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.
La Banque Hotel

La Banque Hotel

4 out of 5
Price was CA $959, price is now CA $673 per person
CA $673
per person
Apr 22 - Apr 25
just found
Roundtrip non-stop flight included
Calgary (YYC) to Chicago (ORD)
9.4/10 Exceptional! (447 reviews)
Courteous Staff, clean, one of the most beautiful and interesting hotel. The history is amazing. The restaurant is delicious and the community is outstanding. Plan to return in the spring.

Reviewed on Jan 26, 2026

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was CA $1,469, price is now CA $930 per person
CA $930
per person
Mar 21 - Mar 27
found 6 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (ORD)
9/10 Wonderful! (380 reviews)
My girlfriend and I had an awesome time enjoying the space for a fun girls night out. Would recommend to anyone!

Reviewed on Feb 2, 2026

JW Marriott Chicago

JW Marriott Chicago

4.5 out of 5
Downtown Chicago
Price was CA $1,039, price is now CA $707 per person
CA $707
per person
May 1 - May 3
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (ORD)
9.2/10 Wonderful! (1,000 reviews)
Bottle of waters were not stocked in the refrigerator.

Reviewed on Jan 6, 2026

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was CA $1,424, price is now CA $972 per person
CA $972
per person
Mar 21 - Mar 27
found 6 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (ORD)
9.4/10 Exceptional! (1,130 reviews)
Muriel at the front desk was extremely helpful and courteous, wonderful historic art deco building right on Michigan Ave., great location and views, really nice, spacious and clean room. Chateau Carbide on the 24th floor is definitely worth checking out, nice cozy areas to hang out, sit on a couch and have a drink while enjoying great views of the city. We also got a free ride from the hotel to the Shedd Aquarium.

Reviewed on Jan 31, 2026

The Langham, Chicago

The Langham, Chicago

5 out of 5
Downtown Chicago
Price was CA $2,301, price is now CA $1,625 per person
CA $1,625
per person
Mar 21 - Mar 27
found 6 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (ORD)
9.8/10 Exceptional! (1,001 reviews)
Gorgeous property, facilities, and location.

Reviewed on Feb 6, 2026

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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 CA $111 per night from Feb 16 to Feb 17
CA $111
CA $123 total
Feb 16 - Feb 17
includes taxes & fees
7.8/10 Good! (1,223 reviews)
Excellent staff member greeted me at the desk,.Comfortable, clean, great location, quiet. Great stay.

Reviewed on Feb 2, 2026

DoubleTree by Hilton Lisle Naperville
Hotel Indigo Naperville Riverwalk by IHG

Hotel Indigo Naperville Riverwalk by IHG

3.5 out of 5
120 Water Street Naperville IL
Fully refundableReserve now, pay when you stay
The price is CA $167 per night from Mar 8 to Mar 9
CA $167
CA $220 total
Mar 8 - Mar 9
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
The location is fantastic! The staff is friendly. The bedding didn’t feel like great hotel bedding and elements of the room looked worn. We had a two queen bed room, and one of the pillowcase zippers was broken. There were a couple misses with housekeeping as well. They forgot to leave an additional ...

Reviewed on Jan 31, 2026

Hotel Indigo Naperville Riverwalk by IHG
Best Western Naperville Inn

Best Western Naperville Inn

2.5 out of 5
1617 Naperville Wheaton Rd Naperville IL
Fully refundableReserve now, pay when you stay
The price is CA $113 per night from Feb 15 to Feb 16
CA $113
CA $126 total
Feb 15 - Feb 16
includes taxes & fees
8.2/10 Very Good! (1,000 reviews)
Nice

Reviewed on Jan 17, 2026

Best Western Naperville Inn
See all 1,478 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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Discover the most popular places to visit in Naperville

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

Wrigley Field

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

Wrigley Field
Scene of Chicago street bridge with traffic among modern buildings of Downtown Chicago at Michigan avenue in Chicago, Illinois, United States, Business and Modern Transportation concept

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.

Michigan Avenue
Navy Pier featuring a sunset and rides

Navy Pier

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier

What to do in Naperville

Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

CA $55
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
Flyover in Chicago

Flyover in Chicago

CA $53
per adult
98% of travellers recommend
Flyover in Chicago
Color Factory Chicago Ticket

Color Factory Chicago Ticket

CA $47
per adult
96% of travellers recommend
Color Factory Chicago Ticket
See all activities in Naperville

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.