Cheap Vacations in Kendall County

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Top places to visit in Kendall County

A stone bridge over a calm river, surrounded by lush greenery and buildings.
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Oswego

Oswego

Flight deals to Kendall County

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Tue, Oct 20 - Sat, Oct 24
LAX
Los Angeles
ORD
Chicago
$130 Roundtrip, found 15 hours ago
$130
Roundtrip
found 15 hours ago
Select Frontier Airlines flight, departing Tue, Oct 20 from Los Angeles to Chicago, returning Sat, Oct 24, priced at $130 found 15 hours ago
Fri, Oct 16 - Sun, Oct 18
LAX
Los Angeles
ORD
Chicago
$217 Roundtrip, found 2 days ago
$217
Roundtrip
found 2 days ago
Select United flight, departing Fri, Oct 16 from Los Angeles to Chicago, returning Sun, Oct 18, priced at $217 found 2 days ago
Tue, Oct 20 - Tue, Oct 27
LAX
Los Angeles
ORD
Chicago
$217 Roundtrip, just found
$217
Roundtrip
just found
Select American Airlines flight, departing Tue, Oct 20 from Los Angeles to Chicago, returning Tue, Oct 27, priced at $217 just found

Top rated hotels for your Kendall County vacation

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
20.82 mi from city center
$86 nightly
The price is $96 total per night
$96 total
Oct 1 - Oct 2
Total with taxes and fees
Located in Naperville, DoubleTree by Hilton Lisle Naperville is in the business district, a 2-minute drive from Morton Arboretum and 6 minutes from College of Dupage.
Pool
Hot Tub
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
28.13 mi from city center
$60 nightly
The price is $67 total per night
$67 total
Oct 13 - Oct 14
Total with taxes and fees
Located in Westmont, Chicago Club Inn & Suites is in the suburbs, a 5-minute drive from Oakbrook Center Mall and 8 minutes from Yorktown Shopping Center.
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
26.63 mi from city center
$101 nightly
The price is $112 total per night
$112 total
Sep 28 - Sep 29
Total with taxes and fees
With a stay at SureStay Plus Hotel by Best Western Chicago Lombard in Lombard (Highland Hills), you'll be within a 10-minute drive of Oakbrook Center Mall and Yorktown Shopping Center.
Breakfast included
Parking included
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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.

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.