$99 Find Cheap Flights to Middleton

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Middleton departing on 11/19. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$241
Typical prices: $576-$329
Delta
Tue 7/7Tue 7/14
BWI - MSN • 1 stop
Cheapest non-stop
$260
Typical prices: $452-$254
Frontier
Tue 7/7Tue 7/14
DEN - MSN • Non-stop
Arrival airport
You can't fly directly to Middleton. It is served by Madison (MSN), located 9 miles from Middleton.
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We hope you love your trip to Middleton!
Flight Deals
Useful Info
Flight Deals

Cheap Flights to Middleton

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights to Middleton that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals to Middleton

Tue, Jul 7 - Tue, Jul 14
Delta Logo
6:20 pm - 10:38 pm
BWI
-
MSN
5h 18m
1 stop
Delta Logo
6:39 pm - 11:18 pm
MSN
-
BWI
3h 39m
1 stop
$241Delta
Sat, Aug 29 - Tue, Sep 1
American Airlines Logo
8:10 pm - 12:10 am
BWI
-
MSN
5h 00m
1 stop
American Airlines Logo
11:29 am - 9:58 pm
MSN
-
BWI
9h 29m
2 stops
$246American Airlines
Tue, Jul 7 - Tue, Jul 14
Frontier Logo
3:57 pm - 7:10 pm
DEN
-
MSN
2h 13mnonstop
Frontier Logo
7:55 pm - 9:31 pm
MSN
-
DEN
2h 36mnonstop
$260Frontier
Tue, Jun 23 - Tue, Jun 30
Frontier Logo
3:57 pm - 7:09 pm
DEN
-
MSN
2h 12mnonstop
Frontier Logo
7:59 pm - 9:34 pm
MSN
-
DEN
2h 35mnonstop
$263Frontier
Fri, Jul 3 - Wed, Jul 15
Delta Logo
5:07 pm - 10:43 pm
BWI
-
MSN
6h 36m
1 stop
Delta Logo
5:00 pm - 12:39 am
MSN
-
BWI
6h 39m
1 stop
$263Delta
Tue, Jul 14 - Thu, Jul 16
Frontier Logo
3:57 pm - 7:10 pm
DEN
-
MSN
2h 13mnonstop
Frontier Logo
7:55 pm - 9:31 pm
MSN
-
DEN
2h 36mnonstop
$266Frontier
Wed, Sep 23 - Tue, Sep 29
United Airlines Logo
10:00 am - 1:13 pm
DEN
-
MSN
2h 13mnonstop
United Airlines Logo
5:00 am - 6:40 am
MSN
-
DEN
2h 40mnonstop
$269United Airlines
Tue, Aug 25 - Tue, Sep 1
Frontier Logo
10:57 am - 7:09 pm
PHX
-
MSN
6h 12m
1 stop
Frontier Logo
7:59 pm - 11:34 pm
MSN
-
PHX
5h 35m
1 stop
$270Frontier
Sat, Aug 29 - Tue, Sep 1
American Airlines Logo
11:59 am - 8:27 pm
BWI
-
MSN
9h 28m
2 stops
American Airlines Logo
11:29 am - 9:58 pm
MSN
-
BWI
9h 29m
2 stops
$273American Airlines
Thu, Jul 9 - Thu, Jul 16
United Airlines Logo
6:00 am - 9:52 am
EWR
-
MSN
4h 52m
1 stop
United Airlines Logo
6:29 am - 9:50 am
MSN
-
EWR
2h 21mnonstop
$279United Airlines
Useful Info

Good to know - Book Cheap Middleton Plane Tickets

Low seasonJanuary
Cheapest flight$99
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly with an average 3% increase in price.
Flight from Phoenix to Madison

FAQs - booking Middleton flights

  • How long is the flight to Middleton?

    Flights from New York LaGuardia Airport2h 32m
    Flights from Washington, D.C. Reagan-National Airport2h 16m
    Flights from Denver2h 10m
    Flights from Boston2h 48m
    Flights from Philadelphia2h 21m
  • What is the cheapest flight to Madison?

    In the last 7 days, the cheapest flight deal to Madison was found on the route from Phoenix, at $241 return. The most popular connection is from Denver to Madison and KAYAK users have found round-trip deals for as low as $260 in the last 7 days.

  • Which airlines fly to Madison?

    Many airlines fly to Madison, the most common ones being Delta, American Airlines, and United Airlines. See the amount of flights per week for popular airlines flying to Madison.

  • How to fly to Middleton?

    You cannot fly directly to Middleton. KAYAK recommends you fly to Madison Truax Field (MSN) (8.97 miles from Middleton). From there you can rent a car or get a taxi.

  • What airports are near Middleton?

    The closest airport is Madison Truax Field (MSN) (8.97 mi). Other nearby airports are Dubuque (DBQ) (77.65 mi), Milwaukee-Mitchell (MKE) (81.81 mi) or Sparta/Fort McCoy (CMY) (85.72 mi). KAYAK recommends you fly to Madison Truax Field.

  • How far is Madison Truax Field Airport from central Madison?

    The distance between Madison Truax Field Airport and downtown Madison is 5 miles.

  • What is the name of Madison’s airport?

    When flying to Madison, you'll arrive at Madison Truax Field Airport (MSN). The airport is also known as Truax Field.

  • How does KAYAK find such low prices on flights to Middleton?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights to Middleton.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket to Middleton?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Middleton is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights to Middleton?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Middleton with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight to Middleton?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Middleton up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding cheap flights to Middleton

  • There is no major airport in Middleton. It is instead served by Madison Truax Field Airport.
  • Looking for cheap airfare to Middleton? 25% of our users found round-trip tickets to Middleton for the following prices or less: From Los Angeles $231, from Boston $432
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Middleton flight deals.

Reviews of the top 5 airlines flying to Middleton

 
Need help choosing which airline to fly with from the United States to Middleton? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.2
Breeze AirwaysOverall score based on 286 reviews
8.3Boarding
8.2Comfort
6.7Entertainment
8.7Crew
6.7Food
Airline reviews

Very quick and easy process from check in to deboarding and baggage claim. Crew was professional and friendly. Flight was smooth and on time. Very convenient for short flights.

10.0 ExcellentAngelo, May 2026
VRB - IAD
Read more Breeze Airways reviews

Very quick and easy process from check in to deboarding and baggage claim. Crew was professional and friendly. Flight was smooth and on time. Very convenient for short flights.

It was easy and very comfortable! The crew was accommodating and cheerful. I enjoyed myself!

I normally have very good experiences with Breeze. The crew is great, pricing is excellent, and the planes are new and usually clean. This time in Huntsville we were delayed, which I understand can happen, however we were moved from one gate to the opposite side of the terminal and then back again... There was a lot of confusion. Also, my seat had a lot of food crumbs still on the floor where I had to stow my bookbag, so that was a bit disappointing. Other than that, all was good. Crew was great as usual!

Our flight was delayed 7 hours. Due to a change in equipment we were downgraded from "Nicest" to "Nicer," even having to pay for a soft drink. Disappointing. To Breeze's credit that issued a $100 flight credit. A refund would have been more appreciated.

Lost my luggage and terrible experience with customer service trying to track it down

10 hour delay with minimal updates. Couldn’t leave terminal and then ended up on redeye with a dirty broken plane. It is literally impossible to reach customer service via gate agent, app, phone, text or email.

I thought that I had pre-purchased carry-on luggage and was surprised when I tried to check in that I did not have it.

Flight departure was 90 min delayed, and the boarding experience was confused, stressful, and generally poor. Additionally, the wifi on the plane was malfunctioning for all but the final 15 min of the flight into ILM.

Great experience and In love flying in and out of Provo airport

You get what you pay for. It’s like a bus but flying. No frills, no snacks. Leg room was fine, boarding was good.

Planes were clean, no water or snacks on either flight.

Free & relatively fast Wi-Fi. Would've liked a wider drink selection.

I continue to be satisfied with Delta’s excellent service out of LGA. The digit id works well and gets me through security in no time. Whenever possible, I choose Delta.

Was revoked with Jet Blue due to delay from Kenya Air

Enjoyed it very much. Especially liked the free WiFi that Delta offers.

Smooth flight. Left on time, and got in 15 minutes early. Onboard video was great

For some reason, TSA Atlanta didn’t have my bag on the flight on time and they don’t have to provide Delta a reason for that.

WiFi didn’t work on two of four planes. Flight attendants were not overly friendly or welcoming. Planes were extremely slow to board and deplane.

Delta does a great job with entertainment and free wifi. I can still be in touch with my colleagues while in the air.

Aside from a completely packed plane, I really have no complaints.

Seat pitch is horrible especially on the 15 hour flight. Gate crew at SFO was Outstanding. The flight crew was also great.

Had a one hour delay due to mechanical issue. I didn’t think I’d be able to make my connecting flight, but they waited for me and greeted me when I arrived to help things run smooth.

6 1/2 hours from Tampa to SFO on a Boeing 737. Cramped. No Service. No real food. One pass for coffee at the beginning and a second pass THREE hours later. And check-in in Tampa was nasty even by United standards. And I am at almost TWO million miles on United. It's a non-stop. But terrible service.

MY FAMILY'S LUGGAGE WAS LOST FROM ROME TO BARI. I WAS THE ONLY ONE THAT RECEIVED MY LUGGAGE FROM ROME TO BARI. AFTER DEPLANING IN BARI, WE WASTED A LOT OF TIME AT BAG CLAIMS LOST AND FOUND REPORTING THE CLAIM AND PLEADING FOR THE BAGS TO BE DELIVERED THE NEXT DAY. WE WERE TOLD THAT IT TAKES 3 DAYS MINIMUM TO DELIVER. MY DAUGHTER AND MY GIRLFRIEND NEEDED THEIR PERSONAL THINGS AND WE WERE STAYING 3 HOURS AWAY FROM THE BARI AIRPORT. WE HAD TO DRIVE 3 HOURS TO THE AIRPORT TO COLLECT OUR LOST LUGGAGE THE NEXT DAY. WE ARE NOT HAPPY WITH THE EXPERIENCE

We had a delay, but thankfully I made it to my connection. Overall it went smooth

The flight had a delay but I made it to my connection. Flight was smooth overall

As I wrote earlier, poor planning and/or communication. At least twice, we were told that we would be boarding in less than ten minutes, only to have the flight again delayed at least another hour.

This flight is a quick way to get to Chicago, but a bit expensive.

Our flight to Rome, Italy was cancelled the day of and we were never informed. We only found out because I was trying to get into my husbands account and called to get his account number. Had to pay more for worse seating on another airline.

My service dog and I were asked to deplane just before they closed the door - clearly very last minute they couldn’t find the documentation that I have filled out many many times before that is for flying service animals. I purposely purchase 3seats (a whole row) since he is large and not all passengers want to sit next to a dog on a cross country flight. The plane departed with my husband on it!!! They made me fill out a hard copy of the same form and had to reschedule me on a later flight where they could find 3 seats together!! I’ve done this so many times before - clearly the error was on their part in a technology glitch - but really people - do better!! Very traumatic - and my husband had to wait for us when he landed ….so bad. Poor pup was confused and tired.

Ontario airport boarding was very easy to park and access, is clean and TSA took 10 minutes total. Check-in was a breeze and cruise was very nice.

American Airlines II: Delay Boogaloo. Multiple gate changes, delays, boarded and then MORE delays. I hate to say this won’t matter, but posting stuff about major corporations in 2026 is a post-modern “scream into the void.” Was multiple hours late coming home, so there you go.

Awful, tons of delays, I got into Chicago multiple hours late meaning I hit the very traffic I tried so desperately to avoid. Just empty apologies from American Airlines text alerts. Trash behavior from a trash airline.

The flight attendants were very friendly, efficient, and helpful. The plane was ahead of schedule, and it all went very smoothly. Thank you.

They lost my baggage and I am still struggling to the information and update

We got delayed getting out of DFW for broken overhead bins. Once the flight got underway the captain kept the seatbelt sign lit the entire flight despite little perceptible turbulence, preventing use of the rest rooms and any sort of refreshment service in the main cabin.

Flight delays for communication overall not a good experience uncomfortable on the plane. Person in front of me reclined his seat, putting them inches from my lap.

There were flight delays making our flight arrive at our destination after midnight didn’t seem to have enough crew or airplanes for the flights laid over in Dallas should’ve had plenty of time to make it to our next flight only made it because that flight was also delayed because our plane wasn’t even at the airport yet overall have not had a good experience on American

Flight left on time. Captain provided relevant announcements. We had to wait 45 minutes to desembark due to the ramp closed because of lightening.

Cancelled flight. Still waiting to get home for grand daughter’s graduation .

There weren't enough employees at check in took awhile to get bags checked. There wasn't a wheel chair for me, I was sent to someone who turns out to work for a different airline, if My flight hadn't been delayed I probably would have missed my flight as it was, by the time I arrived at my gate, they started boarding in about 15 minutes. I don't know who took me to my gate, definitely was not the normal people who take passengers to the gate. I'm guessing she may have been in a management position. I wish I knew her name, she went beyond to help me. With that said everyone was kind, and were doing the best they could. So, I choose to say it was an Adventure, stressful start, but good. In the end went well. The situation was not only difficult for passengers but the employee's.

The staff at the check in counter was so rude. Made you feel Incompetent

Frontier scheduled a 40 minute connection in DEN. What they failed to mention was that they “close the doors” 20 mins prior to departure, which means you only have 20 mins. Not enough time. Possibly against DOT regulations. Filing complaint.

Flight was scheduled at 9:40pm. Got delayed to 10 am, the next day. crazy

The bag check, flight check-in, and onboard experience convinced my wife and me that we will actively go out of our way to avoid flying Frontier Airlines in the future. At bag check, we were informed that check-in could only be completed via the Frontier mobile app. Unfortunately, the app was extremely frustrating—sending us through repetitive, confusing loops that repeatedly forced us to decline add-on services with nearly every click. While most airline apps upsell, this one felt intentionally exhausting. As the process dragged on, we became genuinely concerned that my phone battery would die before check-in could be completed. We approached the bag check staff—who were standing together talking—and explained both our frustration and our predicament. They laughed. Later, my wife described the interaction as “gaslighting,” which felt accurate. We were then informed it would cost $25 per person simply to have our boarding passes printed. From that point forward, the tone of the experience was consistently hostile. The bag check employees were condescending and combative, behaving more like bullies than customer service staff. Unfortunately, that same attitude continued onboard. One flight attendant argued with me when I attempted to stow my backpack in the overhead bin. I explained that we had each paid $75 to check our bags specifically so we would not need to use carry-on space and could have adequate legroom. She demanded to see my ticket, pointed out that it said “no carry-on”—which I acknowledged—and I reiterated that this was precisely why we paid to check our bags. Her response was, “I don’t make the rules.” She then walked away, but not before asking if I “truly wanted to fly back to Chicago today?”—an unnecessary and unmistakable threat. It is also worth noting that despite booking our tickets together in the same transaction, we were not seated together. Upon our return to Chicago—where we could once again sit together—we compared onboard experiences. We both remarked on how unhappy the flight attendants appeared and how each of us was separately asked whether we would like to purchase a beverage. We declined. At no point was water mentioned as an option, leaving us with the clear impression that even water came at a cost—or that complimentary water, if available at all, was deliberately left unmentioned. Overall, the experience was shocking and deeply disappointing, but it was also a profound learning experience—one we will not forget and will not repeat. -Steve

Plane was hot and miserable and the crew was rude!

12 hour delay required getting on and off plane 3 times - would have at least liked to have been offered a snack or drink

They didn’t offer a water, even after I asked

They switched our terminal 3 times and we were delayed for four plus hours!!!

It was an early flight and most people napped/slept and the crew let us which was nice.

Everything you need to know for your flight to Middleton