Cheap Flights to Jefferson County from $55 (2026/2027)

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A stone bridge with multiple arches over a river, surrounded by trees and grassy areas.

Watertown

Flights
Watertown

How Much Does it Cost To Fly To Jefferson County?

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

Thu, Dec 3 - Sun, Dec 6
MCO
Orlando Intl.
MSN
Dane County Regional
$142 Roundtrip, found 1 day ago
$142
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Dec 3 from Orlando Intl. to Dane County Regional, returning Sun, Dec 6, priced at $142 found 1 day ago
Thu, Dec 3 - Sun, Dec 6
MCO
Orlando Intl.
MSN
Dane County Regional
$147 Roundtrip, found 1 day ago
$147
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Dec 3 from Orlando Intl. to Dane County Regional, returning Sun, Dec 6, priced at $147 found 1 day ago
Wed, Jan 13 - Wed, Jan 27
TPA
Tampa Intl.
MSN
Dane County Regional
$152 Roundtrip, found 3 days ago
$152
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Wed, Jan 13 from Tampa Intl. to Dane County Regional, returning Wed, Jan 27, priced at $152 found 3 days ago
Sat, Nov 14 - Wed, Nov 18
FLL
Fort Lauderdale - Hollywood Intl.
MSN
Dane County Regional
$157 Roundtrip, found 9 hours ago
$157
Roundtrip
found 9 hours ago
Select Breeze Airways flight, departing Sat, Nov 14 from Fort Lauderdale - Hollywood Intl. to Dane County Regional, returning Wed, Nov 18, priced at $157 found 9 hours ago
Thu, Nov 5 - Mon, Nov 9
PHX
Sky Harbor Intl.
MSN
Dane County Regional
$158 Roundtrip, found 1 day ago
$158
Roundtrip
found 1 day ago
Select Sun Country Airlines flight, departing Thu, Nov 5 from Sky Harbor Intl. to Dane County Regional, returning Mon, Nov 9, priced at $158 found 1 day ago
Thu, Nov 5 - Sat, Nov 14
RSW
Southwest Florida Intl.
MSN
Dane County Regional
$160 Roundtrip, found 6 hours ago
$160
Roundtrip
found 6 hours ago
Select Sun Country Airlines flight, departing Thu, Nov 5 from Southwest Florida Intl. to Dane County Regional, returning Sat, Nov 14, priced at $160 found 6 hours ago
Sat, Nov 14 - Wed, Nov 18
TPA
Tampa Intl.
MSN
Dane County Regional
$265 Roundtrip, found 5 days ago
$265
Roundtrip
found 5 days ago
Select United flight, departing Sat, Nov 14 from Tampa Intl. to Dane County Regional, returning Wed, Nov 18, priced at $265 found 5 days ago
Sat, Nov 14 - Wed, Nov 18
TPA
Tampa Intl.
MSN
Dane County Regional
$265 Roundtrip, found 5 days ago
$265
Roundtrip
found 5 days ago
Select American Airlines flight, departing Sat, Nov 14 from Tampa Intl. to Dane County Regional, returning Wed, Nov 18, priced at $265 found 5 days ago
OriginDestinationTravel DatesFlights From*
MCOMadisonDecember 3 to December 6$142
TPAMadisonJanuary 13 to January 27$152
PHXMadisonNovember 5 to November 9$158
DENMadisonNovember 6 to November 8$237
MSPMadisonNovember 12 to November 15$299
SEAMadisonJanuary 2 to January 5$369
LAXMadisonJanuary 16 to January 23$379
DFWMadisonDecember 8 to December 15$435
ATLMadisonNovember 25 to November 27$499
PHLMadisonNovember 7 to November 21$504
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
TPAMadisonOctober 17 to October 21$313
PHXMadisonOctober 16 to October 24$366
MCOMadisonOctober 18 to October 27$369
DENMadisonOctober 16 to October 18$399
LAXMadisonOctober 17 to October 18$526
PHLMadisonOctober 16 to October 18$615
SEAMadisonOctober 17 to October 24$647
DFWMadisonOctober 16 to October 19$668
MSPMadisonOctober 18 to October 19$727
*Prices include taxes and fees

Best Jefferson County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Harrah's Joliet Hotel & Casino - A Caesars Rewards Destination
3.5-star property

Harrah's Joliet Hotel & Casino - A Caesars Rewards Destination

Dec 11 - Dec 18

7 night stay

Dallas (DFW) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,048, price is now $618 per person
$618
per person
found 1 day ago
Level Chicago – Old Town
4.0-star property

Level Chicago – Old Town

Dec 29 - Jan 3

5 night stay

Dallas (DFW) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,329, price is now $818 per person
$818
per person
found 1 day ago
Level Chicago Fulton Market
4.0-star property

Level Chicago Fulton Market

Dec 29 - Jan 3

5 night stay

Dallas (DFW) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $994, price is now $624 per person
$624
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Dallas to Jefferson County
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Travelers ❤️ These Jefferson County 🏨

Timber Ridge Lodge and Waterpark

Timber Ridge Lodge and Waterpark

3.5 out of 5
7020 Grand Geneva Way Lake Geneva WI
Book a stay at this spa aparthotel in Lake Geneva. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Lake Como and Geneva Lake are located nearby.
8.6/10 Excellent! (3,474 reviews)
"Staff was friendly, very affordable trip can’t complain!"

Reviewed on Oct 7, 2026

Opens in a new windowTimber Ridge Lodge and Waterpark
Harbor Shores on Lake Geneva

Harbor Shores on Lake Geneva

3.5 out of 5
300 Wrigley Dr Lake Geneva WI
Book a stay at this family-friendly hotel in Lake Geneva. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Lake Como and Geneva Lake are located nearby.
9.2/10 Wonderful! (1,447 reviews)
"Good location surrounded by a lot Of stuff especially the lake"

Reviewed on Oct 9, 2026

Opens in a new windowHarbor Shores on Lake Geneva
Motel 6 Madison, WI - East

Motel 6 Madison, WI - East

2 out of 5
4202 E Towne Blvd Madison WI
Stay at this motel in Madison. Enjoy free parking, a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions East Towne Mall and Olbrich Botanical Gardens are located nearby.
6.2/10 (1,039 reviews)
"Honestly, I did not like anything about the place. The walls were all covered in mold and stains. A cockroach crawled on me and woke me up at 4:50am. The staff I talked to was nonchalant about the issue. This place needs to be condemned. I have reached out to the relevant government agency to look ..."

Reviewed on Oct 9, 2026

Opens in a new windowMotel 6 Madison, WI - East
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Grand Geneva Resort & Spa

Grand Geneva Resort & Spa

4 out of 5
7036 Grand Geneva Wy Lake Geneva WI
Book a stay at this spa resort in Lake Geneva. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Lake Como and Geneva Lake are located nearby.
8.8/10 Excellent! (1,001 reviews)
"Beautiful resort , with nice amenities."

Reviewed on Oct 8, 2026

Opens in a new windowGrand Geneva Resort & Spa
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 Jefferson County?
Thrifty travelers were able to book a roundtrip flight to Jefferson County for as little as $142 within the last seven days. If you find a bargain, grab it fast. Cheap deals don't last forever! This price was available on Travelocity for flights to Jefferson County departing within the next year. Prices and availability are subject to change. Additional terms apply.
What is the cheapest month to fly to Jefferson County?
According to Travelocity's direct return flight demand between January and December last year, December is the cheapest time to fly to Jefferson County. Browse for flights across this month and snag a top deal today.
How can I check my flight status to Jefferson County?
Whether you want to check the status of your flight to Jefferson County or make changes to your journey, you'll find all the important info on our customer portal, Trips. Click on "Trips" at the top of our homepage, then log in or create an account. Another helpful way to manage all your bookings is with the Travelocity app. Get alerts about gate changes or flight delays and easily share updates with any friends or family flying with you.
How do I find the best deals on flights to Jefferson County?
It's better to book well in advance, and if possible, avoid flying during 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 show you ticket prices for surrounding days. In the last seven days, the lowest price for a return flight to Jefferson County was $142. 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 Jefferson County with Travelocity?
If you're hunting for cheap flights to Jefferson County, you'll track down some excellent deals with Travelocity. From cheap family flights on low-cost carriers to flexible tickets, we've got your back. Experience a hassle-free trip with our 24/7 customer support, Price Match Guarantee and free cancellations with most hotels and activities. Start planning your travel agenda and get set to jump on a plane to this amazing destination.
What are the most popular flight routes to Jefferson County?
With superb connections, scoring flights to Jefferson County is a cinch. Here are a few of the most in-demand flight routes to this must-see destination:

  • Chicago, IL (ORD-O'Hare Intl.) to General Mitchell Intl. Airport (MKE) - 2,054 flights a month.
  • Minneapolis, MN (MSP-Minneapolis - St. Paul Intl.) to General Mitchell Intl. Airport (MKE) - 1,291 flights a month.
  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to General Mitchell Intl. Airport (MKE) - 1,178 flights a month.

How much is a flight to Jefferson County on average?
Travelers were picking up roundtrip flights to Jefferson County for between $142 and $727 with Travelocity in the last seven days. Whether you're looking to fly economy or business class, we'll help you land an amazing deal. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
How long is the average flight to Jefferson County?
Take a peek at these main routes for some insight into how long you'll be cruising the skies during a direct flight to Jefferson County:

  • Chicago, IL (ORD-O'Hare Intl.) to General Mitchell Intl. Airport (MKE) - 56 minutes
  • Minneapolis, MN (MSP-Minneapolis - St. Paul Intl.) to General Mitchell Intl. Airport (MKE) - 1 hour and 11 minutes
  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to General Mitchell Intl. Airport (MKE) - 1 hour and 57 minutes

What can I expect on a flight to Jefferson County?
That depends an on a few factors. Is your flight to Jefferson County short or long? Have you booked with a full-service airline or a budget one? These things will influence your in-flight experience. If your flight is long haul, nearly all airlines include drinks, warm meals and entertainment. Budget carriers are a terrific option when it comes to cheap flights for family vacations or shorter trips. But, they often won't have the same inclusions as a full-service carrier.