$109 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 11/27. 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
$269
Typical prices: $478-$308
United Airlines
Sat 7/4Tue 7/7
EWR - MSN • Non-stop
Cheapest one-way
$109
Typical prices: $139-$259
Sun Country Air
Fri 11/27
PHX - 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

Sat, Jul 4 - Tue, Jul 7
United Airlines Logo
6:59 pm - 8:39 pm
EWR
-
MSN
2h 40mnonstop
United Airlines Logo
6:29 am - 9:50 am
MSN
-
EWR
2h 21mnonstop
$269United Airlines
Tue, Aug 18 - Thu, Aug 20
Frontier Logo
9:04 am - 7:09 pm
DFW
-
MSN
10h 05m
1 stop
Frontier Logo
7:59 pm - 8:09 am
MSN
-
DFW
12h 10m
1 stop
$270Frontier
Sat, Jul 4 - Tue, Jul 7
United Airlines Logo
6:59 pm - 8:39 pm
EWR
-
MSN
2h 40mnonstop
United Airlines Logo
5:00 am - 12:06 pm
MSN
-
EWR
6h 06m
1 stop
$279United Airlines
Sat, Jul 4 - Mon, Jul 6
United Airlines Logo
4:29 pm - 10:32 pm
DEN
-
MSN
5h 03m
1 stop
United Airlines Logo
5:00 am - 6:42 am
MSN
-
DEN
2h 42mnonstop
$279United Airlines
Sat, Oct 3 - Sat, Oct 31
Delta Logo
6:15 am - 11:20 am
EWR
-
MSN
6h 05m
1 stop
Delta Logo
5:17 pm - 12:58 am
MSN
-
EWR
6h 41m
1 stop
$289Delta
Thu, Aug 13 - Sun, Aug 16
Delta Logo
12:59 am - 8:52 am
DEN
-
MSN
6h 53m
1 stop
Delta Logo
6:25 pm - 10:48 pm
MSN
-
DEN
5h 23m
1 stop
$289Delta
Sat, Jul 4 - Sat, Jul 11
American Airlines Logo
7:01 am - 2:08 pm
DEN
-
MSN
6h 07m
1 stop
American Airlines Logo
11:23 am - 5:19 pm
MSN
-
DEN
6h 56m
1 stop
$294American Airlines
Tue, Jul 7 - Sat, Jul 11
American Airlines Logo
8:23 pm - 10:10 pm
BOS
-
MSN
2h 47mnonstop
American Airlines Logo
7:20 am - 10:53 am
MSN
-
BOS
2h 33mnonstop
$313American Airlines
Wed, Jul 8 - Fri, Jul 10
Multiple Airlines Logo
10:04 am - 5:25 pm
BOS
-
MSN
8h 21m
1 stop
Multiple Airlines Logo
6:50 pm - 12:01 pm
MSN
-
BOS
16h 11m
1 stop
$371Multiple Airlines
Wed, Jul 8 - Sat, Jul 11
Multiple Airlines Logo
11:11 am - 5:25 pm
IAD
-
MSN
7h 14m
1 stop
Multiple Airlines Logo
7:55 pm - 12:47 pm
MSN
-
IAD
15h 52m
1 stop
$398Multiple Airlines
Useful Info

Good to know - Book Cheap Middleton Plane Tickets

Low seasonJanuary
Cheapest flight$109
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 5 days, the cheapest flight deal to Madison was found on the route from Phoenix, at $269 return. The most popular connection is from Denver to Madison and KAYAK users have found round-trip deals for as low as $279 in the last 5 days.

  • Which airlines fly to Madison?

    Many airlines fly to Madison, the most common ones being United Airlines, American Airlines, and Delta. 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 $250, from Boston $337
  • 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 288 reviews
8.3Boarding
8.7Crew
6.7Food
8.2Comfort
6.7Entertainment
Airline reviews

Flight attendants were wonderful. Seats were comfortable “Nicest” bundle). No screens or meal, but it is a budget airline.

10.0 ExcellentSilvano, May 2026
SFO - CVG
Read more Breeze Airways reviews

Flight attendants were wonderful. Seats were comfortable “Nicest” bundle). No screens or meal, but it is a budget airline.

it is an economy airline so lack of perks expected .. however an efficient board, clean plane, pleasant crew and an early arrival for half the price of full service airline

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.

Connection flights should be spaced out farther because too close I missed my connection.

Definitely a southern flavor. Cordiality was evident even though no drinks or snacks were served.

On time! There were plenty of airport employees who were able to keep us moving in the right direction. The crew on the plane were professional.

Left /arrived on time. Decent seat space. Like the wifi/plugs and entertainment. Windows and tray table were kinda gross. Attendants didn't start snack service til 40mins before landing. Two rows before us, captain came on to say there's turbulence and recalled staff to seats. So, no drink/snack. Later, attendants didn't stop to see if we had trash nor even look our way. Felt invisible! Almost all pilot announcements were not only unintelligible, but so quiet. We had no idea what she said.

Average seat comfort, a drink and chips were provided, early boarding because we checked a carryon at the gate was nice. Ticket pricing shenanigans, including fees to pick a seat, check a bag, and get food onboard - evidence the industry is reinvigorating last century’s strategies- destroys the experience before one ever arrives at the airport. It’s difficult to recognize any value or sustain loyalty in the end-to-end process making air travel more drudgery than pleasure.

Gate agent was unhelpful for handicapped boarding. Flight attendant seemed untrained.

No service flight that took 5 hrs and a stop at an unscheduled airport. Crew and pilots did their jobs

Clean planes and not take my comfort class seat away.

Weather caused a long delay, but the efficiency and updates from the pilot were helpful. We were able to make our connection fortunately.

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

Even through the flight was delayed due to storms near IAH The flight was great! The crew was so hospitable and professional

I flew from Santa Fe to Denver to catch a flight to London and the transfer of my luggage on arrival at Denver to the London flight worked perfectly. The crew on the ground and on board for the London flight were so friendly and efficient.

Boarded early; and arrived home 40 mins early. After a long flight, it’s nice to be back home early. These flights have no amenities; no snacks. So need to bring your own

Boarded early, left early, arrived 40 mins early! A win win for me!

New plane was lovely. Crew customer service is always lax but expected. Kraft on time and arrived safely.

These airplanes should be illegal. The seats are two tight, it is a safety issue. Wheelchair support was ridiculously slow. We almost missed our flight.

It was a short flight so I was expecting too much

Horrifying Almost 2 million miles. Bring your own food and drink. One coffee or drink every three hours. Have to order meals on app more than 24 hours ahead Tiny and dirty bathrooms

Flight was delayed but more than 90 minutes. This caused me to miss my available windows for pick-up by a friend. I had to pay $125 for an uber back home from the airport which was an added expense that I had not budgeted for my trip. Staff was friendly.

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

Our flight was repeatedly delayed for maintenance problems: scheduled for 9.30am, eventually delayed to 7pm! Very very inconvenient! AA should have provided a substitute plane much earlier.. On the other hand, Customer Service crew in Charlotte helped us to reach NY (LGA) by late afternoon. Thank you Patricia!! The actual flight was quick and very comfortable. As always a. excellent, professional crew. [no food on a a short hop).

Take-off delayed an hour because of a missing flight officer, so,arrived in Charlotte lates causing many passengers to miss connections. Otherwise a very good flight, safe and comfortable, with an excellent professional crew.

Little time between flight from Dallas to flight to Gainesville. We chose this one, 43 minutes between, because the price for a connection with at least an hour between, was so much higher. Had to ask passengers on the Dallas flight to please allow us to deplane ahead of them. The economy passengers allowed this. We had to walk very fast to the next gate, 35 gates away. Thankfully all in the same terminal. Getting to the small Gainesville plane was a little confusing as you enter an area that is boarding many small planes at the same time. We stood in the wrong line for about 15 seconds before realizing it was not our Gainesville flight. Since I had boarded at this gate in the past, I knew to check the signs carefully so we weren’t lost. The first class seat experience was wonderful. I really enjoyed the upgrade. We were offered an alcohol drink as soon as we sat down. I got something different but it was a great gesture especially since we really had to hurry to make the flight. We had packed expecting we might miss this connection, but made it. Our luggage didn’t miss the flight. American Airlines delivered our bags to our home the next day. That was very convenient!

The plane was large, not full, but one with 3 seats near each window and 4 in a row in the middle of the plane. There were screens on the backs of the seats for entertainment and information. To use the entertainment one needs ear plugs that physically plug into the screen. My husband had some he let me use as I only had blue tooth type. The stewards gave out some headphones to some, but when my neighbor asked for some, the steward said no. So maybe they ran out? Idk. Bring the old kind of headphones or earbuds if you want entertainment in case this is the type of entertainment offered. We had a very tight connection in Miami. 43 minutes. The other economy passengers allowed us to get ahead of them because I asked if we could since we were near boarding time for our next flight and 35 gates away. They were extremely kind. First class wasn’t going to allow us to pass through. We did make the next flight. Our baggage didn’t, but they were delivered to us the next day and we were prepared with essentials in our carry on packs.

Food is what you expect on a plane. Nothing gluten free. But that is expected. Drinks, apple juice, was fine. Seat, what I expected. Fine.

Everything went as planned. The only issue I had was with the gate C31 attendant. The person could barely speak English and was very difficult to understand.

The flight took off an hour late which made the connection concerning

The flight from LA to Chicago was smooth and service was very good overall.

The flight from Dallas to Tokyo was not on Japan Airlines. It was on American Airlines. Very disappointed that we did not fly on Japan Airlines. Will not be using you liars again. I’ll just book direct from the airline next time. Wish you could make this right and has us fly on Japan Air when heading back home to the US.

The Mario was so helpful and provided amazing customer service however l have being waiting for a callback for almost a week now and have not heard anything further after l informed them l wanted to change my date of traveling because of my hospital appointment even send them proof and l was unable to use manag your booking on their website is a bit frustrating and l would appreciate an update on My request as soon as possible. And have called them times without numbers no response

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