What is the cheapest airline to fly from Chicago to Freeport, City of Freeport round-trip?

Our cheapest airline available from Chicago to Freeport, City of Freeport is American Airlines. Our recent data shows that you can find tickets from as low as $592 on this airline. American Airlines is currently priced 8% below the average price you’ll pay for this route.

What is the cheapest day to fly from Chicago to Freeport, City of Freeport?

Travelers seeking maximum savings on their Chicago to Freeport, City of Freeport flight should consider departing on Wednesday mornings when fares are most often at their lowest. Sunday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

In terms of precipitation, rainfall in Freeport, City of Freeport ranges from 2.0 - 9.8 inches per month. September is typically the wettest month, when rainfall can reach 9.8 in. January is typically the driest time to visit Freeport, City of Freeport when rainfall is around 2.0 in.

If weather is an important factor for your trip to Freeport, City of Freeport, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 68.0 F).

What is the cheapest day to fly round-trip from Chicago to Freeport, City of Freeport?

Flights from Chicago to Freeport, City of Freeport are found to be more expensive on Saturday. This shouldn't discourage you from searching as you can still find great deals by being flexible with your options. Use our search form to find deals on tickets to Freeport, City of Freeport.

What is the cheapest month to fly from Chicago to Freeport, City of Freeport?

Flights from Chicago to Freeport, City of Freeport lean towards being more expensive in December. Prices are generally better when you fly from Chicago to Freeport, City of Freeport in October, with the cheapest ticket starting at $288.

What is the cheapest time of day to fly from CHI to FPO?

When flying from Chicago to Freeport, City of Freeport, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

What airport do you fly into for flights to Freeport from Chicago?

Located just 4.1 mi from the city center, Freeport Grand Bahama Intl is the airport most travelers will use when flying to Freeport from Chicago. Booking flights from Chicago to Grand Bahama Intl (FPO) should be relatively easy as there are 0 daily inbound flights from Chicago from 1 airline.

Can I find deals for flights from Chicago to Freeport that include hotel bookings?

Yes. In addition to deals on Chicago to Freeport flights, Cheapflights offers vacation packages that include both flights and hotel.

How can I find direct flights from Chicago to Freeport?

After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Freeport.

Can I find deals for business class flights from Chicago to Freeport?

Yes. Cheapflights offers flight deals from Chicago to Freeport by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

$209+ Flights from Chicago to Freeport

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Cheap flight deals from Chicago to Freeport

Round-trip from	$477 (Kiwi.com)
One-way from	$209 (Mytrip)
Popular in	December
Cheapest in	October
Average price	$691

From Chicago (CHI) to Freeport Grand Bahama Intl

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One-way flight from Chicago (CHI) to Freeport Grand Bahama Intl

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Highest demand for flights based on searches. 14% potential increase in price ($105 potential increase over avg. RT price).

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Cheapest flight prices on average. 5% potential price decrease ($32 potential savings vs. average RT price).

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Average for round-trip flights in July 2025

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Find flight deals from Chicago to Freeport

Cheapest flights from Chicago to Freeport
Explore the most affordable flight options available from Chicago to Freeport. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 3, 2025.

Thu 8/218:12 pmORD - FPO

1 stop19h 38mMultiple Airlines

Wed 8/2711:00 amFPO - ORD

1 stop13h 59mMultiple Airlines

Deal found 7/2

$477

Fri 12/56:12 amORD - FPO

2 stops9h 13mAmerican Airlines

Fri 12/126:35 pmFPO - ORD

1 stop15h 28mAmerican Airlines

Deal found 7/3

$591

Best flights from Chicago to Freeport
Discover carefully curated flight deals from Chicago to Freeport that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 3, 2025.

Thu 8/218:12 pmORD - FPO

1 stop19h 38mMultiple Airlines

Wed 8/2711:00 amFPO - ORD

1 stop13h 59mMultiple Airlines

Deal found 7/2

$477

Fri 8/295:05 pmORD - FPO

1 stop15h 36mAmerican Airlines

Sun 8/312:28 pmFPO - ORD

1 stop7h 57mAmerican Airlines

Deal found 7/1

$592

Last-minute flights from Chicago to Freeport
Discover last-minute flight deals from Chicago to Freeport. Data last updated July 3, 2025 and is based on user searches.

Sat 7/125:38 pmORD - FPO

1 stop19h 07mMultiple Airlines

Sat 7/1911:00 amFPO - ORD

1 stop13h 53mMultiple Airlines

Deal found 7/2

$675

Thu 8/218:12 pmORD - FPO

1 stop19h 38mMultiple Airlines

Wed 8/2711:00 amFPO - ORD

1 stop13h 59mMultiple Airlines

Deal found 7/2

$477

Fri 8/295:05 pmORD - FPO

1 stop15h 36mAmerican Airlines

Sun 8/312:28 pmFPO - ORD

1 stop7h 57mAmerican Airlines

Deal found 7/1

$592

One-way flights from Chicago to Freeport
Search for one-way flight options from Chicago to Freeport. Find affordable one-way fares based on user searches. Data last updated July 3, 2025.

Wed 8/205:05 amORD - FPO

1 stop7h 40mMultiple Airlines

Deal found 7/2

$209

Wed 8/208:00 amMDW - FPO

2 stops27h 25mMultiple Airlines

Deal found 7/2

$246

Cheapflights Fare Finder

Use the filters below to find and compare flights from Chicago to Freeport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoFreeport

ORD - FPO

ORDFPO

Chicago O'Hare Intl

Thu 8/21

8:12 pm-4:50 pm

1 stop19h 38m

Freeport Grand Bahama Intl

Wed 8/27

11:00 am-11:59 pm

1 stop13h 59m

$477

ChicagoFreeport

ORD - FPO

ORDFPO

Chicago O'Hare Intl

Fri 8/29

5:05 pm-9:41 am

1 stop15h 36m

Freeport Grand Bahama Intl

Sun 8/31

2:28 pm-9:25 pm

1 stop7h 57m

$592

ChicagoFreeport

ORD - FPO

ORDFPO

Chicago O'Hare Intl

Wed 8/20

5:05 am-1:45 pm

1 stop7h 40m

$209

ChicagoFreeport

MDW - FPO

MDWFPO

Chicago Midway

Wed 8/20

8:00 am-12:25 pm

2 stops27h 25m

$246

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/2

Best time to book a flight from Chicago to Freeport

Have a flexible travel schedule? Discover the best time to fly to Freeport from Chicago with our price prediction graph.

Estimated round-trip price

Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Freeport

What is the cheapest month to book a flight from Chicago to Freeport, City of Freeport?

Currently, September is the cheapest month in which you can book a flight from Chicago to Freeport, City of Freeport (average of $298). Flying from Chicago to Freeport, City of Freeport in December is currently the most expensive (average of $591). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

How much does it cost to fly round-trip from Chicago to Freeport, City of Freeport?

Reviews of airlines servicing Freeport

Get a feel of what it's like to fly with American Airlines from Chicago to Freeport by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

American Airlines

7.2

Good

10,000 reviews

Reviews

1 / 20

10.0

Excellent

Leonardo,May 2025

JFK - BGI

Good airline and so far i give them 8 out of 10.

American Airlines

7.2

Good

10,000 reviews

American Airlines

7.2

Good

10,000 reviews

Reviews

1 / 20

10.0

Excellent

Leonardo,May 2025

JFK - BGI

Good airline and so far i give them 8 out of 10.

Related info for your journey

What airport do you fly into for flights to Freeport from Chicago?
Located just 4.1 mi from the city center, Freeport Grand Bahama Intl is the airport most travelers will use when flying to Freeport from Chicago. Booking flights from Chicago to Grand Bahama Intl (FPO) should be relatively easy as there are 0 daily inbound flights from Chicago from 1 airline.
What is the cheapest airline to fly from Chicago to Freeport, City of Freeport round-trip?
Our cheapest airline available from Chicago to Freeport, City of Freeport is American Airlines. Our recent data shows that you can find tickets from as low as $592 on this airline. American Airlines is currently priced 8% below the average price you’ll pay for this route.
Can I find deals for flights from Chicago to Freeport that include hotel bookings?
Yes. In addition to deals on Chicago to Freeport flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Chicago to Freeport?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Freeport.
Can I find deals for business class flights from Chicago to Freeport?
Yes. Cheapflights offers flight deals from Chicago to Freeport by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.
What is the cheapest month to book a flight from Chicago to Freeport, City of Freeport?
Currently, September is the cheapest month in which you can book a flight from Chicago to Freeport, City of Freeport (average of $298). Flying from Chicago to Freeport, City of Freeport in December is currently the most expensive (average of $591). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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Top airline flying from Chicago to Freeport

Airline	Cheapest	Average	Flexibility	On-time
American Airlines	Cheapest$555	Average$701	FlexibilityNo cancel fee	On-time71%

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$209+ Cheap flights from Chicago (CHI) to Freeport (FPO)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/20. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Chicago to Freeport with Cheapflights

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2. Select your favorite providers

3. Compare prices and book

Cheap flight deals from Chicago to Freeport

Round-trip from

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Find flight deals from Chicago to Freeport

Cheapest flights from Chicago to FreeportExplore the most affordable flight options available from Chicago to Freeport. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 3, 2025.

Explore the most affordable flight options available from Chicago to Freeport. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 3, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Chicago to Freeport that are best for you.

Best time to book a flight from Chicago to Freeport

Have a flexible travel schedule? Discover the best time to fly to Freeport from Chicago with our price prediction graph.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Freeport

What is the cheapest month to book a flight from Chicago to Freeport, City of Freeport?

How much does it cost to fly round-trip from Chicago to Freeport, City of Freeport?

Reviews of airlines servicing Freeport

Get a feel of what it's like to fly with American Airlines from Chicago to Freeport by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Freeport. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

What airport do you fly into for flights to Freeport from Chicago?

What is the cheapest airline to fly from Chicago to Freeport, City of Freeport round-trip?

Can I find deals for flights from Chicago to Freeport that include hotel bookings?

How can I find direct flights from Chicago to Freeport?

Can I find deals for business class flights from Chicago to Freeport?

What is the cheapest month to book a flight from Chicago to Freeport, City of Freeport?

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Chicago to Freeport

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Top airline flying from Chicago to Freeport

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Cheapest flights from Chicago to Freeport
Explore the most affordable flight options available from Chicago to Freeport. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 3, 2025.