Book Exclusive Kendall County Vacation Packages

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A calm lake with reflections of trees and sky, surrounded by greenery and a clear blue sky.

Yorkville

Vacations
Yorkville

Kendall County flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Harrah's Joliet Hotel & Casino - A Caesars Rewards Destination

Harrah's Joliet Hotel & Casino - A Caesars Rewards Destination

3.5 out of 5
Price was CA $1,030, price is now CA $741 per person
CA $741
per person
Sep 11 - Sep 14
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
Book a stay at this business-friendly hotel in Joliet. Enjoy free WiFi, 3 restaurants, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicagoland Speedway and Route 66 Raceway are located nearby.
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was CA $2,511, price is now CA $1,696 per person
CA $1,696
per person
Sep 7 - Sep 12
found 11 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.
Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $2,640, price is now CA $1,795 per person
CA $1,795
per person
Sep 7 - Sep 14
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free WiFi, an outdoor pool, and a fitness center. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was CA $2,554, price is now CA $1,768 per person
CA $1,768
per person
Oct 14 - Oct 18
found 13 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Price was CA $2,010, price is now CA $1,449 per person
CA $1,449
per person
Sep 29 - Oct 3
found 6 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free WiFi, an outdoor pool, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Top Kendall County hotels deals

SureStay Plus Hotel by Best Western Chicago Lombard

SureStay Plus Hotel by Best Western Chicago Lombard

2.5 out of 5
222 E 22nd Street Lombard IL
Free cancellation
Reserve now, pay when you stay
The price is CA $136 per night
CA $136
CA $151 total
Aug 3 - Aug 4
includes taxes & fees
Book a stay at this business-friendly hotel in Lombard. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Oakbrook Center Mall and Yorktown Shopping Center are located nearby.
Chicago Club Inn & Suites

Chicago Club Inn & Suites

3 out of 5
630 Pasquinelli Dr Westmont IL
Free cancellation
Reserve now, pay when you stay
The price is CA $110 per night
CA $110
CA $122 total
Aug 6 - Aug 7
includes taxes & fees
Book a stay at this business-friendly hotel in Westmont. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the clean rooms in our reviews. Popular attractions Oakbrook Center Mall and Ty Warner Park are located nearby.
Red Roof Inn PLUS+ Chicago - Willowbrook

Red Roof Inn PLUS+ Chicago - Willowbrook

2.5 out of 5
7535 Kingery Highway Willowbrook IL
Free cancellation
Reserve now, pay when you stay
The price is CA $82 per night
CA $82
CA $92 total
Jul 26 - Jul 27
includes taxes & fees
Stay at this hotel in Willowbrook. 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 Willowbrook Community Park and Burr Ridge Village Center are located nearby.
Embassy Suites by Hilton Chicago Lombard Oak Brook

Embassy Suites by Hilton Chicago Lombard Oak Brook

3.5 out of 5
707 E Butterfield Road Lombard IL
Free cancellation
Reserve now, pay when you stay
The price is CA $155 per night
CA $155
CA $172 total
Aug 10 - Aug 11
includes taxes & fees
Book a stay at this business-friendly hotel in Lombard. Enjoy free breakfast, free WiFi, and room service. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Oakbrook Center Mall and Yorktown Shopping Center are located nearby.
DoubleTree by Hilton Lisle Naperville

DoubleTree by Hilton Lisle Naperville

4 out of 5
3003 Corporate West Dr Naperville IL
Free cancellation
Reserve now, pay when you stay
The price is CA $121 per night
CA $121
CA $134 total
Jul 26 - Jul 27
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 Sea Lion Aquatic Park are located nearby.
The Westin Chicago Lombard

The Westin Chicago Lombard

4 out of 5
70 Yorktown Center Lombard IL
Free cancellation
Reserve now, pay when you stay
The price is CA $196 per night
CA $196
CA $218 total
Jul 26 - Jul 27
includes taxes & fees
Book a stay at this business-friendly hotel in Lombard. Enjoy 2 restaurants, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Oakbrook Center Mall and Yorktown Shopping Center are located nearby.
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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.

Stay near popular Kendall County attractions

A wooden pedestrian bridge with metal trusses, surrounded by leafless trees.

Hudson Crossing Park

6.0/10 (4 reviews)
Explore the great outdoors at Hudson Crossing Park, a lovely green space in Oswego. Stroll along this family-friendly area's riverfront, or simply enjoy its breweries.
See properties

Photos of local treasures

Browse Kendall County vacation photos for more inspiration

A cityscape with a bridge over a river, a historic building with arches, and modern high-rise buildings.
A single purple coneflower with a green stem, set against a blurred natural background.
A sky with scattered clouds and silhouettes of trees.
A modern glass house with a flat roof, surrounded by autumn leaves and trees.

Frequently asked questions

How much are vacation packages to Kendall County?
Vacation packages, which include flights and hotels in Kendall County, start from just CA $741. Make your travel dreams a reality and book your dream trip with Travelocity today.
Where can I get the best vacation package deals for Kendall County?
You'll discover a terrific range of Kendall County package deals on Travelocity. With 400 air carriers and 1,000,000 properties worldwide, organizing your ideal getaway will be a piece of cake.
Why should I purchase my Kendall County vacation package with Travelocity?
We offer destinations and experiences for every type of globetrotter, superb service and round-the-clock customer support. On top of that, we'll match any better price you come across with our Price Match Guarantee.
Can I save on my Kendall County car rental if I combine it with hotels and flights?
You sure can. And our Kendall County vacation packages are the perfect way to do it. With just a few clicks you can save money as well as time by combining your bookings. Pick up the keys to your rental car and feel the freedom of the open road. Looking for things to do? Add some activities or experiences to your package and save on those too.
Which airport is best for Kendall County?
O'Hare Intl. Airport (ORD) is a good option for travelers hopping on a plane to Kendall County. Midway Intl. Airport (MDW) and Rockford, IL (RFD-Greater Rockford) also welcome numerous flights to the region.
What is there to do in Kendall County?
Kendall County boasts hidden gems at every corner, but make sure you plan a visit to both Farnsworth House and Fox Valley Winery while you're in town. These attractions shouldn't be missed.