Cheap flights To Southwest Wisconsin (RFD) from $85

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Cheap Flights to Southwest Wisconsin from $85 One Way, $169 Round Trip

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

Wed, Jun 3 - Tue, Jun 9
IAH
George Bush Intercontinental
RFD
Greater Rockford
$169 Roundtrip, found 3 days ago
$169
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, Jun 3 from George Bush Intercontinental to Greater Rockford, returning Tue, Jun 9, priced at $169 found 3 days ago
Tue, Jun 2 - Tue, Jun 9
IAH
George Bush Intercontinental
RFD
Greater Rockford
$172 Roundtrip, found 3 days ago
$172
Roundtrip
found 3 days ago
Select American Airlines flight, departing Tue, Jun 2 from George Bush Intercontinental to Greater Rockford, returning Tue, Jun 9, priced at $172 found 3 days ago
Thu, Apr 23 - Thu, Apr 30
IAH
George Bush Intercontinental
MSN
Dane County Regional
$173 Roundtrip, found 3 days ago
$173
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Thu, Apr 23 from George Bush Intercontinental to Dane County Regional, returning Thu, Apr 30, priced at $173 found 3 days ago
Wed, Jun 3 - Tue, Jun 9
IAH
George Bush Intercontinental
RFD
Greater Rockford
$202 Roundtrip, found 9 hours ago
$202
Roundtrip
found 9 hours ago
Select American Airlines flight, departing Wed, Jun 3 from George Bush Intercontinental to Greater Rockford, returning Tue, Jun 9, priced at $202 found 9 hours ago
Wed, Jun 3 - Tue, Jun 9
IAH
George Bush Intercontinental
RFD
Greater Rockford
$208 Roundtrip, found 3 days ago
$208
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, Jun 3 from George Bush Intercontinental to Greater Rockford, returning Tue, Jun 9, priced at $208 found 3 days ago
Sat, May 30 - Sat, Jun 6
DEN
Denver Intl.
MSN
Dane County Regional
$211 Roundtrip, found 2 days ago
$211
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sat, May 30 from Denver Intl. to Dane County Regional, returning Sat, Jun 6, priced at $211 found 2 days ago
Tue, Jun 2 - Tue, Jun 9
IAH
George Bush Intercontinental
RFD
Greater Rockford
$212 Roundtrip, found 3 days ago
$212
Roundtrip
found 3 days ago
Select American Airlines flight, departing Tue, Jun 2 from George Bush Intercontinental to Greater Rockford, returning Tue, Jun 9, priced at $212 found 3 days ago
Mon, Apr 27 - Wed, Apr 29
DEN
Denver Intl.
RFD
Greater Rockford
$219 Roundtrip, found 3 hours ago
$219
Roundtrip
found 3 hours ago
Select American Airlines flight, departing Mon, Apr 27 from Denver Intl. to Greater Rockford, returning Wed, Apr 29, priced at $219 found 3 hours ago
Thu, Jun 4 - Tue, Jun 9
IAH
George Bush Intercontinental
RFD
Greater Rockford
$223 Roundtrip, found 3 days ago
$223
Roundtrip
found 3 days ago
Select American Airlines flight, departing Thu, Jun 4 from George Bush Intercontinental to Greater Rockford, returning Tue, Jun 9, priced at $223 found 3 days ago
Mon, Apr 27 - Thu, Apr 30
DEN
Denver Intl.
RFD
Greater Rockford
$224 Roundtrip, found 19 hours ago
$224
Roundtrip
found 19 hours ago
Select American Airlines flight, departing Mon, Apr 27 from Denver Intl. to Greater Rockford, returning Thu, Apr 30, priced at $224 found 19 hours 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
$169
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.
Harrah's Joliet Casino & Hotel - A Caesars Rewards Destination
3.5-star property

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

May 29 - May 31

2 night stay

Dallas (DFW) to Chicago (ORD)

Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $558, price is now $390 per person
$390
per person
found 3 hours ago
Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

Jun 1 - Jun 4

3 night stay

Boston (BOS) to Chicago (ORD)

United • Roundtrip • Coach
Save 100% on your flight
Price was $1,040, price is now $638 per person
$638
per person
found 1 day ago
Hilton Chicago O'Hare Airport
4.0-star property

Hilton Chicago O'Hare Airport

May 21 - May 25

4 night stay

Boston (BOS) to Chicago (ORD)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $936, price is now $619 per person
$619
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! (3,357 reviews)

May 17 - May 19

2 night stay

Boston (BOS) to Chicago (ORD)

JetBlue Airways • Roundtrip • PremiumEconomy
Price was $810, price is now $630 per person
$630
per person
found 1 day ago
In convenient area either by walking or uber

Reviewed on Oct 18, 2025

Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

9.4/10 Exceptional! (3,688 reviews)

May 17 - May 19

2 night stay

Boston (BOS) to Chicago (ORD)

JetBlue Airways • Roundtrip • PremiumEconomy
Price was $989, price is now $697 per person
$697
per person
found 1 day ago
I recommend 100% Everything was good, the staff, room and the food. Also, it is located in a good area.

Reviewed on Jan 14, 2026

Hotel Felix River North/Magnificent Mile
4.0-star property

Hotel Felix River North/Magnificent Mile

8.2/10 Very Good! (2,604 reviews)

May 17 - May 19

2 night stay

Boston (BOS) to Chicago (ORD)

JetBlue Airways • Roundtrip • PremiumEconomy
Price was $875, price is now $711 per person
$711
per person
found 1 day ago
The rooms were clean and smelled fresh.

Reviewed on Jan 8, 2026

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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! (3,688 reviews)

May 9 - May 11

2 night stay

New York (NYC) to Chicago (ORD)

American Airlines • FirstClass

Chicago (ORD) to New York (NYC)

Spirit Airlines • FirstClass
Price was $721, price is now $531 per person
$531
per person
found 1 day ago
I recommend 100% Everything was good, the staff, room and the food. Also, it is located in a good area.

Reviewed on Jan 14, 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! (2,401 reviews)

May 9 - May 12

3 night stay

New York (NYC) to Chicago (ORD)

Spirit Airlines • Non-stop • FirstClass

Chicago (ORD) to New York (NYC)

American Airlines • Non-stop • FirstClass
Save 100% on your flight
Price was $1,187, price is now $889 per person
$889
per person
found 1 day ago
Courteous staff, clean room, conveniently located right on the pier.

Reviewed on Nov 3, 2025

Pendry Chicago
4.5-star property

Pendry Chicago

9.2/10 Wonderful! (1,123 reviews)

May 9 - May 12

3 night stay

New York (NYC) to Chicago (ORD)

Spirit Airlines • Non-stop • FirstClass

Chicago (ORD) to New York (NYC)

American Airlines • Non-stop • FirstClass
Price was $905, price is now $711 per person
$711
per person
found 1 day ago
Room was clean and comfortable. We really appreciated the chocolates and water!

Reviewed on Feb 25, 2026

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Southwest Wisconsin

Reach your destination without breaking your budget by booking your flights to Southwest Wisconsin using Orbitz. We offer access to all of the best discounts on airfare, travel accommodations and even car rentals. Planning your trip and saving money are easier with Orbitz.

Get Discount Rates On Your Southwest Wisconsin Flight

Whether planning ahead or deciding to book your trip at the last minute, Orbitz will provide the lowest rates on Southwest Wisconsin flights. Using our free mobile phone apps will make you privy to a number of discounts that are unique to mobile phone users. These are perfect for harried travelers who want to find deals that they can qualify for on the same day.

Make Orbitz Your Official Travel Planner

Orbitz can be used for much more than comparing and booking a discount flight to Southwest Wisconsin. We also offer a variety of resources for securing the ideal travel accommodations while staying on budget. Travel tips, hotel reviews, customized suggestions and even detailed images can all be accessed through your mobile phone.

Build A Comprehensive Travel Itinerary

In addition to booking a low cost flight to Southwest Wisconsin, you can learn about the best places to visit, the best hotels to stay in and the preferred times for traveling. When you use Orbitz mobile phone apps you can also share your travel itineraries with friends and family members, all with just a few quick taps.

Using Orbitz to secure your Southwest Wisconsin flights can save you money and time. Perfect for both the early travel planner and the last minute journey: Orbitz offers phenomenal customer service and unbeatable convenience.

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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 $169 to $224. If you were flying one-way from Houston (IAH), you could have snapped up fares from as low as $85.
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.