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

For as low as $793, American Airlines can have you in Freeport, City of Freeport from Chicago in 12h 31m. 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 $600 on this airline. American Airlines is currently priced 16% 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.

$293+ 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 October 26, 2026.

Mon 11/27:55 am -

2 stops10h 10m

Fri 11/69:30 am -

1 stop7h 07m

Deal found 10/21

$594

Thu 12/175:58 am -

2 stops28h 52m

Mon 12/281:10 pm -

1 stop12h 46m

Deal found 10/24

$636

Fri 12/256:08 am -

2 stops28h 42m

Thu 12/311:10 pm -

1 stop12h 46m

Deal found 10/21

$680

Fri 12/185:58 am -

2 stops28h 52m

Mon 12/281:10 pm -

1 stop12h 46m

Deal found 10/24

$691

Thu 12/245:01 am -

1 stop6h 04m

Tue 1/56:45 pm -

2 stops45h 18m

Deal found 10/24

$699

Fri 12/256:08 am -

2 stops28h 42m

Tue 12/2910:45 am -

1 stop7h 14m

Deal found 10/21

$724

Wed 12/239:07 am -

1 stop25h 43m

Sun 1/310:45 am -

2 stops26h 15m

Deal found 10/24

$739

Fri 12/256:08 am -

2 stops28h 42m

Wed 12/309:30 am -

1 stop8h 29m

Deal found 10/21

$749

Fri 12/189:07 am -

1 stop25h 43m

Sun 12/2710:45 am -

2 stops37h 08m

Deal found 10/24

$764

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 October 26, 2026.

Tue 2/238:25 am -

1 stop28h 05m

Fri 2/2610:45 am -

1 stop12h 34m

Deal found 10/25

$363

Tue 3/169:45 pm -

2 stops12h 31m

Fri 3/1911:56 am -

1 stop13h 18m

Deal found 10/25

$793

Tue 2/168:25 am -

2 stops21h 50m

Sat 2/2010:45 am -

1 stop6h 29m

Deal found 10/21

$609

Fri 12/185:58 am -

2 stops28h 52m

Mon 12/281:10 pm -

1 stop12h 46m

Deal found 10/24

$691

Sat 12/129:11 pm -

2 stops13h 13m

Sat 12/193:41 pm -

2 stops9h 08m

Deal found 10/21

$813

Wed 3/245:14 am -

1 stop5h 05m

Tue 3/3011:59 am -

1 stop9h 00m

Deal found 10/21

$824

Fri 12/189:07 am -

1 stop25h 43m

Sun 12/2710:45 am -

1 stop7h 14m

Deal found 10/24

$833

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 October 26, 2026.

Thu 12/245:58 am -

3 stops28h 52m

Wed 12/3112:00 am -

Nonstop0h 00m

Deal found 10/25

$293

Fri 12/251:10 pm -

3 stops21h 40m

Wed 12/3112:00 am -

Nonstop0h 00m

Deal found 10/24

$344

Fri 12/255:21 am -

1 stop4h 58m

Wed 12/3112:00 am -

Nonstop0h 00m

Deal found 10/24

$451

Tue 12/296:47 pm -

1 stop15h 32m

Wed 12/3112:00 am -

Nonstop0h 00m

Deal found 10/21

$501

Find flight deals from Chicago to Freeport

Most accurate provider	FlightHub 3 stars
Most trusted provider	FlightHub 3 stars
Round-trip from	$363 (Kiwi.com)
One-way from	$293 (Kiwi.com)
Popular in	August
Cheapest in	December
Average price	$768

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 ($47 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

Average for round-trip flights in October 2026

Search Deals

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoFreeport

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

ORDFPO

Chicago O'Hare Intl

Thu 12/24

5:58 am-11:50 am

3 stops28h 52m

Freeport Grand Bahama Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$293

ChicagoFreeport

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

ORDFPO

Chicago O'Hare Intl

Fri 12/25

1:10 pm-11:50 am

3 stops21h 40m

Freeport Grand Bahama Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$344

ChicagoFreeport

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

ORDFPO

Chicago O'Hare Intl

Tue 2/23

8:25 am-1:30 pm

1 stop28h 05m

Freeport Grand Bahama Intl

Fri 2/26

10:45 am-10:19 pm

1 stop12h 34m

$363

ChicagoFreeport

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

ORDFPO

Chicago O'Hare Intl

Tue 12/29

6:47 pm-11:19 am

1 stop15h 32m

Freeport Grand Bahama Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$501

ChicagoFreeport

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

ORDFPO

Chicago O'Hare Intl

Tue 2/16

8:25 am-7:15 am

2 stops21h 50m

Freeport Grand Bahama Intl

Sat 2/20

10:45 am-4:14 pm

1 stop6h 29m

$609

ChicagoFreeport

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

ORDFPO

Chicago O'Hare Intl

Fri 12/18

5:58 am-11:50 am

2 stops28h 52m

Freeport Grand Bahama Intl

Mon 12/28

1:10 pm-12:56 am

1 stop12h 46m

$691

ChicagoFreeport

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

ORDFPO

Chicago O'Hare Intl

Tue 3/16

9:45 pm-11:16 am

2 stops12h 31m

Freeport Grand Bahama Intl

Fri 3/19

11:56 am-12:14 am

1 stop13h 18m

$793

ChicagoFreeport

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

ORDFPO

Chicago O'Hare Intl

Sat 12/12

9:11 pm-11:24 am

2 stops13h 13m

Freeport Grand Bahama Intl

Sat 12/19

3:41 pm-11:49 pm

2 stops9h 08m

$813

Quickest round-trip

ChicagoFreeport

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

ORDFPO

Chicago O'Hare Intl

Wed 3/24

5:14 am-11:19 am

1 stop5h 05m

Freeport Grand Bahama Intl

Tue 3/30

11:59 am-7:59 pm

1 stop9h 00m

$824

ChicagoFreeport

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

ORDFPO

Chicago O'Hare Intl

Fri 12/18

9:07 am-11:50 am

1 stop25h 43m

Freeport Grand Bahama Intl

Sun 12/27

10:45 am-4:59 pm

1 stop7h 14m

$833

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/25

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 October.

Provider	Price Accuracy	Trust Score*
Expedia	Price Accuracy1 star	Trust Score*3 stars
FlightHub	Price Accuracy3 stars	Trust Score*3 stars
eDreams	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 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

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

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

7.0

Good

12,194 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

7.0

Good

12,194 reviews

American Airlines

7.0

Good

12,194 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 $793, American Airlines can have you in Freeport, City of Freeport from Chicago in 12h 31m. 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 $600 on this airline. American Airlines is currently priced 16% 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

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Freeport flight routes

Other flight options

Other flights from Chicago

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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$600	Average$768	FlexibilityNo cancel fee	On-time71%

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$293+ 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 12/24. 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 October 26, 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 October 26, 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 October 26, 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 October 26, 2026.

Last-minute flights from Chicago to FreeportDiscover last-minute flight deals from Chicago to Freeport. Data last updated October 26, 2026 and is based on user searches.

Discover last-minute flight deals from Chicago to Freeport. Data last updated October 26, 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 October 26, 2026.

Search for one-way flight options from Chicago to Freeport. Find affordable one-way fares based on user searches. Data last updated October 26, 2026.

Find flight deals from Chicago to Freeport

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Most trusted provider

Round-trip from

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Popular 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 October.

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

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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 October 26, 2026.

Chicago and Freeport flights

Browse other Chicago and Freeport flight options. Last updated on October 26, 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 October 26, 2026.

Popular flight searches

Check out other popular destinations found by fellow travelers in 2026

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 October 26, 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 October 26, 2026.

Last-minute flights from Chicago to Freeport
Discover last-minute flight deals from Chicago to Freeport. Data last updated October 26, 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 October 26, 2026.