Kendall County Vacations & Trips from ₩486,224

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The Latest Kendall County Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
Downtown Chicago
per person
Aug 13 - Aug 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
8.4/10 Very Good! (4,382 reviews)
It was a great property, not excellent, but almost. I have to say that the staff was excellent, excellent customer service. The only issue was with the shower drain. We had to wait 15-20 minutes for the water to drain. It was justcl 2 of us which made it bearable, but if it was 4 people in the room it could have been time consuming. But other than that, it was an excellent stay. No, one other thing, we parked in the garage which is valet parking. We didn't drive the whole stay there, and I didn't notice until we returned, that there were scratches (rubbed off paint on the bottom front bumper of my car that wasn't there when I pulled in. It's kind of too late now, but I will know to take a look around my vehicle before and after.

Reviewed on Jul 10, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug 13 - Aug 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
9.4/10 Exceptional! (1,635 reviews)
Gorgeous room with a breathtaking view!

Reviewed on Jul 10, 2025

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug 13 - Aug 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
9.4/10 Exceptional! (1,006 reviews)
It’s a great location for walk around the beautiful downtown of Chicago. People were so helpful and friendly. Definitely I’ll consider coming back.

Reviewed on Jul 7, 2025

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug 13 - Aug 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
9.2/10 Wonderful! (1,097 reviews)
Spacious room with a very comfortable bed, comfortable room temperature on a hot weekend, large bathroom and spacious work station. Close to trains that transport to the loop within minutes.

Reviewed on Jul 8, 2025

The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
Downtown Chicago
per person
Aug 13 - Aug 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
8.8/10 Excellent! (1,796 reviews)
The property was beautifully kept!

Reviewed on Jul 9, 2025

Kendall County Hotel 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
Fully refundableReserve now, pay when you stay
The price is ₩130,633 per night from Jul 13 to Jul 14
₩130,633
₩144,977 total
Jul 13 - Jul 14
includes taxes & fees
8.8/10 Excellent! (2,102 reviews)
"Staff are always nice and helpful. Rooms and property are clean and comfortable"

Reviewed on Jul 7, 2025

SureStay Plus Hotel by Best Western Chicago Lombard
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 ₩114,419 per night from Jul 20 to Jul 21
₩114,419
₩126,982 total
Jul 20 - Jul 21
includes taxes & fees
7.8/10 Good! (1,014 reviews)
"It was a very nice hotel. We really enjoyed our stay."

Reviewed on Jul 8, 2025

DoubleTree by Hilton Lisle Naperville
Motel 6 Naperville, IL
Motel 6 Naperville, IL
2 out of 5
1585 Naperville Wheaton Road, Naperville, IL
Fully refundableReserve now, pay when you stay
The price is ₩65,310 per night from Jul 24 to Jul 25
₩65,310
₩72,805 total
Jul 24 - Jul 25
includes taxes & fees
7.8/10 Good! (1,008 reviews)
"Very quiet and good parking"

Reviewed on Jul 8, 2025

Motel 6 Naperville, IL
See all 875 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 vacation package cost?
Starting from as low as ₩486,224, 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 vacation 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 vacation?
Savvy travelers 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 vacation 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 vacation package?
With a vacation 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 vacation 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.