BNE • 1 stopAU$3,307AU$2,773found 11 hours agoper traveller - Trump International Hotel & Tower Chicago
2 Sept - 5 SeptTrump International Hotel & Tower Chicago + Flight
Downtown Chicago3 nights5.0 star property9.6/10 - Exceptional (1,951 reviews)Return • Brisbane (BNE) - Chicago (ORD)BNE - ORD • 1 stop ORD - BNE • 1 stopAU$3,811AU$3,252found 11 hours agoper traveller
Steward Hotel Deals
Holiday Inn Express Rochelle by IHG
Holiday Inn Express Rochelle by IHG
Country Inn & Suites by Radisson, Sycamore, IL
Country Inn & Suites by Radisson, Sycamore, IL
Comfort Inn DeKalb - University Area
Comfort Inn DeKalb - University Area
Frequently Asked Questions
How much does a Steward holiday package cost?
You can pick up a holiday package to this top destination from AU$2,500 on Expedia. However, how much your holiday 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 holiday packages. Opting to travel in less busy months means you can usually find better prices on accommodation and flights.
How many days is enough for Steward?
The ideal duration for your Steward holiday 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 holiday package well in advance.
Is it cheaper to book a Steward holiday as a package?
Expedia holiday 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 customised Steward holiday by choosing your preferred accommodation type, airline and car class.
When to book a holiday package to Steward?
If you have your Steward holiday 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?
- Choose your travel dates: The things you plan to do in Steward and your favourite season can help you decide when to get away.
- 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.
- 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.
- Bundle your accommodation and airfare: Once you've settled on your dates and duration, book the right Steward holiday package for you.