Cheap Vacations in Iowa County

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Iowa County vacations

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

The Chicago Hotel Collection - Wrigleyville

3.5 out of 5
Lakeview
Save 100% on your flight
Price was $1,043, price is now $769 per person
$769
per person
Oct 18 - Oct 21
found 1 day 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 $2,223, price is now $1,317 per person
$1,317
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Albany (ALB) to Chicago (ORD)
Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,317, price is now $847 per person
$847
per person
Oct 18 - Oct 21
found 1 day 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 $1,226, price is now $841 per person
$841
per person
Oct 18 - Oct 21
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 $1,821, price is now $1,263 per person
$1,263
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Albany (ALB) 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 $1,846, price is now $1,314 per person
$1,314
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Albany (ALB) to Chicago (ORD)
LIVN - Millennium Park Downtown Chicago

LIVN - Millennium Park Downtown Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $2,153, price is now $1,536 per person
$1,536
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Albany (ALB) to Chicago (ORD)
Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,214, price is now $869 per person
$869
per person
Oct 18 - Oct 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
LIVN - West Loop Chicago

LIVN - West Loop Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,624, price is now $1,186 per person
$1,186
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Albany (ALB) to Chicago (ORD)
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,836, price is now $1,347 per person
$1,347
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Albany (ALB) to Chicago (ORD)

3-night Iowa County vacations

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

The Chicago Hotel Collection - Wrigleyville

3.5 out of 5
Save 100% on your flight
Price was $1,043, price is now $769 per person
$769
per person
Oct 18 - Oct 21
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 $2,223, price is now $1,317 per person
$1,317
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Albany (ALB) to Chicago (ORD)
Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Save 100% on your flight
Price was $1,317, price is now $847 per person
$847
per person
Oct 18 - Oct 21
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 $1,378, price is now $909 per person
$909
per person
Oct 15 - Oct 18
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 $1,226, price is now $841 per person
$841
per person
Oct 18 - Oct 21
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 $1,821, price is now $1,263 per person
$1,263
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Albany (ALB) 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 $1,846, price is now $1,314 per person
$1,314
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Albany (ALB) to Chicago (ORD)
LIVN - Millennium Park Downtown Chicago

LIVN - Millennium Park Downtown Chicago

4 out of 5
Save 100% on your flight
Price was $2,153, price is now $1,536 per person
$1,536
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Albany (ALB) to Chicago (ORD)
Level Chicago - River North

Level Chicago - River North

4 out of 5
Save 100% on your flight
Price was $1,214, price is now $869 per person
$869
per person
Oct 18 - Oct 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
LIVN - West Loop Chicago

LIVN - West Loop Chicago

4 out of 5
Save 100% on your flight
Price was $1,624, price is now $1,186 per person
$1,186
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Albany (ALB) 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 $1,165, price is now $854 per person
$854
per person
Oct 15 - Oct 18
found 1 day 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 $1,836, price is now $1,347 per person
$1,347
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Albany (ALB) to Chicago (ORD)

4-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 $1,063, price is now $810 per person
$810
per person
Oct 21 - Oct 25
found 19 hours ago
Roundtrip flight included
Albany (ALB) to Chicago (ORD)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Save 100% on your flight
Price was $1,664, price is now $1,047 per person
$1,047
per person
Oct 21 - Oct 25
found 19 hours ago
Roundtrip flight included
Albany (ALB) to Chicago (ORD)
Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Save 100% on your flight
Price was $1,481, price is now $952 per person
$952
per person
Oct 14 - Oct 18
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 $1,780, price is now $1,202 per person
$1,202
per person
Oct 21 - Oct 25
found 19 hours ago
Roundtrip flight included
Albany (ALB) to Chicago (ORD)
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Save 100% on your flight
Price was $1,233, price is now $882 per person
$882
per person
Oct 12 - Oct 16
found 3 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 $1,510, price is now $1,080 per person
$1,080
per person
Oct 21 - Oct 25
found 19 hours ago
Roundtrip flight included
Albany (ALB) to Chicago (ORD)
Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago

3.5 out of 5
Save 100% on your flight
Price was $1,155, price is now $830 per person
$830
per person
Oct 21 - Oct 25
found 19 hours ago
Roundtrip flight included
Albany (ALB) to Chicago (ORD)
The Godfrey Hotel Chicago

The Godfrey Hotel Chicago

4.5 out of 5
Save 100% on your flight
Price was $1,605, price is now $1,156 per person
$1,156
per person
Oct 10 - Oct 14
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 $1,535, price is now $1,109 per person
$1,109
per person
Oct 21 - Oct 25
found 19 hours ago
Roundtrip flight included
Albany (ALB) to Chicago (ORD)
The Talbott, Autograph Collection

The Talbott, Autograph Collection

4.5 out of 5
Save 100% on your flight
Price was $1,508, price is now $1,102 per person
$1,102
per person
Oct 21 - Oct 25
found 19 hours ago
Roundtrip flight included
Albany (ALB) to Chicago (ORD)
Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt

4.5 out of 5
Save 100% on your flight
Price was $1,402, price is now $1,060 per person
$1,060
per person
Oct 16 - Oct 20
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) 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 $1,371, price is now $1,045 per person
$1,045
per person
Oct 21 - Oct 25
found 19 hours ago
Roundtrip flight included
Albany (ALB) to Chicago (ORD)

5-night Iowa County vacations

Price found within the past 48 hours. Click for updated prices.
LIVN - West Loop Chicago

LIVN - West Loop Chicago

4 out of 5
Save 100% on your flight
Price was $1,258, price is now $879 per person
$879
per person
Oct 15 - Oct 20
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 $1,945, price is now $1,150 per person
$1,150
per person
Oct 15 - Oct 20
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 $1,839, price is now $1,196 per person
$1,196
per person
Oct 15 - Oct 20
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 $1,669, price is now $1,096 per person
$1,096
per person
Oct 15 - Oct 20
found 1 day 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 $2,320, price is now $1,540 per person
$1,540
per person
Oct 15 - Oct 20
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 $3,028, price is now $2,014 per person
$2,014
per person
Oct 13 - Oct 18
found 1 day 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 $1,700, price is now $1,168 per person
$1,168
per person
Oct 15 - Oct 20
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 $2,507, price is now $1,790 per person
$1,790
per person
Oct 15 - Oct 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

4 out of 5
Save 100% on your flight
Price was $2,793, price is now $2,122 per person
$2,122
per person
Oct 9 - Oct 14
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Arlo Chicago

Arlo Chicago

4 out of 5
Save 100% on your flight
Price was $2,413, price is now $1,873 per person
$1,873
per person
Oct 9 - Oct 14
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
LIVN - Millennium Park Downtown Chicago

LIVN - Millennium Park Downtown Chicago

4 out of 5
Save 100% on your flight
Price was $2,296, price is now $1,796 per person
$1,796
per person
Oct 9 - Oct 14
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago

3.5 out of 5
Save 100% on your flight
Price was $1,425, price is now $1,118 per person
$1,118
per person
Oct 13 - Oct 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)

6-7 night Iowa County vacations

Price found within the past 48 hours. Click for updated prices.
Hotel Indigo Chicago-Vernon Hills by IHG

Hotel Indigo Chicago-Vernon Hills by IHG

3.5 out of 5
Save 100% on your flight
Price was $672, price is now $490 per person
$490
per person
Oct 13 - Oct 20
found 5 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 $2,565, price is now $1,500 per person
$1,500
per person
Oct 11 - Oct 17
found 8 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 $2,452, price is now $1,524 per person
$1,524
per person
Oct 11 - Oct 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

5 out of 5
Save 100% on your flight
Price was $4,112, price is now $2,662 per person
$2,662
per person
Oct 11 - Oct 17
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 $2,440, price is now $1,637 per person
$1,637
per person
Oct 11 - Oct 17
found 8 hours ago
Roundtrip flight included
Atlanta (ATL) 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 $2,327, price is now $1,582 per person
$1,582
per person
Oct 20 - Oct 26
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
Save 100% on your flight
Price was $1,705, price is now $1,183 per person
$1,183
per person
Oct 11 - Oct 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
LIVN - Millennium Park Downtown Chicago

LIVN - Millennium Park Downtown Chicago

4 out of 5
Save 100% on your flight
Price was $1,691, price is now $1,213 per person
$1,213
per person
Oct 11 - Oct 17
found 8 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
LIVN - West Loop Chicago

LIVN - West Loop Chicago

4 out of 5
Save 100% on your flight
Price was $1,502, price is now $1,087 per person
$1,087
per person
Oct 11 - Oct 17
found 8 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Kinzie Hotel

Kinzie Hotel

4 out of 5
Save 100% on your flight
Price was $1,802, price is now $1,309 per person
$1,309
per person
Oct 20 - Oct 26
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 $1,949, price is now $1,418 per person
$1,418
per person
Oct 11 - Oct 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Hotel 55 Chicago Downtown

Hotel 55 Chicago Downtown

4 out of 5
Save 100% on your flight
Price was $1,841, price is now $1,351 per person
$1,351
per person
Oct 11 - Oct 17
found 8 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)

Top places to visit in Iowa County

A calm river reflecting autumn foliage, surrounded by hills.
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.

Tue, Oct 27 - Sat, Oct 31
DCA
Washington
MSN
Madison
$272 Roundtrip, found 1 day ago
$272
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Tue, Oct 27 from Washington to Madison, returning Sat, Oct 31, priced at $272 found 1 day ago
Thu, Sep 10 - Thu, Sep 17
BOS
Boston
MSN
Madison
$282 Roundtrip, found 6 days ago
$282
Roundtrip
found 6 days ago
Select Bargain Flight flight, departing Thu, Sep 10 from Boston to Madison, returning Thu, Sep 17, priced at $282 found 6 days ago
Sun, Sep 13 - Sun, Sep 20
DEN
Denver
MSN
Madison
$298 Roundtrip, found 3 days ago
$298
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sun, Sep 13 from Denver to Madison, returning Sun, Sep 20, priced at $298 found 3 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
$78 nightly
The price is $88 total per night
$88 total
Sep 7 - Sep 8
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.
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
$124 nightly
The price is $141 total per night
$141 total
Sep 13 - Sep 14
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.
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
$77 nightly
The price is $87 total per night
$87 total
Sep 16 - Sep 17
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.
Don't see what you're looking for?
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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.