Naperville Vacations from SAR2,286

Book a Hotel + Flight together to unlock savings

    deals illustration
    Better together
    Save up to SAR 390 when you book a flight and hotel together*
    stays illustration
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    luggage illustration
    Rest easy
    Plan, book, and manage your trip all in one place

The Latest Naperville Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3 out of 5
Downtown Chicago
per person
Aug 14 - Aug 17
found 17 hours ago
Roundtrip flight included
New York (NYC) to Chicago (ORD)
8.4/10 Very Good! (3,410 reviews)
Great place! The Weber grill restaurant is attached and was a great spot to eat. The subway is right on the corner as well. Oh, there was a Jewel Osco right across the street for shopping. The room was clean and as advertised.

Reviewed on 26 June 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug 14 - Aug 17
found 17 hours ago
Roundtrip flight included
New York (NYC) to Chicago (ORD)
9.4/10 Exceptional! (1,613 reviews)
Pablo, the manager, got our great Chicago stay even better!

Reviewed on 24 June 2025

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
per person
Aug 14 - Aug 17
found 17 hours ago
Roundtrip flight included
New York (NYC) to Chicago (ORD)
9.4/10 Exceptional! (1,005 reviews)
Beautiful property. Amazing customer service.

Reviewed on 17 June 2025

Arlo Chicago

Arlo Chicago

4 out of 5
Downtown Chicago
per person
Aug 14 - Aug 17
found 17 hours ago
Roundtrip flight included
New York (NYC) to Chicago (ORD)
9.2/10 Wonderful! (1,763 reviews)
Excellent property, beautiful rooms

Reviewed on 26 June 2025

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
per person
Aug 14 - Aug 17
found 17 hours ago
Roundtrip flight included
New York (NYC) to Chicago (ORD)
9.2/10 Wonderful! (1,091 reviews)
Staying at The Emily was a great experience for my first trip to Chicago. The location is great, as it's close to so many attractions and restaurants, including a delicious on-site restaurant, Fora, which I had twice in my three days. The front desk staff was friendly and informative, while the cleaning staff left my room sparkling. The room offered plenty of natural light, a comfortable king bed and a strong air conditioner (which was a necessity during a heat wave). I will definitely be considering The Emily when I take my next trip to Chicago.

Reviewed on 22 June 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 SAR 312 per night from Jul 6 to Jul 7
SAR 312
SAR 346 total
6 Jul - 7 Jul
includes taxes & fees
7.8/10 Good! (1,033 reviews)
"Clean"

Reviewed on 23 June 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 SAR 206 per night from Jul 3 to Jul 4
SAR 206
SAR 230 total
3 Jul - 4 Jul
includes taxes & fees
7.8/10 Good! (1,022 reviews)
"The place is good value for the money"

Reviewed on 22 June 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 SAR 489 per night from Jul 6 to Jul 7
SAR 489
SAR 545 total
6 Jul - 7 Jul
includes taxes & fees
8.2/10 Very Good! (1,000 reviews)
"The suite was clean and spacious and breakfast was one of the highlights for us. Everything was fresh! The only thing I would change would be the temperature of the pool - was icy cold - and frequent checks by staff in the pool area/fitness room when children area present."

Reviewed on 23 June 2025

Embassy Suites by Hilton Chicago Naperville
See all 1,381 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.

Frequently asked questions

How much does a Naperville vacation package cost?
You can pick up a vacation package to this popular destination from SAR2,286 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 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.

Discover the most popular places to visit in Naperville

Wrigley Field featuring cbd, a sporting event and a city

Wrigley Field

4.5/5(2,128 reviews)

Wrigley Field is one of the more well-known attractions to visit during your trip to Chicago. Amble around this vibrant area's lakeside or experience its entertainment choices.

Wrigley Field
Navy Pier featuring a sunset and rides

Navy Pier

4.5/5(4,870 reviews)

With a visit to Navy Pier, a favorite shopping spot in Chicago, you can enjoy some retail therapy. Amble around this vibrant area's lakeside or experience its fascinating museums.

Navy Pier
Magnificent Mile - River North showing night scenes, a city and signage

Michigan Avenue

4.5/5(332 reviews)

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