Kendall County Holidays

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Your Kendall County Holiday

Lock in one of our holiday packages to Kendall County and immerse yourself in the best of this destination, starting with Oswego. From its walking trails to its many other highlights, this city is a wonderful mix of excitement and fun. A trip to Kendall County wouldn't be complete without exploring some of its most renowned cities, starting with Oswego. Some of the top attractions here include Chicago Premium Outlets and Hollywood Casino Aurora. Plano is another favourite with Kendall County travellers. Visitors to this exciting destination love Farnsworth House and Sugar Grove Family Fun Centre. Expedia has hotels, flights and all your other travel needs to help you organise your dream Kendall County holiday today.

Top Kendall County Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
SureStay Plus Hotel by Best Western Chicago Lombard

SureStay Plus Hotel by Best Western Chicago Lombard

2.5 out of 5
Highland Hills
per person
4 Nov - 7 Nov
found 1 day ago
Return flight included
London (LON) to Chicago (ORD)
9/10 Wonderful! (2,161 reviews)
The bed was comfortable.

Reviewed on 11 Aug 2025

Chez Hotel Arlington Heights

Chez Hotel Arlington Heights

4 out of 5
per person
4 Nov - 7 Nov
found 1 day ago
Return flight included
London (LON) to Chicago (ORD)
9/10 Wonderful! (396 reviews)
Very nice hotel. New, very clean, staff did offer new roof bar and restaurant that recently opened. No ironing board and iron but that wasn’t a big deal.

Reviewed on 7 Aug 2025

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop

4 out of 5
Downtown Chicago
per person
4 Nov - 7 Nov
found 1 day ago
Return flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (1,007 reviews)
Great staff. Nice vibe in the whole place

Reviewed on 11 Aug 2025

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
per person
4 Nov - 7 Nov
found 1 day ago
Return flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (2,270 reviews)
i’ve stayed here a few times and love it. it’s my go to, i highly recommend this place!

Reviewed on 11 Aug 2025

Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG

Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG

2.5 out of 5
Bedford Park
per person
4 Nov - 7 Nov
found 1 day ago
Return flight included
London (LON) to Chicago (ORD)
9/10 Wonderful! (1,115 reviews)
There wasn’t even parking for the Hotel. That was the only down fall.

Reviewed on 12 Aug 2025

Kendall County Essential Information

Language
English
Currency
U.S dollars
Closest Airport
O'Hare Intl. Airport (ORD)
Top Sights
Hudson Crossing Park, Richard E Klatt Memorial Field and Cedardell Golf Club

Top hotels in Kendall County

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 £63 per night from 13 Aug to 14 Aug
£63
13 Aug - 14 Aug
includes taxes & fees
8.8/10 Excellent! (2,181 reviews)
"The bed was comfortable."

Reviewed on 11 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 £56 per night from 11 Sept to 12 Sept
£56
11 Sept - 12 Sept
includes taxes & fees
7/10 Good! (1,237 reviews)
"I liked the accessibility to the pool."

Reviewed on 9 Aug 2025

Chicago Club Inn & Suites
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 £69 per night from 24 Aug to 25 Aug
£69
24 Aug - 25 Aug
includes taxes & fees
7.8/10 Good! (1,065 reviews)
"Friendly staff. Conveniently located"

Reviewed on 9 Aug 2025

DoubleTree by Hilton Lisle Naperville
See all 877 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Kendall County travel package cost?
The most affordable Kendall County travel package is £966, so your dream trip can become a reality — without spending an arm and a leg. Combine flights, hotels, car rentals and more to build a package that's perfect for you.
If I'm not able to travel, can I cancel my Kendall County travel package?
Don't stress if you're rethinking your Kendall County travel package — it's possible to change or amend your booking. And if you've booked it within the last 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur fees from your hotel, airline or car rental company. We get that life can occasionally throw a spanner in the travel works, so head to our Customer Service Portal if that occurs. When you're ready to make changes, we'll be here to help.
How do I get a cheap travel package to Kendall County?
Simply by bundling. Hotels, flights and rental cars — combine whatever you need into a Kendall County travel package to save a pile of cash. Score even better deals when you include extras such as day tours to your booking. But that's not the only good part. You have the flexibility to tailor your trip your way. We offer over 550 partner airlines and 1,000,000 hotel options across the globe, so that everyone has an opportunity to travel and fulfil those holiday dreams.
Does Expedia offer Book Now, Pay Later Kendall County holidays?
We sure do. Expedia has joined forces with online lender Klarna to help you conveniently pay for your holiday in instalments. Simply pick the payment plan best suited to your needs during checkout and take the stress out of budgeting for your trip. Remember to bundle your flights, car hire and accommodation with Expedia to get the biggest bang for your travel buck. Check out our flexible payment options below:

  • Pay monthly holidays: Realise your holiday dreams sooner with Klarna's easy monthly instalment plans. If paying just a small amount each month works for you, choose this option at checkout.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna allows you to pay for your holiday across multiple transactions.
  • Low deposit holidays: If paying a small percentage of your trip (rather than the total upfront) makes it easier to click that "book now" button, go for a low deposit holiday payment plan from Klarna.

What are the top hotels in Kendall County?
Oswego is one place that most visitors to Kendall County put on their itinerary. For a memorable stay here, look up Holiday Inn Express & Suites Yorkville, an IHG Hotel and Hampton Inn Yorkville.
How far in advance should I book my Kendall County holiday?
Travellers are generally able to browse international flights on Expedia up to 12 months prior to departure. Booking late? With a stroke of luck, it's still possible to score a cheap ticket just weeks before your flight.
What does an Expedia Kendall County travel package include?
Rental cars, hotels and flights, or any combination of them — the choice is yours. Whether you're exploring Kendall County on a family road trip or travelling solo, there's a bundle to fit every style and budget. Once you've made your booking, why not add on one or two tours as well?
What should I know before booking a Kendall County travel package?
Find deals to match your budget with an Expedia package. Hotels, airfares, rental cars — we've got everything you need to plan your getaway. You'll save a tidy sum just by combining your bookings. Whether you're going on a snow and ski adventure or sunning yourself on a warm beach, your ideal holiday is only clicks away.
Can I choose my airline with a Kendall County Expedia travel package?
Definitely. Expedia has over 550 partner airlines to select from all over the world. With all that choice, finding the perfect carrier to bring you to Kendall County won't be difficult.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.