
Naperville Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
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.

The Emily Hotel
Downtown Chicago
Price was CA $1,189, price is now CA $853 per person
CA $853
per person
Jan 7 - Jan 11
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (ORD)
9.2/10 Wonderful! (1,358 reviews)
Our stay at The Emily Hotel was outstanding! The entire property was well-maintained and the customer service provided by Leo and his team was excellent! We thoroughly enjoyed the offerings at Flora and were able to experience a Rooftop Cinema event! The hotel is conveniently located in walking distance to great restaurants and the L. I highly recommend The Emily Hotel and look forward to my stay during my next visit to Chicago!
Reviewed on Nov 4, 2026



Park Hyatt Chicago
Downtown Chicago
Save 100% on your flight
Price was CA $3,612, price is now CA $2,535 per person
CA $2,535
per person
Dec 27 - Jan 2
found 9 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (1,002 reviews)
Given the price point and other reviews, we came here expecting a luxury stay similar to the Waldorf Astoria, Four Seasons, and Peninsula, which are some of our favorite properties to stay at. However, everything from the service and cleanliness to the ambiance of the entrance and lobby and the amenities (other than the gym, which was excellent) is best described as an upgraded version of an average Hilton, Hyatt, or Marriott.
For example, there was a hair in the bed. When we reported it, the hotel changed the sheets and asked if we wanted to switch rooms, but no apology or other compensation was offered.
The service was fine but incredibly slow, which we experienced with three different requests. Two were for the same bath salts, which are already provided in the room, so it wasn’t a special request. We had to call twice, and they arrived after 45 to 55 minutes. For the third, I went down to the front desk to ask for a printer, and they offered to print the documents and send them to my room. After 45 minutes, I went back down, and it turned out they had completely forgotten about the request, so I had them printed right there.
The pool was dirty. On three different occasions over two days, there were toys left in the pool even after the people using them were already gone. The fruit in the gym was also old and had gone bad.
Reviewed on Nov 4, 2026
Naperville Hotel Deals

DoubleTree by Hilton Lisle Naperville
3003 Corporate West Dr Naperville IL
Fully refundableReserve now, pay when you stay
The price is CA $153 per night from Nov 15 to Nov 16
CA $153
CA $170 total
Nov 15 - Nov 16
includes taxes & fees

Hotel Arista
2139 City Gate Ln Naperville IL
Fully refundableReserve now, pay when you stay
The price is CA $248 per night from Nov 8 to Nov 9
CA $248
CA $298 total
Nov 8 - Nov 9
includes taxes & fees

Hilton Chicago O'Hare Airport
O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $285 per night from Nov 27 to Nov 28
CA $285
CA $334 total
Nov 27 - Nov 28
includes taxes & fees
8.6/10 Excellent! (2,589 reviews)
"Hotel needs spiffing"
Reviewed on Nov 4, 2026
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.
Stay near popular Naperville attractions
What to do in Naperville

Skydeck Chicago at Willis Tower
CA $60
per adult
84% of travellers recommend

Wendella's 90-min Chicago River Architecture Tour
CA $57
per adult
94% of travellers recommend
Frequently asked questions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.











