$68 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 4/16. 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
$204
Overall average: $286
Frontier
Thu 4/2Sun 4/5
DEN - MSN • Non-stop
Cheapest one-way
$68
Typical prices: $106-$280
Frontier
Thu 4/16
DEN - MSN • Non-stop
Top routes
DEN
-
MSN
Cheapest
LGA
-
MSN
Most popular
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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

Thu, Apr 2 - Sun, Apr 5
Frontier Logo
4:02 pm - 7:12 pm
DEN
-
MSN
2h 10mnonstop
Frontier Logo
7:57 pm - 9:35 pm
MSN
-
DEN
2h 38mnonstop
$204Frontier
Thu, Mar 5 - Mon, Mar 9
Frontier Logo
7:24 pm - 11:19 am
DEN
-
MSN
14h 55m
1 stop
Frontier Logo
7:51 pm - 9:23 pm
MSN
-
DEN
2h 32mnonstop
$205Frontier
Tue, Mar 17 - Tue, Mar 24
United Airlines Logo
8:47 pm - 10:37 pm
EWR
-
MSN
2h 50mnonstop
United Airlines Logo
6:30 am - 2:06 pm
MSN
-
EWR
6h 36m
1 stop
$219United Airlines
Fri, Mar 13 - Tue, Mar 17
United Airlines Logo
8:47 pm - 10:37 pm
EWR
-
MSN
2h 50mnonstop
United Airlines Logo
6:05 am - 9:28 am
MSN
-
EWR
2h 23mnonstop
$220United Airlines
Wed, Mar 11 - Mon, Mar 16
Delta Logo
6:00 am - 10:05 am
EWR
-
MSN
5h 05m
1 stop
Delta Logo
1:24 pm - 7:11 pm
MSN
-
EWR
4h 47m
1 stop
$229Delta
Thu, May 7 - Fri, May 15
Multiple Airlines Logo
5:30 am - 8:25 am
PHL
-
MSN
27h 55m
1 stop
Multiple Airlines Logo
6:50 pm - 4:36 pm
MSN
-
PHL
20h 46m
1 stop
$236Multiple Airlines
Thu, May 7 - Wed, May 13
Multiple Airlines Logo
5:30 am - 8:25 am
PHL
-
MSN
27h 55m
1 stop
Multiple Airlines Logo
9:54 am - 11:57 pm
MSN
-
PHL
13h 03m
1 stop
$247Multiple Airlines
Tue, Jun 23 - Tue, Jun 30
Delta Logo
1:54 pm - 3:47 pm
BOS
-
MSN
2h 53mnonstop
Delta Logo
4:25 pm - 7:59 pm
MSN
-
BOS
2h 34mnonstop
$273Delta
Wed, Mar 25 - Tue, Mar 31
American Airlines Logo
12:59 am - 10:39 am
SEA
-
MSN
7h 40m
1 stop
American Airlines Logo
3:27 pm - 11:09 pm
MSN
-
SEA
9h 42m
1 stop
$274American Airlines
Fri, Apr 24 - Sun, Apr 26
American Airlines Logo
6:01 am - 11:05 am
HOU
-
MSN
5h 04m
1 stop
American Airlines Logo
7:00 am - 12:12 pm
MSN
-
HOU
5h 12m
1 stop
$279American Airlines
Useful Info

Good to know - Book Cheap Middleton Plane Tickets

Low seasonJanuary
Cheapest flight$68
Best time to beat the crowds with an average 5% drop in price.
Flight from Denver to Madison

FAQs - booking Middleton flights

  • How long is the flight to Middleton?

    Flights from Phoenix3h 29m
    Flights from Charlotte2h 17m
    Flights from Washington, D.C.2h 16m
    Flights from New York2h 30m
    Flights from Denver2h 22m
  • What is the cheapest flight to Madison?

    In the last 3 days, the cheapest flight deal to Madison was found on the route from Denver, at $204 return. The most popular connection is from New York to Madison and KAYAK users have found round-trip deals for as low as $310 in the last 3 days.

  • Which airlines fly to Madison?

    Many airlines fly to Madison, the most common ones being American Airlines, Delta, 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 Denver $216, from Los Angeles $257, from Boston $919
  • 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.
8.1
Breeze AirwaysOverall score based on 270 reviews
8.2Comfort
6.7Entertainment
6.7Food
8.3Boarding
8.7Crew
Airline reviews

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

2.0 MediocreAnonymous, Feb 2026
PWM - RDU
Read more Breeze Airways reviews

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.

Overall good. Plenty of legroom and fairly comfortable seats. No issues with capacity and the overhead been even though most people brought several carry-ons on. I don’t think Breeze really enforces the pay for a carry-on rule.

Surprised at how much I enjoyed Breeze. Paid for the Nicer upgrade which made it closer in price to a flag ship carrier but with more comfortable seats and much more leg room. Crew was polite and since we brought our food no loss there. Would make the point that the ‘have to pay for a carry-on is BS’. Most people did not and had several. Still was plenty of room in the overheads.

Comfortable seating, adequate space available, nice to have USB port, polite crew.

My experience is typically great with Breeze. This trip wasn’t any different.

First flight out and was 85 minutes delayed. Notification came out way too late

Delta flights recently are always delayed AND at jfk tney get the gates further away (need To walk 20’ to get to them/all the way at the end of the terminal). Not sure whats happening but price doesnt match experience!

Everything I mentioned earlier - the airbus was more comfortable indeed and the experience was further enhanced.

Delta continues to set the benchmark for traveler-friendly service with minimal disruption and clear communication within the mainland US (coast to coast). I am consistently pleased to be a Delta customer, and this experience once again met my expectations. There was a brief delay departing from MIA due to a technical issue that required the aircraft to return to the gate. However, the situation was handled professionally and transparently. Fortunately, my planned layover allowed ample buffer time, so the adjustment caused no stress. Overall, another smooth and reassuring experience.

Good experience and the flight landed early. There was no food I had or entertainment.

Flight was delayed and no reasons provided. After the passengers were boarded, the crew made announcement that the captain has jot arrived and he would take another 15 mins. All passengers patiently sat until the captain came and started. Terrible experience!

Flight was delayed. No information on why it was delayed. After we boarded the flight, , the crew made announcement that the captain hs not arrived and he will take 15 mins more to arrive. Passengers were just sitting patiently for the captain to arrive and start, Terrible experience.

Totally worth the miles to upgrade to Delta Comfort. Plenty of legroom.

This was my first time flying Delta ever and I had a great experience!

Smallest leg room I've ever had on a plane.

As great a red-eye flight as red-eye flights can be.

Very old flight - time to retire it for newer airplanes

2+ hours delayed Outlet in row 12 did not work Tv monitors did not work Lights kept off the entire flight for at 5pm-7pm flight

Very disappointing given gate agent behavior. Filed a formal complaint with United.

Do not like the size of the overhead bin. I think staff should monitor the size of suitcases that are being carried on by passengers to ensure they meet the size requirement.

Crew was great (professional, attentive, prompt). Snacks for 4 hrs flight is deplorable.

Flight delayed. WiFi connectivity very poor if not existant. Last minute arrival forced me to run to catch my connection.

Both of my flights arrived early and check in process was smooth

Terrible. No customer service, no food, no drinks on a 6 hour premier economy booking.

Short flight, but no drink/snack service. The flights both going and coming were delayed.

No Snacks or Entertainment. The flight was short, snacks should still be given.

We lost a day of our vacation because AA did not get the plane to the gate on time. Even though the gate attendant was very clear that it was not weather related, AA would do nothing because there was some snow that day. They basically said the gate attendant was wrong even though she was on the front line of the situation and they were not.

See prior comment about how Kayak mishandled my reservation and delayed my arrival by 6 hours.

American Airlines was great and worked very hard to change my ticket so I could get an earlier, direct flight back to Dallas. However, I was informed that Kayak made mistakes with my itinerary and classified my ticket as desiring to be on the earlier flight instead of taking the necessary step of calling AA to get me on the standby list. This ended up keeping me from being added to the standby list and delayed me getting home by 6 hours. I am happy to discuss this further with Kayak so they can correct their procedures so this won't happen again.

The flight was fine. It's the satellite terminal that supports American eagle flights is what sucks. There is only one food option and everything there is way overpriced. I mean I know it's airport pricing, but it's even crazier than that. I bought a sandwich in a plastic container for $18.

Overall it was a good flight. Because we traveled on a Saturday we were upgraded to FC since my wife and I are both Executive Platinum. The only areas for improvement we noted are better snack assortment and perhaps a little nicer plane as American is flying some older planes now. Everything else on this flight was excellent, which is frankly not the norm for American since we have had multiple issues on prior AA flights.

The smell from the bathroom kept wafting through the cabin. It made people sick.

The flight was really crowded. Flight attendants were just ok.

Boarding delayed 20 minutes for no reason, no wifi, in flight entertainment, or snacks / waters?

Didn't get a seat assignment until the last minute even though i picked a seat.

Our flight was canceled. I will never use Kayak nor Frontier for travel again. The entire experience was a headache.

Frontier.. nickel and dime add-ons. Flight late, on time, late again, last minute gate change, arrival gate required a shuttle to the terminal. They sure keep you guessing.. if you like a little chaos and airport anxiety, this is the airline for you!

This is my second time flying with Frontier. My current experience was very favorable. The staff from the gate to the plane was friendly, warm and professional. The food options lacked in my opinion. This area needs some attention in my opinion.

There was no food and no entertainment, so I'm not sure why these are even in the survey, as my understanding is frontier does not ever offer food without a few, not even a snack, and there are no screens so unless the flight safety talk is our entertainment why ask how we liked it?. One of the flight attendants say in the back of the plane as people filed in to their seats, yelling orders about where to put baggage and telling people to hurry up. It was the least professional experience I've ever had on a flight.

Very well recently! Frontier is improving and less harrassing customer on luggages! Positive!

Good for a budget airline! It was easy to get on, staff was really nice. Can’t say anything about the food or entertainment because it wasn’t available, which is fine.

I am writing to express my disappointment with my recent Frontier Airlines flight. I was charged $99 at the gate because my bag was said to be too large, yet once onboard there was no available overhead bin space, and I was required to place the bag under the seat in front of me anyway. This made the charge feel unnecessary and unfair. Additionally, before the flight even took off, I was asked to move from the seat I paid for into a middle seat so another passenger and her cat could have my seat to themselves. I was not offered compensation or an explanation for being moved from a paid seat. Between the unexpected bag fee and being forced to give up my seat, this experience fell well below acceptable customer service standards. I would appreciate a review of this situation and appropriate compensation.

It was costly and difficult to check in. $85 to take a small suitcase with me, carry on or checked and $75 on the return trip, Plus $25 if I didn't check my self in check in $25, because I couldn't do it on the kiosk. Small very uncomfortable seats, waited on the runway for near an hour each way. It was my worst flight to date.

It was ok. It was expensive to check 2 bags ($75.00 per bag), and then it took a long time to wait for shuttle to take us from one terminal to the terminal where the plane was taking off at LAX. And all of this for a flight where we had to pay for any food or drink that was not water.

It didn’t happen. I booked it and then was told it wasn’t available and then forced to pay far higher prices for a worse option

Everything you need to know for your flight to Middleton