Cheap flights To Southern Wisconsin (CHI) from $89

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Cheap Flights to Southern Wisconsin from $89 One Way, $177 Round Trip

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

Sun, Jan 25 - Sat, Jan 31
SEA
Seattle - Tacoma Intl.
RFD
Greater Rockford
$177 Roundtrip, found 1 day ago
$177
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sun, Jan 25 from Seattle - Tacoma Intl. to Greater Rockford, returning Sat, Jan 31, priced at $177 found 1 day ago
Fri, Jan 9 - Mon, Jan 12
SEA
Seattle - Tacoma Intl.
RFD
Greater Rockford
$179 Roundtrip, just found
$179
Roundtrip
just found
Select American Airlines flight, departing Fri, Jan 9 from Seattle - Tacoma Intl. to Greater Rockford, returning Mon, Jan 12, priced at $179 just found
Fri, Jan 9 - Mon, Jan 12
SEA
Seattle - Tacoma Intl.
RFD
Greater Rockford
$181 Roundtrip, just found
$181
Roundtrip
just found
Select American Airlines flight, departing Fri, Jan 9 from Seattle - Tacoma Intl. to Greater Rockford, returning Mon, Jan 12, priced at $181 just found
Mon, Mar 2 - Thu, Mar 5
SEA
Seattle - Tacoma Intl.
RFD
Greater Rockford
$187 Roundtrip, found 14 hours ago
$187
Roundtrip
found 14 hours ago
Select American Airlines flight, departing Mon, Mar 2 from Seattle - Tacoma Intl. to Greater Rockford, returning Thu, Mar 5, priced at $187 found 14 hours ago
Mon, Jan 5 - Thu, Jan 8
SEA
Seattle - Tacoma Intl.
RFD
Greater Rockford
$191 Roundtrip, found 1 day ago
$191
Roundtrip
found 1 day ago
Select American Airlines flight, departing Mon, Jan 5 from Seattle - Tacoma Intl. to Greater Rockford, returning Thu, Jan 8, priced at $191 found 1 day ago
Fri, Feb 13 - Fri, Feb 20
SEA
Seattle - Tacoma Intl.
MKE
General Mitchell Intl.
$196 Roundtrip, found 1 day ago
$196
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Fri, Feb 13 from Seattle - Tacoma Intl. to General Mitchell Intl., returning Fri, Feb 20, priced at $196 found 1 day ago
Sat, Feb 14 - Fri, Feb 20
SEA
Seattle - Tacoma Intl.
MKE
General Mitchell Intl.
$197 Roundtrip, found 1 day ago
$197
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Feb 14 from Seattle - Tacoma Intl. to General Mitchell Intl., returning Fri, Feb 20, priced at $197 found 1 day ago
Tue, Mar 31 - Sat, Apr 4
SEA
Seattle - Tacoma Intl.
MKE
General Mitchell Intl.
$197 Roundtrip, found 4 days ago
$197
Roundtrip
found 4 days ago
Select American Airlines flight, departing Tue, Mar 31 from Seattle - Tacoma Intl. to General Mitchell Intl., returning Sat, Apr 4, priced at $197 found 4 days ago
Thu, Mar 12 - Sun, Mar 15
SEA
Seattle - Tacoma Intl.
MKE
General Mitchell Intl.
$197 Roundtrip, found 7 hours ago
$197
Roundtrip
found 7 hours ago
Select Alaska Airlines flight, departing Thu, Mar 12 from Seattle - Tacoma Intl. to General Mitchell Intl., returning Sun, Mar 15, priced at $197 found 7 hours ago
Fri, Feb 13 - Fri, Feb 20
SEA
Seattle - Tacoma Intl.
MKE
General Mitchell Intl.
$201 Roundtrip, found 1 day ago
$201
Roundtrip
found 1 day ago
Select Delta flight, departing Fri, Feb 13 from Seattle - Tacoma Intl. to General Mitchell Intl., returning Fri, Feb 20, priced at $201 found 1 day ago

Southern Wisconsin Flight Information

Traveling To
Southern Wisconsin
Destination Airport IATA Code
CHI
Number of Airlines Serving
Airlines
American Airlines, Southwest Airlines, Delta, Frontier Airlines, Alaska Airlines
Flight Price
$177
Earliest Departing Flight
Latest Departing Flight

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Southern Wisconsin economy flight packages

Price found within the past 48 hours. Click for updated prices.
Illinois Beach Hotel
2.0-star property

Illinois Beach Hotel

Jan 20 - Jan 25

5 night stay

Houston (IAH) to Chicago (ORD)

Spirit Airlines • Coach

Chicago (ORD) to Houston (IAH)

Frontier Airlines • Coach
Price was $410, price is now $251 per person
$251
per person
found 1 day ago
DoubleTree by Hilton Milwaukee - Brookfield
4.0-star property

DoubleTree by Hilton Milwaukee - Brookfield

Feb 1 - Feb 8

7 night stay

Atlanta (ATL) to Milwaukee (MKE)

Southwest Airlines • Non-stop • Coach

Milwaukee (MKE) to Atlanta (ATL)

Frontier Airlines • Non-stop • Coach
Price was $668, price is now $424 per person
$424
per person
found 1 day ago
Kinn Guesthouse Bay View
4.5-star property

Kinn Guesthouse Bay View

Feb 1 - Feb 8

7 night stay

Atlanta (ATL) to Milwaukee (MKE)

Southwest Airlines • Non-stop • Coach

Milwaukee (MKE) to Atlanta (ATL)

Frontier Airlines • Non-stop • Coach
Save 100% on your flight
Price was $1,024, price is now $685 per person
$685
per person
found 1 day ago
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Southern Wisconsin premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
Fairmont Chicago at Millennium Park
4.5-star property

Fairmont Chicago at Millennium Park

8.6/10 Excellent! (2,008 reviews)

Jan 16 - Jan 19

3 night stay

Atlanta (ATL) to Chicago (ORD)

Delta • Roundtrip • PremiumEconomy
Price was $630, price is now $513 per person
$513
per person
found 3 hours ago
Solid place to stay

Reviewed on Nov 5, 2025

Trump International Hotel & Tower Chicago
5.0-star property

Trump International Hotel & Tower Chicago

9.4/10 Exceptional! (1,773 reviews)

Jan 16 - Jan 19

3 night stay

Atlanta (ATL) to Chicago (ORD)

Delta • Roundtrip • PremiumEconomy
Price was $1,073, price is now $816 per person
$816
per person
found 3 hours ago
Food was amazing and the staff was amazing. Room was incredible! Felt like we were royalty on our visit!

Reviewed on Oct 13, 2025

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! (2,229 reviews)

Jan 16 - Jan 19

3 night stay

Atlanta (ATL) to Chicago (ORD)

Delta • Roundtrip • PremiumEconomy
Price was $962, price is now $747 per person
$747
per person
found 3 hours ago
Courteous staff, clean room, conveniently located right on the pier.

Reviewed on Nov 3, 2025

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Southern Wisconsin

If you are looking for affordable flights to Southern Wisconsin, look no further. Orbitz offers discounted rates to many destinations.

Bargain flights to Southern Wisconsin now available

As you review your budget and travel plans, consider the low fares Orbitz offers on Southern Wisconsin flights. With Orbitz, booking flights to Southern Wisconsin is easy and the lowest prices are guaranteed.

Easy self-help service offered

Orbitz offers cutting edge mobile tools that allow you to review and make bookings from your Android or iPhone mobile device with a simple application. You can easily and conveniently update your information or book your trip using this service. You are also able to obtain information on affordable hotel packages and receive frequent flight updates. You will receive confirmation of bookings or reservations made using the mobile service on the same day of the request. Change details or receive updates on your Southern Wisconsin flights by visiting the Orbitz site or mobile application.

Orbitz looks after you

Orbitz ensures that you are kept informed with up-to-date flight information, providing feedback to up to six contact numbers to ensure that everyone receives the feedback. In addition to providing the discounted deals on Southern Wisconsin flights, Orbitz is also able to structure a package based on your needs for activities, car hire and accommodations.

Traveler profile updates

After booking your Southern Wisconsin flights, you may access your account profile on the Orbitz site and update your frequent flyer or loyalty membership details. This information will remain on the system and will be available for you to access when you make any future bookings with Orbitz.

Frequently asked questions

Which airlines fly to Southern Wisconsin?
With 19 airlines flying to General Mitchell Intl. Airport (MKE), you'll be making your way around Southern Wisconsin in no time at all. Picking a flight that suits your itinerary is simple. Compare the available fares from these top air carriers and prepare for a smooth landing at General Mitchell Intl. Airport (MKE):

  • Delta - 277 flights to Southern Wisconsin per month
  • Southwest Airlines - 248 flights to Southern Wisconsin per month
  • United Airlines - 239 flights to Southern Wisconsin per month

How much is a flight to Southern Wisconsin?
Loads of fantastic deals were on offer this week, with return flights to Southern Wisconsin fluctuating from $177 to $201. But it was travelers arriving in from Seattle (SEA) who bagged the really big bargains. One-way tickets to Southern Wisconsin fell to a low $89.
How to book the cheapest flight to Southern Wisconsin?
With some of the biggest and best flight deals around, you'll always jet for less with Orbitz. The following handy hints will help you score cheap flights to Southern Wisconsin — and leave you with more money to play with:

  • Consider departing from or arriving at nearby airports to save on your airfare. Enter your preferred departure and arrival airports in the form fields, then choose the 'Nearby airports' function below. It will list any available options.
  • If you're flexible with your travel itinerary, click on the 'Show flexible dates' option. It'll show the flight deals for the days either side of your chosen departure. Airfares often vary depending on what day it is.
  • Select 'Show options' to narrow down your search results. You can pick your preferred seating class and airline here. Under 'Sort & Filter' to the left, you can even specify whether you'd like to fly in the morning, afternoon or evening.
  • Once you've figured out your travel dates, don't wait to book. Prices normally become more expensive as the departure date gets closer.
  • Think about combining your flights, hotels and car rentals into a package with Orbitz to stretch your budget even further.
  • Don't fly during the busy season if you can. By steering clear of school vacations and summer, you can make amazing savings on your airfare.

What is the best time to book a flight to Southern Wisconsin?
Catch a bargain and secure your seats to Southern Wisconsin in January. If you've missed this month, don't stress. February and August often have low airfares as well. Make sure you don't snooze on a sale — cheap flights emerge and disappear in the click of a mouse!
What day of the week is the cheapest to book a flight to Southern Wisconsin?
If you're after cheap fares to Southern Wisconsin, the best days of the week to book are Tuesdays, Wednesdays and Saturdays. With Orbitz (and some good timing!), an unbeatable flight deal will be all yours.
What is the cheapest day of the week to fly to Southern Wisconsin?
Look into departing early in the week if you want to score cheap flights to Southern Wisconsin. Orbitz data from 2020 indicates Monday is generally the most affordable day to take off, followed by Tuesday. Saturday was found to have the highest ticket prices. This is probably because most passengers prefer to begin their escape when the working week is over.
What is the cheapest month to fly to Southern Wisconsin?
If you have some flexibility with your travel plans, think about jetting off sometime in August. Orbitz data has found that this is generally the best month to travel if you're after cheap flights to Southern Wisconsin. As you might expect, airfares get pricier in the busy month of June and flights get snapped up fast.
Which airlines allow free cancellation?
Flexible travel is more important than ever, that's why Orbitz lets you search for airlines that won't penalize you for amendments to your reservation. Enter your departure and arrival points, then click on "Filter by flexible change policies." We'll show you options that include free cancellation within 24 hours of booking and no change fees.
What do I need for the flight to Southern Wisconsin?
Flying can be fun with a little pre-planning! Make your trip a hassle-free one with these handy tips:

  • Before you step on board the plane, you'll need to show some type of government-issued ID, like your passport. You'll also need your boarding pass. If you're traveling with the kids, check with your airline about which documents they may need.
  • To keep you entertained on the short hop to Southern Wisconsin, download some new music or stock up the audiobook library on your phone. Food can also be a nice distraction while in the air, so take some snacks.
  • It can get cold on the plane. If you'd prefer not to shiver your way through the flight, dress in layers.

How do I get cheap first-class/business deals to Southern Wisconsin?
Smart travelers are pros at finding first or business-class flights to Southern Wisconsin that don't cost an arm and a leg. Take a leaf out of their book with these handy hints:

  • Flexibility is everything. By being open to different travel dates, you'll have better odds of landing a great deal on your airfares.
  • Low-cost airlines offer business-class seating at a fraction of the normal price. Give the full-service carriers a miss and look into these cheaper options.
  • Make the most of your airline's rewards program and use points to upgrade your seat. Alternatively, you can try bidding for an upgrade in an online auction.

What is the best time to go to Southern Wisconsin?
There's no right or wrong time to experience Southern Wisconsin, though June, July and August are the busiest months. Like most of the Northern Hemisphere, summertime kicks off June 20. If you'd prefer to spend your days in a light shirt than a thick winter coat, this time of year may be perfect for you. Expect average daily highs of 75 ºF and nightly lows around 60 ºF.

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.