Naperville Vacations from ￥263,796

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The Latest Naperville Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
Downtown Chicago
per person
Sep 7 - Sep 14
found 1 day ago
Roundtrip non-stop flight included
Tokyo (NRT) to Chicago (ORD)
8.8/10 Excellent! (1,925 reviews)
Nice place, enjoyed the stay. Was close to Lollapalooza.

Reviewed on Aug 4, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
per person
Sep 12 - Sep 17
found 9 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (1,659 reviews)
Excellent establishment great staff very clean and spacious

Reviewed on Aug 5, 2025

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
per person
Sep 13 - Sep 20
found 16 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (3,359 reviews)
First class property in every respect. Will stay again.

Reviewed on Aug 6, 2025

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
per person
Sep 13 - Sep 20
found 16 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9/10 Wonderful! (652 reviews)
Quick and easy check in. Parking in their private garage was breeze. Plenty of space, mostly empty, and our vehicle could stay in the garage until 2:00 PM the next day. Beautiful 1 BR condo. Full kitchen, beautiful views of the city on the balcony and from the living room, and very clean space overall. Need your key card for just about everything (pool, lounge, some of the outdoor bathrooms, elevators, etc.).

Reviewed on Jul 27, 2025

The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

4.5 out of 5
Downtown Chicago
per person
Sep 13 - Sep 20
found 16 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.2/10 Wonderful! (1,980 reviews)
Communication was great. Offered upgrade immediately and also had gift at check in for my husband, it was his birthday. Very nice staff. Johnnie at front desk was excellent. Very kind.

Reviewed on Aug 6, 2025

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 ￥12,249 per night from Aug 17 to Aug 18
￥12,249
￥13,594 total
Aug 17 - Aug 18
includes taxes & fees
7.8/10 Good! (1,059 reviews)
"We had a great time staying at DoubleTree in Naperville! The staff were friendly, welcoming, professional, and quick to address any issues that came up. They use text to check in on guests, and I shared a concern regarding an iron that wasn’t working - they quickly delivered a new one to my room. ..."

Reviewed on Aug 4, 2025

DoubleTree by Hilton Lisle Naperville
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 ￥17,987 per night from Aug 17 to Aug 18
￥17,987
￥20,052 total
Aug 17 - Aug 18
includes taxes & fees
8.2/10 Very Good! (1,001 reviews)
"The room was already paid for and they told my daughter it wasn’t. She gave the info to the person who was checking in and they told her was not paid for. Even with the reservation email showing paid in full. So she paid it to gain access to the room. My fiancée had to call and they still want to ..."

Reviewed on Aug 4, 2025

Embassy Suites by Hilton Chicago Naperville
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 ￥26,389 per night from Aug 29 to Aug 30
￥26,389
￥30,979 total
Aug 29 - Aug 30
includes taxes & fees
8/10 Very Good! (2,090 reviews)
"convenient if flying out early"

Reviewed on Aug 6, 2025

Hilton Chicago O'Hare Airport
See all 1,396 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.

Discover the most popular places to visit in Naperville

Wrigley Field featuring cbd, a sporting event and a city

Wrigley Field

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Magnificent Mile - River North showing night scenes, a city and signage

Michigan Avenue

You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Michigan Avenue
Navy Pier featuring a sunset and rides

Navy Pier

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier

What to do in Naperville

River tour boat in Chicago

Architecture River Tour

￥6,122
per adult
96% of travellers recommend
Architecture River Tour
Skyline Queen showcasing the Chicago Skyline!

Chicago Sightseeing River and Lake Cruise

￥6,646
per adult
100% of travellers recommend
Chicago Sightseeing River and Lake Cruise
Couple on a sightseeing boat in Chicago

Skyline Lake Tour

￥4,423
per adult
92% of travellers recommend
Skyline Lake Tour
See all activities in Naperville

Frequently asked questions

How much does a Naperville vacation package cost?
You can pick up a vacation package to this popular destination from ￥263,796 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.

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