Deals on vacations and trips to Kendall County

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Kendall County flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $912, price is now $567 per person
$567
per person
Nov 21 - Nov 25
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
This hotel features a gym and a seasonal outdoor pool. WiFi in public areas is free. Self parking, a business center, and a picnic area are also offered.
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,163, price is now $762 per person
$762
per person
Dec 26 - Dec 31
found 18 hours ago
Roundtrip flight included
Nashville (BNA) to Chicago (ORD)
This aparthotel features a 24-hour gym and a seasonal outdoor pool. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. Enjoy the a rooftop terrace and perks like free WiFi.
The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $995, price is now $678 per person
$678
per person
Dec 26 - Dec 31
found 18 hours ago
Roundtrip flight included
Nashville (BNA) to Chicago (ORD)
A restaurant and a 24-hour gym are featured at this hotel. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. A coffee shop, a snack bar/deli, and luggage storage are also on offer.
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,339, price is now $925 per person
$925
per person
Nov 24 - Nov 27
found 1 day ago
Roundtrip flight included
Nashville (BNA) to Chicago (ORD)
A full-service spa, an indoor pool, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly dining, and in-room childcare. Enjoy the gym and perks like free WiFi.
Kimpton Gray Hotel by IHG

Kimpton Gray Hotel by IHG

4.5 out of 5
Downtown Chicago
Price was $934, price is now $659 per person
$659
per person
Dec 26 - Dec 31
found 18 hours ago
Roundtrip flight included
Nashville (BNA) to Chicago (ORD)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the express check-out, laundry service, and valet parking. A hair salon, WiFi in public areas, and luggage storage are also on offer.

Top Kendall County hotels deals

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
$51 nightly
The price is $56 total per night
$56 total
Nov 11 - Nov 12
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the express check-out and onsite conference space. There's an indoor pool on site, and a 24-hour front desk and a terrace are also provided.
Pool
Breakfast included
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
$97 nightly
The price is $107 total per night
$107 total
Oct 21 - Oct 22
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour business center. There's a gym on site, and a 24-hour front desk and a snack bar/deli are also provided.
Breakfast included
Parking included
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
$113 nightly
The price is $125 total per night
$125 total
Nov 1 - Nov 2
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and free full breakfast each morning.
Pool
Breakfast included
Sybaris Pool Suites

Sybaris Pool Suites

2.5 out of 5
600 Ogden Ave Downers Grove IL
$208 nightly
The price is $228 total per night
$228 total
Oct 20 - Oct 21
Total with taxes and fees
Staff at the 24-hour front desk can provide around-the-clock assistance. Take advantage of the free self parking.
Parking included
Free WiFi
The Champagne Lodge & Luxury Suites

The Champagne Lodge & Luxury Suites

3.5 out of 5
16 W 621 S. Frontage Rd Willowbrook IL
$137 nightly
The price is $144 total per night
$144 total
Oct 28 - Oct 29
Total with taxes and fees
Free self parking is available and the hotel's front desk is staffed around-the-clock. WiFi in public areas is free. A garden is also provided.
Parking included
Free WiFi
Hilton Chicago/Oak Brook Hills Resort & Conference Center

Hilton Chicago/Oak Brook Hills Resort & Conference Center

4 out of 5
3500 Midwest Road Oak Brook IL
$137 nightly
The price is $152 total per night
$152 total
Nov 1 - Nov 2
Total with taxes and fees
This resort features a golf course, a full-service spa, and 4 restaurants. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free train station pick-up. Unwind with a drink at one of the 2 bars/lounges and enjoy free perks like free self parking and an area shuttle.
Pool
Spa
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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 modern glass house with a flat roof, surrounded by autumn leaves and trees.
Photo by travelbug
Open Photo by travelbug

Farnsworth House

6.0/10 (3 reviews)
You can learn about the history of Plano with a visit to Farnsworth House. Stroll along the riverfront or experience the art scene in this family-friendly area.
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 $567. 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.

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