Cheap flights To Southwest Wisconsin (RFD) from $53

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Cheap Flights to Southwest Wisconsin from $53 One Way, $98 Round Trip

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

Fri, Dec 4 - Wed, Dec 9
AZA
Phoenix - Mesa Gateway
RFD
Greater Rockford
$98 Roundtrip, found 2 days ago
$98
Roundtrip
found 2 days ago
Select Allegiant Air flight, departing Fri, Dec 4 from Phoenix - Mesa Gateway to Greater Rockford, returning Wed, Dec 9, priced at $98 found 2 days ago
Fri, Dec 4 - Wed, Dec 9
AZA
Phoenix - Mesa Gateway
RFD
Greater Rockford
$106 Roundtrip, found 9 hours ago
$106
Roundtrip
found 9 hours ago
Select Allegiant Air flight, departing Fri, Dec 4 from Phoenix - Mesa Gateway to Greater Rockford, returning Wed, Dec 9, priced at $106 found 9 hours ago
Mon, Dec 7 - Fri, Dec 11
PIE
St. Petersburg-Clearwater Intl.
RFD
Greater Rockford
$118 Roundtrip, found 2 days ago
$118
Roundtrip
found 2 days ago
Select Allegiant Air flight, departing Mon, Dec 7 from St. Petersburg-Clearwater Intl. to Greater Rockford, returning Fri, Dec 11, priced at $118 found 2 days ago
Fri, Dec 4 - Fri, Dec 11
AZA
Phoenix - Mesa Gateway
LSE
La Crosse Municipal
$118 Roundtrip, found 1 day ago
$118
Roundtrip
found 1 day ago
Select Allegiant Air flight, departing Fri, Dec 4 from Phoenix - Mesa Gateway to La Crosse Municipal, returning Fri, Dec 11, priced at $118 found 1 day ago
Fri, Dec 4 - Fri, Dec 11
AZA
Phoenix - Mesa Gateway
LSE
La Crosse Municipal
$122 Roundtrip, found 3 hours ago
$122
Roundtrip
found 3 hours ago
Select Allegiant Air flight, departing Fri, Dec 4 from Phoenix - Mesa Gateway to La Crosse Municipal, returning Fri, Dec 11, priced at $122 found 3 hours ago
Fri, Dec 4 - Sun, Dec 6
PIE
St. Petersburg-Clearwater Intl.
ATW
Appleton Intl.
$127 Roundtrip, found 6 hours ago
$127
Roundtrip
found 6 hours ago
Select Allegiant Air flight, departing Fri, Dec 4 from St. Petersburg-Clearwater Intl. to Appleton Intl., returning Sun, Dec 6, priced at $127 found 6 hours ago
Thu, Dec 3 - Thu, Dec 10
MCO
Orlando Intl.
ATW
Appleton Intl.
$138 Roundtrip, found 1 day ago
$138
Roundtrip
found 1 day ago
Select Allegiant Air flight, departing Thu, Dec 3 from Orlando Intl. to Appleton Intl., returning Thu, Dec 10, priced at $138 found 1 day ago
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
Wed, Jan 13 - Wed, Jan 27
TPA
Tampa Intl.
MSN
Dane County Regional
$152 Roundtrip, found 6 days ago
$152
Roundtrip
found 6 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 6 days ago
Sat, Oct 31 - Mon, Nov 9
AZA
Phoenix - Mesa Gateway
ATW
Appleton Intl.
$154 Roundtrip, found 1 day ago
$154
Roundtrip
found 1 day ago
Select Allegiant Air flight, departing Sat, Oct 31 from Phoenix - Mesa Gateway to Appleton Intl., returning Mon, Nov 9, priced at $154 found 1 day ago

Southwest Wisconsin Flight Information

Traveling To
Southwest Wisconsin
Destination Airport IATA Code
RFD
Number of Airlines Serving
Airlines
Allegiant Air, Breeze Airways, Sun Country Airlines, United
Flight Price
$98
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

Southwest Wisconsin economy flight packages

Price found within the past 48 hours. Click for updated prices.
The Talbott, Autograph Collection
4.5-star property

The Talbott, Autograph Collection

Nov 13 - Nov 16

3 night stay

Detroit (DTW) to Chicago (ORD)

Southwest Airlines • Coach

Chicago (ORD) to Detroit (DTW)

Delta • Coach
Save 100% on your flight
Price was $970, price is now $675 per person
$675
per person
found 1 day ago
Level Chicago Fulton Market
4.0-star property

Level Chicago Fulton Market

Nov 16 - Nov 20

4 night stay

Newark Liberty Intl. Airport (EWR) to Chicago (ORD)

United • Roundtrip • Coach
Save 100% on your flight
Price was $1,394, price is now $962 per person
$962
per person
found 1 day ago
Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

Nov 13 - Nov 16

3 night stay

Detroit (DTW) to Chicago (ORD)

Southwest Airlines • Coach

Chicago (ORD) to Detroit (DTW)

Delta • Coach
Save 100% on your flight
Price was $1,115, price is now $770 per person
$770
per person
found 1 day ago
Don't see what you're looking for?
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Southwest Wisconsin premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

9.4/10 Exceptional! (5,404 reviews)

Dec 2 - Dec 6

4 night stay

Los Angeles (LAX) to Chicago (ORD)

Frontier Airlines • Non-stop roundtrip • PremiumEconomy
Save 100% on your flight
Price was $1,225, price is now $828 per person
$828
per person
found 3 hours ago

Level Chicago Fulton Market
4.0-star property

Level Chicago Fulton Market

9.2/10 Wonderful! (576 reviews)

Dec 2 - Dec 6

4 night stay

Los Angeles (LAX) to Chicago (ORD)

Frontier Airlines • Non-stop roundtrip • PremiumEconomy
Price was $1,222, price is now $863 per person
$863
per person
found 3 hours ago

Kimpton Gray Hotel by IHG
4.5-star property

Kimpton Gray Hotel by IHG

9.4/10 Exceptional! (1,004 reviews)

Dec 2 - Dec 6

4 night stay

Los Angeles (LAX) to Chicago (ORD)

Frontier Airlines • Non-stop roundtrip • PremiumEconomy
Price was $1,378, price is now $992 per person
$992
per person
found 3 hours ago
Lovely hotel with a great location. Kind staff. Only slight disappointment is that the fan in our bathroom did not work so it got a bit foggy. But outside of that very small thing this place was perfect.

Reviewed on Oct 11, 2026

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Southwest Wisconsin business class flight packages

Price found within the past 48 hours. Click for updated prices.
The Talbott, Autograph Collection
4.5-star property

The Talbott, Autograph Collection

9.4/10 Exceptional! (179 reviews)

Nov 21 - Nov 24

3 night stay

San Juan (SJU) to Chicago (ORD)

Frontier Airlines • Roundtrip • BusinessClass
Price was $1,185, price is now $1,019 per person
$1,019
per person
found 12 hours ago

Trump International Hotel & Tower Chicago
5.0-star property

Trump International Hotel & Tower Chicago

9.6/10 Exceptional! (2,035 reviews)

Nov 21 - Nov 24

3 night stay

San Juan (SJU) to Chicago (ORD)

Frontier Airlines • Roundtrip • BusinessClass
Price was $1,904, price is now $1,429 per person
$1,429
per person
found 11 hours ago
This is one of the best Trump properties I've been to. I know Trump Hotels' bar is high, but this is on another level. Obviously, being a landmark in Chicago, location is the best in Chicago. There is a Langham property right next to it, but this is it. Rooms are well maintained, and the restaurants were excellent. I hope to visit again soon.

Reviewed on Oct 12, 2026

Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

9.4/10 Exceptional! (5,404 reviews)

Nov 21 - Nov 24

3 night stay

San Juan (SJU) to Chicago (ORD)

Frontier Airlines • Roundtrip • BusinessClass
Price was $1,287, price is now $1,051 per person
$1,051
per person
found 12 hours ago

Don't see what you're looking for?
See all available trips from San Juan to Southwest Wisconsin
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Southwest Wisconsin first class flight packages

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

9.4/10 Exceptional! (5,404 reviews)

Dec 4 - Dec 6

2 night stay

Newark Liberty Intl. Airport (EWR) to Chicago (ORD)

United • Roundtrip • FirstClass
Price was $1,126, price is now $951 per person
$951
per person
found 1 day ago

Trump International Hotel & Tower Chicago
5.0-star property

Trump International Hotel & Tower Chicago

9.6/10 Exceptional! (2,035 reviews)

Dec 4 - Dec 6

2 night stay

Newark Liberty Intl. Airport (EWR) to Chicago (ORD)

United • Roundtrip • FirstClass
Price was $1,671, price is now $1,353 per person
$1,353
per person
found 1 day ago
This is one of the best Trump properties I've been to. I know Trump Hotels' bar is high, but this is on another level. Obviously, being a landmark in Chicago, location is the best in Chicago. There is a Langham property right next to it, but this is it. Rooms are well maintained, and the restaurants were excellent. I hope to visit again soon.

Reviewed on Oct 12, 2026

Kimpton Gray Hotel by IHG
4.5-star property

Kimpton Gray Hotel by IHG

9.4/10 Exceptional! (1,004 reviews)

Dec 4 - Dec 6

2 night stay

Newark Liberty Intl. Airport (EWR) to Chicago (ORD)

United • Roundtrip • FirstClass
Price was $1,400, price is now $1,163 per person
$1,163
per person
found 1 day ago
Lovely hotel with a great location. Kind staff. Only slight disappointment is that the fan in our bathroom did not work so it got a bit foggy. But outside of that very small thing this place was perfect.

Reviewed on Oct 11, 2026

Don't see what you're looking for?
See all available trips from Newark Liberty Intl. Airport to Southwest Wisconsin
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Southwest Wisconsin

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You can now book flights to Southwest Wisconsin on the new cutting-edge mobile tool for Android or iPhone users. Hotel packages, flight updates and changes can all be accessed using this tool. When you make any reservations or bookings using this service, confirmation will be provided on the same day the request was made. Take advantage of Orbitz friendly service and low cost Southwest Wisconsin flights.

Discounted tickets available for flights to Southwest Wisconsin

Orbitz offers tickets at a discounted, budget friendly rate that will satisfy all of your travel requirements. Book your Southwest Wisconsin flights with us and structure a package that includes car hire, family activities and cheap accommodation. Orbitz will ensure that all your requirements are met, letting you relax and enjoy your holiday as it was intended.

Orbitz offers discounted Southwest Wisconsin flights

Discounted flights to Southwest Wisconsin ensure that all who want to travel can Take advantage of Orbitz’ guaranteed low prices and affordable packages. You will enjoy a hassle free trip, an up to date travel planner and friendly service.

Traveler profile updates

When flying with Orbitz, take advantage of frequent updates on your flights to Southwest Wisconsin. Details and updates are sent to up to six contact numbers to ensure that you are kept abreast of the latest information on Southwest Wisconsin flights. Frequent flyer and loyalty membership numbers may be updated within your Orbitz account profile.

Frequently asked questions

Which airlines fly to Southwest Wisconsin?
You're spoiled for choice with 20 popular airlines that fly to Dane County Regional Airport (MSN). Compare the available fares and score yourself a bargain flight to Southwest Wisconsin with one of these leading carriers:

  • Delta - 172 flights to Southwest Wisconsin per month
  • United Airlines - 152 flights to Southwest Wisconsin per month
  • American Airlines - 114 flights to Southwest Wisconsin per month

How much is a flight to Southwest Wisconsin?
Return flights to Southwest Wisconsin this last week fluctuated from $98 to $154. If you were flying one-way from Orlando (MCO), you could have snapped up fares from as low as $53.
How to book the cheapest flight to Southwest Wisconsin?
With some of the most affordable flight deals around, you'll get more for your money with Orbitz. The following pointers will help you snap up cheap flights to Southwest Wisconsin — and leave you with cash to spare:

  • Depending on where you're departing from, click on the 'Nearby airports' function (located under the departure and arrival options). At times, alternative departure points offer better value for money.
  • Also, click on the 'Show flexible dates' link to bring up the fares on days either side of your selected departure. You may be able to find cheaper flight deals if your dates are flexible.
  • You can also use the 'Show options' link to filter results for your preferred carrier, seating class, and nonstop and refundable flights. Under 'Sort & Filter' to the left, you can even pick the time of day you'd like to fly.
  • The early bird gets the best deals, so purchase your seats once you've settled on your travel dates. The most affordable fares go like hotcakes and prices normally increase as the departure date nears.
  • Combine your flights, hotels and car rentals into a package deal and score great discounts. Save your cash for things you're really excited about, like exploring every corner of Southwest Wisconsin.
  • Whenever possible, don't travel in the most popular seasons. Airfares are usually at their most expensive during school breaks, summer and other vacation periods like Easter and Thanksgiving.

What is the best time to book a flight to Southwest Wisconsin?
Purchase your tickets to Southwest Wisconsin in January. This is a fantastic month for bargain prices, followed by February and August. Snap up cheap flights and make your dream journey a reality with Orbitz.
What day of the week is the cheapest to book a flight to Southwest Wisconsin?
Typically, Tuesdays, Wednesdays and Saturdays are the cheapest days of the week to book flights to Southwest Wisconsin. If you're looking for the best airfares, search across those days and you could score yourself a terrific flight deal.
What is the cheapest day of the week to fly to Southwest Wisconsin?
Based on Orbitz data from 2020, Monday is generally the best day to score cheap flights to Southwest Wisconsin. Tuesday also offers wallet-friendly fares, whereas Saturday has the highest ticket prices. Even though flying out at the weekend may be more convenient, you'll have more money to play with if you fly out earlier in the week.
What is the cheapest month to fly to Southwest Wisconsin?
Consider traveling sometime in August if you don't want to put a dent in your budget. Orbitz data shows that this is generally the best month for cheap flights to Southwest Wisconsin. June is when ticket prices really go up.
Which airlines allow free cancellation?
We know that plans change and flexibility is more important than ever. That's why you can search for flights that include free cancellation and no change fees on Orbitz. Just click on "Filter by flexible change policies" and we'll show you fares more flexible than a lollipop left in the sun!
What do I need for the flight to Southwest Wisconsin?
Nothing beats jetting off to a cool new place, but it pays to be prepared. These practical tips will help get your trip off to a good start:

  • Before you step on board the plane, you'll need to present some sort of government-issued ID, such as your passport. You'll also need your boarding pass. If you're traveling with children, check with your airline about which documents they require — if any.
  • Make time fly by even faster on your short flight by packing the right things. Think a water bottle, snacks and entertainment. If you'd like your journey to Southwest Wisconsin to go peacefully, toss some noise-canceling headphones in your bag as well.
  • It can get cold on the plane. If you'd prefer not to shiver your way through the flight, bring a sweater.

How do I get cheap first-class/business deals to Southwest Wisconsin?
If you think a business or first-class ticket is out of your reach, you may want to think again. Here are some tips to help you pick up a premium flight to Southwest Wisconsin for a whole lot less:

  • Flexibility is important. By being open to other travel dates, you'll have a better chance of landing a great deal on first or business-class airfares.
  • Find a low-cost carrier that offers business-class seats. They often come with more space and a glass of Champagne — but at a more affordable price.
  • Bid for an upgrade in online auctions or upgrade through your loyalty program.

What is the best time to go to Southwest Wisconsin?
Tourists come from all over the map to visit Southwest Wisconsin in June, July and August. So if you'd love to experience this fabulous destination in the peak season, this is the best time to go. Like many places in the Northern Hemisphere, the summer starts June 20 in Southwest Wisconsin, with average daily temperatures floating between 60 ºF and 75 ºF.

More to Explore

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.