Naperville Vacations 2026 from CA $704

Naperville flight + hotel packages

Price found within the past 48 hours. Click for updated prices.

theWit Chicago, a Hilton Hotel

Downtown Chicago

CA $704

per person

Mar 5 - Mar 10

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEG) to Chicago (ORD)

Book a stay at this luxury hotel in Chicago. Enjoy a full-service spa, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.

Trump International Hotel & Tower Chicago

Downtown Chicago

CA $1,868

per person

Mar 1 - Mar 7

found 6 hours ago

Roundtrip non-stop flight included

Montreal (YUL) to Chicago (ORD)

Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.

Pendry Chicago

Downtown Chicago

CA $1,181

per person

Mar 1 - Mar 7

found 6 hours ago

Roundtrip non-stop flight included

Montreal (YUL) to Chicago (ORD)

Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.

Level Chicago – Old Town

Downtown Chicago

CA $1,140

per person

Mar 1 - Mar 7

found 6 hours ago

Roundtrip non-stop flight included

Montreal (YUL) to Chicago (ORD)

Book a stay at this family-friendly aparthotel in Chicago. Enjoy free WiFi, an outdoor pool, and a rooftop terrace. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Waldorf Astoria Chicago

Downtown Chicago

CA $2,223

per person

Mar 1 - Mar 7

found 6 hours ago

Roundtrip non-stop flight included

Montreal (YUL) to Chicago (ORD)

Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Top Naperville hotels deals

Motel 6 Naperville, IL

1585 Naperville Wheaton Road Naperville IL

Free cancellation

Reserve now, pay when you stay

CA $62

CA $69 total

Dec 28 - Dec 29

includes taxes & fees

Stay at this motel in Naperville. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Naperville Yard Indoor Sports Complex and Nike Sports Complex are located nearby.

Pet-friendly

Parking included

DoubleTree by Hilton Lisle Naperville

3003 Corporate West Dr Naperville IL

Free cancellation

Reserve now, pay when you stay

CA $135

CA $149 total

Dec 28 - Dec 29

includes taxes & fees

Book a stay at this business-friendly hotel in Naperville. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Naperville Yard Indoor Sports Complex and Arrowhead Golf Club are located nearby.

Pool

Hot tub

Hilton Chicago O'Hare Airport

O'Hare International Airport Chicago IL

Free cancellation

Reserve now, pay when you stay

CA $270

CA $318 total

Jan 16 - Jan 17, 2026

includes taxes & fees

Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Allstate Arena and The Dome at the Parkway Bank Sports Complex are located nearby.

Free airport shuttle

Pet-friendly

Hyatt Regency O'Hare Chicago

9300 Bryn Mawr Ave Rosemont IL

Free cancellation

Reserve now, pay when you stay

CA $151

CA $173 total

Dec 23 - Dec 24

includes taxes & fees

Book a stay at this business-friendly hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Allstate Arena and Rosemont Theatre are located nearby.

Free airport shuttle

Pet-friendly

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

5440 N River Rd Rosemont IL

Free cancellation

CA $139

CA $159 total

Dec 28 - Dec 29

includes taxes & fees

Book a stay at this business-friendly hotel in Rosemont. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Allstate Arena and Rosemont Theatre are located nearby.

Pool

Free airport shuttle

Holiday Inn Chicago O'Hare – Rosemont by IHG

6600 Mannheim Road, building 2 Rosemont IL

Free cancellation

CA $148

CA $171 total

Dec 25 - Dec 26

includes taxes & fees

Book a stay at this business-friendly hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Allstate Arena and Wolff's Flea Market are located nearby.

Pool

Free airport shuttle

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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

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.

Wrigley Field

Catch an event at Wrigley Field during your trip to Chicago. Stroll along the lakeside or experience the acclaimed theater scene in this vibrant area.

McCormick Place

During your trip, find out what's happening at McCormick Place, a top convention center in Chicago. Discover the acclaimed theater scene and notable monuments in this vibrant area.

Naperville Vacations

If you're visiting Naperville and you don't really know much about it, don't fret — we can help you out!

Around 30 miles (48 kilometers) west of central Chicago, Naperville is one of the neighborhoods that make this city so charming.

The population of Chicago is roughly 2,700,000.

Places to visit in Naperville

Get together with like-minded people and get inspired at one of the conferences or cultural events at Moser Tower and Millennium Carillon. Want some more options? Whether you're a pinball expert or a complete novice, Brunswick Zone has a great variety of interactive games and activities to suit all ages.

Where do you fly into for Naperville?

Stow your tray table, switch off the in-flight movie and get ready to descend into O'Hare International Airport (ORD). The best part? You'll be just 20 miles (32 kilometers) to the northeast of Naperville.

Frequently asked questions

How much are vacation packages to Naperville?

With vacation packages being sold for only CA $704, there's no need to drain your bank balance for your visit to Naperville. Travelocity can help. Bundle up flights, hotels and experiences into a convenient package and walk away with excellent discounts. The more you book, the bigger the savings.

How long should my Naperville vacation be?

There's no hard and fast rule for how long your Naperville vacation should be, but many travelers stay around 2 nights. Got some leeway with your travel dates? Consider treating yourself to another night or two. That way, you'll have time to discover the area's off-the-beaten-path gems too.

Where can I get the best vacation package deals for Naperville?

No matter how you like to travel, Travelocity can help you lock in a great Naperville package deal. All you need to do is mix and match from our 400 airlines and 1,000,000 properties around the world.

Why should I purchase my Naperville vacation bundle with Travelocity?

Incredible savings, countless enticing destinations and 24/7 customer service you can rely on — that's why. And with our Price Match Guarantee, you can rest assured knowing that you'll always get the best possible deal with Travelocity.

Can I save money on my Naperville car rental if I book it with my hotel or flight?

Sure can — combine your car, hotel and flight into a Naperville vacation package and you can save a handsome sum. With so many places to explore in the Naperville area, that rental car will make it easy to explore. Once you're behind the wheel, put the stereo on and find your way to Six Flags Great America, a renowned attraction around 72 kilometers from Naperville.

Which airport is best for Naperville?

For plenty of wanderers, a stay in Naperville means stepping off the plane at O'Hare Intl. Airport (ORD). This popular airport sits 32 kilometers northeast of the downtown area. You could also opt to jet into Midway Intl. Airport (MDW) (32 kilometers away from central Naperville) or Rockford, IL (RFD-Greater Rockford) (97 kilometers away from central Naperville).

What is there to do in Naperville?

While venturing off the beaten track is rewarding, you shouldn't ignore the well-known sights that make a destination famous. Riverwalk and Centennial Beach are just two of them in Naperville.

Where should I stay when visiting Naperville?

The Hampton Inn Chicago/Naperville is the top choice of many travelers. Book now before it's too late.