How long is the flight from Chicago to Freeport, City of Freeport?

For as low as $510, American Airlines can have you in Freeport, City of Freeport from Chicago in 13h 56m. There are 1186 mi between Chicago and Freeport, City of Freeport.

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 $586 on this airline. American Airlines is currently priced 10% below the average price you’ll pay for this route.

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 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.

Most accurate provider : When it comes to deals on Chicago-Freeport, City of Freeport flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago-Freeport, City of Freeport flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Chicago-Freeport, City of Freeport flight searches over the past month and is updated monthly.

Most trusted provider : When it comes to deals on Chicago-Freeport, City of Freeport flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Freeport, City of Freeport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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.

$166+ Flights from Chicago to Freeport

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Cheap 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 December 27, 2025.

Tue 12/308:00 amORD - FPO

1 stop26h 50mMultiple Airlines

Thu 1/11:40 pmFPO - ORD

1 stop20h 12mMultiple Airlines

Deal found 12/26

$780

Tue 12/307:30 amORD - FPO

1 stop27h 20mMultiple Airlines

Sat 1/36:45 pmFPO - ORD

2 stops39h 02mMultiple Airlines

Deal found 12/25

$973

Tue 12/306:07 amORD - FPO

2 stops7h 18mAmerican Airlines

Thu 1/13:05 pmFPO - ORD

2 stops9h 37mAmerican Airlines

Deal found 12/26

$1,072

Fri 12/265:00 amORD - FPO

1 stop7h 24mAmerican Airlines

Wed 12/3112:50 pmFPO - ORD

1 stop6h 44mAmerican Airlines

Deal found 12/25

$1,142

Tue 12/305:00 amORD - FPO

1 stop7h 24mAmerican Airlines

Sat 1/312:50 pmFPO - ORD

1 stop11h 09mAmerican Airlines

Deal found 12/25

$1,330

Sat 12/277:26 pmORD - FPO

1 stop15h 44mAmerican Airlines

Sat 1/32:25 pmFPO - ORD

1 stop5h 57mAmerican Airlines

Deal found 12/24

$1,587

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 December 27, 2025.

Sat 1/2412:00 pmORD - FPO

1 stop24h 30mMultiple Airlines

Sat 1/3111:00 amFPO - ORD

1 stop9h 44mMultiple Airlines

Deal found 12/25

$421

Tue 2/109:10 pmORD - FPO

2 stops13h 56mAmerican Airlines

Tue 2/1712:52 pmFPO - ORD

2 stops10h 58mAmerican Airlines

Deal found 12/27

$510

Sun 2/223:40 pmORD - FPO

1 stop20h 50mMultiple Airlines

Sun 3/110:45 amFPO - ORD

1 stop13h 39mMultiple Airlines

Deal found 12/24

$429

Sat 1/175:53 pmORD - FPO

2 stops18h 37mMultiple Airlines

Sat 1/2411:00 amFPO - ORD

1 stop9h 44mMultiple Airlines

Deal found 12/26

$488

Wed 2/185:00 amORD - FPO

1 stop8h 14mAmerican Airlines

Mon 2/231:52 pmFPO - ORD

1 stop6h 56mAmerican Airlines

Deal found 12/26

$546

Mon 2/167:00 amORD - FPO

1 stop6h 14mAmerican Airlines

Fri 2/271:52 pmFPO - ORD

1 stop11h 01mAmerican Airlines

Deal found 12/25

$546

Fri 5/85:15 amORD - FPO

1 stop7h 15mMultiple Airlines

Mon 5/1110:45 amFPO - ORD

1 stop10h 03mMultiple Airlines

Deal found 12/25

$544

Mon 2/237:13 pmORD - FPO

1 stop15h 59mAmerican Airlines

Sun 3/11:52 pmFPO - ORD

1 stop6h 56mAmerican Airlines

Deal found 12/26

$551

Thu 1/85:53 pmORD - FPO

2 stops18h 37mMultiple Airlines

Tue 1/1310:45 amFPO - ORD

1 stop11h 18mMultiple Airlines

Deal found 12/26

$547

Sun 1/256:20 amMDW - FPO

3 stops34h 55mMultiple Airlines

Sun 2/110:45 amFPO - MDW

2 stops12h 34mMultiple Airlines

Deal found 12/26

$704

Last-minute flights from Chicago to Freeport
Discover last-minute flight deals from Chicago to Freeport. Data last updated December 27, 2025 and is based on user searches.

Sat 1/35:00 amORD - FPO

1 stop5h 50mMultiple Airlines

Sat 1/1011:00 amFPO - ORD

1 stop25h 22mMultiple Airlines

Deal found 12/25

$618

Thu 1/85:15 amORD - FPO

1 stop7h 15mMultiple Airlines

Tue 1/1310:45 amFPO - ORD

1 stop14h 01mMultiple Airlines

Deal found 12/26

$511

Sat 1/175:32 pmORD - FPO

1 stop18h 58mMultiple Airlines

Sat 1/2411:00 amFPO - ORD

1 stop9h 44mMultiple Airlines

Deal found 12/26

$444

Sat 1/2412:00 pmORD - FPO

1 stop24h 30mMultiple Airlines

Sat 1/3111:00 amFPO - ORD

1 stop9h 44mMultiple Airlines

Deal found 12/25

$421

Sun 1/255:15 amORD - FPO

1 stop7h 15mMultiple Airlines

Sun 2/110:45 amFPO - ORD

1 stop14h 02mMultiple Airlines

Deal found 12/26

$432

Sun 1/257:56 pmORD - FPO

2 stops15h 10mAmerican Airlines

Sun 2/13:56 pmFPO - ORD

2 stops16h 26mAmerican Airlines

Deal found 12/26

$616

Sun 1/256:20 amMDW - FPO

3 stops34h 55mMultiple Airlines

Sun 2/110:45 amFPO - MDW

2 stops12h 34mMultiple Airlines

Deal found 12/26

$704

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 December 27, 2025.

Mon 2/25:15 amORD - FPO

1 stop7h 15mMultiple Airlines

Deal found 12/24

$166

Thu 1/812:48 pmORD - FPO

1 stop23h 42mMultiple Airlines

Deal found 12/26

$232

Wed 1/73:26 pmORD - FPO

1 stop21h 04mMultiple Airlines

Deal found 12/26

$246

Tue 1/65:00 amORD - FPO

1 stop5h 50mMultiple Airlines

Deal found 12/26

$257

Mon 1/55:00 amORD - FPO

1 stop7h 45mMultiple Airlines

Deal found 12/26

$269

Fri 1/25:00 amORD - FPO

1 stop5h 50mMultiple Airlines

Deal found 12/26

$279

Sat 1/36:12 amMDW - FPO

2 stops28h 38mMultiple Airlines

Deal found 12/26

$301

Sat 1/35:00 amORD - FPO

1 stop5h 50mMultiple Airlines

Deal found 12/26

$301

Mon 1/56:15 amMDW - FPO

2 stops24h 00mMultiple Airlines

Deal found 12/26

$380

Find flight deals from Chicago to Freeport

Most accurate provider	eDreams 3 stars
Most trusted provider	eDreams 3 stars
Round-trip from	$421 (Kiwi.com)
One-way from	$166 (Trip.com)
Popular in	December
Cheapest in	October
Average price	$993

Provider with most accurate pricing for Chicago (CHI)-Freeport Grand Bahama Intl flight deals.

Search Deals

Provider most trusted by Cheapflights users for Chicago (CHI)-Freeport Grand Bahama Intl flights.

Search Deals

From Chicago (CHI) to Freeport Grand Bahama Intl

Search Deals

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

Search Deals

High demand for flights, 2% potential price rise

Search Deals

Cheapest flight prices on average. 5% potential price decrease ($35 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in December 2025

Search Deals

Fly from

Fly to

Route

Depart

Return

Price

ChicagoFreeport

ORD - FPO

ORDFPO

Chicago O'Hare Intl

Sat 1/24

12:00 pm-1:30 pm

1 stop24h 30m

Freeport Grand Bahama Intl

Sat 1/31

11:00 am-7:44 pm

1 stop9h 44m

$421

ChicagoFreeport

ORD - FPO

ORDFPO

Chicago O'Hare Intl

Sun 2/22

3:40 pm-1:30 pm

1 stop20h 50m

Freeport Grand Bahama Intl

Sun 3/1

10:45 am-11:24 pm

1 stop13h 39m

$429

ChicagoFreeport

ORD - FPO

ORDFPO

Chicago O'Hare Intl

Sat 1/17

5:53 pm-1:30 pm

2 stops18h 37m

Freeport Grand Bahama Intl

Sat 1/24

11:00 am-7:44 pm

1 stop9h 44m

$488

ChicagoFreeport

ORD - FPO

ORDFPO

Chicago O'Hare Intl

Tue 2/10

9:10 pm-12:06 pm

2 stops13h 56m

Freeport Grand Bahama Intl

Tue 2/17

12:52 pm-10:50 pm

2 stops10h 58m

$510

ChicagoFreeport

ORD - FPO

ORDFPO

Chicago O'Hare Intl

Fri 5/8

5:15 am-1:30 pm

1 stop7h 15m

Freeport Grand Bahama Intl

Mon 5/11

10:45 am-7:48 pm

1 stop10h 03m

$544

ChicagoFreeport

ORD - FPO

ORDFPO

Chicago O'Hare Intl

Wed 2/18

5:00 am-2:14 pm

1 stop8h 14m

Freeport Grand Bahama Intl

Mon 2/23

1:52 pm-7:48 pm

1 stop6h 56m

$546

ChicagoFreeport

ORD - FPO

ORDFPO

Chicago O'Hare Intl

Mon 2/16

7:00 am-2:14 pm

1 stop6h 14m

Freeport Grand Bahama Intl

Fri 2/27

1:52 pm-11:53 pm

1 stop11h 01m

$546

ChicagoFreeport

ORD - FPO

ORDFPO

Chicago O'Hare Intl

Thu 1/8

5:53 pm-1:30 pm

2 stops18h 37m

Freeport Grand Bahama Intl

Tue 1/13

10:45 am-9:03 pm

1 stop11h 18m

$547

ChicagoFreeport

ORD - FPO

ORDFPO

Chicago O'Hare Intl

Mon 2/23

7:13 pm-12:12 pm

1 stop15h 59m

Freeport Grand Bahama Intl

Sun 3/1

1:52 pm-7:48 pm

1 stop6h 56m

$551

ChicagoFreeport

MDW - FPO

MDWFPO

Chicago Midway

Sun 1/25

6:20 am-6:15 pm

3 stops34h 55m

Freeport Grand Bahama Intl

Sun 2/1

10:45 am-10:19 pm

2 stops12h 34m

$704

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/24

Showing 1-10 of 20 results

Compare providers for flights from Chicago to Freeport

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Freeport in December.

Provider	Price Accuracy	Trust Score*
Expedia	Price Accuracy2 stars	Trust Score*3 stars
eDreams	Price Accuracy3 stars	Trust Score*3 stars
FlightHub	Price Accuracy3 stars	Trust Score*1 star
AranGrant	Price Accuracy2 stars	Trust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

Most accurate provider: When it comes to deals on Chicago-Freeport, City of Freeport flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago-Freeport, City of Freeport flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Chicago-Freeport, City of Freeport flight searches over the past month and is updated monthly.
Most trusted provider: When it comes to deals on Chicago-Freeport, City of Freeport flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Freeport, City of Freeport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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 $158). Flying from Chicago to Freeport, City of Freeport in April is currently the most expensive (average of $705). 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.

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

11,067 reviews

Reviews

1 / 20

10.0

Excellent

Jeremy,Dec 2025

OKC - CLT

Was an okay flight. Had extra seat empty beside me so was able to stretch a bit

American Airlines

7.2

Good

11,067 reviews

American Airlines

7.2

Good

11,067 reviews

Reviews

1 / 20

10.0

Excellent

Jeremy,Dec 2025

OKC - CLT

Was an okay flight. Had extra seat empty beside me so was able to stretch a bit

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.
How long is the flight from Chicago to Freeport, City of Freeport?
For as low as $510, American Airlines can have you in Freeport, City of Freeport from Chicago in 13h 56m. There are 1186 mi between Chicago and Freeport, City of Freeport.
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 $586 on this airline. American Airlines is currently priced 10% 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 $158). Flying from Chicago to Freeport, City of Freeport in April is currently the most expensive (average of $705). 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$586	Average$754	FlexibilityNo cancel fee	On-time71%

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$166+ 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 2/2. Fares are subject to change and may not be available on all flights or dates of travel.

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Cheap 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 December 27, 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 December 27, 2025.

Find flight deals from Chicago to Freeport

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Most trusted provider

Round-trip from

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Popular in

Cheapest in

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

Compare providers for flights from Chicago to Freeport

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Freeport in December.

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?

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?

How long is the flight from Chicago to Freeport, City of Freeport?

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

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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 December 27, 2025.