Cheap Vacations in Kendall County

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Kendall County vacations

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Naperville/Warrenville

Hilton Garden Inn Naperville/Warrenville

3 out of 5
Save 100% on your flight
Price was $622, price is now $437 per person
$437
per person
Jul 22 - Jul 27
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,407, price is now $895 per person
$895
per person
Aug 6 - Aug 10
found 12 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $867, price is now $570 per person
$570
per person
Jul 17 - Jul 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $830, price is now $557 per person
$557
per person
Jul 22 - Jul 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,189, price is now $824 per person
$824
per person
Jul 22 - Jul 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
The Neighborhood Hotel-New Buffalo

The Neighborhood Hotel-New Buffalo

2 out of 5
Downtown New Buffalo
Save 100% on your flight
Price was $1,254, price is now $901 per person
$901
per person
Jul 28 - Aug 1
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Hilton Garden Inn Hoffman Estates

Hilton Garden Inn Hoffman Estates

3 out of 5
Save 100% on your flight
Price was $634, price is now $456 per person
$456
per person
Jul 22 - Jul 27
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,653, price is now $1,189 per person
$1,189
per person
Jul 23 - Jul 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,382, price is now $995 per person
$995
per person
Jul 23 - Jul 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $2,095, price is now $1,515 per person
$1,515
per person
Jul 30 - Aug 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)

3-night Kendall County vacations

Price found within the past 48 hours. Click for updated prices.
Wind Creek Southland Casino and Hotel

Wind Creek Southland Casino and Hotel

4 out of 5
Price was $721, price is now $523 per person
$523
per person
Jul 23 - Jul 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Save 100% on your flight
Price was $1,132, price is now $677 per person
$677
per person
Jul 22 - Jul 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Save 100% on your flight
Price was $830, price is now $557 per person
$557
per person
Jul 22 - Jul 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
Save 100% on your flight
Price was $875, price is now $604 per person
$604
per person
Jul 27 - Jul 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Save 100% on your flight
Price was $1,189, price is now $824 per person
$824
per person
Jul 22 - Jul 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Kimpton Gray Hotel by IHG

Kimpton Gray Hotel by IHG

4.5 out of 5
Save 100% on your flight
Price was $1,396, price is now $982 per person
$982
per person
Jul 23 - Jul 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Save 100% on your flight
Price was $1,653, price is now $1,189 per person
$1,189
per person
Jul 23 - Jul 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt

4.5 out of 5
Save 100% on your flight
Price was $1,382, price is now $995 per person
$995
per person
Jul 23 - Jul 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Kinzie Hotel

Kinzie Hotel

4 out of 5
Save 100% on your flight
Price was $797, price is now $574 per person
$574
per person
Jul 22 - Jul 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Level Chicago - River North

Level Chicago - River North

4 out of 5
Save 100% on your flight
Price was $2,095, price is now $1,515 per person
$1,515
per person
Jul 30 - Aug 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Save 100% on your flight
Price was $1,282, price is now $928 per person
$928
per person
Jul 15 - Jul 18
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
Save 100% on your flight
Price was $1,131, price is now $820 per person
$820
per person
Jul 22 - Jul 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)

4-night Kendall County vacations

Price found within the past 48 hours. Click for updated prices.
Wind Creek Southland Casino and Hotel

Wind Creek Southland Casino and Hotel

4 out of 5
Save 100% on your flight
Price was $741, price is now $515 per person
$515
per person
Jul 31 - Aug 4
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Save 100% on your flight
Price was $1,473, price is now $830 per person
$830
per person
Jul 23 - Jul 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Save 100% on your flight
Price was $1,122, price is now $701 per person
$701
per person
Jul 23 - Jul 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Save 100% on your flight
Price was $1,407, price is now $895 per person
$895
per person
Aug 6 - Aug 10
found 12 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Save 100% on your flight
Price was $1,336, price is now $855 per person
$855
per person
Jul 23 - Jul 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

4 out of 5
Save 100% on your flight
Price was $1,150, price is now $745 per person
$745
per person
Jul 15 - Jul 19
found 21 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Level Chicago - River North

Level Chicago - River North

4 out of 5
Save 100% on your flight
Price was $1,244, price is now $821 per person
$821
per person
Aug 6 - Aug 10
found 12 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
The Emily Hotel

The Emily Hotel

4 out of 5
Save 100% on your flight
Price was $1,618, price is now $1,076 per person
$1,076
per person
Jul 31 - Aug 4
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Save 100% on your flight
Price was $1,351, price is now $909 per person
$909
per person
Jul 23 - Jul 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Save 100% on your flight
Price was $1,295, price is now $873 per person
$873
per person
Jul 23 - Jul 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt

4.5 out of 5
Save 100% on your flight
Price was $1,672, price is now $1,161 per person
$1,161
per person
Jul 31 - Aug 4
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel

4.5 out of 5
Save 100% on your flight
Price was $1,562, price is now $1,089 per person
$1,089
per person
Jul 31 - Aug 4
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)

5-night Kendall County vacations

Price found within the past 48 hours. Click for updated prices.
Wind Creek Southland Casino and Hotel

Wind Creek Southland Casino and Hotel

4 out of 5
Save 100% on your flight
Price was $930, price is now $634 per person
$634
per person
Jul 21 - Jul 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Save 100% on your flight
Price was $1,539, price is now $840 per person
$840
per person
Jul 26 - Jul 31
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Save 100% on your flight
Price was $1,676, price is now $985 per person
$985
per person
Jul 21 - Jul 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

4 out of 5
Save 100% on your flight
Price was $1,244, price is now $772 per person
$772
per person
Jul 17 - Jul 22
found 5 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Save 100% on your flight
Price was $1,933, price is now $1,227 per person
$1,227
per person
Jul 26 - Jul 31
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Save 100% on your flight
Price was $1,638, price is now $1,046 per person
$1,046
per person
Jul 26 - Jul 31
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Save 100% on your flight
Price was $1,417, price is now $914 per person
$914
per person
Jul 26 - Jul 31
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
Save 100% on your flight
Price was $1,219, price is now $793 per person
$793
per person
Jul 21 - Jul 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Save 100% on your flight
Price was $1,258, price is now $847 per person
$847
per person
Jul 26 - Jul 31
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Ohio House Motel

Ohio House Motel

3 out of 5
Save 100% on your flight
Price was $993, price is now $690 per person
$690
per person
Jul 17 - Jul 22
found 5 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
Save 100% on your flight
Price was $1,180, price is now $823 per person
$823
per person
Jul 26 - Jul 31
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop

3 out of 5
Save 100% on your flight
Price was $1,446, price is now $1,013 per person
$1,013
per person
Jul 26 - Jul 31
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)

6-7 night Kendall County vacations

Price found within the past 48 hours. Click for updated prices.
Hilton Chicago

Hilton Chicago

4 out of 5
Price was $2,035, price is now $1,588 per person
$1,588
per person
Jul 20 - Jul 26
found 9 hours ago
Roundtrip flight included
Los Angeles (LAX) to Chicago (ORD)
The Emily Hotel

The Emily Hotel

4 out of 5
Save 100% on your flight
Price was $2,409, price is now $1,632 per person
$1,632
per person
Jul 28 - Aug 3
found 14 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Kimpton Gray Hotel by IHG

Kimpton Gray Hotel by IHG

4.5 out of 5
Save 100% on your flight
Price was $3,548, price is now $2,442 per person
$2,442
per person
Jul 28 - Aug 3
found 14 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel

4.5 out of 5
Save 100% on your flight
Price was $2,640, price is now $1,859 per person
$1,859
per person
Jul 28 - Aug 3
found 14 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt

4.5 out of 5
Save 100% on your flight
Price was $2,478, price is now $1,745 per person
$1,745
per person
Jul 28 - Aug 3
found 14 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
Price was $2,352, price is now $1,754 per person
$1,754
per person
Jul 20 - Jul 26
found 9 hours ago
Roundtrip flight included
Los Angeles (LAX) to Chicago (ORD)
Fairmont Chicago at Millennium Park Gold Experience

Fairmont Chicago at Millennium Park Gold Experience

4.5 out of 5
Save 100% on your flight
Price was $2,389, price is now $1,782 per person
$1,782
per person
Jul 28 - Aug 3
found 14 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile

4 out of 5
Save 100% on your flight
Price was $2,285, price is now $1,728 per person
$1,728
per person
Jul 28 - Aug 3
found 14 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Hotel Chicago Downtown, Autograph Collection by Marriott

Hotel Chicago Downtown, Autograph Collection by Marriott

4 out of 5
Save 100% on your flight
Price was $2,169, price is now $1,645 per person
$1,645
per person
Jul 28 - Aug 3
found 14 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

4.5 out of 5
Save 100% on your flight
Price was $2,988, price is now $2,275 per person
$2,275
per person
Jul 28 - Aug 3
found 14 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
L7 Chicago by LOTTE

L7 Chicago by LOTTE

4.5 out of 5
Save 100% on your flight
Price was $2,374, price is now $1,862 per person
$1,862
per person
Jul 28 - Aug 3
found 14 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
The Talbott, Autograph Collection

The Talbott, Autograph Collection

4.5 out of 5
Save 100% on your flight
Price was $2,358, price is now $1,853 per person
$1,853
per person
Jul 28 - Aug 3
found 14 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)

Top places to visit in Kendall County

View along the Fox River.
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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.

Thu, Jul 9 - Tue, Jul 14
LAX
Los Angeles
ORD
Chicago
$154 Roundtrip, found 1 day ago
$154
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Jul 9 from Los Angeles to Chicago, returning Tue, Jul 14, priced at $154 found 1 day ago
Wed, Sep 9 - Tue, Sep 15
LAX
Los Angeles
ORD
Chicago
$189 Roundtrip, found 19 hours ago
$189
Roundtrip
found 19 hours ago
Select American Airlines flight, departing Wed, Sep 9 from Los Angeles to Chicago, returning Tue, Sep 15, priced at $189 found 19 hours ago
Wed, Sep 9 - Tue, Sep 15
LAX
Los Angeles
ORD
Chicago
$189 Roundtrip, found 19 hours ago
$189
Roundtrip
found 19 hours ago
Select United flight, departing Wed, Sep 9 from Los Angeles to Chicago, returning Tue, Sep 15, priced at $189 found 19 hours ago

Top rated hotels for your Kendall County vacation

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
$92 nightly
The price is $102 total per night
$102 total
Jun 21 - Jun 22
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.
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
26.83 mi from city center
$102 nightly
The price is $113 total per night
$113 total
Jun 28 - Jun 29
Total with taxes and fees
With a stay at Embassy Suites by Hilton Chicago Lombard Oak Brook in Lombard, you'll be in the business district, within a 5-minute drive of Oakbrook Center Mall and Yorktown Shopping Center.
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
$70 nightly
The price is $77 total per night
$77 total
Jul 12 - Jul 13
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.
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See all available properties in Kendall County
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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 2019-04-01 - 2020-03-31 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.