Cheap Vacations in Iowa County

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Iowa County vacations

Price found within the past 48 hours. Click for updated prices.
Motel Edgebrook Chicago North Shore by OYO

Motel Edgebrook Chicago North Shore by OYO

2 out of 5
Forest Glen
Price was $351, price is now $289 per person
$289
per person
Dec 9 - Dec 12
found 11 hours 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
Price was $1,359, price is now $1,034 per person
$1,034
per person
Nov 20 - Nov 22
found 2 hours ago
Roundtrip non-stop flight included
Dallas (DAL) to Chicago (ORD)
Destination Geneva National

Destination Geneva National

4 out of 5
Price was $742, price is now $579 per person
$579
per person
Nov 26 - Nov 29
found 2 hours ago
Roundtrip flight included
Houston (IAH) to Chicago (ORD)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was $1,231, price is now $970 per person
$970
per person
Nov 20 - Nov 22
found 6 hours ago
Roundtrip non-stop flight included
Dallas (DAL) to Chicago (ORD)
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was $740, price is now $587 per person
$587
per person
Dec 11 - Dec 13
found 1 day ago
Roundtrip flight included
Washington (DCA) to Chicago (ORD)
Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,048, price is now $837 per person
$837
per person
Nov 21 - Nov 23
found 1 day ago
Roundtrip flight included
Houston (IAH) to Chicago (ORD)
The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago

5 out of 5
Downtown Chicago
Price was $1,022, price is now $838 per person
$838
per person
Nov 21 - Nov 23
found 1 day ago
Roundtrip flight included
Washington (DCA) to Chicago (ORD)
ENVITAE Hotel 4 Bedroom Luxury Apartments

ENVITAE Hotel 4 Bedroom Luxury Apartments

2 out of 5
Near North Side
Price was $977, price is now $809 per person
$809
per person
Nov 21 - Nov 23
found 1 day ago
Roundtrip flight included
Houston (IAH) to Chicago (ORD)
The Talbott, Autograph Collection

The Talbott, Autograph Collection

4.5 out of 5
Downtown Chicago
Price was $1,040, price is now $862 per person
$862
per person
Nov 20 - Nov 22
found 6 hours ago
Roundtrip non-stop flight included
Dallas (DAL) to Chicago (ORD)
Wind Creek Southland Casino and Hotel

Wind Creek Southland Casino and Hotel

4.5 out of 5
East Hazel Crest
Price was $1,136, price is now $953 per person
$953
per person
Nov 21 - Nov 28
found 22 hours ago
Roundtrip flight included
Houston (IAH) to Chicago (ORD)

3-night Iowa 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 $467, price is now $367 per person
$367
per person
Dec 5 - Dec 8
just found
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 $1,660, price is now $1,186 per person
$1,186
per person
Dec 3 - Dec 6
found 10 hours ago
Roundtrip flight included
Washington (DCA) to Chicago (ORD)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Price was $712, price is now $512 per person
$512
per person
Dec 5 - Dec 8
just found
Roundtrip flight included
Dallas (DAL) to Chicago (ORD)
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Price was $835, price is now $606 per person
$606
per person
Dec 12 - Dec 15
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Chicago (ORD)
The Talbott, Autograph Collection

The Talbott, Autograph Collection

4.5 out of 5
Price was $690, price is now $507 per person
$507
per person
Dec 5 - Dec 8
just found
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 $897, price is now $668 per person
$668
per person
Nov 28 - Dec 1
found 12 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Price was $851, price is now $657 per person
$657
per person
Dec 3 - Dec 6
found 10 hours ago
Roundtrip flight included
Washington (DCA) to Chicago (ORD)
Level Chicago - River North

Level Chicago - River North

4 out of 5
Price was $574, price is now $445 per person
$445
per person
Dec 13 - Dec 16
found 1 day 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
Price was $638, price is now $494 per person
$494
per person
Dec 5 - Dec 8
just found
Roundtrip flight included
Dallas (DAL) to Chicago (ORD)
Destination Geneva National

Destination Geneva National

4 out of 5
Price was $742, price is now $579 per person
$579
per person
Nov 26 - Nov 29
found 2 hours ago
Roundtrip flight included
Houston (IAH) to Chicago (ORD)
Nobu Hotel Chicago

Nobu Hotel Chicago

5 out of 5
Save 100% on your flight
Price was $1,082, price is now $868 per person
$868
per person
Nov 28 - Dec 1
found 12 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
The Wade

The Wade

4.5 out of 5
Price was $509, price is now $412 per person
$412
per person
Dec 5 - Dec 8
just found
Roundtrip flight included
Dallas (DAL) to Chicago (ORD)

4-night Iowa County vacations

Price found within the past 48 hours. Click for updated prices.
The Glen Club

The Glen Club

4 out of 5
Save 100% on your flight
Price was $631, price is now $434 per person
$434
per person
Dec 3 - Dec 7
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 $1,318, price is now $863 per person
$863
per person
Nov 26 - Nov 30
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 $818, price is now $575 per person
$575
per person
Dec 12 - Dec 16
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Chicago (ORD)
The Talbott, Autograph Collection

The Talbott, Autograph Collection

4.5 out of 5
Price was $923, price is now $658 per person
$658
per person
Nov 26 - Nov 30
found 1 day 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 $1,140, price is now $816 per person
$816
per person
Nov 18 - Nov 22
found 7 hours ago
Roundtrip flight included
Los Angeles (LAX) to Chicago (ORD)
Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk

4 out of 5
Save 100% on your flight
Price was $878, price is now $632 per person
$632
per person
Nov 24 - Nov 28
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 $1,008, price is now $748 per person
$748
per person
Nov 24 - Nov 28
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Price was $945, price is now $714 per person
$714
per person
Nov 26 - Nov 30
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 $949, price is now $718 per person
$718
per person
Nov 28 - Dec 2
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Arlo Chicago

Arlo Chicago

4 out of 5
Save 100% on your flight
Price was $737, price is now $560 per person
$560
per person
Dec 4 - Dec 8
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
Save 100% on your flight
Price was $1,543, price is now $1,172 per person
$1,172
per person
Dec 12 - Dec 16
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Chicago (ORD)
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Price was $729, price is now $559 per person
$559
per person
Nov 26 - Nov 30
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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
Price was $650, price is now $454 per person
$454
per person
Nov 23 - Nov 28
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
Save 100% on your flight
Price was $1,965, price is now $1,210 per person
$1,210
per person
Nov 23 - Nov 28
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 $1,036, price is now $684 per person
$684
per person
Nov 23 - Nov 28
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 $1,021, price is now $692 per person
$692
per person
Nov 23 - Nov 28
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 $805, price is now $548 per person
$548
per person
Nov 23 - Nov 28
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
The Talbott, Autograph Collection

The Talbott, Autograph Collection

4.5 out of 5
Price was $1,011, price is now $738 per person
$738
per person
Nov 23 - Nov 28
found 9 hours ago
Roundtrip flight included
Washington (DCA) to Chicago (ORD)
Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile

4.5 out of 5
Save 100% on your flight
Price was $976, price is now $714 per person
$714
per person
Nov 23 - Nov 28
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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 $819, price is now $613 per person
$613
per person
Nov 23 - Nov 28
found 9 hours ago
Roundtrip flight included
Washington (DCA) to Chicago (ORD)
Pendry Chicago

Pendry Chicago

4.5 out of 5
Save 100% on your flight
Price was $1,099, price is now $827 per person
$827
per person
Nov 23 - Nov 28
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Price was $812, price is now $616 per person
$616
per person
Nov 23 - Nov 28
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk

4 out of 5
Price was $1,169, price is now $889 per person
$889
per person
Nov 23 - Nov 28
found 9 hours ago
Roundtrip flight included
Washington (DCA) to Chicago (ORD)
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
Price was $1,306, price is now $995 per person
$995
per person
Nov 17 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Chicago (ORD)

6-7 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
Price was $641, price is now $496 per person
$496
per person
Dec 11 - Dec 17
found 4 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 $1,511, price is now $1,022 per person
$1,022
per person
Nov 23 - Nov 29
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
The Talbott, Autograph Collection

The Talbott, Autograph Collection

4.5 out of 5
Price was $1,207, price is now $829 per person
$829
per person
Nov 23 - Nov 29
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk

4 out of 5
Price was $1,375, price is now $990 per person
$990
per person
Nov 23 - Nov 29
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
Price was $948, price is now $721 per person
$721
per person
Nov 23 - Nov 29
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
Price was $1,587, price is now $1,222 per person
$1,222
per person
Nov 19 - Nov 25
found 9 hours ago
Roundtrip flight included
Los Angeles (LAX) to Chicago (ORD)
LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Price was $1,092, price is now $842 per person
$842
per person
Nov 23 - Nov 29
found 1 day 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
Price was $1,122, price is now $879 per person
$879
per person
Nov 23 - Nov 29
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Arlo Chicago

Arlo Chicago

4 out of 5
Price was $1,158, price is now $907 per person
$907
per person
Nov 23 - Nov 29
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

4.5 out of 5
Price was $1,191, price is now $939 per person
$939
per person
Nov 23 - Nov 29
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
Price was $1,174, price is now $931 per person
$931
per person
Nov 23 - Nov 29
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
L7 Chicago by LOTTE

L7 Chicago by LOTTE

4.5 out of 5
Price was $818, price is now $658 per person
$658
per person
Dec 11 - Dec 17
found 4 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)

Top places to visit in Iowa County

A park with a picnic table, trees with autumn foliage, and a grassy area.
FlightsFlightsHotelsHotels

Dodgeville

Dodgeville

Flight deals to Iowa County

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

Wed, Oct 28 - Wed, Nov 4
ATL
Atlanta
MSN
Madison
$298 Roundtrip, found 3 days ago
$298
Roundtrip
found 3 days ago
Select Bargain Flight flight, departing Wed, Oct 28 from Atlanta to Madison, returning Wed, Nov 4, priced at $298 found 3 days ago
Fri, Dec 11 - Tue, Dec 15
SEA
Seattle
MSN
Madison
$306 Roundtrip, found 5 days ago
$306
Roundtrip
found 5 days ago
Select Bargain Flight flight, departing Fri, Dec 11 from Seattle to Madison, returning Tue, Dec 15, priced at $306 found 5 days ago
Fri, Nov 6 - Sun, Nov 8
BOS
Boston
MSN
Madison
$311 Roundtrip, found 5 days ago
$311
Roundtrip
found 5 days ago
Select Bargain Flight flight, departing Fri, Nov 6 from Boston to Madison, returning Sun, Nov 8, priced at $311 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
$80 nightly
The price is $91 total per night
$91 total
Nov 1 - Nov 2
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.
Pool
Hot Tub
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
$104 nightly
The price is $118 total per night
$118 total
Nov 1 - Nov 2
Total with taxes and fees
Located in Dodgeville, Dodgeville inn and suites is within a 5-minute drive of Dodge Mining Camp Cabin and Upland Hills Health Hospital & Clinics.
Breakfast included
Parking included
AmericInn by Wyndham Dodgeville

AmericInn by Wyndham Dodgeville

3 out of 5
3637 State Road 23 Dodgeville WI
Free Cancellation
Reserve now, pay when you stay
2.17 mi from city center
$94 nightly
The price is $106 total per night
$106 total
Nov 4 - Nov 5
Total with taxes and fees
With a stay at AmericInn by Wyndham Dodgeville in Dodgeville, you'll be in a state park, within a 15-minute drive of The House on the Rock and Governor Dodge State Park.
Pool
Hot Tub
Don't see what you're looking for?
See all available properties in Iowa 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.