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Cheap Flights to Middleton

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals to Middleton

Sun, Sep 27 - 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
$247Frontier
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
$248Frontier
Fri, Sep 18 - Sun, Sep 20
American Airlines Logo
6:01 pm - 12:17 amDEN  Denver Intl-MSN Madison Truax Field
5h 16m1 stop Chicago O'Hare Intl
American Airlines Logo
8:05 pm - 12:17 amMSN  Madison Truax Field-DEN Denver Intl
5h 12m1 stop Chicago O'Hare Intl
$279American Airlines
Tue, Oct 13 - Tue, Oct 20
American Airlines Logo
6:00 am - 1:52 pmDEN  Denver Intl-MSN Madison Truax Field
6h 52m1 stop Phoenix Sky Harbor Intl
American Airlines Logo
12:17 pm - 5:19 pmMSN  Madison Truax Field-DEN Denver Intl
6h 02m1 stop Chicago O'Hare Intl
$279American Airlines
Sun, Sep 20 - Sun, Sep 27
Multiple Airlines Logo
4:04 pm - 7:15 pmDEN  Denver Intl-MSN Madison Truax Field
2h 11mnonstop
Multiple Airlines Logo
6:00 pm - 7:37 amMSN  Madison Truax Field-DEN Denver Intl
14h 37m1 stop Orlando
$293Multiple Airlines
Wed, Sep 30 - Wed, Oct 7
Delta Logo
9:45 am - 12:44 pmBWI  Baltimore/Washington-MSN Madison Truax Field
3h 59m1 stop Detroit Metropolitan Wayne County
Delta Logo
11:14 am - 5:27 pmMSN  Madison Truax Field-BWI Baltimore/Washington
5h 13m1 stop Atlanta Hartsfield-Jackson
$295Delta
Tue, Oct 13 - Tue, Oct 20
Delta Logo
4:45 pm - 11:02 pmBWI  Baltimore/Washington-MSN Madison Truax Field
7h 17m1 stop Atlanta Hartsfield-Jackson
Delta Logo
5:51 am - 1:06 pmMSN  Madison Truax Field-BWI Baltimore/Washington
6h 15m1 stop Atlanta Hartsfield-Jackson
$295Delta
Thu, Oct 1 - Sat, Oct 3
United Airlines Logo
8:37 pm - 11:59 pmDEN  Denver Intl-MSN Madison Truax Field
2h 22mnonstop
United Airlines Logo
2:40 pm - 4:11 pmMSN  Madison Truax Field-DEN Denver Intl
2h 31mnonstop
$299United Airlines
Wed, Dec 2 - Sat, Dec 5
United Airlines Logo
5:25 pm - 8:34 pmDEN  Denver Intl-MSN Madison Truax Field
2h 09mnonstop
United Airlines Logo
3:55 pm - 5:40 pmMSN  Madison Truax Field-DEN Denver Intl
2h 45mnonstop
$299United Airlines
Sun, Sep 20 - Sun, Sep 27
Multiple Airlines Logo
4:04 pm - 7:15 pmDEN  Denver Intl-MSN Madison Truax Field
2h 11mnonstop
Multiple Airlines Logo
6:00 pm - 8:04 amMSN  Madison Truax Field-DEN Denver Intl
39h 04m2 stops Orlando Atlanta Hartsfield-Jackson
$299Multiple Airlines
Useful Info

Good to know - Book Cheap Middleton Plane Tickets

Low season

January

Cheapest flight

$100
Best time to beat the crowds with an average 8% drop in price.
Most popular time to fly with an average 6% increase in price.
Flight from Denver to Madison

FAQs - booking Middleton flights

  • How long is the flight to Middleton?

    Flights from New York4h 29m
    Flights from San Francisco6h 30m
    Flights from Denver2h 08m
    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 $247 return. The most popular connection is from New York to Madison and KAYAK users have found round-trip deals for as low as $299 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 $254, from Boston $360
  • 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 317 reviews
6.7Food
8.8Crew
8.2Comfort
6.7Entertainment
8.4Boarding
Airline reviews

Support for wheel chair was not good. Desk did not open until 2 hours before takeoff not check in time.

6.0 GoodDenis, Aug 2026
Read more Breeze Airways reviews

Support for wheel chair was not good. Desk did not open until 2 hours before takeoff not check in time.

Boarding process was super smooth and the staff and crew were wonderful. Seats made me feel like I was being bent forward. Might be because I'm shorter and the puffy head rest pushes my head down. I would have liked to have been able to remove it

What entertainment!? Snack i bought was unusual and in very small quantity. Very limited selection of snacks to buy. Taste was mediocre.

Leg room was good. Seat pockets were good. Especially the one for menu. Personal Explanation for potential of needing help since i came on a wheelchair was excellent! That has never happened to me flying before. It happened before many passengers had boarded and the attendant leaned way over in front of me. Great help with my carry on since i was in a wheelchair. I was surprised about cost of drinks and snacks. Didn't know there was no free snack. I was cold on both legs of flight. Asked for a blanket but none was brought. Does Breeze even have them? Temperature was adjusted for a short time. Had to put on jacket and put a shirt from my carry on across my legs. Guy next to me pulled his collar up. My nose was cold to touch. I asked flight attendant if they always kept it that cold. She said she thought they had adjusted the temp. When i suggested she feel how cold my nose was, she said she would note it. Casual dress of crew was interesting to me. I thought tennis shoes was very practical. Observed the captain had gone to get food at a fast food place for the crew before we took off. They did not have time to go having moved from one plane to the next at a different gate than planned. Thought that was great commaradiery! And i told him so. Hard to reach call button and air control. Gate staff suggested we use restrooms before boarding since one on board was so small. Thought that was amusing and thoughtful. Pilot made announcements about delays--mechanical warning light, weather delay, traffic on runway and construction near gate and weather where we were landing. Interesting about crew having to do cleanup. Nice about offering upgrades a couple days before flight. Nice sbout sending reminder to check in.

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!

Terrible - the flight was delayed taking off after boarding. Then the flight circled lga before landing. Significant delay

The actual flight was smooth and we arrived earlier than expected which was great. The flight attendants gave unclear instructions and were rude. They seemed overwhelmed or flustered for the flight. Inflight service was delayed and unsure why.

Everything went smooth from check in, thru TSA, then boarding, and a smooth flight to ATL.

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.

Airplane is not very clean, food quality and taste was not good. Lufthansa used to be good but nowadays went down. Overall experience is just okay, wouldn't fly again, prefer Turkish airlines.

I missed the flight due to maintenance issues. This is the second flight I’ve missed in four days because United allows such little time between layovers. Very disappointing

My return flight to Honolulu (UA 1170) was on a 777-200. I’d forgotten the weird seating arrangement in first-class (2-2-2); I was in 1B, so I faced the passenger in 1C. Unfortunately, there was a problem with the flight computer, so we left LA an hour late (6:05pm). The meal I chose was Korean BBQ Glazed short rib. It was served with a nice salad and fried rice. This meal was better than breakfast on the outgoing leg. All in all, a decent flying experience. Ratings: 777: 3.75, food: 3.5, service: 5 (out of 5).

Food was not Good Nuts came very wet & not tasting Good Main course I asked for Steak they got me Chicken because they don’t have more !!!!

It cancelled and we were unable to catch our connecting international flights.

Really delayed, no effort to support customers other than “sometimes we run late.”

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. .

Our gate was changed several times, and the gate agents were just as in the dark as all of us in knowing when our plane would arrive at PHL.

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

Sat in the airport waiting for my flight for 5 hours. Finally got on the plane only to be thrown off and told that my flight was cancelled. Zero customer service. Nobody spoke to us. Just the worst

When I was boarding my departure from Raleigh to Orlando I was inappropriately scolded by a female dog named Mia because I didn’t pay in advance for my carry on bag ($75). Frontiers website is confusing regarding pre-paying for carryons so it was a simple mistake. I also had paid for “upfront plus” meaning me and my son were seated in the front row with no one in the middle seat ($450 upgrade). When we were boarding Mia said “sir, you didn’t pay for your carryon” in a not so polite tone and told me to get out of line and come back to the counter to pay for my carryon. The way they had the retractable rope left me no room to circle back without making the people behind me move so I just stood there and then she said a second time “sir!! Go pay for your carryon” in an embarrassing tone. I then moved their rope so I could get back to the counter when a second female dog then asked “are you done!?!?” because I had said “do you want me to bulldoze the people behind me?” I then said you do realize I paid over $400 for upfront plus so I was certainly not trying to sneak a carryon bag without paying. Long story short, I am soooo done with discount airlines!!! By the time you pay for all the “extras” you might as well have paid for Delta Southwest or American! Frontier airlines sucks and I was embarrassed by a female dog named Mia!!!

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

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