Naperville Vacation Packages

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Your Naperville Vacation

When you organize a vacation package to Naperville, you can relax and enjoy your break knowing that all your travel plans are under control. Discover the many charms of this city while based in a neighborhood like Clarendon Hills, which is great for golfing. Fill your free time with visits to Riverwalk, Promenade Bolingbrook and Bolingbrook Golf Club, some of the top attractions you should see during a trip to Naperville. Expedia can help you escape your daily routine. Tailor your vacation to Naperville to suit your travel style, whatever that may be!

Top Naperville Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
per person
Sep 17 - Sep 20
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,659 reviews)
Bad room service, bad dinner/breakfast service at the restaurants and no house keeping - had to ask for it - and when they finally did they didn’t restock the bar or towels.

Reviewed on Aug. 4, 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
per person
Oct 10 - Oct 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
It's a beautiful and comfortable hotel.

Reviewed on Jul. 22, 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
per person
Oct 10 - Oct 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,049 reviews)
Amazing view, nice room sizes and very clean

Reviewed on Aug. 3, 2025

Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
Downtown Chicago
per person
Oct 10 - Oct 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
8.8/10 Excellent! (3,055 reviews)
Had a lovely stay during the weekend and would likely stay here again in the near future. Staff always greeted me when leaving or entering the building every day and wished me well.

Reviewed on Aug. 4, 2025

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
per person
Oct 10 - Oct 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
8.2/10 Very Good! (1,961 reviews)
I liked that this was easy walking distance to most things. I didn’t like that it didn’t have a mini fridge and when you wanted to call the front desk they barely answered.

Reviewed on Aug. 5, 2025

Ready to book your vacation to Naperville?

 

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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 CA $115 per night from Aug 17 to Aug 18
CA $115
CA $127 total
Aug 17 - Aug 18
includes taxes & fees
7.8/10 Good! (1,055 reviews)
"Comfortable bed, clean room, reasonable price!"

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 CA $168 per night from Aug 24 to Aug 25
CA $168
CA $188 total
Aug 24 - Aug 25
includes taxes & fees
8.2/10 Very Good! (1,013 reviews)
"Very nice staff. Jeffrey who signed us in was above and beyond helpful Thank you Jeffrey"

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 CA $247 per night from Sep 5 to Sep 6
CA $247
CA $290 total
Sep 5 - Sep 6
includes taxes & fees
8/10 Very Good! (2,078 reviews)
"Clean and efficient all around. Helpful location for activities around airport/Rosemont"

Reviewed on Aug. 3, 2025

Hilton Chicago O'Hare Airport
See all 1,394 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Discover the most popular places to visit in Naperville

Wrigley Field featuring central business district, a city and a sporting event

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 which includes signage, a city and night scenes

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

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

CA $57
per adult
96% of travellers recommend
Architecture River Tour
Couple on a sightseeing boat in Chicago

Skyline Lake Tour

CA $41
per adult
92% of travellers recommend
Skyline Lake Tour
Skyline Queen showcasing the Chicago Skyline!

Chicago Sightseeing River and Lake Cruise

CA $62
per adult
100% of travellers recommend
Chicago Sightseeing River and Lake Cruise
See all activities in Naperville

Frequently asked questions

How much does a Naperville vacation package cost?
Offering great value package deals from CA $1,125 on Expedia, you'll be pleasantly surprised at how much a vacation to Naperville costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Naperville?
If you're hoping to score a cheap Naperville vacation package, consider visiting in December, January and February. You'll usually find better prices on hotels and airfares during these months — ideal for travellers wishing to save money.
How many days is enough for Naperville?
The ideal length of your Naperville vacation depends on what you'd like to see. Generally, a few days to a week will give you time to check out all the leading attractions and explore some hidden spots along the way.
Is it worth booking a vacation package to Naperville?
Popular for its golfing, walking trails and history, a Naperville vacation is a hit with all kinds of travellers. Be sure to visit key sights like Riverwalk and Riverwalk Park, and consider renting a car for day trips to discover even more.
How to find the best Naperville package deals?
Bagging a cheap Naperville package deal is a breeze with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your budget, apply a couple of filters and browse what's available. You can tailor your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to discover the most economical Naperville package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are typically lower.
Is it cheaper to book a Naperville vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your car rental, hotel and flight into one great-value price and enjoy significant savings. You'll generally get a better deal than booking each component separately. And you'll still get the flexibility to create a personalized Naperville vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Naperville?
Enjoy incredible discounts by booking your flights in advance with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for a spur-of-the-moment Naperville trip.
How to plan a trip to Naperville?

  1. Pick the ideal time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to travel to Naperville.
  2. Figure out your budget: Make sure you have enough money to cover everything from food and transportation to flights and experiences. Your accommodations will likely be the biggest expense during your trip to Naperville.
  3. Decide how long to go for: Now that you're up to speed on Naperville, you can work out the ideal length of your break. Pull together a rough itinerary and give yourself enough time to cover everything you want to do.
  4. Combine your accommodations and airfare: After you've nailed down your travel dates and duration, book the perfect Naperville vacation package for you.

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