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

For as low as $773, American Airlines can have you in Freeport, City of Freeport from Chicago in 13h 15m. 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 $587 on this airline. American Airlines is currently priced 18% 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 FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Freeport, City of Freeport flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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.

$481+ Cheap Flights from Chicago to Freeport

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Cheap flight deals from Chicago to Freeport

Cheapest

Best

Last-minute

One-way

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 September 15, 2026.

Thu 10/228:04 am -

1 stop28h 41m

Sun 10/2510:45 am -

2 stops23h 36m

Deal found 9/11

$554

Thu 10/298:00 am -

1 stop28h 45m

Thu 11/59:30 am -

1 stop7h 07m

Deal found 9/14

$555

Mon 11/98:00 am -

1 stop28h 30m

Mon 11/1610:45 am -

2 stops23h 50m

Deal found 9/12

$605

Tue 11/245:01 am -

1 stop5h 49m

Mon 11/301:10 pm -

2 stops42h 55m

Deal found 9/14

$618

Tue 12/225:00 am -

1 stop5h 50m

Wed 12/3010:45 am -

1 stop27h 05m

Deal found 9/15

$623

Sun 10/118:04 am -

1 stop28h 41m

Wed 10/149:30 am -

1 stop7h 00m

Deal found 9/13

$628

Wed 10/287:28 pm -

2 stops17h 02m

Mon 11/29:30 am -

1 stop7h 07m

Deal found 9/11

$633

Thu 11/265:01 am -

1 stop5h 49m

Mon 11/301:10 pm -

2 stops42h 55m

Deal found 9/14

$651

Tue 12/225:00 am -

1 stop5h 50m

Mon 1/410:45 am -

2 stops47h 28m

Deal found 9/15

$653

Thu 11/262:28 pm -

2 stops20h 22m

Mon 11/301:10 pm -

1 stop7h 37m

Deal found 9/14

$794

Wed 11/258:42 pm -

1 stop14h 23m

Sun 11/297:45 am -

2 stops13h 02m

Deal found 9/14

$1,147

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 September 15, 2026.

Sun 9/207:11 am -

1 stop27h 39m

Sat 9/269:30 am -

1 stop6h 50m

Deal found 9/13

$766

Thu 11/59:06 pm -

2 stops13h 15m

Wed 11/1112:01 pm -

1 stop7h 22m

Deal found 9/10

$773

Mon 11/26:00 am -

1 stop7h 42m

Sun 11/83:22 pm -

1 stop9h 34m

Deal found 9/9

$773

Thu 11/262:28 pm -

2 stops20h 22m

Mon 11/301:10 pm -

1 stop7h 37m

Deal found 9/14

$794

Mon 11/99:06 pm -

2 stops13h 15m

Mon 11/163:22 pm -

2 stops9h 39m

Deal found 9/12

$793

Wed 12/95:00 am -

1 stop8h 42m

Mon 12/143:22 pm -

2 stops9h 08m

Deal found 9/14

$798

Wed 11/258:42 pm -

1 stop14h 23m

Sun 11/297:45 am -

2 stops13h 02m

Deal found 9/14

$1,147

Last-minute flights from Chicago to Freeport
Discover last-minute flight deals from Chicago to Freeport. Data last updated September 15, 2026 and is based on user searches.

Thu 10/88:04 am -

1 stop28h 41m

Mon 10/129:30 am -

1 stop7h 00m

Deal found 9/13

$725

Sun 10/118:04 am -

1 stop28h 41m

Wed 10/149:30 am -

1 stop7h 00m

Deal found 9/13

$628

Tue 10/138:04 am -

1 stop28h 26m

Sun 10/189:30 am -

1 stop7h 00m

Deal found 9/10

$668

Thu 10/228:04 am -

1 stop28h 41m

Sun 10/2510:45 am -

2 stops23h 36m

Deal found 9/11

$554

Wed 10/287:28 pm -

2 stops17h 02m

Mon 11/29:30 am -

1 stop7h 07m

Deal found 9/11

$633

Thu 10/298:00 am -

1 stop28h 45m

Thu 11/59:30 am -

1 stop7h 07m

Deal found 9/14

$555

Find flight deals from Chicago to Freeport

Most accurate provider	FlightHub 3 stars
Most trusted provider	FlightHub 3 stars
Round-trip from	$554 (Kiwi.com)
One-way from	$481 (American Airlines)
Popular in	August
Cheapest in	December

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

Highest demand for flights based on searches. 6% potential increase in price ($52 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 2% potential price decrease ($17 potential savings vs. average RT price).

Search Deals

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Quickest round-trip

ChicagoFreeport

ORD Chicago O'Hare Intl - FPO Freeport Grand Bahama Intl

ORDFPO

Chicago O'Hare Intl

Tue 12/29

9:33 pm-11:20 am

1 stop12h 47m

Freeport Grand Bahama Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$481

ChicagoFreeport

ORD Chicago O'Hare Intl - FPO Freeport Grand Bahama Intl

ORDFPO

Chicago O'Hare Intl

Sun 9/20

7:11 am-11:50 am

1 stop27h 39m

Freeport Grand Bahama Intl

Sat 9/26

9:30 am-3:20 pm

1 stop6h 50m

$766

ChicagoFreeport

ORD Chicago O'Hare Intl - FPO Freeport Grand Bahama Intl

ORDFPO

Chicago O'Hare Intl

Thu 11/5

9:06 pm-11:21 am

2 stops13h 15m

Freeport Grand Bahama Intl

Wed 11/11

12:01 pm-6:23 pm

1 stop7h 22m

$773

ChicagoFreeport

ORD Chicago O'Hare Intl - FPO Freeport Grand Bahama Intl

ORDFPO

Chicago O'Hare Intl

Mon 11/2

6:00 am-2:42 pm

1 stop7h 42m

Freeport Grand Bahama Intl

Sun 11/8

3:22 pm-11:56 pm

1 stop9h 34m

$773

ChicagoFreeport

ORD Chicago O'Hare Intl - FPO Freeport Grand Bahama Intl

ORDFPO

Chicago O'Hare Intl

Mon 11/9

9:06 pm-11:21 am

2 stops13h 15m

Freeport Grand Bahama Intl

Mon 11/16

3:22 pm-12:01 am

2 stops9h 39m

$793

ChicagoFreeport

MDW Chicago Midway - FPO Freeport Grand Bahama Intl

MDWFPO

Chicago Midway

Thu 11/26

2:28 pm-11:50 am

2 stops20h 22m

Freeport Grand Bahama Intl

Mon 11/30

1:10 pm-7:47 pm

1 stop7h 37m

$794

ChicagoFreeport

ORD Chicago O'Hare Intl - FPO Freeport Grand Bahama Intl

ORDFPO

Chicago O'Hare Intl

Wed 12/9

5:00 am-2:42 pm

1 stop8h 42m

Freeport Grand Bahama Intl

Mon 12/14

3:22 pm-11:30 pm

2 stops9h 08m

$798

ChicagoFreeport

MDW Chicago Midway - FPO Freeport Grand Bahama Intl

MDWFPO

Chicago Midway

Wed 11/25

8:42 pm-12:05 pm

1 stop14h 23m

Freeport Grand Bahama Intl

Sun 11/29

7:45 am-7:47 pm

2 stops13h 02m

$1,147

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Sorted by cheapest first

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 September.

Provider	Price Accuracy	Trust Score*
Expedia	Price Accuracy1 star	Trust Score*3 stars
FlightHub	Price Accuracy3 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 FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Freeport, City of Freeport flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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.

CHI-FPO

ORD-FPO

MDW-FPO

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

CHI-FPO

ORD-FPO

MDW-FPO

No data available for this route at this time. Please check back soon.

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

7.1

Good

12,055 reviews

Reviews

1 / 20

4.0

Okay

Elizabeth,Mar 2026

ORD - MIA

Staff was rude and flight attendants 2 out of 3 looked like they had just been thru a hurricane.

American Airlines

7.1

Good

12,055 reviews

American Airlines

7.1

Good

12,055 reviews

Reviews

1 / 20

4.0

Okay

Elizabeth,Mar 2026

ORD - MIA

Staff was rude and flight attendants 2 out of 3 looked like they had just been thru a hurricane.

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 $773, American Airlines can have you in Freeport, City of Freeport from Chicago in 13h 15m. 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 $587 on this airline. American Airlines is currently priced 18% 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.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Alternative routes

Complete your trip

Flights by cabin class

Freeport flight routes

Other flight options

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Alternative routes for Chicago to Freeport

O'Hare Intl to Nassau flights

St. Louis to Nassau flights

O'Hare Intl to Gregory Town flights

St. Louis to Georgetown flights

Peoria to Nassau flights

St. Louis to Freeport flights

Midway to Freeport flights

Top airline flying from Chicago to Freeport

Airline	Cheapest	Average	Flexibility	On-time
American Airlines	Cheapest$587	Average$762	FlexibilityNo cancel fee	On-time71%

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$481+ Cheap flights from Chicago (CHI) to Freeport (FPO)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/29. 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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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 September 15, 2026.

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 September 15, 2026.

Best flights from Chicago to FreeportDiscover 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 September 15, 2026.

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 September 15, 2026.

Last-minute flights from Chicago to FreeportDiscover last-minute flight deals from Chicago to Freeport. Data last updated September 15, 2026 and is based on user searches.

Discover last-minute flight deals from Chicago to Freeport. Data last updated September 15, 2026 and is based on user searches.

One-way flights from Chicago to FreeportSearch for one-way flight options from Chicago to Freeport. Find affordable one-way fares based on user searches. Data last updated September 15, 2026.

Search for one-way flight options from Chicago to Freeport. Find affordable one-way fares based on user searches. Data last updated September 15, 2026.

Find flight deals from Chicago to Freeport

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Round-trip from

One-way from

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 September.

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

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

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?

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

See prices for flight routes from nearby airports that may be better suited for you.

Complete your trip

Complete your trip to Freeport by adding a car rental and/or hotel reservation to your travel itinerary.

Search flights from Chicago to Freeport by cabin class

Find flights from Chicago to Freeport, based on your preferred cabin class, be it economy, premium economy, business, or first class.

Other flights to Freeport

Explore flights to Freeport departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on September 15, 2026.

Chicago and Freeport flights

Browse other Chicago and Freeport flight options. Last updated on September 15, 2026.

Other flights from Chicago

Browse through other flights departing from Chicago. Flights are based on user searches made on Cheapflights and were last updated on September 15, 2026.

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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 September 15, 2026.

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 September 15, 2026.

Last-minute flights from Chicago to Freeport
Discover last-minute flight deals from Chicago to Freeport. Data last updated September 15, 2026 and is based on user searches.

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 September 15, 2026.