Flights To Iowa County - Cheap Flights Starting at CA $102

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How Much Does it Cost To Fly To Iowa County?

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

Wed, Aug 26 - Sat, Aug 29
MCO
Orlando Intl.
MSN
Dane County Regional
CA $293 Roundtrip, found 6 days ago
CA $293
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Wed, Aug 26 from Orlando Intl. to Dane County Regional, returning Sat, Aug 29, priced at CA $293 found 6 days ago
Fri, Sep 11 - Mon, Sep 14
BOS
Logan Intl.
MSN
Dane County Regional
CA $573 Roundtrip, found 1 day ago
CA $573
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Sep 11 from Logan Intl. to Dane County Regional, returning Mon, Sep 14, priced at CA $573 found 1 day ago
Tue, Sep 15 - Thu, Dec 3
YVR
Vancouver Intl.
MSN
Dane County Regional
CA $580 Roundtrip, found 5 days ago
CA $580
Roundtrip
found 5 days ago
Select WestJet flight, departing Tue, Sep 15 from Vancouver Intl. to Dane County Regional, returning Thu, Dec 3, priced at CA $580 found 5 days ago
Wed, Aug 26 - Sat, Aug 29
ALB
Albany Intl.
MSN
Dane County Regional
CA $594 Roundtrip, found 1 day ago
CA $594
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Aug 26 from Albany Intl. to Dane County Regional, returning Sat, Aug 29, priced at CA $594 found 1 day ago
Wed, Aug 26 - Sat, Aug 29
ALB
Albany Intl.
MSN
Dane County Regional
CA $594 Roundtrip, found 1 day ago
CA $594
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Aug 26 from Albany Intl. to Dane County Regional, returning Sat, Aug 29, priced at CA $594 found 1 day ago
Sat, Sep 5 - Sat, Sep 12
YYZ
Pearson Intl.
MSN
Dane County Regional
CA $657 Roundtrip, found 20 hours ago
CA $657
Roundtrip
found 20 hours ago
Select United flight, departing Sat, Sep 5 from Pearson Intl. to Dane County Regional, returning Sat, Sep 12, priced at CA $657 found 20 hours ago
Wed, Sep 23 - Sun, Sep 27
YUL
Pierre Elliott Trudeau Intl.
MSN
Dane County Regional
CA $671 Roundtrip, found 3 days ago
CA $671
Roundtrip
found 3 days ago
Select WestJet flight, departing Wed, Sep 23 from Pierre Elliott Trudeau Intl. to Dane County Regional, returning Sun, Sep 27, priced at CA $671 found 3 days ago
Tue, Sep 29 - Sun, Oct 4
YYC
Calgary Intl.
MSN
Dane County Regional
CA $692 Roundtrip, found 23 hours ago
CA $692
Roundtrip
found 23 hours ago
Select United flight, departing Tue, Sep 29 from Calgary Intl. to Dane County Regional, returning Sun, Oct 4, priced at CA $692 found 23 hours ago
OriginDestinationTravel datesFlights from*
SEAMadisonNovember 23 to December 2CA $489
BOSMadisonSeptember 11 to September 14CA $573
LASMadisonOctober 1 to October 4CA $1,006
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

Oct 11 - Oct 14

3 night stay

Toronto (YTO) to Chicago (ORD)

Porter Airlines • Roundtrip • Coach
Price was CA $2,098, price is now CA $1,477 per person
CA $1,477
per person
found 1 day ago
Level Chicago – Old Town
4.0-star property

Level Chicago – Old Town

Sep 14 - Sep 17

3 night stay

Hamilton (YHM) to Chicago (ORD)

Air Canada • Non-stop roundtrip • Coach
Price was CA $2,991, price is now CA $2,090 per person
CA $2,090
per person
found 5 hours ago
Four Seasons Hotel Chicago
5.0-star property

Four Seasons Hotel Chicago

Oct 11 - Oct 14

3 night stay

Toronto (YTO) to Chicago (ORD)

Porter Airlines • Roundtrip • Coach
Price was CA $3,169, price is now CA $2,256 per person
CA $2,256
per person
found 1 day ago
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Travelers ❤️ These Iowa County 🏨

Don Q Inn

Don Q Inn

2.5 out of 5
3658 State Road 23 Dodgeville WI
Stay at this hotel in Dodgeville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Cox Hollow Beach and Meadow Valley Trailhead are located nearby.
8/10 Very good! (1,009 reviews)
"The Staff really cared the rooms were clean"

Reviewed on Aug 22, 2026

Opens in a new windowDon Q Inn
Dodgeville inn and suites

Dodgeville inn and suites

2.5 out of 5
1308 n johns st Dodgeville WI
Stay at this hotel in Dodgeville. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Dodge Mining Camp Cabin and Cox Hollow Beach are located nearby.
Opens in a new windowDodgeville inn and suites
AmericInn by Wyndham Dodgeville

AmericInn by Wyndham Dodgeville

3 out of 5
3637 State Road 23 Dodgeville WI
Book a stay at this business-friendly hotel in Dodgeville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Cox Hollow Beach and Meadow Valley Trailhead are located nearby.
8.4/10 Very good! (632 reviews)
"Nice clean room. I would say put on four pillows when you have a queen size bed. Three was just not enough for the two of us. So I would say is that the water pressure is very lacking. No matter what adjustment you use on the showerhead. Other than that clean room."

Reviewed on Aug 20, 2026

Opens in a new windowAmericInn by Wyndham Dodgeville
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Deer Valley Lodge & Golf

Deer Valley Lodge & Golf

2.5 out of 5
401 West Industrial Drive Barneveld WI
Book a stay at this golf hotel in Barneveld. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Botham Vineyards and Blue Mound State Park are located nearby.
Opens in a new windowDeer Valley Lodge & Golf
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.