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.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Price was CA $1,483, price is now CA $994 per person
CA $994
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
8.2/10 Very good! (2,809 reviews)
Excellent spot, in the perfect location. Parking at the property is pretty expensive, but there are cheaper parking garages close by.

Reviewed on Jul 6, 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $2,057, price is now CA $1,243 per person
CA $1,243
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9.2/10 Wonderful! (512 reviews)
We had a great stay at Level. I think it’s a really good option for a longer trip, especially if you want more of an apartment-style setup and a convenient location. The staff was amazing from start to finish and truly made the stay stand out. Everyone was kind, helpful, and welcoming, and the service alone would make me come back. The location is also very convenient and worked well for getting around Chicago, especially if you don’t mind doing a bit of walking. For our family, I think it felt a little more geared toward professionals or longer stays than a traditional family hotel, but overall we had a very positive experience. If you’re staying in Chicago for more than a couple of nights and want something comfortable and convenient, I would definitely recommend it.

Reviewed on Jul 2, 2026

The Talbott, Autograph Collection

The Talbott, Autograph Collection

4.5 out of 5
Downtown Chicago
Price was CA $1,648, price is now CA $1,089 per person
CA $1,089
per person
Sep 6 - Sep 10
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (128 reviews)
A hidden gem in the heart of the Gold Coast! Wonderful staff! Shout out to Steve! He made us feel right at home! Coffee machines in the room were amazing, the coffee was delicious! Thank you to all the staff for all that they do! Til next time!

Reviewed on Jul 5, 2026

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was CA $2,565, price is now CA $1,710 per person
CA $1,710
per person
Sep 16 - Sep 20
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (497 reviews)
Wonderful amenities, clean and great location. The only thing I did not care for was checking myself in. Front staff welcome you but you have to complete your own check in. After a long day if travel the last thing a person wants to do is complete forms. Lowers the Luxury feel of the property when the front desk does not do what an average Holiday Inn does.

Reviewed on Jul 6, 2026

Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
Downtown Chicago
Price was CA $2,167, price is now CA $1,473 per person
CA $1,473
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9.2/10 Wonderful! (1,819 reviews)
Great location and staff was so friendly!

Reviewed on Jul 7, 2026

Ready to book your vacation to Naperville?

 

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Naperville Hotel Deals

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 CA $81 per night from Jul 28 to Jul 29
CA $81
CA $90 total
Jul 28 - Jul 29
includes taxes & fees
7.8/10 Good! (1,393 reviews)
"If you are looking for a room that is hands down best price in area this is it. Comfortable beds excellent water pressure and very hot water! The General Manager runs a tight ship, i would have her on my team any day, very hard worker and so is the rest of her staff. The money you save here allows ..."

Reviewed on Jul 7, 2026

Motel 6 Naperville, IL
DoubleTree by Hilton Lisle Naperville

DoubleTree by Hilton Lisle Naperville

4 out of 5
3003 Corporate West Dr Naperville IL
The price is CA $122 per night from Jul 19 to Jul 20
CA $122
CA $136 total
Jul 19 - Jul 20
includes taxes & fees
7.8/10 Good! (1,351 reviews)
"Great stay!"

Reviewed on Jul 7, 2026

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 CA $291 per night from Jul 19 to Jul 20
CA $291
CA $346 total
Jul 19 - Jul 20
includes taxes & fees
9.4/10 Exceptional! (1,006 reviews)
"Great atmosphere and attentive service. Rooms were cleaned well and seamless check in"

Reviewed on Jul 7, 2026

Hotel Arista
See all 1,425 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.
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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)
After visiting Riverwalk Park, make a plan to see the other sights and activities in Naperville. Check out the shops and top-notch restaurants in this walkable area.
See properties

What to do in Naperville

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

CA $31
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

CA $35
per adult
88% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

CA $58
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See all activities in Naperville

Frequently asked questions

How much does a Naperville vacation package cost?
Offering great value package deals from CA $994 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.

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.