Cheap Vacations in Iowa County

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Iowa 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
East Hazel Crest
Price was $695, price is now $531 per person
$531
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
Downtown Chicago
Save 100% on your flight
Price was $1,022, price is now $650 per person
$650
per person
Jul 17 - Jul 20
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Chicago (ORD)
Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,135, price is now $782 per person
$782
per person
Jul 9 - Jul 12
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
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
Downtown Chicago
Save 100% on your flight
Price was $998, price is now $714 per person
$714
per person
Jul 17 - Jul 20
found 1 day 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)
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare
Price was $763, price is now $549 per person
$549
per person
Jul 17 - Jul 20
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Chicago (ORD)
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $952, price is now $701 per person
$701
per person
Jul 17 - Jul 20
found 1 day ago
Roundtrip flight included
Dallas (DAL) 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)
LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,045, price is now $791 per person
$791
per person
Jul 17 - Jul 20
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Chicago (ORD)

3-night Iowa County vacations

Price found within the past 48 hours. Click for updated prices.
Hilton Grand Vacations Club Chicago Magnificent Mile

Hilton Grand Vacations Club Chicago Magnificent Mile

3.5 out of 5
Save 100% on your flight
Price was $723, price is now $529 per person
$529
per person
Jul 26 - Jul 29
found 3 hours 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 1 day 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 $1,397, price is now $927 per person
$927
per person
Jul 9 - Jul 12
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Pendry Chicago

Pendry Chicago

4.5 out of 5
Save 100% on your flight
Price was $1,135, price is now $782 per person
$782
per person
Jul 9 - Jul 12
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)
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 1 day 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 1 day ago
Roundtrip flight included
Dallas (DAL) to Chicago (ORD)
Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt

4.5 out of 5
Save 100% on your flight
Price was $1,345, price is now $969 per person
$969
per person
Jul 29 - Aug 1
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Chicago (ORD)
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
Save 100% on your flight
Price was $952, price is now $701 per person
$701
per person
Jul 17 - Jul 20
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Chicago (ORD)
Urban Chicago Oasis

Urban Chicago Oasis

2 out of 5
Price was $1,511, price is now $1,118 per person
$1,118
per person
Jul 30 - Aug 2
just found
Roundtrip non-stop flight included
Ontario Intl. Airport (ONT) to Chicago (ORD)

4-night Iowa County vacations

Price found within the past 48 hours. Click for updated prices.
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 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 $1,390, price is now $855 per person
$855
per person
Jul 16 - Jul 20
found 1 day 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 $1,107, price is now $735 per person
$735
per person
Jul 16 - Jul 20
found 3 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Chicago (ORD)
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
Save 100% on your flight
Price was $1,117, price is now $762 per person
$762
per person
Jul 16 - Jul 20
found 1 day 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 $1,554, price is now $1,082 per person
$1,082
per person
Jul 23 - Jul 27
found 24 hours ago
Roundtrip flight included
Dallas (DAL) 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 21 hours 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 $1,495, price is now $1,064 per person
$1,064
per person
Jul 23 - Jul 27
found 24 hours ago
Roundtrip flight included
Dallas (DAL) to Chicago (ORD)
Dorothy's

Dorothy's

2 out of 5
Price was $867, price is now $619 per person
$619
per person
Jul 16 - Jul 20
found 3 hours ago
Roundtrip non-stop flight included
Dallas (DFW) 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 24 hours ago
Roundtrip flight included
Dallas (DAL) 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 21 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 24 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
Price was $1,487, price is now $1,104 per person
$1,104
per person
Jul 23 - Jul 27
found 24 hours ago
Roundtrip flight included
Dallas (DAL) to Chicago (ORD)

5-night Iowa 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 24 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 24 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 1 day 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 1 day 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 1 day 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 1 day 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 1 day 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 1 day 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 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 $1,465, price is now $1,083 per person
$1,083
per person
Jul 20 - Jul 25
found 1 day 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 1 day ago
Roundtrip flight included
Dallas (DAL) to Chicago (ORD)
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Price was $1,283, price is now $958 per person
$958
per person
Jul 20 - Jul 25
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Chicago (ORD)

6-7 night Iowa 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 $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)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Save 100% on your flight
Price was $2,089, price is now $1,213 per person
$1,213
per person
Jul 14 - Jul 21
found 1 day ago
Roundtrip flight included
Las Vegas (LAS) 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 $1,660, price is now $1,064 per person
$1,064
per person
Jul 14 - Jul 21
found 1 day ago
Roundtrip flight included
Las Vegas (LAS) to Chicago (ORD)
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Save 100% on your flight
Price was $2,632, price is now $1,693 per person
$1,693
per person
Jul 14 - Jul 21
found 1 day ago
Roundtrip flight included
Las Vegas (LAS) to Chicago (ORD)
Pendry Chicago

Pendry Chicago

4.5 out of 5
Save 100% on your flight
Price was $2,067, price is now $1,396 per person
$1,396
per person
Jul 9 - Jul 15
found 16 hours ago
Roundtrip non-stop flight included
Ontario Intl. Airport (ONT) to Chicago (ORD)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Save 100% on your flight
Price was $3,033, price is now $2,052 per person
$2,052
per person
Jul 14 - Jul 21
found 1 day ago
Roundtrip flight included
Las Vegas (LAS) to Chicago (ORD)
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
Save 100% on your flight
Price was $1,872, price is now $1,281 per person
$1,281
per person
Jul 14 - Jul 21
found 1 day ago
Roundtrip flight included
Las Vegas (LAS) to Chicago (ORD)
Arlo Chicago

Arlo Chicago

4 out of 5
Save 100% on your flight
Price was $1,861, price is now $1,295 per person
$1,295
per person
Jul 14 - Jul 21
found 1 day ago
Roundtrip flight included
Las Vegas (LAS) to Chicago (ORD)
Kinzie Hotel

Kinzie Hotel

4 out of 5
Save 100% on your flight
Price was $1,662, price is now $1,165 per person
$1,165
per person
Jul 14 - Jul 21
found 1 day ago
Roundtrip flight included
Las Vegas (LAS) to Chicago (ORD)
Holiday Inn & Suites Chicago - Downtown by IHG

Holiday Inn & Suites Chicago - Downtown by IHG

3 out of 5
Save 100% on your flight
Price was $1,561, price is now $1,098 per person
$1,098
per person
Jul 14 - Jul 21
found 1 day ago
Roundtrip flight included
Las Vegas (LAS) to Chicago (ORD)
Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago

4 out of 5
Save 100% on your flight
Price was $1,524, price is now $1,080 per person
$1,080
per person
Jul 14 - Jul 21
found 1 day ago
Roundtrip flight included
Las Vegas (LAS) to Chicago (ORD)
River Hotel

River Hotel

4 out of 5
Save 100% on your flight
Price was $1,524, price is now $1,080 per person
$1,080
per person
Jul 14 - Jul 21
found 1 day ago
Roundtrip flight included
Las Vegas (LAS) to Chicago (ORD)

Top places to visit in Iowa County

Wisconsin River and Prairie de Chen with Autumn colors, Wisconsin
FlightsFlightsHotelsHotels

Spring Green

Spring Green

Flight deals to Iowa 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
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
Fri, Jun 26 - Mon, Jun 29
DEN
Denver
MSN
Madison
$346 Roundtrip, found 5 days ago
$346
Roundtrip
found 5 days ago
Select United flight, departing Fri, Jun 26 from Denver to Madison, returning Mon, Jun 29, priced at $346 found 5 days ago

Top rated hotels for your Iowa County vacation

Don Q Inn

Don Q Inn

2.5 out of 5
3658 State Road 23 Dodgeville WI
Free Cancellation
Reserve now, pay when you stay
2.34 mi from city center
$76 nightly
The price is $86 total per night
$86 total
Jun 4 - Jun 5
Total with taxes and fees
With a stay at Don Q Inn in Dodgeville, you'll be in a national park, within a 15-minute drive of The House on the Rock and Governor Dodge State Park.
Dodgeville inn and suites

Dodgeville inn and suites

2.5 out of 5
1308 n johns st Dodgeville WI
Free Cancellation
Reserve now, pay when you stay
1.12 mi from city center
$63 nightly
The price is $72 total per night
$72 total
Jun 4 - Jun 5
Total with taxes and fees
Located in Dodgeville, Dodgeville inn and suites is a 4-minute drive from Upland Hills Health Hospital & Clinics and 7 minutes from Governor Dodge State Park.
Deer Valley Lodge & Golf

Deer Valley Lodge & Golf

2.5 out of 5
401 West Industrial Drive Barneveld WI
Free Cancellation
Reserve now, pay when you stay
11.73 mi from city center
$129 nightly
The price is $136 total per night
$136 total
Jun 4 - Jun 5
Total with taxes and fees
Located in Barneveld, Deer Valley Lodge & Golf is within a 10-minute drive of Botham Vineyards and Blue Mound State Park.
Pool
Hot Tub
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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.