Cheap Vacations in Dane County

Choose two or more items and save on your trip:

Dane County vacations

Price found within the past 48 hours. Click for updated prices.
Baymont by Wyndham Glenview

Baymont by Wyndham Glenview

3 out of 5
Price was $450, price is now $344 per person
$344
per person
Jul 31 - Aug 2
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Urban Chicago Oasis

Urban Chicago Oasis

2 out of 5
Lakeview
Save 100% on your flight
Price was $1,240, price is now $878 per person
$878
per person
Jul 8 - Jul 11
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Kimpton Gray Hotel by IHG

Kimpton Gray Hotel by IHG

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $998, price is now $714 per person
$714
per person
Jul 17 - Jul 20
found 18 hours ago
Roundtrip flight included
Dallas (DAL) 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
Price was $1,173, price is now $842 per person
$842
per person
Jul 12 - Jul 15
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Chicago (ORD)
Dorothy's

Dorothy's

2 out of 5
Lakeview
Save 100% on your flight
Price was $515, price is now $371 per person
$371
per person
Jul 8 - Jul 11
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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 $1,505, price is now $1,117 per person
$1,117
per person
Jul 12 - Jul 15
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Chicago (ORD)
Wind Creek Southland Casino and Hotel

Wind Creek Southland Casino and Hotel

4 out of 5
East Hazel Crest
Price was $695, price is now $531 per person
$531
per person
Jul 8 - Jul 11
found 17 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Hilton Chicago

Hilton Chicago

4 out of 5
Downtown Chicago
Price was $1,131, price is now $869 per person
$869
per person
Jul 12 - Jul 15
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Chicago (ORD)
The Wade

The Wade

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,273, price is now $979 per person
$979
per person
Jul 17 - Jul 20
found 18 hours ago
Roundtrip flight included
Dallas (DAL) to Chicago (ORD)
Lodge Geneva National

Lodge Geneva National

4 out of 5
Price was $1,037, price is now $799 per person
$799
per person
Jul 31 - Aug 2
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)

3-night Dane County vacations

Price found within the past 48 hours. Click for updated prices.
Dorothy's

Dorothy's

2 out of 5
Save 100% on your flight
Price was $515, price is now $371 per person
$371
per person
Jul 8 - Jul 11
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Save 100% on your flight
Price was $1,022, price is now $650 per person
$650
per person
Jul 17 - Jul 20
found 18 hours ago
Roundtrip flight included
Dallas (DAL) to Chicago (ORD)
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Save 100% on your flight
Price was $1,106, price is now $721 per person
$721
per person
Jul 8 - Jul 11
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

4.5 out of 5
Save 100% on your flight
Price was $649, price is now $433 per person
$433
per person
Jul 8 - Jul 11
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
The Langham, Chicago

The Langham, Chicago

5 out of 5
Save 100% on your flight
Price was $1,812, price is now $1,271 per person
$1,271
per person
Jul 9 - Jul 12
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Urban Chicago Oasis

Urban Chicago Oasis

2 out of 5
Save 100% on your flight
Price was $1,240, price is now $878 per person
$878
per person
Jul 8 - Jul 11
found 1 day 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 $966, price is now $687 per person
$687
per person
Jul 8 - Jul 11
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Hotel 55 Chicago Downtown

Hotel 55 Chicago Downtown

4 out of 5
Save 100% on your flight
Price was $889, price is now $633 per person
$633
per person
Jul 29 - Aug 1
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Price was $1,071, price is now $765 per person
$765
per person
Jul 12 - Jul 15
found 1 day ago
Roundtrip flight included
Dallas (DAL) 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 $998, price is now $714 per person
$714
per person
Jul 17 - Jul 20
found 18 hours ago
Roundtrip flight included
Dallas (DAL) 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
Price was $1,173, price is now $842 per person
$842
per person
Jul 12 - Jul 15
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Chicago (ORD)
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
Price was $763, price is now $549 per person
$549
per person
Jul 17 - Jul 20
found 18 hours ago
Roundtrip flight included
Dallas (DAL) to Chicago (ORD)

4-night Dane County vacations

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG

2.5 out of 5
Price was $670, price is now $517 per person
$517
per person
Jul 9 - Jul 13
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
JW Marriott Chicago

JW Marriott Chicago

4.5 out of 5
Save 100% on your flight
Price was $1,123, price is now $786 per person
$786
per person
Jul 9 - Jul 13
found 13 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 $1,777, price is now $1,288 per person
$1,288
per person
Jul 20 - Jul 24
found 1 day ago
Roundtrip flight included
Las Vegas (LAS) to Chicago (ORD)
The Emily Hotel

The Emily Hotel

4 out of 5
Save 100% on your flight
Price was $1,450, price is now $1,052 per person
$1,052
per person
Jul 23 - Jul 27
found 15 hours ago
Roundtrip flight included
Dallas (DAL) to Chicago (ORD)
Hotel Arista

Hotel Arista

4.5 out of 5
Save 100% on your flight
Price was $791, price is now $575 per person
$575
per person
Jul 21 - Jul 25
found 18 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Waldorf Astoria Chicago

Waldorf Astoria Chicago

5 out of 5
Save 100% on your flight
Price was $2,294, price is now $1,670 per person
$1,670
per person
Jul 9 - Jul 13
found 13 hours ago
Roundtrip flight included
Dallas (DFW) 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 $1,624, price is now $1,192 per person
$1,192
per person
Jul 23 - Jul 27
found 15 hours ago
Roundtrip flight included
Dallas (DAL) to Chicago (ORD)
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

3 out of 5
Save 100% on your flight
Price was $997, price is now $741 per person
$741
per person
Jul 9 - Jul 13
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
The Neighborhood Hotel-Little Italy

The Neighborhood Hotel-Little Italy

4 out of 5
Save 100% on your flight
Price was $1,074, price is now $801 per person
$801
per person
Jul 9 - Jul 13
found 13 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

4 out of 5
Save 100% on your flight
Price was $962, price is now $719 per person
$719
per person
Jul 9 - Jul 13
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Holiday Inn Chicago North-Evanston by IHG

Holiday Inn Chicago North-Evanston by IHG

3 out of 5
Price was $736, price is now $556 per person
$556
per person
Jul 9 - Jul 13
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
The Westin Chicago Lombard

The Westin Chicago Lombard

4 out of 5
Price was $735, price is now $568 per person
$568
per person
Jul 9 - Jul 13
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)

5-night Dane County vacations

Price found within the past 48 hours. Click for updated prices.
Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

4 out of 5
Save 100% on your flight
Price was $1,154, price is now $817 per person
$817
per person
Jul 20 - Jul 25
found 15 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Save 100% on your flight
Price was $1,671, price is now $1,054 per person
$1,054
per person
Jul 20 - Jul 25
found 15 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Save 100% on your flight
Price was $1,751, price is now $1,110 per person
$1,110
per person
Jul 20 - Jul 25
found 16 hours ago
Roundtrip flight included
Dallas (DAL) to Chicago (ORD)
Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Save 100% on your flight
Price was $1,837, price is now $1,204 per person
$1,204
per person
Jul 20 - Jul 25
found 16 hours ago
Roundtrip flight included
Dallas (DAL) 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 $2,123, price is now $1,446 per person
$1,446
per person
Jul 20 - Jul 25
found 16 hours ago
Roundtrip flight included
Dallas (DAL) 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 $1,954, price is now $1,337 per person
$1,337
per person
Jul 20 - Jul 25
found 16 hours ago
Roundtrip flight included
Dallas (DAL) to Chicago (ORD)
The Emily Hotel

The Emily Hotel

4 out of 5
Save 100% on your flight
Price was $1,967, price is now $1,374 per person
$1,374
per person
Jul 20 - Jul 25
found 16 hours ago
Roundtrip flight included
Dallas (DAL) to Chicago (ORD)
Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
Save 100% on your flight
Price was $2,058, price is now $1,448 per person
$1,448
per person
Jul 20 - Jul 25
found 16 hours ago
Roundtrip flight included
Dallas (DAL) to Chicago (ORD)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Save 100% on your flight
Price was $2,602, price is now $1,891 per person
$1,891
per person
Jul 20 - Jul 25
found 16 hours ago
Roundtrip flight included
Dallas (DAL) to Chicago (ORD)
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
Price was $1,465, price is now $1,083 per person
$1,083
per person
Jul 20 - Jul 25
found 16 hours ago
Roundtrip flight included
Dallas (DAL) to Chicago (ORD)
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
Price was $1,438, price is now $1,066 per person
$1,066
per person
Jul 20 - Jul 25
found 16 hours ago
Roundtrip flight included
Dallas (DAL) to Chicago (ORD)
voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG

3.5 out of 5
Save 100% on your flight
Price was $1,330, price is now $990 per person
$990
per person
Jul 24 - Jul 29
found 14 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)

6-7 night Dane County vacations

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG

2.5 out of 5
Price was $976, price is now $732 per person
$732
per person
Jul 14 - Jul 21
found 1 day ago
Roundtrip flight included
Las Vegas (LAS) to Chicago (ORD)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Save 100% on your flight
Price was $2,006, price is now $1,254 per person
$1,254
per person
Jul 8 - Jul 15
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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 $1,410, price is now $916 per person
$916
per person
Jul 8 - Jul 15
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Save 100% on your flight
Price was $1,856, price is now $1,239 per person
$1,239
per person
Jul 8 - Jul 15
found 1 day 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 $2,037, price is now $1,361 per person
$1,361
per person
Jul 16 - Jul 22
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) 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 $2,066, price is now $1,437 per person
$1,437
per person
Jul 8 - Jul 15
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Wind Creek Southland Casino and Hotel

Wind Creek Southland Casino and Hotel

4 out of 5
Save 100% on your flight
Price was $1,173, price is now $822 per person
$822
per person
Jul 14 - Jul 21
found 1 day ago
Roundtrip flight included
Las Vegas (LAS) to Chicago (ORD)
The Westin Chicago Lombard

The Westin Chicago Lombard

4 out of 5
Save 100% on your flight
Price was $1,366, price is now $980 per person
$980
per person
Jul 14 - Jul 21
found 1 day ago
Roundtrip flight included
Las Vegas (LAS) to Chicago (ORD)
voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG

3.5 out of 5
Save 100% on your flight
Price was $1,562, price is now $1,139 per person
$1,139
per person
Jul 16 - Jul 22
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) 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 $1,346, price is now $995 per person
$995
per person
Jul 8 - Jul 15
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago

3.5 out of 5
Save 100% on your flight
Price was $1,431, price is now $1,062 per person
$1,062
per person
Jul 8 - Jul 15
found 1 day 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 $1,884, price is now $1,412 per person
$1,412
per person
Jul 14 - Jul 21
found 1 day ago
Roundtrip flight included
Las Vegas (LAS) to Chicago (ORD)

Top places to visit in Dane County

FlightsFlightsHotelsHotels

Madison

Madison

Flight deals to Dane County

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

Fri, Jul 17 - Tue, Jul 21
LAS
Las Vegas
MSN
Madison
$286 Roundtrip, found 1 day ago
$286
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Fri, Jul 17 from Las Vegas to Madison, returning Tue, Jul 21, priced at $286 found 1 day ago
Wed, Jul 1 - Tue, Jul 7
DEN
Denver
MSN
Madison
$306 Roundtrip, found 6 days ago
$306
Roundtrip
found 6 days ago
Select United flight, departing Wed, Jul 1 from Denver to Madison, returning Tue, Jul 7, priced at $306 found 6 days ago
Sun, Jun 7 - Tue, Jun 9
LAX
Los Angeles
MSN
Madison
$337 Roundtrip, found 1 day ago
$337
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sun, Jun 7 from Los Angeles to Madison, returning Tue, Jun 9, priced at $337 found 1 day ago

Top rated hotels for your Dane County vacation

The Madison Concourse Hotel and Governor's Club

The Madison Concourse Hotel and Governor's Club

3.5 out of 5
1 W Dayton St Madison WI
Free Cancellation
Reserve now, pay when you stay
0.35 mi from city center
$139 nightly
The price is $161 total per night
$161 total
Jun 14 - Jun 15
Total with taxes and fees
With a stay at The Madison Concourse Hotel and Governor's Club, you'll be centrally located in Madison, steps from Capitol Square and a short 3-minute drive from University of Wisconsin-Madison.
Pool
Hot Tub
Baymont by Wyndham Madison West/Middleton WI West

Baymont by Wyndham Madison West/Middleton WI West

2.5 out of 5
8102 Excelsior Dr Madison WI
Free Cancellation
Reserve now, pay when you stay
7.13 mi from city center
$65 nightly
The price is $75 total per night
$75 total
Jun 28 - Jun 29
Total with taxes and fees
With a stay at Baymont by Wyndham Madison West/Middleton WI West in Madison (Junction Ridge), you'll be within a 15-minute drive of University of Wisconsin-Madison and University of Wisconsin Hospital and Clinics.
Pool
Hot Tub
DoubleTree by Hilton Madison East

DoubleTree by Hilton Madison East

4 out of 5
4402 E Washington Ave Madison WI
Free Cancellation
Reserve now, pay when you stay
5.37 mi from city center
$98 nightly
The price is $113 total per night
$113 total
Jun 7 - Jun 8
Total with taxes and fees
Located in Madison (Greater Sandburg), DoubleTree by Hilton Madison East is within a 5-minute drive of East Towne Mall and Madison Area Technical College.
Pool
Pet friendly
Don't see what you're looking for?
See all available properties in Dane County
View all properties
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.