$83 Find Cheap Flights to Middleton - Compare and Save

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 9/24. 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
$231
Typical prices: $340-$484
Frontier
Sat 10/3Sat 10/10
SEA - MSN • 1 stop
Cheapest non-stop
$234
Typical prices: $227-$357
Frontier
Thu 10/1Sun 10/4
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
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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, Oct 3 - Sat, Oct 10
Frontier Logo
4:27 pm - 7:15 pmSEA  Seattle/Tacoma Intl-MSN Madison Truax Field
24h 48m1 stop Denver Intl
Frontier Logo
7:54 pm - 9:51 amMSN  Madison Truax Field-SEA Seattle/Tacoma Intl
15h 57m1 stop Denver Intl
$231Frontier
Thu, Oct 1 - Sun, Oct 4
Frontier Logo
4:04 pm - 7:15 pmDEN  Denver Intl-MSN Madison Truax Field
2h 11mnonstop
Frontier Logo
8:00 pm - 9:33 pmMSN  Madison Truax Field-DEN Denver Intl
2h 33mnonstop
$234Frontier
Thu, Oct 1 - Tue, Oct 6
Multiple Airlines Logo
4:04 pm - 7:15 pmDEN  Denver Intl-MSN Madison Truax Field
2h 11mnonstop
Multiple Airlines Logo
2:45 pm - 9:03 pmMSN  Madison Truax Field-DEN Denver Intl
31h 18m2 stops Orlando Atlanta Hartsfield-Jackson
$234Multiple Airlines
Sun, Oct 4 - Tue, Oct 6
Multiple Airlines Logo
4:04 pm - 7:15 pmDEN  Denver Intl-MSN Madison Truax Field
2h 11mnonstop
Multiple Airlines Logo
2:45 pm - 9:03 pmMSN  Madison Truax Field-DEN Denver Intl
31h 18m2 stops Orlando Atlanta Hartsfield-Jackson
$235Multiple Airlines
Wed, Sep 16 - Wed, Sep 23
United Airlines Logo
8:31 am - 10:14 amEWR  Newark-MSN Madison Truax Field
2h 43mnonstop
United Airlines Logo
10:57 am - 2:21 pmMSN  Madison Truax Field-EWR Newark
2h 24mnonstop
$279United Airlines
Fri, Nov 6 - Sun, Nov 8
United Airlines Logo
9:56 pm - 11:37 pmEWR  Newark-MSN Madison Truax Field
2h 41mnonstop
United Airlines Logo
6:15 am - 9:31 amMSN  Madison Truax Field-EWR Newark
2h 16mnonstop
$279United Airlines
Mon, Sep 7 - Mon, Sep 14
American Airlines Logo
5:29 am - 9:17 amEWR  Newark-MSN Madison Truax Field
4h 48m1 stop Chicago O'Hare Intl
American Airlines Logo
3:25 pm - 11:59 pmMSN  Madison Truax Field-EWR Newark
7h 34m1 stop Chicago O'Hare Intl
$299American Airlines
Sat, Oct 17 - Sat, Oct 24
American Airlines Logo
5:31 am - 10:52 amEWR  Newark-MSN Madison Truax Field
6h 21m1 stop Chicago O'Hare Intl
American Airlines Logo
6:46 am - 1:30 pmMSN  Madison Truax Field-EWR Newark
5h 44m1 stop Chicago O'Hare Intl
$299American Airlines
Sat, Oct 3 - Sat, Oct 31
Delta Logo
6:00 am - 12:23 pmEWR  Newark-MSN Madison Truax Field
7h 23m1 stop Atlanta Hartsfield-Jackson
Delta Logo
1:37 pm - 8:53 pmMSN  Madison Truax Field-EWR Newark
6h 16m1 stop Atlanta Hartsfield-Jackson
$299Delta
Tue, Sep 1 - Wed, Sep 9
Delta Logo
9:39 am - 12:47 pmEWR  Newark-MSN Madison Truax Field
4h 08m1 stop Detroit Metropolitan Wayne County
Delta Logo
5:50 am - 12:19 pmMSN  Madison Truax Field-EWR Newark
5h 29m1 stop Atlanta Hartsfield-Jackson
$299Delta
Useful Info

Good to know - Book Cheap Middleton Plane Tickets

Low season

January

Cheapest flight

$83
Best time to beat the crowds with an average 7% drop in price.
Most popular time to fly with an average 7% increase in price.
Flight from Denver to Madison

FAQs - booking Middleton flights

  • How long is the flight to Middleton?

    Flights from New York4h 18m
    Flights from San Francisco5h 23m
    Flights from Denver2h 09m
    Flights from Boston2h 45m
    Flights from Los Angeles3h 49m
  • What is the cheapest flight to Madison?

    In the last 5 days, the cheapest flight deal to Madison was found on the route from Denver, at $231 return. The most popular connection is from New York 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 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 $271, from Boston $370
  • 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 305 reviews
8.2Comfort
6.7Food
8.7Crew
6.7Entertainment
8.3Boarding
Airline reviews

Flying with this airline is a true nightmare. We got delayed than stranded on layovers due to maintenance issues both ways of our flight and there’s no way to communicate with anyone other than AI bots that are absolutely useless. Never again.

2.0 MediocreAnonymous, Jul 2026
Read more Breeze Airways reviews

Flying with this airline is a true nightmare. We got delayed than stranded on layovers due to maintenance issues both ways of our flight and there’s no way to communicate with anyone other than AI bots that are absolutely useless. Never again.

Flight was great except for lunatic lady and her mother sitting middle/window who went nuts when the woman on the aisle wouldn’t stand up right away to let them out even though the aisle was full. Police had to be called. Some people just shouldn’t be allowed to fly.

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.

One of the restrooms didn’t work. The ones that did never got replenished. Flight attendant just sitting there on their phone. No notification that the bathroom was broken so long lines. Apathetic crew.

Pushing back flight and ultimately cancelling it after multiple changes and hours of delays. Comm were terrible as to what was going on and what options were available.

Even though we arrived early and checked in, for some unexplained reason, our bags were removed from the plane and put on the next flight. It took over 12 hours after arriving to get our bags.

Mechanical Delay of over an hour with multiple gate changes. Entertainment system down for rejuvenation.

Love delta smaller commuter plane so no entertainment and paid wifi on MKE-LGA leg was extremely unreliable and slow

My flight was cancelled with no explanation after I had already cleared security. I was given 4 options to rebook, only one being non-stop like I had paid for. I grabbed it. It was 4 plus hours later and then took off even later. Biggest complaint is that I booked early and had an aisle seat. They gave me a "window" seat in front of the exit row, so the seat did not decline. I weigh all of 103 #s and it was tight for me! For what I paid, I feel I was kind of ripped off. I think they should have given me the empty comfort seat for the inconvenience. There was no apology nor any explanation as to why the flight was cancelled. My guess is it benefitted Delta in some way.

The dear was very limited in space. I could put my water bottle in seat basket. Also, there was no inflight entertainment in the delta app?

Wifi did not work and they only served water, coffee, or tea.

Checking in at the airport the agent only booked the first keg of my trip and had my checked luggage going to the airport with a layover! Never was issued a boarding pass for the second leg or received sticker fir my checked bag. All was well in the end! Delta agents helped to resolve the situation!!!

Had assistance at airport getting from arrivals gate to departure gate; I couldn't have managed without that extra help. Thank you Delta.

the seat has a problem. the back had a hole.

The back to back mechanical delays from Denver to San Diego and then on my return flight from Denver to Great Falls it added extra time both ways

Really old place. Not as clean as it should be, tray tables needed better cleaning. The items, trays and some other items need to b6 engineered. Anything task you or crew may do is incredibly load, seriously engineer for quiet smooth, easy. Just opening and closing the tray table is actually dangerous and can easily injure a finger. I'm sure it happens as it happened to me! First time I used United and likely will be the last!

Like the fact that the boarding was expedited. But the delay and chaos around the onboarding was not appreciated.

Flight was 2.5 late. Maybe not United’s fault but late none the less. We were late as well on the first leg. WiFi quit working with an hour left.

Old 757 with poor entertainment system. United no longer partners with United for free text and email. O'Hara an absolute disaster! Limited gates clauses two hour delay. Unfortunately this appears to be the norm.

Deplaning was delayed because of Jetbridge equipment issues in MKE, causing an issue on an otherwise great flight.

Delays took 2hours and thirty minutes making me miss my connecting flight and make me sit in the Chicago airport for 9 hours

No real agent onsite helping you for missing luggage there. Not like the other airline next to UA desk, they have staff attending in their desk assisting answer/helping luggage issue, even after midnight.

The wi-fi was awful. I paid $8 each way and got little , except frustration. .

The flight from Milwaukee to Dallas was great the staff absolutely amazing. After that EVERYTHING WENT DOWN HILL!!! ABSOLUTELY HORRIBLE!!! WILL NOT FLY THIS AIRLINE AGAIN

not sure why you ask about food, I n3ver get food on flights except maybe cookies or pretzels. wifi was slow and in and out most of the flight not good.

there are no options s for snack besides cookies would ve nice to have a salty option n

Never ontime and always delays. Long waits for customer service and often app doesn’t work

We were upgraded to First Class and it was a great flight

it was fine, decent flight... dont get food besides cookies or pretzels so not sure why you ask about food. same for entertainment..

this plane was really old, had exit row seats and tray was in arm of seat so super uncomfortable to use. another seat they could t even use the tray it was broke. seat i. front of me had duct tape on it cause seat was ripped open... this plane should either be updated or retired.

We loved the steward on the plane. He made the night enjoyable

American airlines suck they delay the flights all the time made me sleep in an airport because my flight was delayed and I miss my connecting flight

Very poor delay in dfw was really bad n long

Frontier is good until they cancel your flight. Way too many cancellations.

I know Frontier is a “no-frills” airline. I understand the concept. However, I jumped on some tickets for our family vacation, expecting to play a bit of a game to figure out the family bags and not over spend. In the end, I got the short end of this deal by far. 1. I did not expect them to charge the baggage fee for each direction. It makes the fee look high-ish at a glance, but reasonable. Then when you get to checkout and realize you have to pay it twice to come home with your luggage, it becomes ridiculous. 2. The low checked bag weight limit. I am used to packing a 50lb bag with my preferred airline. Frontier’s artificially low 40lb limit more quickly triggers the extra weight fee, which almost DOUBLES the price of the bag if you go over ($79 for the bag/$75 for the next 10 lbs) 3. The fee for a carry-on bag is the same as a checked bag but with a lower size and weight limit. Make it make sense! 4. The seats are terrible. My 2.5 hour flight almost had me losing my mind. I’m 6’3” and my femurs barely fit in the space provided. My knees had to wiggle just right to jam into the crack next to the armrest of the seat in front of me. The cushioning was thin and inadequate. I am tall but I’m not a freak. These seats are unacceptable. 5. I overheard the woman next to me speaking with the gate agent about being charged a $25 fee for not checking in online - she checked in at the airport counter when she arrived. That’s ridiculous. She was old and in a wheelchair. She had a paper boarding pass, and was obviously not tech savvy. She should not be punished for that. 6. They do not have good placement in the terminals. It was always out on the end or down on a subfloor, and we had to walk out on the tarmac almost every time. In Denver. Their home airport! 7. Every time I loaded a new page on the website while buying my tickets or my bags, it was constantly trying to upsell me on some esoteric bundle. Like, a pop-up every time. Very annoying. 8. No screens in the boarding area (at least where we were) to confirm you’re in the right place. Just static gate number signs. I am sure these are standard practices for Frontier, and I should have read more about them before I purchased tickets, but as a result of this single round trip, I do not plan to ever use this cut-rate airline again. I would rather pay the normal amount for a ticket and be treated like a customer instead of a mark.

Our flight was delayed 2 hours and when they changed the the time to 1 hour I wasn't alerted and when I checked the gate the plane was still there but they already shut the doors so I had to buy another flight.

Great except upon arrival it took them a long time to open the doors

Frontier feels like a family I Worked for Eastern Airlines back in the day and I felt the family vibe that I had then. Thank you

Terrible. Delayed my family flight for several hours affecting family plans

Tiny seats, no entertainment, no amenities, delays, they charge for carry on and their allowed personal item is smaller than in other airlines.

The seats are tiny and they don’t recline. The planes are dirty and very small. You have to pay for carry on and even the personal item that you’re allowed is smaller than with other airlines. Flights are usually delayed and there’s no screens or any amenities or entertainment.

Didn't like anything..entire crew was very rude to everyone on the flight. Plane old and the trays fall down on you the while time you're flying. Charged more for a carry on bag than for the plane ticket itself. Did make it from point a to point b, but worth the extra money to fly with another airline

Flight was cancelled and I had to spend the night in the airport lugging my suitcase around

Everything you need to know for your flight to Middleton