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Find cheap flights to Freeport from $50

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Freeport departing on 6/13. 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
0 bags
Sun 6/30
Sun 7/7

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Good to know

Low season

January

High season

July

Cheapest flight

$50
Best time to beat the crowds with an average 21% drop in price.
Most popular time to fly and prices are also 1% lower on average.
Flight from Chicago O'Hare Airport to Portland

FAQs - booking Freeport flights

  • How long is the flight to Freeport?

    Flights from Chicago2h 34m
    Flights from Washington, D.C.1h 52m
    Flights from New York1h 25m
    Flights from Minneapolis2h 55m
    Flights from Philadelphia1h 33m
  • What is the cheapest flight to Portland?

    Based on KAYAK searches from the last 72 hours, if you fly from Chicago, you should have a good chance of getting the best deal to Portland as it was the cheapest place to fly from. Prices were found for as low as $50 one-way and $58 for a round-trip flight. Also in the last 72 hours, the most popular connection to Portland was from New York and the lowest price for a round-trip flight was $127.

  • Which airlines fly to Portland?

    United Airlines, American Airlines and Delta are the most frequent flyers to Portland from United States. See the amount of flights per week for popular airlines flying to Portland.

  • How to fly to Freeport?

    You cannot fly directly to Freeport. KAYAK recommends you fly to Portland (PWM) (17.74 miles from Freeport). From there you can rent a car or get a taxi.

  • What airports are near Freeport?

    The closest airport is Portland (PWM) (17.74 mi). Other nearby airports are Augusta (AUG) (35.47 mi), Rockland Knox County Regional (RKD) (51.97 mi) or Bangor (BGR) (91.23 mi). KAYAK recommends you fly to Portland.

  • How far is Portland from central Portland?

    You’ll need to travel 3 miles to reach the Portland city center from Portland.

  • What is the name of Portland’s airport?

    All flights to Portland land at Portland. The airport code is PWM,and it can also be referred to as Portland or Portland Intl Jetport.

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

    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 Freeport.

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

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

    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 Freeport 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 Freeport?

    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 Freeport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding cheap flights to Freeport

  • There is no major airport in Freeport. It is instead served by Portland Airport.
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Freeport flight deals.

Top 5 airlines flying to Freeport

 
Need help choosing which airline to fly with from the United States to Freeport? 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.
8.0
DeltaOverall score based on 10430 reviews
8.2Boarding
8.0Entertainment
7.4Food
8.6Crew
7.9Comfort
Airline reviews

Flew first class so everything was great. But maybe because the flights were red eye, no meals were served, just chips. I flew Alaska Air 1st class at 9PM (2 hour flight) and they served beef short rib sliders!

10.0 ExcellentMichael, May 2024SJC - ATL
Read more about Delta reviews

Flew first class so everything was great. But maybe because the flights were red eye, no meals were served, just chips. I flew Alaska Air 1st class at 9PM (2 hour flight) and they served beef short rib sliders!

Had to change aircraft due to a faulty door. Surprisingly it only caused about an hour and a half of delay. Delta handled this situation as well as can be expected.

Awful. Flight was continuously getting delayed and gates kept changing without any reason. Flight was delayed for more then 3 hours

Paid premium for Delta only to be on safe but tired old 767 with ancient cabin in mediocre condition. Poor wifi and horrible inflight entertainment. Hardly a premium experience. Should have flown SW and had fun flight crew and no pretense

Our flight to Zurich was delayed by almost 3 hours, so we missed our next flight. There was no indication it would be delayed this much. We were told the gate had changed and then it apparently took over 2 hours to load the "catering" on the plane. We were not compensated in any way for the trouble.

Rated entertainment as Mediocre as there were major problems with the Infotainment system that took probably a half hour for them to fix.

Your crew could maybe answer the call bell at least one of the times I pressed it. I pressed it first time with 2.5 hours left in our flight bc my partner was hungry and wanted a sandwich. We finally got the sandwich with 40 mins left in the flight.

Delta crushed it. Flight attendant in first was attentive and just never stopped. Honestly one of the best domestic flights I’ve been on.

They were an hour late and they didn’t have my wheelchair for me

The Flight crew didn’t serve us until about 1.5 hours into the flight because of turbulence but after it ended it was fine to move around. They served us water only and snacks and then NEVER, NOT ONE TIME came through to collect trash until right before landing about 1.5 hours later. There was absolutely no need for that. They crew was just standing around talking and visiting with each other and really never tried to see if we might want something besides water or even try to come pick up trash. This is VERY unusual for a Delta flight but it was not what I would have expected for a 4 hour flight.

Overall fine but both ways for this trip was delayed.

Flight was delayed by almost 5 hours. Suitcase was not loaded despite the flight being near empty (my colleagues’ suitcases did reach JFK, unlike mine). Had to argue on phone to get JetBlue to deliver the case to my hotel. Never again

The flight was excellent. The crew was welcoming and attentive.

Great! I love Jet Blue. My favorite airline! Very efficient, clean and timely.

Run out of snack choices. Why are the seats not padded for your butt? Are we sitting on blocks of wood or metal for $250-300 a pop? This ain’t spirit. Let’s get it together people

We were told that our flight would be delayed for 90+ minutes because of weather, so we went to get something to eat only to have them randomly start boarding 15 minutes after the announcement, with no warning.

Entertainment... No earphones passed out. Many including me couldn't use the TV. Legroom was good. Crew was indifferent and a bit surly. Free wifi was a nice convenience. Check in desk location was unknown. Gate number on the boarding passes was wrong.

Going through JFK’s security is a mess. The TSA security said no shoes on the bins. So, we place our shoes in the belt and they came out all over the belt. Boarding was delayed and Flight as well.

Safe and on time were the positives. The plane wasn't cleaned before boarding, there was garbage and food on the floor and in the seat pocket. The TV screen was small and the picture fuzzy, audio quality was poor. Seatbelt was fraying and seat did not recline properly. No charging ports near the seats,

Confusing. Delay updates were out of whack At one point it said my flight was 25 hours. Three gate changes and two delays only to change back to original departure time. Gate announcer and on board flight attendant (Alejandro) making the announcements was impossible to understand due to accent and speed of speech. After beverage service the rear flight attendants sat back there on their phones. No refills no checking in, one sweep through for trash collection. Very impersonal. Bring back Coke products

The flight and boarding were easy peasy. I was traveling with my 4-year-old, so a smooth boarding experience was especially appreciated. My only piece of feedback is really about where our gate was in O'Hare. They've shoved four gates into a tiny corner of the B terminal and there isn't early enough room or seating for everyone. Not United's problem, but did dent the overall experience.

Dinner was okay but the breakfast was not eatable on the flight San Francisco to Zurich.

There was no screens on board AND the WiFi didn’t work. My seat was broken and couldn’t recline so I couldn’t even sleep. The flight attendants didn’t offer anything to make it more comfortable. It was such an old cramped plane, when the person in front of me reclined I couldn’t even open my tray table. All the United ads talk about guaranteeing everyone gets a screen!

The Wi-Fi was unavailable on this flight for some reason.

On time take off…US cabins look tired and need of refresh!

Fantastic. Smooth boarding with an infant. Never experienced it with any other carriers.

This was a Lufthansa flight, not United. The CSA at the counter, Ashley, was not only incompetent, but quite rude. Me and two other PAX waited over 7 minutes standing in front of her and another CSA and they ignored us. We joked that we must have accidently taken invisibility pills. She could have at least said "I'll be with you in a moment, I'm currently....". I could go on about how rude she and the other CSAs were (whispering, not communicating with me, blaming the situation on others, etc.). She would not work for me. Then, she gave me literally the worst seat on the plane. the worst. My seat kept getting bumped (rammed twice by the crew with their carts and about every 5 minutes by someone using the bathroom), listening to the bathroom all night, crowded seat, etc.

My seat was broken. WiFi didn’t work. Gate crew at HOU were rude and condescending. Treated all the passengers badly. Bad experience, United.

First flight of the day… MINIMUM FUEL! 15 minute landing delay at HOU due to fog turned into a 2+ hour delay! Rather than circle, they had to divert to another city to refuel! Sat on tarmac at Austin to refuel. We ALL missed our connections! The crew, including pilots, were clueless. Crew was really a mess. At HOU, Untied employees were exceedingly rude to all. It was pitiful.

An hour and a half late is UNACCEPTABLE. The negative impact to our family is unconscionable. And for the price we were forced to pay...

My husband and I pre-ordered our food, but they did not have my husband’s order, and my cheese plate was very average. I asked for a blanket and was told they don’t carry blankets on domestic routs. The flight was on time and smooth!

28 hour delay at Fort Worth/Dallas airport, part due to weather which was unavoidable, but various other reasons - no pilot, no fa, mechanical problem, plane too small, too big, crew out of flying time, seat configuration problems.... endless and hourly updates with a different excuse. Finally told us about 3.00 am, that the flight was delayed to hours later.

Experience was bad. 3.5 hour delay for a 2.5 hour trip. There was no r Transparency about the reason for the delay and it was done 30 mins at a time.

The boarding process and flight were great. However, I waited about 40 minutes for my luggage. It did not come up on the designated belt. Instead, everyone’s bags were on a cart. Not sure what the issue was, but we were not informed until another passenger went looking for her bags and found them.

There were delays on both ends. It made it less than excellent. This plane was great though

AA1537 the AC was not working properly. It was very hot and uncomfortable.

Worst experience flying American Airlines. I fly with them often, so I was super disappointed in the service I received at gate 30 in LGA on May 24, mid-day. The flight was delayed twice. I was patiently waiting in the American Airlines lounge when I received the notice on my app that the plane was boarding 45 minutes before its newly re-scheduled take off of 4 pm (from the orginal 1:45 pm then 3:00 pm). It took me 5 min to travel from the lounge to the gate and when I arrived there at 3:20 flight gate attendant told me the flight had closed and that they announced for passengers multiple times. I showed them the notification on my app and they were really rude and unempathetic. The person who rescheduled my flight at customer service wasn't any happier but was at least helpful in getting me on the next flight.

Flight was 1/2 hour delayed leaving Phoenix. Otherwise it was an average flight. Flight crew on this trip was very nice.

Everything was great except for the wifi was junk. Crew was super friendly and helpful

Was lucky to have a employee at the AA checkin counter that had compassion and understood they ordeal that we went through with our original flight being diverted, needing to stay in the aircraft and then flying to the original destination; adding hours to the trip and forcing us to miss our connection and our rebooked connection. She was able to get up on standby on the highest priority on the next flight to the closest airport we need to be at and it all worked out despite being many hours late.

It was delayed 9 hours for operational reasons, despite the plane arriving to the airport on time.

I am very disappointed with Frontier Airlines. They cancelled our flight because they couldn't find a crew member, and then didn't get us to our connecting flight. We had to cancel our whole vacation. We were promised flight and hotel vouchers, but they never sent them.

9hrs delay and didn’t provided anything until after flight landed $75 voucher for fiuture travel no meals or anything.

It was ridiculously hard to check in for the flight, and Frontier charged us a LOT of money to have a carry on suitcase, and then told everyone we could not carry on bags and had to check them through at the gate, and didn't refund the extra money we paid to have the suitcase as carry on.

I had a terrible experience with Frontier. I arrived before the 60 minute cut off and was told that Frontier has a two hour window for bags. I was then told the next available flight wasn’t until the end of the day (I had booked a 6am flight). I took a look around and saw other people being told that they could not board their flights or that they had to pay additional fees. I opted to rebook on American Airlines. There’s absolutely no straightforward way to contact Frontier, so this ticket was a complete waste of money. Oh - and the kicker is that the lady lied about the two hour cut off.

Frontier won’t help you at the airport without paying $25. Carry on was $75. Then you get on the plain and every beverage or snack is also a charge. Seats are hard and real packed in. I would never fly them again.

Worst experience I have seen. The flight was cancelled without any reason.

My experience with frontier staff at the Denver airport was absolutely horrible. The manager on duty was even worst if was the worst experience I have ever had, I have never been treated so poorly as a customer in my life! The staff was extremely rude, eye rolls and attitude and then refusal to help me at all. I wish I could never fly frontier again that’s how horrible it was!

The Frontier app wasn’t working. So I could not pay for a carry on the week prior to flying. They charged me 99$ at the gate to carry on a duffle bag.

Good for the price. My only complaint is that the pilot should keep the air flowing while passengers are waiting to getting out of airplane.

Book Cheap Freeport Plane Tickets

Recent round-trip flight deals

6/13Thu
nonstopFrontier
1h 28mPHL-PWM
6/16Sun
nonstopFrontier
1h 32mPWM-PHL
$58
6/18Tue
nonstopFrontier
1h 28mPHL-PWM
6/22Sat
nonstopFrontier
1h 32mPWM-PHL
$61
9/5Thu
nonstopDelta
1h 45mJFK-PWM
9/10Tue
nonstopDelta
1h 28mPWM-JFK
$127
6/19Wed
nonstopAmerican Airlines
1h 29mPHL-PWM
6/20Thu
nonstopAmerican Airlines
1h 36mPWM-PHL
$131
6/18Tue
nonstopAmerican Airlines
1h 29mPHL-PWM
6/26Wed
nonstopAmerican Airlines
1h 36mPWM-PHL
$136
7/13Sat
nonstopUnited Airlines
1h 26mEWR-PWM
7/19Fri
nonstopUnited Airlines
1h 26mPWM-EWR
$137
7/11Thu
nonstopJetBlue
1h 29mJFK-PWM
7/15Mon
nonstopJetBlue
1h 20mPWM-JFK
$137
6/21Fri
nonstopJetBlue
1h 19mJFK-PWM
6/21Fri
nonstopJetBlue
1h 20mPWM-JFK
$146
7/7Sun
nonstopUnited Airlines
1h 26mEWR-PWM
7/10Wed
nonstopUnited Airlines
1h 26mPWM-EWR
$155
8/24Sat
nonstopDelta
1h 39mLGA-PWM
8/27Tue
nonstopDelta
1h 31mPWM-LGA
$157

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Recent one-way flight deals

6/13Thu
nonstopFrontier
2h 20mORD-PWM
$50
6/30Sun
nonstopFrontier
2h 20mORD-PWM
$59
10/9Wed
nonstopJetBlue
1h 17mJFK-PWM
$59
7/26Fri
nonstopJetBlue
1h 29mJFK-PWM
$68
8/6Tue
nonstopAmerican Airlines
1h 16mLGA-PWM
$79
6/8Sat
nonstopUnited Airlines
1h 21mEWR-PWM
$79
7/13Sat
nonstopDelta
1h 45mJFK-PWM
$79
7/4Thu
nonstopDelta
1h 32mLGA-PWM
$80
6/25Tue
nonstopAmerican Airlines
1h 45mDCA-PWM
$90
8/10Sat
nonstopUnited Airlines
1h 48mIAD-PWM
$90

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Last minute flights to Freeport

Last minute flight, train and bus deals

6/2Sun
nonstopFrontier
1h 28mPHL-PWM
6/8Sat
nonstopFrontier
1h 32mPWM-PHL
$95
6/2Sun
multi-stopFrontier
5h 15mPHL-PWM
6/8Sat
nonstopFrontier
1h 32mPWM-PHL
$128
6/5Wed
nonstopJetBlue
1h 21mJFK-PWM
6/8Sat
nonstopJetBlue
1h 26mPWM-JFK
$192
6/5Wed
nonstopAmerican Airlines
1h 21mLGA-PWM
6/15Sat
nonstopAmerican Airlines
1h 24mPWM-LGA
$217
6/5Wed
nonstopUnited Airlines
1h 24mEWR-PWM
6/15Sat
nonstopUnited Airlines
1h 31mPWM-EWR
$217
6/5Wed
nonstopJetBlue
1h 21mJFK-PWM
6/15Sat
nonstopJetBlue
1h 15mPWM-JFK
$217
6/5Wed
multi-stopAmerican Airlines
4h 36mLGA-PWM
6/15Sat
nonstopAmerican Airlines
1h 26mPWM-LGA
$227
6/3Mon
multi-stopDelta
4h 34mJFK-PWM
6/15Sat
nonstopDelta
1h 24mPWM-JFK
$227
6/5Wed
nonstopDelta
1h 32mLGA-PWM
6/8Sat
nonstopDelta
1h 28mPWM-LGA
$232
6/4Tue
nonstopUnited Airlines
1h 21mEWR-PWM
6/5Wed
nonstopUnited Airlines
1h 39mPWM-EWR
$247

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Flights to Freeport

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