Naperville Vacations from NT$43,751

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The Latest Naperville Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Price was NT$51,283, price is now NT$43,751 per person
NT$43,751
per person
Jan 23 - Jan 26
found 3 hours ago
Roundtrip non-stop flight included
Taipei (TPE) to Chicago (ORD)
9.2/10 Wonderful! (1,358 reviews)

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was NT$58,257, price is now NT$46,738 per person
NT$46,738
per person
Jan 23 - Jan 26
found 3 hours ago
Roundtrip non-stop flight included
Taipei (TPE) to Chicago (ORD)
9.4/10 Exceptional! (5,555 reviews)
Great location, nice rooms, nice rooftop bar and large breakfast buffet included.

Reviewed on 2026/10/28

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was NT$63,081, price is now NT$53,150 per person
NT$53,150
per person
Jan 23 - Jan 26
found 3 hours ago
Roundtrip non-stop flight included
Taipei (TPE) to Chicago (ORD)
9.6/10 Exceptional! (2,057 reviews)

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Price was NT$56,175, price is now NT$48,342 per person
NT$48,342
per person
Jan 23 - Jan 26
found 3 hours ago
Roundtrip non-stop flight included
Taipei (TPE) to Chicago (ORD)
9.2/10 Wonderful! (1,149 reviews)
What a fun and unique stay… a condo where non-sold units are rented. Spotlessly clean, think never lived in (but had been occupied), digital security to maximize safety at all times, located in a hip and vibrant River North neighborhood - lovely restaurants/bars, spas, shopping, etc. On-site parking, staff most helpful (love Joy - the evening auditor). The amenities including gym, rooftop gathering and more….slept like a rock with the bedroom windows open to the balcony….little noise. A perfect stay at a fantastic rate. With Expedia gold membership saved 83%. Check out the space and the Expedia app for bookings!

Reviewed on 2026/10/28

The Talbott, Autograph Collection

The Talbott, Autograph Collection

4.5 out of 5
Downtown Chicago
Price was NT$52,134, price is now NT$45,036 per person
NT$45,036
per person
Jan 23 - Jan 26
found 3 hours ago
Roundtrip non-stop flight included
Taipei (TPE) to Chicago (ORD)
9.4/10 Exceptional! (185 reviews)

Find the Best Naperville Vacation Packages

Naperville Hotel Deals

DoubleTree by Hilton Lisle Naperville

DoubleTree by Hilton Lisle Naperville

4 out of 5
3003 Corporate West Dr Naperville IL
Fully refundableReserve now, pay when you stay
The price is NT$2,894 per night from Nov 8 to Nov 9
NT$2,894
NT$3,211 total
Nov 8 - Nov 9
includes taxes & fees
DoubleTree by Hilton Lisle Naperville
Hotel Arista

Hotel Arista

4.5 out of 5
2139 City Gate Ln Naperville IL
Fully refundableReserve now, pay when you stay
The price is NT$5,751 per night from Nov 8 to Nov 9
NT$5,751
NT$6,896 total
Nov 8 - Nov 9
includes taxes & fees
Hotel Arista
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
The price is NT$5,925 per night from Nov 28 to Nov 29
NT$5,925
NT$6,955 total
Nov 28 - Nov 29
includes taxes & fees
8.6/10 Excellent! (2,585 reviews)
"Quick stay for overnight connection at ORD. Hotel was very convenient as you can walk from terminal to the hotel with clear signage. It was expensive but worth it to get few hours of sleep."

Reviewed on 2026/10/29

Hilton Chicago O'Hare Airport
See all 1,477 properties in Naperville
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.

Stay near popular Naperville attractions

A river reflecting lights, surrounded by bare trees and a snow-covered path.

Riverwalk Park

9.2/10 (99 reviews)
The Naperville Riverwalk winds along the DuPage River with brick paths, fountains, and covered bridges. Visitors can enjoy peaceful strolls through landscaped gardens or rent paddleboats at the scenic Quarry.
See properties

Frequently asked questions

How much does a Naperville vacation package cost?
You can pick up a vacation package to this popular destination from NT$43,751 on Expedia. However, how much your vacation to Naperville costs will depend on the season, hotel choice and length of stay.
What are the cheapest months to go to Naperville?
December, January and February are the best times to search for cheap Naperville vacation packages. Traveling in quieter periods means you can generally find lower prices on accommodations and flights.
How many days is enough for Naperville?
The ideal duration of your Naperville vacation depends on what you'd like to do and see. Typically, a few days to a week will give you plenty of time to visit all the leading sights and explore some hidden treasures along the way.
Is it worth booking a vacation package to Naperville?
Whether you're looking to visit attractions such as Riverwalk and Riverwalk Park on your Naperville vacation, or coming for its excellent golfing, walking trails and history, there's something for everyone here. With so much to see and do, you'll soon find out why so many families think Naperville is a good vacation destination.
How to find the best Naperville package deals?
Use Expedia's handy filters to help you find some great Naperville package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your break for midweek, or browse for Naperville package deals in the off-season. Play around with your travel dates and you may score even bigger 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 Naperville vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You'll typically land a better deal than booking each component individually. And you'll still enjoy the flexibility to create a tailored Naperville vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to Naperville?
If you have your Naperville vacation dates finalized, book early to snap up some outstanding deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are ideal for traveling on a whim.
How to plan a trip to Naperville?

  1. Pick the right time to travel: Your schedule, favorite season and the type of weather you enjoy can all influence your decision on when to go to Naperville.
  2. Budget wisely: As well as the cost of your accommodations, you should consider other expenses. These include transportation, food and flights. Also, put aside a little extra for unexpected expenses that could arise during your trip to Naperville.
  3. Work out your trip length: Consider how long you want to spend exploring Naperville. Plan your itinerary so you can get to all the experiences and attractions you're interested in at a comfortable pace.
  4. Combine your flights and hotel: Awesome destination, check. Length of stay, check. All that's left now is to find a Naperville vacation package that brings all your bookings together.

Explore a world of travel with Expedia

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