$39 Find Cheap Flights to Freeport

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 3/2. 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
$69
Overall average: $140
Frontier
Sat 1/10Sun 1/11
ATL - ORD • Non-stop
Cheapest non-stop
$67
Typical prices: $129-$293
Frontier
Thu 12/11Sun 12/14
ATL - ORD • Non-stop
Top routes
DFW-ORD
Cheapest
LGA-ORD
Most popular
Insights
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Flight Deals
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Flight Deals

Cheap Flights to Freeport

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

Sat, Jan 10 - Sun, Jan 11
Frontier Logo
10:20 am - 11:35 am
ATL
-
ORD
2h 15mnonstop
Frontier Logo
5:50 am - 9:04 am
ORD
-
ATL
2h 14mnonstop
$69Frontier
Mon, Feb 9 - Fri, Feb 13
Frontier Logo
9:22 pm - 10:46 pm
ATL
-
ORD
2h 24mnonstop
Frontier Logo
5:05 am - 8:19 am
ORD
-
ATL
2h 14mnonstop
$70Frontier
Tue, Jan 6 - Wed, Jan 7
Spirit Airlines Logo
8:37 pm - 10:07 pm
LGA
-
ORD
2h 30mnonstop
Spirit Airlines Logo
4:38 pm - 7:42 pm
ORD
-
LGA
2h 04mnonstop
$83Spirit Airlines
Mon, Jan 19 - Tue, Jan 20
Spirit Airlines Logo
7:30 am - 9:12 am
LGA
-
ORD
2h 42mnonstop
Spirit Airlines Logo
5:53 pm - 8:59 pm
ORD
-
LGA
2h 06mnonstop
$84Spirit Airlines
Thu, Jan 15 - Tue, Jan 20
American Airlines Logo
6:15 am - 8:38 am
DFW
-
ORD
2h 23mnonstop
American Airlines Logo
1:15 pm - 3:55 pm
ORD
-
DFW
2h 40mnonstop
$91American Airlines
Sat, Jan 17 - Wed, Jan 21
United Airlines Logo
3:15 pm - 6:46 pm
DEN
-
ORD
2h 31mnonstop
United Airlines Logo
6:15 pm - 8:13 pm
ORD
-
DEN
2h 58mnonstop
$105United Airlines
Thu, Jan 15 - Sun, Jan 18
United Airlines Logo
7:00 am - 1:08 pm
SEA
-
ORD
4h 08mnonstop
United Airlines Logo
8:50 am - 11:32 am
ORD
-
SEA
4h 42mnonstop
$177United Airlines
Thu, Dec 25 - Fri, Jan 9
Delta Logo
7:10 am - 1:20 pm
SEA
-
ORD
4h 10mnonstop
Delta Logo
2:20 pm - 5:00 pm
ORD
-
SEA
4h 40mnonstop
$179Delta
Tue, Jan 6 - Tue, Jan 13
American Airlines Logo
8:04 am - 2:15 pm
SEA
-
ORD
4h 11mnonstop
American Airlines Logo
10:27 am - 1:08 pm
ORD
-
SEA
4h 41mnonstop
$182American Airlines
Thu, Jan 1 - Sat, Jan 10
Delta Logo
7:10 am - 1:20 pm
SEA
-
ORD
4h 10mnonstop
Delta Logo
7:30 am - 10:15 am
ORD
-
SEA
4h 45mnonstop
$187Delta
Useful Info

Good to know - Book Cheap Freeport Plane Tickets

Low seasonJanuary
Cheapest flight$39
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly with an average 5% increase in price.
Flight from Dallas/Fort Worth Airport to Chicago O'Hare Airport

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

Insights shared by verified travelers who flew to Freeport 
JeremyFlew with United Airlines
XNA
-
ORD
Nov 2025
Beware short connection times on flights connecting in Chicago.
DouglasFlew with American Airlines
HSV
-
ORD
Jun 2025
Check your app for delay notices. This notice did come out early in the morning - I failed to check it. Checking it could have saved 4 hours at the airport
Verified travelerFlew with British Airways
DSM
-
ORD
Jun 2025
Make sure your luggage receipts have the ID numbers on them
Verified travelerFlew with Air Canada
JAX
-
ORD
Apr 2025
Chicago is a huge airport, wear comfortable shoes if you're looking to make a connection. It might be a 15 minute speed walk. Jacksonville is a little more compact and easier to navigate. Lots of food and beverage options in each.
StaceyFlew with American Airlines
PHX
-
ORD
Feb 2025
Don’t be that person who holds up the plane because of your carry on. Whether putting in over bin (able to lift it on your own) or refusing to not listen when space is full and need to check it.
Verified travelerFlew with United Airlines
BTV
-
ORD
Dec 2024
Get to know the airport plan in advance because it is a confusing one.
valerieFlew with Air Canada
STL
-
ORD
Jan 2025
Usually it is unreliable - always leave lots of time for connection.
StephenFlew with United Airlines
EWR
-
ORD
Jan 2025
Don't bring a carry on roller bag. It won't fit. They will gate check it. It will take forever.
RodFlew with United Airlines
SAN
-
ORD
Sep 2024
Yes! Don’t reserve a flight with less than 1 1/2 hour connection time or you have a good possibility of missing your connection.
FrancisFlew with United Airlines
LAX
-
ORD
Sep 2024
Check the weather, or bring a. Raincoat! Being from sunny California, I forget it isn’t always sunshine in other states!
GeraldFlew with Alaska Airlines
SFO
-
ORD
Oct 2024
Book a flight as early in the day as possible to avoid incoming flight delays.
AdamFlew with Southwest
DEN
-
ORD
Oct 2024
Arriving T5 at ORD on Southwest is often a LONG walk, with no moving walkways going out, to baggage claim / pickup.
DinaFlew with United Airlines
HSV
-
ORD
Nov 2024
Be prepared for delays and plan to check your luggage. Overhead bins are ⅓ the size of a typical bin.
KimFlew with American Airlines
SNA
-
ORD
Nov 2024
Bring extra foods and buy extra drinks bring your meds
LeoFlew with United Airlines
CLT
-
ORD
Jun 2024
Get precheck TSA if you’re flying in early morning. Get a seat on the right side of the plane if you want to see sunrise.
Verified travelerFlew with American Airlines
PHL
-
ORD
Jul 2024
Fly out the night before you have anything to do in Chicago so you don’t get delayed and miss out on plans
JenniferFlew with American Airlines
CLT
-
ORD
Jul 2024
Both the Charlotte and O'Hare airports are large and well organized. Wear you comfy walking shoes and enjoy the journey!
CameonFlew with Frontier
SLC
-
ORD
Jul 2024
Fly Delta! Book directly through the airline, not a second booking party.
GailFlew with JetBlue
BOS
-
ORD
Jul 2024
Prepare for a long wait after you actually touch down. Ohare Airport is HUGE and you can taxi for a long time.
Verified travelerFlew with United Airlines
SEA
-
ORD
Jul 2024
Budget if you’re planning on shopping for meals or souvenirs at Sea-Tac, it’s not cheap.
ShirleyFlew with United Airlines
LAX
-
ORD
May 2024
Check-in using the United AirLines app to access your boarding pass. Arrive at least two hours early at LAX airport.
MichelleFlew with United Airlines
MBS
-
ORD
Apr 2024
Bring water on board and charge your devices in advance.
EllenFlew with United Airlines
GSP
-
ORD
May 2024
Greenville airport is small, getting through security won't take too long (particularly if you have Precheck). Be prepared to walk for 10-15 minutes from your arrival gate in O'Hare to your next departure gate, if you have one. Sometimes those gates are really close together, but my experience is that they are typically farther apart and require a solid walk.
Verified travelerFlew with Southwest
LAS
-
ORD
May 2024
Leave plenty of time to get your bag in Chicago if you check one. Took 45 minutes to get my bag this time.
Verified travelerFlew with Alaska Airlines
SDF
-
ORD
Apr 2024
If flight gets delayed. Be sure to ask the airlines you traveled with, to rebook the next available flight immediately.
RickyFlew with Spirit Airlines
DFW
-
ORD
Mar 2024
Uber pickup is in terminal 2 doors 2D/2E not available in terminal 1
KariFlew with British Airways
LSE
-
ORD
May 2024
Ask for assistance. Chicago is huge airport 🛫 and can get lost easy.
yvgeniFlew with United Airlines
EWR
-
ORD
Jan 2024
Check the weather before flying , and don’t rely on getting on time to your destination
BrianFlew with United Airlines
DEN
-
ORD
Jan 2024
Big airport. Make sure you have enough time between flights for rest, eating, etc…

FAQs - booking Freeport flights

  • How long is the flight to Freeport?

    Flights from Dallas2h 42m
    Flights from New York2h 24m
    Flights from Minneapolis1h 41m
    Flights from Boston2h 47m
    Flights from Los Angeles4h 26m
  • What is the cheapest flight to Chicago O'Hare Airport?

    In the last 3 days, the cheapest flight deal to Chicago O'Hare Airport was found on the route from Dallas, at $69 return. The most popular connection is from New York to Chicago O'Hare Airport and KAYAK users have found round-trip deals for as low as $83 in the last 3 days.

  • Which airlines fly to Chicago O'Hare Airport?

    Many airlines fly to Chicago O'Hare Airport, the most common ones being United Airlines, American Airlines, and Delta. See the amount of flights per week for popular airlines flying to Chicago O'Hare Airport.

  • How to fly to Freeport?

    You cannot fly directly to Freeport. KAYAK recommends you fly to Chicago O'Hare Intl (ORD) (90.58 miles from Freeport). From there you can rent a car or get a taxi.

  • What airports are near Freeport?

    The closest airport is Dubuque (DBQ) (55.99 mi). Other nearby airports are Madison Truax Field (MSN) (59.58 mi), Moline Quad-City (MLI) (74.16 mi) or Chicago O'Hare Intl (ORD) (90.58 mi). KAYAK recommends you fly to Chicago O'Hare Intl.

  • How far is Chicago O'Hare Intl Airport from central Chicago?

    Central Chicago is 16 miles away from Chicago O'Hare Intl Airport.

  • 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.

Top tips for finding cheap flights to Freeport

  • There is no major airport in Freeport. It is instead served by Chicago O'Hare Intl Airport.
  • Looking for cheap airfare to Freeport? 25% of our users found round-trip tickets to Freeport for the following prices or less: From Boston $385, from Los Angeles $761, from Miami $809
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Freeport flight deals.

Reviews of the 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.
7.9
DeltaOverall score based on 8013 reviews
7.9Entertainment
8.1Boarding
7.9Comfort
8.5Crew
7.3Food
Airline reviews

The food is terrible. The staff is wonderful. Comfort is good.

10.0 ExcellentRonda, Dec 2025
JAX - JFK
Read more Delta reviews

The food is terrible. The staff is wonderful. Comfort is good.

Left on time, a bit delayed due to headwinds most of the trip.

I fly Delta all the time, have Platinum Medallion status. But this route seems to have major problems with delays and seems to never leave on time! Have only taken it twice in the last two weeks, and each time it had delays of more than 1 hour... very disappointed!!!!

Good seats in Main cabin, excellent service and excellent landing

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.

Very smooth, on-time, and pleasantly uneventful flight. The team at the gate and on board were professional and genuinely courteous. The pilot kept us well updated throughout, and both takeoff and landing were steady and enjoyable without any drama. Just a good, solid flight. Thank you! 💗

Staff was exceptional! Everyone was kind, professional and friendly making the trip very pleasant. Thank you!

No lunch on a x-country flight scheduled for 10:50 am departure, arrived 5+ hrs later. That requires a black box label before you pay for the tickets. Worst, when I checked in online, it's specifically said that lunch was served on his flight for economy Plus passengers.

We had a lot of really rough weather but that was not Delta's fault. Pilot was amazing.

First, Delta needs more flights to/from Miami. Second, a 1000pm leaving at 1230pm is unacceptable from their biggest airport world hub. Another aircraft could have been used such as the aircraft scheduled to be used in the morning for that exact same route. Yes, I did get me there but the lack of sleep the next day didn't help me enjoy my entire trip since I was busy with activities during the weekend. This can be and is expected from Spirit (going bankrupt) and Frontier (despite they're nickel and dimers). But from Delta's World Hub? That's totally unacceptable!

Very bad! They kept delaying my flight and wouldn’t do anything about it

Door to door, the crew and staff were amazing. It was a stressful travel day with delays, but they were focused on customers and doing what they could to get us to our destinations.

Flight was delayed only slightly before takeoff due to traffic control. However, the flight arrived early to ORD. Good flight. United has been very reliable for me.

Another delayed flight. When the delays exceed the duration of the flight, it’s a problem.

After boarding the plane in Chicago, the passengers were told that there was a technical problem with the plane. Passengers remained on the plane as they tried to fix the problem. After what was probably an hour passengers were told that there was a need to change planes as the problem was not solved. Passengers disembarked and boarded another plane. After taxing to the runway and waiting for takeoff, passengers were told that owing to the thunderstorm the flight was unable to take off but would try and reroute. After some time passengers were told there wasn't enough fuel for the new route and the plane had to return to the gate for additional fuel. after another log delay the flight got underway. On the plane there was food, drinks, ice or entertainment. We were a glass of water, which appeared rationed. Flight arrived about 5 hours late. The pilot was fantastic and communicated with the passengers throughout the ordeal.

Better WiFi. I cannot understand that in 2025, United is so behind on a technology that is now a necessity and still painfully unreliable, slow and keeps disconnecting.

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

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.

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!

See previous note about the passenger in Denver who threw my husband's bag out of the overhead bin in order to maker room for his own. And the flight attendant back up the new passenger.

I enjoyed the extra leg room compared to other airlines. The first stewards made my daughter’s birthday special by giving her an extra snack. Then the last one coming home from Chicago to Appleton made our night really enjoyable Thanks for making our trip enjoyable

It was good..clean, comfy seat. Friendly warm welcoming crew. Was able to check my cabin luggage at the gate which I was able to pickup in a decent time from baggage claim. The app gave all updates from delays to baggage claim info. Overall smooth flight.

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.

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

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.

Excellent - explanations were clear staff was nice and flight was comfortable

Lost bag and 2 days no word leaving for cruise no clothes or stuff

Any flight to ORD after about 2pm this summer has been challenging. Flight was delayed getting in (coming from ORD) and that led to it not leaving before a ground stop due to lightening before they could fuel the plane, and so forth. They made up some time but we were still late in arriving at ORD, and that led to missed connections.

Food was ok, but not as good as I have had before on AA.

Flight was on time. Friendly crew. Gate agents in the other hand were very unfriendly.

Bought round trip tickets. Ended up upgrading to first class. Both flights were new planes but hadn’t been equipped with WiFi and there were no charging ports at my seat despite it being new and first class accommodations.

Like: seats that don't move; fast boarding; engaging crew; low-prices; individual gate at LGA; access to restrooms at the gate Dislike: no water on the flight

To be Honest they canceled my flight and didn't have other options. Until 4 says later and I have a 2yr old very disappointed.

The whole thing everything was poorly managed poorly handled spirit doent deserve to be in business period.

Nothing. It was delayed three times and then canceled and we had to drive 15 hours to get home and rent a car.

Excellent experience when I am looking for a budget airline where the main expectation is getting me from point A to point B with no frills.

Had to deplane for undisclosed mechanical issue. Landed in Chicago 3 hours late. Food voucher at FLL came just as we were recording. Crew and agents were troopers--better than Spirit last night.

We spent 5 1/2 hours at Ohare cause our flight was diverted cause of rain in the area. We missed appts that we had set on Tuesday and cause we were flying back the next day on the 7am flight we had no time to reschedule anything. Other airlines were landing and taking off fine having no issues. It was only Spirit. Very frustrating flight and I understand why the flights are only around 25-30% full.

Just total easy flight experience!! What could you do better..? Hmmm..? There was nothing I can remember. Spirit was a far more comfortable and easy process than American, United & Delta. I'll always look for Spirit and I've told a few people about, since flying this past trip!! I'm a SPIRIT FAN!! Thank You, SPIRIT AIRLINES!! Very, VERY well done, 100%!! See you...SOON!! -Best, Linda R.

Flight got delayed for 5 hours no good explanation was offered ;(

Horrible. I would never fly Frontier again. The booking process is tricky at best, but fraudulent in my opinion. Frontier customer service did nothing to rectify my purchase -- I ended up paying more than double what I could have gotten from other airlines and nearly triple what I thought I was buying from Frontier. Their booking practices are unfair to the consumer.

Delayed. Text notifications were slow. Not much information o what was happening. Boarding was slow and confusing. Wasn’t even offered water other flight. Had to ask. No entertainment at all. Felt like.a Greyhound bus.

When I wanted to check in 3 hours prior to boarding time, the employees mentioned “a little over an hour delay” so I waited for an hour then I went to go look for food in the terminal and most people from that flight were in the same area looking for food. Finally I decided after food to check to see if it’s anytime closer and now it’s 2 mins until boarding closes?! What are you kidding me? I didn’t receive anything via sms about boarding now nor via email or on the intercom. I luckily made it through, barely, and then there’s no room for my carry on mind you I’m in the very first row so I had to place my purse in one further row back and my carry on sections down. Not sure who pays for better seats to get your stuff placed all over the plane but that was the worst experience I’ve ever had flying with anyone.

Better than expected. Staff were friendly and nice on both flights.

There was no one at the counter to assist with our check in. The app didn’t work, so I arrived at the airport with time to check in and I couldn’t because no employees were there. When I finally got someone on the phone, it was inside the 60min rule and they said I could no longer check in and they could sell me another ticket. We had to scramble and pay an additional $800 for tickets and THEN AFTER (about 60 min from my original convo with customer service and 10min after original departure time) I had boarded my new flight, there was email saying my original flight from Frontier was delayed and leaving 2hr 50min later, but I STILL wouldn’t have been able to check in. Which means customer service should have been able to see it and let me check in because I was well within my check in time. When I call Frontier, they hang up on me. So their app didn’t work and they employees left and they take zero responsibility or assistance with their “customer service”

Terrible. Flight cancelled with no reasoning and no flights to rebook. Employees were useless and did nothing to help. Did not even know where to retrieve luggage from the cancelled flight. Flyers beware.

No fault of Frontier staff: plane was very late, reached Orlando at 1 am, took a while to get luggage. Weather, gov financial shutdown impact on TSA, air controllers seemed to have multiple flights backed up. Frontier staff seemed to cope as gracefully as possible. It did reassure me that I and my new hip could adapt to travel challenges. Food/entertainment were irrelevant to my trip.

Terrible. The canceled my entire flight when I requested a refund for a trip frontier canceled trip one way.

Boarding was on time and plane departed as scheduled. There are obviously no amenities (food, drink, entertainment) on Frontier, but there also didn't seem to be any issues with luggage space either.

Everything you need to know for your flight to Freeport