Cheap flights To Southwest Wisconsin (RFD) from $104

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Cheap Flights to Southwest Wisconsin from $104 One Way, $224 Round Trip

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

Sat, Apr 18 - Tue, Apr 21
PDX
Portland Intl.
RFD
Greater Rockford
$224 Roundtrip, found 5 hours ago
$224
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Sat, Apr 18 from Portland Intl. to Greater Rockford, returning Tue, Apr 21, priced at $224 found 5 hours ago
Sat, Apr 18 - Tue, Apr 21
PDX
Portland Intl.
RFD
Greater Rockford
$234 Roundtrip, found 5 hours ago
$234
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Sat, Apr 18 from Portland Intl. to Greater Rockford, returning Tue, Apr 21, priced at $234 found 5 hours ago
Sat, Apr 18 - Tue, Apr 21
PDX
Portland Intl.
RFD
Greater Rockford
$243 Roundtrip, found 5 hours ago
$243
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Sat, Apr 18 from Portland Intl. to Greater Rockford, returning Tue, Apr 21, priced at $243 found 5 hours ago
Wed, Apr 15 - Tue, Apr 21
PDX
Portland Intl.
RFD
Greater Rockford
$251 Roundtrip, found 3 days ago
$251
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, Apr 15 from Portland Intl. to Greater Rockford, returning Tue, Apr 21, priced at $251 found 3 days ago
Thu, May 28 - Sat, May 30
SFO
San Francisco Intl.
MSN
Dane County Regional
$253 Roundtrip, found 6 hours ago
$253
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Thu, May 28 from San Francisco Intl. to Dane County Regional, returning Sat, May 30, priced at $253 found 6 hours ago
Thu, Apr 16 - Thu, Apr 23
SFO
San Francisco Intl.
MSN
Dane County Regional
$256 Roundtrip, found 2 days ago
$256
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Thu, Apr 16 from San Francisco Intl. to Dane County Regional, returning Thu, Apr 23, priced at $256 found 2 days ago
Wed, Apr 29 - Sat, May 2
PDX
Portland Intl.
RFD
Greater Rockford
$262 Roundtrip, found 3 days ago
$262
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, Apr 29 from Portland Intl. to Greater Rockford, returning Sat, May 2, priced at $262 found 3 days ago
Tue, Apr 14 - Sat, Apr 18
SFO
San Francisco Intl.
RFD
Greater Rockford
$262 Roundtrip, found 6 days ago
$262
Roundtrip
found 6 days ago
Select American Airlines flight, departing Tue, Apr 14 from San Francisco Intl. to Greater Rockford, returning Sat, Apr 18, priced at $262 found 6 days ago
Sat, Apr 25 - Sat, May 2
SFO
San Francisco Intl.
RFD
Greater Rockford
$270 Roundtrip, found 1 day ago
$270
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Apr 25 from San Francisco Intl. to Greater Rockford, returning Sat, May 2, priced at $270 found 1 day ago
Wed, Apr 29 - Sat, May 2
PDX
Portland Intl.
RFD
Greater Rockford
$272 Roundtrip, found 3 days ago
$272
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, Apr 29 from Portland Intl. to Greater Rockford, returning Sat, May 2, priced at $272 found 3 days ago

Southwest Wisconsin Flight Information

Traveling To
Southwest Wisconsin
Destination Airport IATA Code
RFD
Number of Airlines Serving
Airlines
American Airlines, Frontier Airlines
Flight Price
$224
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.
Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

May 8 - May 10

2 night stay

Columbia (CAE) to Chicago (ORD)

Delta • Non-stop roundtrip • Coach
Price was $708, price is now $510 per person
$510
per person
found 21 hours ago
Level Chicago Fulton Market
4.0-star property

Level Chicago Fulton Market

May 5 - May 11

6 night stay

Los Angeles (LAX) to Chicago (ORD)

American Airlines • Coach

Chicago (ORD) to Los Angeles (LAX)

Frontier Airlines • Coach
Save 100% on your flight
Price was $2,311, price is now $1,439 per person
$1,439
per person
found 1 day ago
Level Chicago – Old Town
4.0-star property

Level Chicago – Old Town

May 5 - May 11

6 night stay

Los Angeles (LAX) to Chicago (ORD)

American Airlines • Coach

Chicago (ORD) to Los Angeles (LAX)

Frontier Airlines • Coach
Save 100% on your flight
Price was $1,569, price is now $1,045 per person
$1,045
per person
found 1 day ago
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Southwest Wisconsin premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
Eurostars Magnificent Mile
4.0-star property

Eurostars Magnificent Mile

9/10 Wonderful! (3,314 reviews)

May 16 - May 18

2 night stay

Los Angeles (LAX) to Chicago (ORD)

United • PremiumEconomy

Chicago (ORD) to Los Angeles (LAX)

Delta • PremiumEconomy
Price was $1,219, price is now $984 per person
$984
per person
found 11 hours ago
In convenient area either by walking or uber

Reviewed on Oct 18, 2025

Hotel Felix River North/Magnificent Mile
4.0-star property

Hotel Felix River North/Magnificent Mile

8.2/10 Very Good! (2,582 reviews)

May 16 - May 18

2 night stay

Los Angeles (LAX) to Chicago (ORD)

United • PremiumEconomy

Chicago (ORD) to Los Angeles (LAX)

Delta • PremiumEconomy
Price was $1,193, price is now $1,006 per person
$1,006
per person
found 11 hours ago
The rooms were clean and smelled fresh.

Reviewed on Jan 8, 2026

Four Seasons Hotel Chicago
5.0-star property

Four Seasons Hotel Chicago

9.4/10 Exceptional! (999 reviews)

May 16 - May 18

2 night stay

Los Angeles (LAX) to Chicago (ORD)

United • PremiumEconomy

Chicago (ORD) to Los Angeles (LAX)

Delta • PremiumEconomy
Price was $1,663, price is now $1,433 per person
$1,433
per person
found 11 hours ago
Great weekend shopping trip! Hotel was in a great location and the service was perfect! Definitely recommend.

Reviewed on Dec 2, 2025

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Southwest Wisconsin

End your search for discount fares on flights to Southwest Wisconsin. Orbitz has all the best prices on Southwest Wisconsin flights. With Orbitz, you can expect:

Cheap Deals on Flights to Southwest Wisconsin

We offer big discounts and last-minute savings on Southwest Wisconsin flights. We make it easy for you to research, plan, and book your flight to Southwest Wisconsin — all while offering great low fares. With guaranteed low prices and cutting-edge mobile tools, the perfect trip begins on Orbitz.

Travel Convenience on the Go

Get alerts, updates, or book your Southwest Wisconsin flight or other flights wherever you are. Download our free apps for iPhone, Android, and iPad or visit our mobile site at m.orbitz.com to conveniently review or change your air travel plans. We can also send free alerts about your Southwest Wisconsin flight to your email or mobile phone, so you get advance warning about potential disruptions and flight delays. Need to book a hotel with your Southwest Wisconsin flight? Access exclusive, mobile-only deals via our mobile site and free apps – even on the same day.

Great Customer Care

We want to make your travel booking experience smooth and easy, from planning and researching Southwest Wisconsin flights to the actual booking. If you want to cancel your flight to Southwest Wisconsin, many tickets can be conveniently cancelled online. Contact our Customer Service to make changes to your air ticket.

Miles or Points Toward Frequent Flyer Programs

Much like booking with an airline directly, you can earn frequent flyer miles or points on qualified flights to Southwest Wisconsin with Orbitz. When completing your booking, just fill in your frequent flyer number for the airline you are flying with or for one of its available partner airlines.

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 $224 to $272. If you were flying one-way from Portland (PDX), 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.