$54 Find Cheap Flights to Middletown

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Middletown departing on 12/11. 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

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Cheap Flights to Middletown

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights to Middletown 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 Middletown

Fri, Nov 7 - Mon, Nov 10
Frontier Logo
9:54 am - 12:41 pmMCO-BDL
2h 47mnonstop
Frontier Logo
1:36 pm - 4:40 pmBDL-MCO
3h 04mnonstop
$97Frontier
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Fri, Nov 14 - Sun, Nov 16
Frontier Logo
9:54 am - 12:41 pmMCO-BDL
2h 47mnonstop
Frontier Logo
1:36 pm - 4:40 pmBDL-MCO
3h 04mnonstop
$98Frontier
Find Deal
Fri, Oct 31 - Mon, Nov 3
Breeze Airways Logo
5:41 pm - 9:48 pmMCO-BDL
4h 07m1 stop
Breeze Airways Logo
6:36 pm - 10:59 pmBDL-MCO
4h 23m1 stop
$100Breeze Airways
Find Deal
Fri, Nov 7 - Mon, Nov 10
Breeze Airways Logo
5:41 pm - 9:48 pmMCO-BDL
4h 07m1 stop
Breeze Airways Logo
6:36 pm - 10:59 pmBDL-MCO
4h 23m1 stop
$106Breeze Airways
Find Deal
Wed, Dec 17 - Tue, Jan 13
American Airlines Logo
4:52 pm - 11:50 pmTPA-BDL
6h 58m1 stop
American Airlines Logo
1:22 pm - 8:05 pmBDL-TPA
6h 43m1 stop
$159American Airlines
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Thu, Nov 6 - Sat, Nov 22
American Airlines Logo
5:40 pm - 11:56 pmTPA-BDL
6h 16m1 stop
American Airlines Logo
5:17 pm - 12:14 amBDL-TPA
6h 57m1 stop
$183American Airlines
Find Deal
Fri, Oct 31 - Tue, Nov 4
United Airlines Logo
5:23 pm - 6:51 pmIAD-BDL
1h 28mnonstop
United Airlines Logo
7:55 pm - 9:23 pmBDL-IAD
1h 28mnonstop
$194United Airlines
Find Deal
Thu, Nov 13 - Sun, Nov 16
Delta Logo
6:45 am - 3:56 pmORD-BDL
8h 11m1 stop
Delta Logo
5:30 am - 10:01 amBDL-ORD
5h 31m1 stop
$197Delta
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Tue, Nov 11 - Tue, Nov 18
Delta Logo
5:15 am - 11:15 amRDU-BDL
6h 00m1 stop
Delta Logo
5:30 am - 12:08 pmBDL-RDU
6h 38m1 stop
$197Delta
Find Deal
Thu, Oct 30 - Sun, Nov 2
United Airlines Logo
12:40 pm - 2:06 pmIAD-BDL
1h 26mnonstop
United Airlines Logo
5:00 am - 6:23 amBDL-IAD
1h 23mnonstop
$199United Airlines
Find Deal

Everything you should know

Top routes
DFW-BDL
Cheapest
MCO-BDL
Most popular
Insights
Insights
Insights
Insights
Cheapest round-trip
$97
Overall average: $147
Frontier
Fri 11/7Mon 11/10
MCO - BDL • Non-stop
Cheapest non-stop
$96
Typical prices: $75-$230
Frontier
Fri 11/7Mon 11/10
MCO - BDL • Non-stop
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Middletown!
Useful Info

Good to know - Book Cheap Middletown Plane Tickets

Low seasonJanuary
Cheapest flight$54
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly with an average 14% increase in price.
Flight from Dallas/Fort Worth Airport to Hartford

Flights to Middletown: the best tips from KAYAK users' own experiences

Insights shared by verified travelers who flew to Middletown 
Verified travelerFlew with American AirlinesDFW-BDLJan 2025
Dallas is huge and has gate changes quite frequently so be sure to set alerts and notifications for your flight.
RoderickFlew with DeltaMSP-BDLNov 2024
For 7a flight, arrive early! Security lines were very long.
Verified travelerFlew with Breeze AirwaysTPA-BDLMar 2024
Trains connect the airport terminals and you need to take a train from the car rentals to the main terminal

FAQs - booking Middletown flights

  • How long is the flight to Middletown?

    Flights from Chicago2h 33m
    Flights from Washington, D.C.1h 29m
    Flights from Tampa3h 00m
    Flights from Atlanta2h 33m
    Flights from Orlando3h 02m
  • What is the cheapest flight to Hartford?

    In the last 3 days, the cheapest flight deal to Hartford was found on the route from Dallas, at $95 return. The most popular connection is from Orlando to Hartford and KAYAK users have found round-trip deals for as low as $97 in the last 3 days.

  • Which airlines fly to Hartford?

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

  • How to fly to Middletown?

    You cannot fly directly to Middletown. KAYAK recommends you fly to Hartford Bradley Intl (BDL) (26.01 miles from Middletown). From there you can rent a car or get a taxi.

  • What airports are near Middletown?

    The closest airport is Tweed-New Haven (HVN) (23.71 mi). Other nearby airports are Hartford Bradley Intl (BDL) (26.01 mi) or Islip Long Island (ISP) (58.17 mi). KAYAK recommends you fly to Hartford Bradley Intl.

  • How far is Hartford Bradley Intl Airport from central Hartford?

    Hartford Bradley Intl Airport is 12 miles from the center of Hartford.

  • What is the name of Hartford’s airport?

    Hartford is served by Hartford Bradley Intl Airport, also commonly referred to as Bradley Intl. The airport code is BDL.

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

    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 Middletown.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Middletown 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 Middletown?

    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 Middletown 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 Middletown?

    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 Middletown 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 Middletown

  • There is no major airport in Middletown. It is instead served by Hartford Bradley Intl Airport.
  • Looking for cheap airfare to Middletown? 25% of our users found round-trip tickets to Middletown for the following prices or less: From Miami $97, from Denver $361, from Los Angeles $438
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Middletown flight deals.

Reviews of the top 5 airlines flying to Middletown

 
Need help choosing which airline to fly with from the United States to Middletown? 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 217 reviews
6.6Entertainment
8.3Boarding
6.7Food
8.7Crew
8.2Comfort
Airline reviews

We did have a delay but nothing that affected our schedule to terribly. Breeze is the best budget airline that we have found for the eastern seaboard. Price is good. Baggage rates aren't terrible. I suggest checking a bag which gets you more bang for your buck. They fly into smaller airports which is so much easier than trying to get through Logan or JFK. Overall good trip.

8.0 ExcellentBethany, Oct 2025PVD - SAV
Read more Breeze Airways reviews

We did have a delay but nothing that affected our schedule to terribly. Breeze is the best budget airline that we have found for the eastern seaboard. Price is good. Baggage rates aren't terrible. I suggest checking a bag which gets you more bang for your buck. They fly into smaller airports which is so much easier than trying to get through Logan or JFK. Overall good trip.

First time flying Breeze everything went smoothly. Left early and arrived early to our destination. Definitely will be flying again with them!😊

Great! Only problem is we can’t use the northbound flight on this route as it arrives much too late and is not non-stop.

Given some type of snack. Had staff that hated their job and life in general. Have regular overhead bins. The bags have to go sideways and even then, they barely fit. The seats in the front - what would be considered business class were nice. Nothing extra but nice for a short flight. But the regular seats were so close I have no idea how people even fit it them.

Our gate was changed twice, but since they were super close it wasn't an issue. We were delayed 90 mins or so, which wasn't great, but sometimes that's just what happens. Communication was the issue. We weren't kept informed about delays--with more information I would have gotten a real meal, taken a "bio break" and purchased a new book. Because another. flight was being updated more frequently about their delays, I thought ours would be shorter and stayed close by. It left me feeling more frustrated than was necessary.

Your feedback should include a "not applicable" button. There was no food, nor entertainment on our flight. Also, a snack on a short flight will be nice to have

Boarding at BDL gate 24 was confused, but balanced out by friendly, responsive gate attendants. The crew were friendly and made for a straightforward flight. Seats were fine, but the aircraft needs to go in for cabin maintenance. The air nozzles overhead were all loose and could not be closed or adjusted.

Head rest did not move, very uncomfortable. Staff was great. There was no entertainment, would be nice not to have to pay for snack.

Worst airline - on our flight down from MCO to EYW, there was a huuuuuge delay. We were supposed to take off 12p and it was pushed back to almost 2:30p. We boarded the plane and then sat on the tarmac forever because we were "over" weight and had to burn fuel. Rather than ask guests to volunteer and leave, they kept us on the plane. Finally a family decided to off board and take their luggage with them. Shortly after, we left the terminal but then the pilot told us we may have to sit at the end of the runway for 15-20mins to burn more fuel. Which we ended up doing and of course it started to rain. We finally took off 2:50p. We were supposed to land 1p and didn't land until 3:45p. Basically had time to scramble off the plane, grab our luggage, request transportation to our hotel, unpack, rinse off and hustle over to our 6:30p dinner ressy. It's a shame Breeze is the only non-stop airline from MCO to EYW. For this, not sure I'd ever go back to EYW - most def will not take Breeze again.

Flight was rescheduled from (originally) early Saturday departure to a late Sunday departure. Then the late Sunday departure was delayed again (weather) and got in very late. We’ve enjoyed Breeze a lot, but this particular experience was a little disappointing.

Flight was delayed due to plane not passing inspection And one of the crew had to time out and we had to wait for another one A 3 hour delay

mandatory demand customer to check their carry on because not enough people check bags.

Connecting flight is on time and boarding was a breeze!

Excellent. Would encourage Southwest to keep current boarding procedures with free style seating. Makes for a fantastic experience

As always, the entire Southwest experience was perfect. Purchasing the tickets on the Southwest web site was effortless, departure and arrival gates were spotless and comfortable, plane was clean and comfortable, crew was excellent and flight was on time. Wheelchair service in Las Vegas at departure was somewhat chaotic and disjointed, but I am not sure if that was Southwest problem, airport problem or combination.

I wish they had movie screens in the headrests. The seats are much improved, more legroom and recently renovated. Bathroom was clean. Staff was outstanding!!

As always, the entire Southwest experience was wonderful, from online booking to flight to baggage retrieval. Very grateful.

The weather could have been better. There was a 40 minute ATC delay in SFO because of marine fog and a micro cell storm delayed landing and take-off at Nashville. The gate was changed 5 minutes from boarding from gate B3 to gate C23 at Nashville airport.

After being assaulted by a flight attendant I was then brushed off as oh well because he long braids didn’t mean to whip me in the eye. I have filed complaints and will see. But like any other issue I’ve had with kayak involved it’s been trash. Last time I’ll be using your app

AC sub par. WiFi not working correctly. Ac sucked. Seats very narrow.

On time flight. Seat comfort could be better in the Comfort section.

My issue was with TSA agents for delta airlines. My luggage got flagged. The agent was going thru another persons first. He took 20 min to go thru hers. I asked them to bring mine closer so I could sit down . They said you can go sit it will be fine. I said I am supposed to keep my eyes on my bags at all times. The agent was meticulously unwrapping 2 gifts that the lady had and then tried to re warp it. He was trying to be kind i get it but 20 min for me to stand watching him do that was ridiculous. It was 6 am and there were a ton of travelers. Mine was flagged for some air packed tea that I bought in Turkey. My previous delta flight and 2 others before didn’t flag it. Consistency would be nice. Also on the flight the window shades were down for take off and landing - I thought that was very odd I thought they had to remain open for take off and landing.

The flight was an hour and a half late departing which was inconvenient

Delay in SLC jammed us up in Chicago. Got caught up in rush hour traffic

The crew took good care of us. The flight from ATL to SFO is a longer one, and there were multiple beverage offerings. I like the 757's that Delta uses. Good airplane that is comfortable. I do wish Delta would separate Priority boarding from the better seats. I would gladly take a smaller seat in an open row than be jammed into Comfort just to get priority boarding, just to make sure I don't have to check a bag.

The flight was great. The gate location was way to far away!!!

The flight attendant in first class was beyond rude and didn't care at all about her job. AND the gate agent was even worse than the flight attendant for rudeness. She was awful.

Gate agent rushed to fill hot jetway with crowd so it took over 12 minutes to go from gate to plane. Just like a discount airline Pooly prepared cabin and third time that claim of rough air prevented any cabin service. Friends on a Southwest flight at similar time had service.

Cramped seating for me. Luckily it wasn’t a long flight

Lounge in Lagos is terrible, food on board from Lagos to Atlanta was horrible. Only bright spot the cabin crew were awesome.

Crew seemed a bit cranky. No seatback screens. But boarding was efficient and on time and we arrived early.

The worst landing I have ever had on a domestic flight. Thought we would lose the landing gear on landing in Newark. Then we spent 40 minutes trying to position the plane in the right place to be able to get the jet way to the plane. The plane arrived stopped. The announcer was that we were there. Everybody got up, then we were told to sit back down because they had to have us towed to a different position. We got towed and then everyone stood up and they told us we were in the wrong position to sit back down again, and then we got towed to a different position This did not happen immediately. It was 30 minutes while we wandered around a small section of the tarmac in Newark close to the gate, but apparently not close enough. Horrifying experience The CAB should be investigating that flight

Boarding was organized. Plane seats comfortable and service was attentive. Food options were good.

This was a very average flight. The seat was out of alignment so more uncomfortable than usual. The cabin felt not well maintained. But I safely got where I needed to go.

Trip was great. A wild landing in Ottawa with the wind and rain, but the pilot did a great job. Always love flying United.👍

I will never book a flight through Cheap fare. They booked me from Portland Main . And would not give me a refund, so I bought 2 tickets one for 299. From Portland Main to ORD. Then I had to buy a ticket from Oregon PDX to ORD that was another 440. So Just so you know they even told me it was there fault but no refund. Bad bussniess. I did inform United but they said they couldn't help me due to the fact I booked through Cheap Tickets. Never again. And I'm spreding the word. I let everyone know at my 50th class reunion

The internet service I paid for didn’t work at all and the flight crew was not very friendly.

Excellent experience. Starting with the agent at the Premier bag drop who noticed I was very early for my scheduled flight and offered to rebook me on an earlier flight with my seat preference. She would not let me leave the counter until she knew that all of the changes and new boarding pass showed up on my United app. At the gate, the flight boarded quickly such that we departed early and the flight was smooth. We arrived 20 minutes early at ORD and I was able to be home in time for dinner. One of the best flights I've had.

Late FA meant slow boarding. WiFi did not work. I’m a medium plus sized passenger. The seatbelt was for the first time ever barely fitting. And we delayed on the tarmac 40 min

Salina to travers city was great! But the sept 24 Tranverse city was not! Traverse city to chichago was cancelled, i went to Denver & got to Salina 6 hours later!

Mostly good. Flight was crowded but Airline personnel were very friendly & accommodating. It would be good to have savory snacks rather than just sweet Biscoff cookies.

It was a typical flight. We had a delay which seems to be the normality now. And we had no in flight service due to conditions.

Flight attendants on this flight were very attentive and friendly

After we landed we sat on the tarmac for 1.5 hours waiting to get to our gate. Ridiculous.

the trip to madrid was uncomfortable with my legs touching the seat in front of me

The plane was late, when we did board the plane was as cold as a freezer. I was freezing the entire flight, no blankets. Lost miserable flight I’ve ever had.

Terrible. Flight delayed for more than 8 hours with only a $12 meal voucher provided for the inconvenience. The airplane did not have breaks on arrival yet they still made us go through the motions and board on time knowing we could not take off then sit for 40+ minutes before having to get of the time. A complete waste of my time. I cannot believe they can stay business with these shenanigans. I’ll avoid this company like the plague moving forward as the lack of accountability is disgraceful.

This was the best 2 flights I have had with American out of SGF. Great crew both flights.

We were delayed for a “couple of maintenance issues.” They were resolved rather quickly but a computer glitch caused someone in the airport to have to bring a physical copy of the paperwork so we could leave. I don’t know where they had to drive from to get to our plane but it took forever & we were 1 1/2 hrs late in leaving. The flight itself was fine.

You can plug your phone in & use their wifi to watch movies, etc, but the plane’s wifi was disconnected for most of the flight.

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