Kendall County Holidays from NZ$11,381

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Top destinations in Kendall County

FlightsFlightsHotelsHotels

Plano

Plano

The Latest Kendall County Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Price was NZ$11,894, price is now NZ$11,381 per person
NZ$11,381
per person
30 Oct - 2 Nov
found 1 day ago
Return flight included
Dunedin (DUD) to Chicago (ORD)
8.2/10 Very Good! (1,991 reviews)
Terrible mattresses, old and crunchy or something; bad lumpy pillows. No coffee or water in the room. If you want free coffee, you gotta track to the lobby during coffee hours and pay a "resort" fee for the experience.

Reviewed on 17 Aug. 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was NZ$12,877, price is now NZ$11,904 per person
NZ$11,904
per person
30 Oct - 2 Nov
found 1 day ago
Return flight included
Dunedin (DUD) to Chicago (ORD)
9.4/10 Exceptional! (1,679 reviews)
This property is beautiful and located in a great area.

Reviewed on 19 Aug. 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Price was NZ$12,953, price is now NZ$12,102 per person
NZ$12,102
per person
30 Oct - 2 Nov
found 1 day ago
Return flight included
Dunedin (DUD) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Nothing beats a stay at the Park Hyatt when in Chicago!

Reviewed on 10 Aug. 2025

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was NZ$11,965, price is now NZ$11,424 per person
NZ$11,424
per person
30 Oct - 2 Nov
found 1 day ago
Return flight included
Dunedin (DUD) to Chicago (ORD)
9.4/10 Exceptional! (1,033 reviews)
Loved the atmosphere and friendly atmosphere

Reviewed on 18 Aug. 2025

The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
Price was NZ$13,982, price is now NZ$13,372 per person
NZ$13,372
per person
30 Oct - 2 Nov
found 1 day ago
Return flight included
Dunedin (DUD) to Chicago (ORD)
9.8/10 Exceptional! (1,004 reviews)
The most beautiful hotel !

Reviewed on 17 Aug. 2025

Our pick of the best Kendall County 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 NZ$156 per night from 7 Sept to 8 Sept
NZ$156
7 Sept - 8 Sept
includes taxes & fees
7.8/10 Good! (1,084 reviews)
"It was great and clean"

Reviewed on 17 Aug. 2025

DoubleTree by Hilton Lisle Naperville
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
The price is NZ$134 per night from 16 Sept to 17 Sept
NZ$134
16 Sept - 17 Sept
includes taxes & fees
8.8/10 Excellent! (2,179 reviews)
"Breakfast was fantastic facility was clean staff so helpful and kind i was amazed at the personal care and readiness to help and make your stay stay so enjoyable."

Reviewed on 16 Aug. 2025

SureStay Plus Hotel by Best Western Chicago Lombard
Chicago Club Inn & Suites

Chicago Club Inn & Suites

3 out of 5
630 Pasquinelli Dr, Westmont, IL
Fully refundableReserve now, pay when you stay
The price is NZ$143 per night from 17 Sept to 18 Sept
NZ$143
17 Sept - 18 Sept
includes taxes & fees
7/10 Good! (1,234 reviews)
"I liked the accessibility to the pool."

Reviewed on 9 Aug. 2025

Chicago Club Inn & Suites
See all 873 properties in Kendall County
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.

Frequently asked questions

How much does a Kendall County holiday package cost?
Starting from as low as NZ$11,381, you can handcraft your own Kendall County package the way you want. Simply combine hotels, flights and rental cars and we'll reward you with discounts.
How do I get a cheap travel package to Kendall County?
Our Kendall County holiday packages promise plenty of savings for the savvy wanderer. For the best deal, simply bundle your hotel, flights and extras (including activities) into one neat package. But great bargains are just the beginning of your next big adventure. Book with Expedia and and you'll have over 550 airlines and 1 000 000 hotels around the world to select from. No matter your budget, there's a package with your name on it.
What are the top hotels in Kendall County?
If you're headed to Oswego, you can't go past Best Western Chicago - Downers Grove and Motel 6 Naperville, IL. Both are comfortable bases for exploring this exciting Kendall County city.
How far in advance should I book my Kendall County holiday?
Savvy travellers will likely want to book early. You can generally compare international airfares on Expedia up to 12 months before your flight. If you've left booking to the last minute, don't stress. Budget prices sometimes become available just weeks prior to departure.
What does an Expedia Kendall County travel package include?
That depends on you. You can pick from a variety of Kendall County bundles, such as a flight, hotel and rental car. You can also book a flight with a hotel, or a flight and a rental car. Once you've made your booking, you can add the fun stuff like activities and tours. Whatever your dream Kendall County trip looks like, you're sure to save!
What should I know before booking a Kendall County travel package?
Whether it's adventure or relaxation you're seeking, a Kendall County holiday package lets you plan your escape your way. Plus, you'll get access to great discounts when you combine your hotel with your flights and rental car. The more you bundle, the more you'll save!
Can I choose my airline with a Kendall County Expedia holiday package?
With a holiday package, you're always in charge. Whether you're hoping to fly to Kendall County in economy or business class, simply select from the available airline options. Expedia has access to more than 550 partner airlines worldwide.
If I'm not able to travel, can I cancel my Kendall County holiday package?
Because we understand life can be unpredictable, the answer is yes. To learn more, head to our Customer Service Portal. But generally speaking, if you've made your booking in the last 24 hours, you may be able to cancel or change it free of charge. Your airline, hotel or car rental company may charge a fee if your booking is older than that.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.