Naperville Holidays

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    Save up to S$134 when you book a flight and hotel together*
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Naperville Flight & Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
per person
27 Sept - 29 Sept
found 1 day ago
Return flight included
New York (LGA) to Chicago (ORD)
8.2/10 Very Good! (1,842 reviews)
Good location and clean room

Reviewed on 17 Jul, 2025

Arlo Chicago

Arlo Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
27 Sept - 29 Sept
found 1 day ago
Return flight included
New York (LGA) to Chicago (ORD)
9.2/10 Wonderful! (1,785 reviews)
The servers and bartenders at the property were amazing! Gentleman who stored our luggage was polite and extremely attentive!

Reviewed on 16 Jul, 2025

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
27 Sept - 29 Sept
found 1 day ago
Return flight included
New York (LGA) to Chicago (ORD)
9.4/10 Exceptional! (2,053 reviews)
It’s super convenient bc it’s on the pier but beware it’s connected so it’s not its own building. Still we felt safe and it was very clean

Reviewed on 16 Jul, 2025

Virgin Hotels Chicago

Virgin Hotels Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
27 Sept - 29 Sept
found 1 day ago
Return flight included
New York (LGA) to Chicago (ORD)
9.2/10 Wonderful! (1,334 reviews)
I loved the location of the property, and the overall concept of something fun and funky, but I had a "higher end" room, and it was right near the elevator, so I got a lot of noise on that side, plus the El from the other side. The rug wasn't super clean (although the bedding and the rest of the room were a delight). The most annoying thing was the TV. Anything I turned it to, 10 minutes later to the minute, it went back to the Virgin channel #1, here are all our hotels in the world. I really hated having to stay on top of a show, when usually I want the tv on as background while I'm getting ready, etc. Also, this hotel's amenities were oversold, i.e., good luck getting on the rooftop, especially if you just wanted a quiet sip of a drink. I loved the cafe and the staff, though, everyone was very pleasant.

Reviewed on 15 Jul, 2025

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3 out of 5
Downtown Chicago
per person
27 Sept - 29 Sept
found 1 day ago
Return flight included
New York (LGA) to Chicago (ORD)
8.4/10 Very Good! (3,506 reviews)
Family of 6 got two rooms near one another on the same floor. A wonderful property in a great location. We loved it

Reviewed on 16 Jul, 2025

Top hotels in Naperville

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 S$118 per night from 27 Jul to 28 Jul
S$118
27 Jul - 28 Jul
includes taxes & fees
7.8/10 Good! (1,024 reviews)
"Liked everything but no fridge!"

Reviewed on 13 Jul, 2025

DoubleTree by Hilton Lisle Naperville
Motel 6 Naperville, IL

Motel 6 Naperville, IL

2 out of 5
1585 Naperville Wheaton Road, Naperville, IL
Fully refundableReserve now, pay when you stay
The price is S$82 per night from 6 Aug to 7 Aug
S$82
6 Aug - 7 Aug
includes taxes & fees
7.8/10 Good! (1,025 reviews)
"Got a good deal on this room. I was weary based on the looks outside but was pleasantly surprised inside. None of the rooms have microwaves or refrigerators but that didn’t bother me. Safe was friendly and check in was quick. There was a ring type security camera outside the front door for safety. ..."

Reviewed on 14 Jul, 2025

Motel 6 Naperville, IL
Embassy Suites by Hilton Chicago Naperville

Embassy Suites by Hilton Chicago Naperville

3.5 out of 5
1823 Abriter Court, Naperville, IL
Fully refundableReserve now, pay when you stay
The price is S$175 per night from 3 Aug to 4 Aug
S$175
3 Aug - 4 Aug
includes taxes & fees
8.2/10 Very Good! (1,000 reviews)
"Awesome hotel! Quiet rooms, clean, attentive staff, incredible breakfast, great restaurants nearby."

Reviewed on 14 Jul, 2025

Embassy Suites by Hilton Chicago Naperville
See all 1,392 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.

Popular places to visit

Wrigley Field which includes a sporting event, a city and central business district

Wrigley Field

4.5/5(40 reviews)

Chicago’s world-renowned baseball ground, Wrigley Field is an iconic stadium where you can learn about the all-American sport and even catch a game.

Wrigley Field
McCormick Place

McCormick Place

4.5/5(36 reviews)

Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.

McCormick Place
Millennium Park which includes modern architecture, a city and autumn leaves

Millennium Park

4.5/5(147 reviews)

One of Chicago’s main focal points, where locals and visitors flock to see the striking art, architecture and landscape on show.

Millennium Park

What to do in Naperville

River tour boat in Chicago

Architecture River Tour

S$53
per adult
96% of travellers recommend
Architecture River Tour
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

S$52
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See Chicago's magnificent skyline at night!

Chicago By Night River & Lake Cruise

S$58
per adult
94% of travellers recommend
Chicago By Night River & Lake Cruise
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$437 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.