Flights To Sauk County - Cheap Flights Starting at CA $113

Wander Wisely with exceptional service, 24/7 supportOpens in a new window

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

Jet to one of Sauk County's top cities

A calm river reflecting autumn foliage, surrounded by hills.

Spring Green

Flights
Spring Green

How Much Does it Cost To Fly To Sauk County?

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

Fri, Nov 13 - Sun, Nov 15
RSW
Southwest Florida Intl.
MSN
Dane County Regional
CA $239 Roundtrip, found 3 days ago
CA $239
Roundtrip
found 3 days ago
Select Sun Country Airlines flight, departing Fri, Nov 13 from Southwest Florida Intl. to Dane County Regional, returning Sun, Nov 15, priced at CA $239 found 3 days ago
Sat, Mar 20 - Sun, Mar 28
RSW
Southwest Florida Intl.
MSN
Dane County Regional
CA $408 Roundtrip, found 22 hours ago
CA $408
Roundtrip
found 22 hours ago
Select Breeze Airways flight, departing Sat, Mar 20 from Southwest Florida Intl. to Dane County Regional, returning Sun, Mar 28, priced at CA $408 found 22 hours ago
Sun, Nov 15 - Thu, Nov 19
RSW
Southwest Florida Intl.
MSN
Dane County Regional
CA $467 Roundtrip, found 3 days ago
CA $467
Roundtrip
found 3 days ago
Select Sun Country Airlines flight, departing Sun, Nov 15 from Southwest Florida Intl. to Dane County Regional, returning Thu, Nov 19, priced at CA $467 found 3 days ago
Sun, Nov 15 - Thu, Nov 19
RSW
Southwest Florida Intl.
MSN
Dane County Regional
CA $475 Roundtrip, found 3 days ago
CA $475
Roundtrip
found 3 days ago
Select Sun Country Airlines flight, departing Sun, Nov 15 from Southwest Florida Intl. to Dane County Regional, returning Thu, Nov 19, priced at CA $475 found 3 days ago
Wed, Oct 28 - Sat, Oct 31
YYZ
Pearson Intl.
MSN
Dane County Regional
CA $766 Roundtrip, found 5 days ago
CA $766
Roundtrip
found 5 days ago
Select American Airlines flight, departing Wed, Oct 28 from Pearson Intl. to Dane County Regional, returning Sat, Oct 31, priced at CA $766 found 5 days ago
Wed, Oct 28 - Sat, Oct 31
YYZ
Pearson Intl.
MSN
Dane County Regional
CA $766 Roundtrip, found 5 days ago
CA $766
Roundtrip
found 5 days ago
Select Delta flight, departing Wed, Oct 28 from Pearson Intl. to Dane County Regional, returning Sat, Oct 31, priced at CA $766 found 5 days ago
Tue, Dec 1 - Thu, Dec 3
YYZ
Pearson Intl.
MSN
Dane County Regional
CA $787 Roundtrip, found 1 day ago
CA $787
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Dec 1 from Pearson Intl. to Dane County Regional, returning Thu, Dec 3, priced at CA $787 found 1 day ago
Sat, Nov 7 - Sat, Nov 14
YUL
Pierre Elliott Trudeau Intl.
MSN
Dane County Regional
CA $796 Roundtrip, found 6 days ago
CA $796
Roundtrip
found 6 days ago
Select United flight, departing Sat, Nov 7 from Pierre Elliott Trudeau Intl. to Dane County Regional, returning Sat, Nov 14, priced at CA $796 found 6 days ago
Mon, Nov 9 - Thu, Nov 12
YYC
Calgary Intl.
MSN
Dane County Regional
CA $852 Roundtrip, found 6 days ago
CA $852
Roundtrip
found 6 days ago
Select United flight, departing Mon, Nov 9 from Calgary Intl. to Dane County Regional, returning Thu, Nov 12, priced at CA $852 found 6 days ago
OriginDestinationTravel datesFlights from*
BOSMadisonNovember 12 to November 16CA $626
PAEMadisonNovember 10 to November 17CA $745
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
MSPMadisonOctober 16 to October 29CA $624
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Edge-O-Dells Resort - 21 and Older
2.5-star property

Edge-O-Dells Resort - 21 and Older

Oct 30 - Nov 2

3 night stay

Toronto (YYZ) to Madison (MSN)

United • Non-stop roundtrip • Coach
Price was CA $1,019, price is now CA $964 per person
CA $964
per person
found 1 day ago
Dellshire Resort
3.5-star property

Dellshire Resort

Oct 30 - Nov 2

3 night stay

Toronto (YYZ) to Madison (MSN)

United • Non-stop roundtrip • Coach
Price was CA $1,254, price is now CA $1,148 per person
CA $1,148
per person
found 1 day ago
Sunset Bay Resort & Suites
2.0-star property

Sunset Bay Resort & Suites

Oct 30 - Nov 2

3 night stay

Toronto (YYZ) to Madison (MSN)

United • Non-stop roundtrip • Coach
Price was CA $1,070, price is now CA $1,011 per person
CA $1,011
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Toronto to Sauk County
View all trips

Travelers ❤️ These Sauk County 🏨

Mt. Olympus Water & Theme Park Resort

Mt. Olympus Water & Theme Park Resort

3 out of 5
655 N. Frontage Road Wisconsin Dells WI
Book a stay at this family-friendly resort in Wisconsin Dells. Enjoy an outdoor pool, free water park access, and parking (surcharge). Our guests praise the clean rooms in our reviews. Popular attractions Kalahari Indoor Waterpark and Mt. Olympus Water and Theme Park are located nearby.
Opens in a new windowMt. Olympus Water & Theme Park Resort
Natura Treescape Resort

Natura Treescape Resort

2.5 out of 5
400 County Road A Wisconsin Dells WI
Book a stay at this beach hotel in Wisconsin Dells. Enjoy free WiFi, 2 indoor pools, and a private beach. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Kalahari Indoor Waterpark and Mt. Olympus Water and Theme Park are located nearby.
8.2/10 Very good! (1,139 reviews)
"Bad experience. Had insects in room"

Reviewed on Oct 10, 2026

Opens in a new windowNatura Treescape Resort
Dellshire Resort

Dellshire Resort

3.5 out of 5
2277 Wisconsin Dells Pkwy Wisconsin Dells WI
Book a stay at this family-friendly hotel in Wisconsin Dells. Enjoy free WiFi, free parking, and 3 indoor pools. Popular attractions Kalahari Indoor Waterpark and Mt. Olympus Water and Theme Park are located nearby.
9/10 Wonderful! (497 reviews)
"I wish Expedia.com would have included the resort fee in my price profile. Almost didn't even get to stay because I didn't have another $200 but Thank God my wife had it to cover us. Will book right threw the resort next time"

Reviewed on Oct 10, 2026

Opens in a new windowDellshire Resort
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Natura Aloha Reach Resort

Natura Aloha Reach Resort

2.5 out of 5
1370 E Hiawatha Dr Wisconsin Dells WI
Book a stay at this beach hotel in Wisconsin Dells. Enjoy free WiFi, an outdoor pool, and a private beach. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Kalahari Indoor Waterpark and Noah's Ark Waterpark are located nearby.
8.6/10 Excellent! (813 reviews)
"Perfect price for off season."

Reviewed on Oct 10, 2026

Opens in a new windowNatura Aloha Reach Resort
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.

Frequently asked questions

How much is the cheapest flight to Sauk County?
Based on prices found over the last seven days, a roundtrip flight to Sauk County started at as little as CA $239. If you can be flexible with your dates, it's easier to snap up a great bargain. This price was available on Travelocity for flights to Sauk County departing within the next year. Prices and availability are subject to change. Additional terms apply.
Which airlines fly to Sauk County?
With 16 airlines flying to Sauk County, finding the right flight should be a snap. If your entry point is Baraboo, select the highly rated carrier, Delta Air Lines. It operates about 394 services to this exciting city each month.
What is the cheapest month to fly to Sauk County?
According to Travelocity's direct return flight demand from January to December last year, November is the cheapest month to fly to Sauk County. Browse for flights across this month and land a top deal today.
How can I check my flight status to Sauk County?
Check the status of your flight to Sauk County, make tweaks to your journey and much more from our handy Trips portal. Located at the top of our homepage, it's your gateway to viewing your bookings. Simply sign in or open an account. Savvy adventurers will also love the Travelocity app. You'll get real-time trip updates, as well as the ability to view and book hotels, rental cars and activities while you're on the move. If you have family flying with you, it's also an useful way to share travel info with each other.
How do I find the best deals on flights to Sauk County?
It's wise to book in advance, and if you can, avoid flying during busy peak periods. Another great way to save is by hitting the "Flexible dates" box at the top of the page after searching for your flights. This will reveal ticket prices for surrounding days. In the last seven days, the lowest price for a roundtrip flight to Sauk County was CA $239. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Sauk County with Travelocity?
Search for cheap flights to Sauk County with Travelocity and start planning your next vacation. With 24/7 customer support during all stages of your trip and a Price Match Guarantee, we take the stress out of finding cheap family flights, places to stay and more. Score an awesome deal now and prepare for a new adventure.
What are the most popular flight routes to Sauk County?
If you have plans to book a flight to Sauk County, here are a few leading routes to consider:

  • Chicago, IL (ORD-O'Hare Intl.) to Dane County Regional Airport (MSN) - 1,365 flights a month.
  • Minneapolis, MN (MSP-Minneapolis - St. Paul Intl.) to Dane County Regional Airport (MSN) - 1,005 flights a month.
  • Detroit, MI (DTW-Detroit Metropolitan Wayne County) to Dane County Regional Airport (MSN) - 931 flights a month.

How much is a flight to Sauk County on average?
Airfares for roundtrip flights to Sauk County cost between CA $239 and CA $852 in the last seven days. The minute you find a great deal, snap it up and get ready to take off on your next big adventure with Travelocity. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.