Naperville Holidays

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Top Flight + Hotel Deals in Naperville

Price found within the past 48 hours. Click for updated prices.
The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

4.5 out of 5
Downtown Chicago
per person
15 Sept - 19 Sept
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.2/10 Wonderful! (1,950 reviews)
Great hotel, very clean. They could add a bar in the lobby and one more elevator

Reviewed on 4 Aug 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
per person
15 Sept - 19 Sept
found 1 day ago
Return flight included
Dublin (DUB) 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 4 Aug 2025

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
per person
15 Sept - 19 Sept
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (3,342 reviews)
Beautiful property in a prime location. Convenient to transportation and walkable to many attractions.

Reviewed on 4 Aug 2025

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
per person
15 Sept - 19 Sept
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (2,253 reviews)
I loved how smooth the check in process was and all the amenities. Great rooms.

Reviewed on 1 Aug 2025

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
per person
15 Sept - 19 Sept
found 1 day ago
Return flight included
Dublin (DUB) 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 27 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 €80 per night from 17 Aug to 18 Aug
€80
17 Aug - 18 Aug
includes taxes & fees
7.8/10 Good! (1,053 reviews)
"Just be aware there is no fridge and no microwave in your room! We packed a cooler and brought our own food that way. They charge $50 a night for incidentals, and you can use the incidentals to pay for bar and food. Overall a nice hotel and quiet comfortable stay!"

Reviewed on 2 Aug 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 €118 per night from 17 Aug to 18 Aug
€118
17 Aug - 18 Aug
includes taxes & fees
8.2/10 Very Good! (1,008 reviews)
"Loved my stay at this hotel"

Reviewed on 29 Jul 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 €182 per night from 29 Aug to 30 Aug
€182
29 Aug - 30 Aug
includes taxes & fees
8/10 Very Good! (2,071 reviews)
US break
"Hotel is well run and organised, very friendly staff and superb facilities. Buffet breakfast excellent with really great staff notably Ali and Mohammed and Emma, aka Da Queen! Really easy access to Metro and onwards to City Centre. Front desk very helpful.Ricardo Delgado sorted out a late check out ..."

Reviewed on 30 Jul 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.

Popular places to visit

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

Wrigley Field

4.5/5(40 reviews)

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

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

Michigan Avenue

4.5/5(14 reviews)

You can find the perfect gifts to bring home 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

4/5(125 reviews)

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

€36
per adult
96% of travellers recommend
Architecture River Tour
Skyline Queen showcasing the Chicago Skyline!

Chicago Sightseeing River and Lake Cruise

€39
per adult
100% of travellers recommend
Chicago Sightseeing River and Lake Cruise
Couple on a sightseeing boat in Chicago

Skyline Lake Tour

€26
per adult
92% of travellers recommend
Skyline Lake Tour
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 €777 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.