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 MDW to FPO?

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago Midway Airport to Freeport, City of Freeport as you normally would.

Most accurate provider : When it comes to deals on Chicago Midway Airport-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 Midway Airport-Freeport, City of Freeport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Freeport, City of Freeport flight searches over the past month and is updated monthly.

Most trusted provider : When it comes to deals on Chicago Midway Airport-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 Midway Airport-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 Midway?

Freeport Grand Bahama Intl (FPO), located 4.1 mi from the city center, is the airport you fly into when you book flights from Chicago Midway to Freeport. 0 airlines have flights to Grand Bahama Intl from Chicago Midway on a regular basis. Booking flights from Chicago Midway to Freeport Grand Bahama Intl should not be difficult; the airport handles an average of 0 inbound flights from Chicago Midway per day.

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

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

How can I find direct flights from Midway to Freeport?

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

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

Yes. Cheapflights offers flight deals from Midway 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.

$688+ Cheap Flights from Chicago Midway Airport to Freeport

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Cheap flight deals from Midway to Freeport

Cheapest

Best

Last-minute

Cheapest flights from Midway to Freeport
Explore the most affordable flight options available from Midway to Freeport. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 26, 2026.

Thu 12/176:52 am -

2 stops27h 58m

Mon 12/281:10 pm -

1 stop7h 20m

Deal found 10/24

$688

Fri 12/188:35 pm -

2 stops33h 40m

Thu 12/241:10 pm -

1 stop7h 20m

Deal found 10/23

$744

Fri 12/188:35 pm -

2 stops33h 40m

Mon 12/281:10 pm -

1 stop7h 20m

Deal found 10/24

$754

Mon 11/26:42 pm -

2 stops17h 48m

Fri 11/610:45 am -

3 stops25h 40m

Deal found 10/21

$798

Wed 12/238:35 pm -

1 stop14h 30m

Sun 1/36:45 pm -

2 stops25h 45m

Deal found 10/24

$849

Fri 12/186:01 am -

3 stops30h 29m

Sun 12/2710:45 am -

3 stops23h 05m

Deal found 10/24

$1,407

Find flight deals from Midway to Freeport

Most accurate provider	FlightHub 3 stars
Most trusted provider	FlightHub 3 stars
Round-trip from	$688 (Kiwi.com)
Popular in	August
Cheapest in	December
Average price	$768

Provider with most accurate pricing for Chicago Midway-Freeport Grand Bahama Intl flight deals.

Search Deals

Provider most trusted by Cheapflights users for Chicago Midway-Freeport Grand Bahama Intl flights.

Search Deals

From Chicago Midway 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

Cheapflights Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Quickest round-trip

ChicagoFreeport

MDW Chicago Midway - FPO Freeport Grand Bahama Intl

MDWFPO

Chicago Midway

Thu 12/17

6:52 am-11:50 am

2 stops27h 58m

Freeport Grand Bahama Intl

Mon 12/28

1:10 pm-7:30 pm

1 stop7h 20m

$688

ChicagoFreeport

MDW Chicago Midway - FPO Freeport Grand Bahama Intl

MDWFPO

Chicago Midway

Fri 12/18

8:35 pm-7:15 am

2 stops33h 40m

Freeport Grand Bahama Intl

Thu 12/24

1:10 pm-7:30 pm

1 stop7h 20m

$744

ChicagoFreeport

MDW Chicago Midway - FPO Freeport Grand Bahama Intl

MDWFPO

Chicago Midway

Fri 12/18

8:35 pm-7:15 am

2 stops33h 40m

Freeport Grand Bahama Intl

Mon 12/28

1:10 pm-7:30 pm

1 stop7h 20m

$754

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/24

Sorted by cheapest first

Compare providers for flights from Midway to Freeport

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway 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

*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 Midway Airport-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 Midway Airport-Freeport, City of Freeport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Freeport, City of Freeport flight searches over the past month and is updated monthly.
Most trusted provider: When it comes to deals on Chicago Midway Airport-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 Midway Airport-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 Midway to Freeport

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

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.

Related info for your journey

What airport do you fly into for flights to Freeport from Chicago Midway?
Freeport Grand Bahama Intl (FPO), located 4.1 mi from the city center, is the airport you fly into when you book flights from Chicago Midway to Freeport. 0 airlines have flights to Grand Bahama Intl from Chicago Midway on a regular basis. Booking flights from Chicago Midway to Freeport Grand Bahama Intl should not be difficult; the airport handles an average of 0 inbound flights from Chicago Midway per day.
Can I find deals for flights from Midway to Freeport that include hotel bookings?
Yes. In addition to deals on Midway to Freeport flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Midway to Freeport?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Freeport.
Can I find deals for business class flights from Midway to Freeport?
Yes. Cheapflights offers flight deals from Midway 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.

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$688+ Cheap flights from Midway (MDW) 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 12/17. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Midway to Freeport with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheap flight deals from Midway to Freeport

Cheapest flights from Midway to FreeportExplore the most affordable flight options available from Midway 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 Midway to Freeport. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 26, 2026.

Best flights from Midway to FreeportDiscover carefully curated flight deals from Midway 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 Midway 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 Midway to FreeportDiscover last-minute flight deals from Midway to Freeport. Data last updated October 26, 2026 and is based on user searches.

Discover last-minute flight deals from Midway to Freeport. Data last updated October 26, 2026 and is based on user searches.

Find flight deals from Midway to Freeport

Most accurate provider

Most trusted provider

Round-trip from

Popular in

Cheapest in

Average price

Cheapflights Fare Finder

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

Compare providers for flights from Midway 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 Midway to Freeport in October.

Best time to book a flight from Midway to Freeport

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

Related info for your journey

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

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

How can I find direct flights from Midway to Freeport?

Can I find deals for business class flights from Midway 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 Midway 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 Midway to Freeport by cabin class

Find flights from Midway 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.

Midway and Freeport flights

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

Other flights from Midway

Browse through other flights departing from Midway. Flights are based on user searches made on Cheapflights and were last updated on October 26, 2026.

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Check out other popular destinations found by fellow travelers in 2026

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Cheapest flights from Midway to Freeport
Explore the most affordable flight options available from Midway to Freeport. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 26, 2026.

Best flights from Midway to Freeport
Discover carefully curated flight deals from Midway 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 Midway to Freeport
Discover last-minute flight deals from Midway to Freeport. Data last updated October 26, 2026 and is based on user searches.