Cheap Vacations in DeKalb County

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DeKalb County vacations

Price found within the past 48 hours. Click for updated prices.
Sonesta Chicago O'Hare Airport Rosemont

Sonesta Chicago O'Hare Airport Rosemont

3 out of 5
Price was $471, price is now $388 per person
$388
per person
Nov 26 - Nov 29
found 1 day ago
Roundtrip flight included
Baltimore (BWI) 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 $1,922, price is now $1,359 per person
$1,359
per person
Nov 24 - Nov 28
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Chicago (ORD)
Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,014, price is now $741 per person
$741
per person
Nov 27 - Nov 30
found 2 hours ago
Roundtrip flight included
Baltimore (BWI) to Chicago (ORD)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was $958, price is now $721 per person
$721
per person
Nov 25 - Nov 28
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Chicago (ORD)
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was $1,002, price is now $768 per person
$768
per person
Nov 27 - Nov 29
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Chicago (ORD)
The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Price was $860, price is now $663 per person
$663
per person
Nov 27 - Nov 30
found 15 hours ago
Roundtrip flight included
Baltimore (BWI) to Chicago (ORD)
The Talbott, Autograph Collection

The Talbott, Autograph Collection

4.5 out of 5
Downtown Chicago
Price was $853, price is now $662 per person
$662
per person
Nov 25 - Nov 28
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Chicago (ORD)
Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk

4 out of 5
Downtown Chicago
Price was $930, price is now $744 per person
$744
per person
Nov 25 - Nov 28
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Chicago (ORD)
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

4 out of 5
Downtown Chicago
Price was $720, price is now $580 per person
$580
per person
Nov 25 - Nov 28
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Chicago (ORD)
Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Price was $1,277, price is now $1,040 per person
$1,040
per person
Nov 27 - Nov 29
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Chicago (ORD)

3-night DeKalb County vacations

Price found within the past 48 hours. Click for updated prices.
The Chicago Hotel Collection River North

The Chicago Hotel Collection River North

3 out of 5
Price was $470, price is now $381 per person
$381
per person
Nov 16 - Nov 19
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Chicago (ORD)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Save 100% on your flight
Price was $1,447, price is now $980 per person
$980
per person
Nov 27 - Nov 30
found 2 hours ago
Roundtrip flight included
Baltimore (BWI) to Chicago (ORD)
Pendry Chicago

Pendry Chicago

4.5 out of 5
Save 100% on your flight
Price was $1,014, price is now $741 per person
$741
per person
Nov 27 - Nov 30
found 2 hours ago
Roundtrip flight included
Baltimore (BWI) to Chicago (ORD)
The Glen Club

The Glen Club

4 out of 5
Price was $620, price is now $458 per person
$458
per person
Dec 7 - Dec 10
found 13 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Price was $958, price is now $721 per person
$721
per person
Nov 25 - Nov 28
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Chicago (ORD)
The Emily Hotel

The Emily Hotel

4 out of 5
Price was $860, price is now $663 per person
$663
per person
Nov 27 - Nov 30
found 15 hours ago
Roundtrip flight included
Baltimore (BWI) to Chicago (ORD)
The Talbott, Autograph Collection

The Talbott, Autograph Collection

4.5 out of 5
Price was $853, price is now $662 per person
$662
per person
Nov 25 - Nov 28
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Chicago (ORD)
Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt

4.5 out of 5
Price was $948, price is now $746 per person
$746
per person
Nov 27 - Nov 30
found 2 hours ago
Roundtrip flight included
Baltimore (BWI) to Chicago (ORD)
Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk

4 out of 5
Price was $930, price is now $744 per person
$744
per person
Nov 25 - Nov 28
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Chicago (ORD)
Level Chicago - River North

Level Chicago - River North

4 out of 5
Price was $873, price is now $700 per person
$700
per person
Dec 1 - Dec 4
found 1 day ago
Roundtrip flight included
Seattle (SEA) to Chicago (ORD)
The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago

5 out of 5
Price was $1,230, price is now $987 per person
$987
per person
Nov 27 - Nov 30
found 2 hours ago
Roundtrip flight included
Baltimore (BWI) to Chicago (ORD)
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

4 out of 5
Price was $720, price is now $580 per person
$580
per person
Nov 25 - Nov 28
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Chicago (ORD)

4-night DeKalb County vacations

Price found within the past 48 hours. Click for updated prices.
Le Méridien Essex Chicago

Le Méridien Essex Chicago

4 out of 5
Price was $507, price is now $399 per person
$399
per person
Dec 7 - Dec 11
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Chicago (ORD)
Villa Christina

Villa Christina

3 out of 5
Price was $1,293, price is now $993 per person
$993
per person
Nov 24 - Nov 28
found 1 day ago
Roundtrip flight included
Seattle (SEA) to Chicago (ORD)
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Save 100% on your flight
Price was $953, price is now $653 per person
$653
per person
Dec 11 - Dec 15
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Chicago (ORD)
The Glen Club

The Glen Club

4 out of 5
Save 100% on your flight
Price was $629, price is now $431 per person
$431
per person
Dec 4 - Dec 8
found 14 hours ago
Roundtrip flight included
Baltimore (BWI) to Chicago (ORD)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Save 100% on your flight
Price was $1,922, price is now $1,359 per person
$1,359
per person
Nov 24 - Nov 28
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Chicago (ORD)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Price was $1,124, price is now $816 per person
$816
per person
Nov 24 - Nov 28
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Chicago (ORD)
Kimpton Gray Hotel by IHG

Kimpton Gray Hotel by IHG

4.5 out of 5
Price was $1,198, price is now $900 per person
$900
per person
Nov 25 - Nov 29
found 2 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk

4 out of 5
Price was $1,120, price is now $859 per person
$859
per person
Nov 24 - Nov 28
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Chicago (ORD)
Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt

4.5 out of 5
Save 100% on your flight
Price was $626, price is now $482 per person
$482
per person
Dec 7 - Dec 11
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Chicago (ORD)
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

4 out of 5
Price was $840, price is now $657 per person
$657
per person
Nov 24 - Nov 28
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Chicago (ORD)
Hilton Grand Vacations Club Chicago Magnificent Mile

Hilton Grand Vacations Club Chicago Magnificent Mile

3.5 out of 5
Price was $511, price is now $409 per person
$409
per person
Dec 7 - Dec 11
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Chicago (ORD)
The Talbott, Autograph Collection

The Talbott, Autograph Collection

4.5 out of 5
Price was $1,023, price is now $823 per person
$823
per person
Nov 24 - Nov 28
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Chicago (ORD)

5-night DeKalb County vacations

Price found within the past 48 hours. Click for updated prices.
Kinzie Hotel

Kinzie Hotel

4 out of 5
Save 100% on your flight
Price was $796, price is now $568 per person
$568
per person
Dec 11 - Dec 16
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Chicago (ORD)
Villa Christina

Villa Christina

3 out of 5
Price was $1,581, price is now $1,225 per person
$1,225
per person
Nov 24 - Nov 29
found 1 day ago
Roundtrip flight included
Seattle (SEA) to Chicago (ORD)
Hotel Chicago Downtown, Autograph Collection by Marriott

Hotel Chicago Downtown, Autograph Collection by Marriott

4 out of 5
Price was $1,094, price is now $955 per person
$955
per person
Nov 24 - Nov 29
found 12 hours ago
Roundtrip flight included
Washington (DCA) to Chicago (ORD)
Hotel Chicago West Loop, SureStay Collection by Best Western

Hotel Chicago West Loop, SureStay Collection by Best Western

2.5 out of 5
Price was $1,116, price is now $998 per person
$998
per person
Nov 24 - Nov 29
found 1 day ago
Roundtrip flight included
Seattle (SEA) to Chicago (ORD)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Save 100% on your flight
Price was $2,238, price is now $1,520 per person
$1,520
per person
Nov 20 - Nov 25
found 10 hours ago
Roundtrip flight included
Seattle (SEA) 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 $1,343, price is now $994 per person
$994
per person
Nov 25 - Nov 30
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Chicago (ORD)
Arlo Chicago

Arlo Chicago

4 out of 5
Price was $1,118, price is now $875 per person
$875
per person
Nov 25 - Nov 30
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Chicago (ORD)
Viceroy Chicago

Viceroy Chicago

4.5 out of 5
Price was $1,372, price is now $1,109 per person
$1,109
per person
Nov 25 - Nov 30
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Chicago (ORD)
Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile

4.5 out of 5
Price was $1,111, price is now $902 per person
$902
per person
Nov 25 - Nov 30
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Chicago (ORD)
Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile

4 out of 5
Price was $1,030, price is now $847 per person
$847
per person
Nov 25 - Nov 30
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Chicago (ORD)
Pendry Chicago

Pendry Chicago

4.5 out of 5
Price was $1,416, price is now $1,167 per person
$1,167
per person
Nov 20 - Nov 25
found 10 hours ago
Roundtrip flight included
Seattle (SEA) to Chicago (ORD)
voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG

3.5 out of 5
Price was $815, price is now $684 per person
$684
per person
Nov 25 - Nov 30
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Chicago (ORD)

6-7 night DeKalb County vacations

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
Price was $828, price is now $646 per person
$646
per person
Dec 6 - Dec 12
found 17 hours ago
Roundtrip flight included
Seattle (SEA) to Chicago (ORD)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Price was $1,199, price is now $826 per person
$826
per person
Dec 6 - Dec 12
found 17 hours ago
Roundtrip flight included
Seattle (SEA) to Chicago (ORD)
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

4 out of 5
Price was $1,077, price is now $802 per person
$802
per person
Dec 6 - Dec 12
found 17 hours ago
Roundtrip flight included
Seattle (SEA) to Chicago (ORD)
LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Price was $1,200, price is now $907 per person
$907
per person
Dec 6 - Dec 12
found 17 hours ago
Roundtrip flight included
Seattle (SEA) to Chicago (ORD)
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

4.5 out of 5
Price was $1,019, price is now $821 per person
$821
per person
Dec 6 - Dec 12
found 17 hours ago
Roundtrip flight included
Seattle (SEA) to Chicago (ORD)
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
Price was $1,004, price is now $813 per person
$813
per person
Dec 6 - Dec 12
found 17 hours ago
Roundtrip flight included
Seattle (SEA) to Chicago (ORD)
Arlo Chicago

Arlo Chicago

4 out of 5
Price was $1,018, price is now $832 per person
$832
per person
Dec 6 - Dec 12
found 17 hours ago
Roundtrip flight included
Seattle (SEA) to Chicago (ORD)
The RIVVY, Chicago Downtown, a Tribute Portfolio Hotel

The RIVVY, Chicago Downtown, a Tribute Portfolio Hotel

4 out of 5
Price was $906, price is now $746 per person
$746
per person
Dec 6 - Dec 12
found 17 hours ago
Roundtrip flight included
Seattle (SEA) to Chicago (ORD)
Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

4 out of 5
Price was $837, price is now $695 per person
$695
per person
Dec 6 - Dec 12
found 17 hours ago
Roundtrip flight included
Seattle (SEA) to Chicago (ORD)
Hilton Grand Vacations Club Chicago Magnificent Mile

Hilton Grand Vacations Club Chicago Magnificent Mile

3.5 out of 5
Price was $977, price is now $814 per person
$814
per person
Dec 6 - Dec 12
found 17 hours ago
Roundtrip flight included
Seattle (SEA) to Chicago (ORD)
Wyndham Garden Elk Grove Village/O'Hare

Wyndham Garden Elk Grove Village/O'Hare

3 out of 5
Price was $886, price is now $739 per person
$739
per person
Dec 6 - Dec 12
found 17 hours ago
Roundtrip flight included
Seattle (SEA) to Chicago (ORD)
Holiday Inn Express Chicago - Magnificent Mile by IHG

Holiday Inn Express Chicago - Magnificent Mile by IHG

2.5 out of 5
Price was $815, price is now $680 per person
$680
per person
Dec 6 - Dec 12
found 17 hours ago
Roundtrip flight included
Seattle (SEA) to Chicago (ORD)

Top places to visit in DeKalb County

A large, historic building with a central clock tower, surrounded by well-maintained lawns and trees.
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DeKalb

DeKalb

Flight deals to DeKalb County

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

Thu, Nov 12 - Sun, Nov 15
LAS
Las Vegas
RFD
Rockford
$142 Roundtrip, found 4 days ago
$142
Roundtrip
found 4 days ago
Select Allegiant Air flight, departing Thu, Nov 12 from Las Vegas to Rockford, returning Sun, Nov 15, priced at $142 found 4 days ago
Wed, Jan 6 - Wed, Jan 13
AZA
Mesa
RFD
Rockford
$154 Roundtrip, found 1 day ago
$154
Roundtrip
found 1 day ago
Select Allegiant Air flight, departing Wed, Jan 6 from Mesa to Rockford, returning Wed, Jan 13, priced at $154 found 1 day ago
Fri, Dec 11 - Mon, Dec 14
PIE
St. Petersburg
RFD
Rockford
$169 Roundtrip, found 4 days ago
$169
Roundtrip
found 4 days ago
Select Allegiant Air flight, departing Fri, Dec 11 from St. Petersburg to Rockford, returning Mon, Dec 14, priced at $169 found 4 days ago
Fri, Dec 11 - Mon, Dec 14
PIE
St. Petersburg
RFD
Rockford
$179 Roundtrip, found 5 days ago
$179
Roundtrip
found 5 days ago
Select Allegiant Air flight, departing Fri, Dec 11 from St. Petersburg to Rockford, returning Mon, Dec 14, priced at $179 found 5 days ago
Sun, Nov 1 - Thu, Nov 5
LAS
Las Vegas
RFD
Rockford
$342 Roundtrip, found 4 days ago
$342
Roundtrip
found 4 days ago
Select Allegiant Air flight, departing Sun, Nov 1 from Las Vegas to Rockford, returning Thu, Nov 5, priced at $342 found 4 days ago

Top rated hotels for your DeKalb County vacation

Best Western Sycamore Inn

Best Western Sycamore Inn

2.5 out of 5
1935 Dekalb Ave Sycamore IL
Free Cancellation
Reserve now, pay when you stay
2.23 mi from city center
$95 nightly
The price is $106 total per night
$106 total
Nov 1 - Nov 2
Total with taxes and fees
With a stay at Best Western Sycamore Inn in Sycamore, you'll be near the airport, within a 10-minute drive of Northern Illinois University and Northwestern Medicine Kishwaukee Hospital.
Pool
Breakfast included
Country Inn & Suites by Radisson, Sycamore, IL

Country Inn & Suites by Radisson, Sycamore, IL

2.5 out of 5
1450 South Peace Road Sycamore IL
Free Cancellation
1.32 mi from city center
$93 nightly
The price is $103 total per night
$103 total
Nov 8 - Nov 9
Total with taxes and fees
With a stay at Country Inn & Suites by Radisson, Sycamore, IL in Sycamore, you'll be within a 10-minute drive of Northern Illinois University and Sycamore Public Library.
Pool
Breakfast included
Hollywood Casino Aurora

Hollywood Casino Aurora

2 out of 5
2500 N Farnsworth Ave Aurora IL
Free Cancellation
Reserve now, pay when you stay
24.3 mi from city center
$125 nightly
The price is $140 total per night
$140 total
Oct 28 - Oct 29
Total with taxes and fees
Located in Aurora, Hollywood Casino Aurora is a 2-minute drive from Chicago Premium Outlets and 7 minutes from RiverEdge Park.
Spa
Restaurant
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See all available properties in DeKalb 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.