Sterling Vacations from NT$153,780

Book a Hotel + Flight or Car together to unlock savings

    deals illustration
    Better together
    Save up to NT$5,067 when you book a flight and hotel together*
    stays illustration
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    luggage illustration
    Rest easy
    Plan, book, and manage your trip all in one place

The Latest Sterling Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
per person
Aug 26 - Aug 30
found 5 hours ago
Roundtrip non-stop flight included
Kaohsiung (KHH) to Chicago (ORD)
8.8/10 Excellent! (2,238 reviews)
Check in process was smooth and friendly. The river view was breathtaking!

Reviewed on 2025/6/22

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
per person
Aug 26 - Aug 30
found 5 hours ago
Roundtrip non-stop flight included
Kaohsiung (KHH) to Chicago (ORD)
9.4/10 Exceptional! (1,613 reviews)
Great hotel with great staff.

Reviewed on 2025/6/20

The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
per person
Aug 26 - Aug 30
found 5 hours ago
Roundtrip non-stop flight included
Kaohsiung (KHH) to Chicago (ORD)
9.8/10 Exceptional! (1,004 reviews)
Amazing service!! Beautiful hotel!

Reviewed on 2025/6/22

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
per person
Aug 26 - Aug 30
found 5 hours ago
Roundtrip non-stop flight included
Kaohsiung (KHH) to Chicago (ORD)
9/10 Wonderful! (319 reviews)
I had no idea how nice this property would be! I had a full one-bedroom apartment and amazing view and amenities. 10/10, would stay again!

Reviewed on 2025/6/1

Nobu Hotel Chicago

Nobu Hotel Chicago

5 out of 5
Downtown Chicago
per person
Aug 26 - Aug 30
found 5 hours ago
Roundtrip non-stop flight included
Kaohsiung (KHH) to Chicago (ORD)
9.4/10 Exceptional! (678 reviews)
Had a great experience, top notch quality

Reviewed on 2025/5/30

Find the Best Sterling Vacation Packages

Frequently asked questions

How much does a Sterling vacation package cost?
Offering excellent value package deals from NT$153,780 on Expedia, you'll be thrilled with how little a vacation to Sterling costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Sterling?
If you're hoping to book a cheap Sterling vacation package, consider planning a trip in January, February and November. You'll usually find better prices on flights and accommodations during these quieter months --- perfect for a budget-friendly getaway.
How many days is enough for Sterling?
The ideal length of your Sterling vacation depends on what you'd like to do. Typically, a few days to a week will give you plenty of time to go to all the top attractions and discover some hidden treasures along the way.
How to find the best Sterling package deals?
Use Expedia's filters to help you find some fabulous Sterling package deals. When you start your search, simply 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 search for Sterling package deals in the low season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to book your vacation package as soon as possible.
Is it cheaper to book a Sterling vacation as a package?
You can enjoy significant savings on your next Sterling break by booking a tailored vacation package. Click on the "Package" heading, then select your destination and travel dates to browse the best flight and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Sterling?
Land incredible discounts by booking your flights early with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for a spur-of-the-moment Sterling escape.
How to plan a trip to Sterling?

  1. Choose your travel dates: What you'd like to do in Sterling and your preferred season will help you decide when to get away.
  2. Figure out your budget: Ensure you have enough money to pay for everything from transportation and dining out to airfares and activities. Your hotel will probably be the largest expense during your trip to Sterling.
  3. Set the duration of your trip: Start by compiling a list of the activities and sights you'd like to get to in Sterling. Then, estimate how long you'll need at each, along with any travel time.
  4. Combine your flights and hotel: Awesome destination, check. Length of stay, check. All that's left is to pick a Sterling vacation package that brings all your bookings together.

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