Naperville Holidays

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Naperville Flight & Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Eaglewood Resort and Spa

Eaglewood Resort and Spa

S$581
per person
2 Oct - 4 Oct
found 22 hours ago
Return flight included
New York (NYC) to Chicago (ORD)
8.8/10 Excellent! (1,249 reviews)
Nice balcony.

Reviewed on 24 Aug, 2026

Staybridge Suites Chicago O'Hare - Rosemont by IHG

Staybridge Suites Chicago O'Hare - Rosemont by IHG

S$678
per person
2 Oct - 4 Oct
found 22 hours ago
Return flight included
New York (NYC) to Chicago (ORD)
9.2/10 Wonderful! (1,192 reviews)
Chicago Marriott Oak Brook

Chicago Marriott Oak Brook

S$637
per person
2 Oct - 4 Oct
found 22 hours ago
Return flight included
New York (NYC) to Chicago (ORD)
8.4/10 Very good! (1,001 reviews)
Holiday Inn Chicago O'Hare – Rosemont by IHG

Holiday Inn Chicago O'Hare – Rosemont by IHG

S$611
per person
2 Oct - 4 Oct
found 22 hours ago
Return flight included
New York (NYC) to Chicago (ORD)
9/10 Wonderful! (3,140 reviews)
Nice view of planes landing, but still quiet.

Reviewed on 24 Aug, 2026

The Hotel at Midtown

The Hotel at Midtown

Bucktown
S$972
per person
2 Oct - 4 Oct
found 22 hours ago
Return flight included
New York (NYC) to Chicago (ORD)
9/10 Wonderful! (905 reviews)
Food at the restaurant was excellent

Reviewed on 24 Aug, 2026

Top hotels in Naperville

DoubleTree by Hilton Lisle Naperville

DoubleTree by Hilton Lisle Naperville

3003 Corporate West Dr Naperville IL
Fully refundableReserve now, pay when you stay
S$121
2 Sept - 3 Sept
includes taxes & fees
DoubleTree by Hilton Lisle Naperville
Motel 6 Naperville, IL

Motel 6 Naperville, IL

1585 Naperville Wheaton Road Naperville IL
Fully refundableReserve now, pay when you stay
S$81
8 Sept - 9 Sept
includes taxes & fees
Motel 6 Naperville, IL
Best Western Naperville Inn

Best Western Naperville Inn

1617 Naperville Wheaton Rd Naperville IL
Fully refundableReserve now, pay when you stay
S$139
1 Sept - 2 Sept
includes taxes & fees
Best Western Naperville Inn
See all 1,492 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 tall, modern tower in a park with lush green trees and a clear blue sky.

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.
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A large swimming pool with clear turquoise water, surrounded by trees and houses.

Centennial Beach

8.0/10 (96 reviews)
This historic limestone quarry transformed into a swimming beach offers depths up to 15 feet and sandy shores. Enjoy diving boards and floating rafts in the spacious chlorinated waters surrounded by picnic areas.
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A golf course with sand bunkers, a pond, and a winding path.

Arrowhead Golf Club

8.4/10 (26 reviews)
Enjoy a round of golf in Naperville at Arrowhead Golf Club. While in this family-friendly area, you can savour the top-notch restaurants.
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A church interior with ornate columns, a red carpet, and a central altar.

Saints Peter and Paul Catholic Church

7.6/10 (49 reviews)
Gothic beauty meets history at Saints Peter and Paul Catholic Church, DuPage County's oldest parish. Marvel at intricate stained glass windows while attending a traditional Latin Mass in this serene sanctuary.
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A rustic log cabin with a chimney, surrounded by trees and a wooden fence.

Naper Settlement Museum

7.4/10 (36 reviews)
Step back in time at Naper Settlement, a living history museum showcasing 19th-century Naperville through restored buildings. Interact with costumed interpreters demonstrating traditional crafts.
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Riverwalk

9.0/10 (104 reviews)
This scenic 1.75-mile brick path winds along the DuPage River, featuring fountains, bridges, and sculptures. Rent paddleboats on Quarry Lake or simply relax by the Dandelion Fountain in this tranquil urban retreat.
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DuPage Children's Museum

7.8/10 (67 reviews)
The DuPage Children's Museum engages young minds with hands-on STEAM exhibits for ages 0-10. Explore water dynamics at AWEsome Water or build with real tools in the Construction House.
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Dandelion Fountain

After visiting Dandelion Fountain, make a plan to see the other sights and activities in Naperville. Visit the shops and top-notch restaurants in this walkable area.
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What to do in Naperville

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

S$35
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

S$32
per adult
90% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
Chicago's Navy Pier Centennial Wheel Ticket

Chicago's Navy Pier Centennial Wheel Ticket

S$31
per adult
100% of travellers recommend
Chicago's Navy Pier Centennial Wheel Ticket
See all activities in Naperville

Frequently asked questions

How much does a Naperville holiday package cost?
You can pick up a holiday package to this popular destination from S$581 on Expedia. However, how much your holiday 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 holiday packages. Travelling in quieter periods means you can generally find lower prices on accommodation and flights.
How many days is enough for Naperville?
The ideal duration of your Naperville holiday 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 holiday package to Naperville?
Whether you're looking to visit attractions such as Riverwalk and Riverwalk Park on your Naperville holiday, 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 holiday 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 holiday package as soon as possible.
Is it cheaper to book a Naperville holiday as a package?
Expedia holiday 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 holiday by choosing your favourite type of stay, airline and car class.
When to book a holiday package to Naperville?
If you have your Naperville holiday 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 travelling on a whim.
How to plan a trip to Naperville?
  1. Pick the right time to travel: Your schedule, favourite 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 accommodation, 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 holiday 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.