Cheap flights To Southwest Wisconsin (RFD) from $104

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

Cheap Flights to Southwest Wisconsin from $104 One Way, $208 Round Trip

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

Wed, Sep 23 - Sat, Sep 26
IAH
George Bush Intercontinental
RFD
Greater Rockford
$208 Roundtrip, found 1 day ago
$208
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Sep 23 from George Bush Intercontinental to Greater Rockford, returning Sat, Sep 26, priced at $208 found 1 day ago
Tue, Aug 11 - Sat, Aug 15
IAH
George Bush Intercontinental
RFD
Greater Rockford
$213 Roundtrip, found 7 hours ago
$213
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Tue, Aug 11 from George Bush Intercontinental to Greater Rockford, returning Sat, Aug 15, priced at $213 found 7 hours ago
Wed, Sep 23 - Sat, Sep 26
IAH
George Bush Intercontinental
RFD
Greater Rockford
$216 Roundtrip, found 6 days ago
$216
Roundtrip
found 6 days ago
Select American Airlines flight, departing Wed, Sep 23 from George Bush Intercontinental to Greater Rockford, returning Sat, Sep 26, priced at $216 found 6 days ago
Thu, Aug 13 - Wed, Aug 19
IAH
George Bush Intercontinental
RFD
Greater Rockford
$221 Roundtrip, found 5 days ago
$221
Roundtrip
found 5 days ago
Select American Airlines flight, departing Thu, Aug 13 from George Bush Intercontinental to Greater Rockford, returning Wed, Aug 19, priced at $221 found 5 days ago
Mon, Aug 10 - Thu, Aug 13
IAH
George Bush Intercontinental
RFD
Greater Rockford
$230 Roundtrip, found 1 day ago
$230
Roundtrip
found 1 day ago
Select American Airlines flight, departing Mon, Aug 10 from George Bush Intercontinental to Greater Rockford, returning Thu, Aug 13, priced at $230 found 1 day ago
Fri, Jul 3 - Sat, Jul 4
IAH
George Bush Intercontinental
MSN
Dane County Regional
$238 Roundtrip, found 2 days ago
$238
Roundtrip
found 2 days ago
Select Delta flight, departing Fri, Jul 3 from George Bush Intercontinental to Dane County Regional, returning Sat, Jul 4, priced at $238 found 2 days ago
Wed, Sep 23 - Sat, Sep 26
IAH
George Bush Intercontinental
RFD
Greater Rockford
$243 Roundtrip, found 1 day ago
$243
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Sep 23 from George Bush Intercontinental to Greater Rockford, returning Sat, Sep 26, priced at $243 found 1 day ago
Wed, Sep 23 - Sat, Sep 26
IAH
George Bush Intercontinental
RFD
Greater Rockford
$248 Roundtrip, found 1 day ago
$248
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Sep 23 from George Bush Intercontinental to Greater Rockford, returning Sat, Sep 26, priced at $248 found 1 day ago
Thu, Sep 10 - Mon, Sep 14
IAH
George Bush Intercontinental
RFD
Greater Rockford
$251 Roundtrip, found 5 days ago
$251
Roundtrip
found 5 days ago
Select American Airlines flight, departing Thu, Sep 10 from George Bush Intercontinental to Greater Rockford, returning Mon, Sep 14, priced at $251 found 5 days ago
Tue, Aug 11 - Sat, Aug 15
IAH
George Bush Intercontinental
RFD
Greater Rockford
$254 Roundtrip, found 7 hours ago
$254
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Tue, Aug 11 from George Bush Intercontinental to Greater Rockford, returning Sat, Aug 15, priced at $254 found 7 hours ago

Southwest Wisconsin Flight Information

Traveling To
Southwest Wisconsin
Destination Airport IATA Code
RFD
Number of Airlines Serving
Airlines
American Airlines, Delta, Frontier Airlines
Flight Price
$208
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.
Hampton Inn & Suites Chicago Medical District UIC
2.5-star property

Hampton Inn & Suites Chicago Medical District UIC

Aug 2 - Aug 5

3 night stay

Washington (DCA) to Chicago (ORD)

Southwest Airlines • Coach

Chicago (ORD) to Washington (DCA)

American Airlines • Coach
Save 100% on your flight
Price was $1,065, price is now $777 per person
$777
per person
found 1 day ago
Level Chicago – Old Town
4.0-star property

Level Chicago – Old Town

Aug 9 - Aug 13

4 night stay

Washington (DCA) to Chicago (ORD)

American Airlines • Coach

Chicago (ORD) to Washington (DCA)

JetBlue Airways • Coach
Save 100% on your flight
Price was $1,396, price is now $976 per person
$976
per person
found 21 hours ago
Level Chicago - River North
4.0-star property

Level Chicago - River North

Aug 9 - Aug 13

4 night stay

Washington (DCA) to Chicago (ORD)

American Airlines • Coach

Chicago (ORD) to Washington (DCA)

JetBlue Airways • Coach
Save 100% on your flight
Price was $1,268, price is now $952 per person
$952
per person
found 21 hours ago
Don't see what you're looking for?
See all available trips from Washington to Southwest Wisconsin
View all trips

Southwest Wisconsin premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
Omni Chicago Hotel
4.5-star property

Omni Chicago Hotel

9.2/10 Wonderful! (1,813 reviews)

Aug 14 - Aug 17

3 night stay

New York (NYC) to Chicago (ORD)

JetBlue Airways • Roundtrip • PremiumEconomy
Price was $986, price is now $733 per person
$733
per person
found 1 day ago
The excellent hotel launch our vacation in Chicago. The rooms were modern and comfortable. Did you help?

Reviewed on Jun 12, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0-star property

Sable at Navy Pier Chicago, Curio Collection by Hilton

9.4/10 Exceptional! (2,557 reviews)

Aug 14 - Aug 17

3 night stay

New York (NYC) to Chicago (ORD)

JetBlue Airways • Roundtrip • PremiumEconomy
Save 100% on your flight
Price was $1,482, price is now $1,049 per person
$1,049
per person
found 1 day ago
Really nice property, rooms were clean, and staff was extremely friendly

Reviewed on May 5, 2026

Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

9.4/10 Exceptional! (4,464 reviews)

Aug 14 - Aug 17

3 night stay

New York (NYC) to Chicago (ORD)

JetBlue Airways • Roundtrip • PremiumEconomy
Price was $1,181, price is now $836 per person
$836
per person
found 1 day ago
The room was comfortable and clean. The lobby could stand a refresh.

Reviewed on Jun 19, 2026

Don't see what you're looking for?
See all available trips from New York to Southwest Wisconsin
View all trips

Southwest Wisconsin first class flight packages

Price found within the past 48 hours. Click for updated prices.
Iron Amethyst Inn Boutique Hotel
4.0-star property

Iron Amethyst Inn Boutique Hotel

9.6/10 Exceptional! (67 reviews)

Aug 16 - Aug 20

4 night stay

Philadelphia (PHL) to Madison (MSN)

American Airlines • Roundtrip • FirstClass
Price was $1,923, price is now $1,760 per person
$1,760
per person
found 1 day ago
What a great spot. Beautiful rooms, great area, very well done. Owners are some really great people

Reviewed on Feb 21, 2020

AmericInn by Wyndham Madison South
3.0-star property

AmericInn by Wyndham Madison South

9/10 Wonderful! (1,004 reviews)

Aug 16 - Aug 20

4 night stay

Philadelphia (PHL) to Madison (MSN)

American Airlines • Roundtrip • FirstClass
Price was $2,153, price is now $1,950 per person
$1,950
per person
found 1 day ago
I still love coming here!

Reviewed on Aug 16, 2025

Staybridge Suites Middleton Madison-West by IHG
3.0-star property

Staybridge Suites Middleton Madison-West by IHG

8.6/10 Excellent! (661 reviews)

Aug 16 - Aug 20

4 night stay

Philadelphia (PHL) to Madison (MSN)

American Airlines • Roundtrip • FirstClass
Price was $2,847, price is now $2,644 per person
$2,644
per person
found 1 day ago
When we checked in the property said our reservation was for the night before. I showed them my Orbitz booking for the day we arrived and after some time on the computer we were given a room.

Reviewed on Sep 13, 2021

Don't see what you're looking for?
See all available trips from Philadelphia to Southwest Wisconsin
View all trips

Southwest Wisconsin

Finding cheap flights to Southwest Wisconsin is easy when you have Orbitz at your fingertips. Not only does Orbitz offer great deals on Southwest Wisconsin flights, but we also include some special extras to make booking a breeze. Just check out our:

Mobile Site and Apps

With Orbitz’s mobile site, m.orbitz.com, you can book your flights to Southwest Wisconsin through your smartphone or tablet’s Web browser. Plus, our free downloadable apps for Android and iPhone mean it’s just a simple click to access your flight updates and alerts. You can even book exclusive mobile-only deals on hotels to go with your flights to Southwest Wisconsin—even on the same day.

Pick and Choose or Book Full Vacation Packages

Don’t just be satisfied with great deals on Southwest Wisconsin flights—go for the full package! With Orbitz, you can also find fantastic savings on the perfect hotel, car rental, cruise, and even activities, so you don’t waste your trip waiting in line but have the time to enjoy your trip. Pick and choose the add-ons you need, or book an entire vacation package for greater overall discounts.

Rewards That Are Miles Better

Booking directly with an airline earns you air miles or points, and you can get those same rewards with booking on Orbitz too. When you book qualifying flights to Southwest Wisconsin with Orbitz, just add in your frequent flyer number during your online booking and your details will be sent to your program.

Great Deals Every Day

Add in our extra savings on packages, free nights, and other discounts, and you know you are in good hands.

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 $208 to $254. If you were flying one-way from Houston (IAH), you could have snapped up fares from as low as $104.
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.