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$309+ Cheap flights from Midway (MDW) 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 7/27. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — FPO
Jul 12 — Jul 191
Sun 7/12
Sun 7/19
1 adult, Economy
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Cheap flight deals from Midway to Freeport

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 June 12, 2026.

This Mytrip deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/59:59 am
MDW
-
FPO
3 stops31h 16m
Multiple Airlines
Sat 9/122:45 pm
FPO
-
MDW
3 stops18h 57m
Multiple Airlines
Deal found 6/9$1,751

Find flight deals from Midway to Freeport

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Freeport (FPO). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated June 12, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$1,751
(Mytrip)

One-way from

$309
(Kiwi.com)

Popular in

December

Cheapest in

October

Average price

$858
Provider with most accurate pricing for Chicago Midway-Freeport Grand Bahama Intl flight deals.
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Provider most trusted by Cheapflights users for Chicago Midway-Freeport Grand Bahama Intl flights.
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From Chicago Midway to Freeport Grand Bahama Intl
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One-way flight from Chicago Midway to Freeport Grand Bahama Intl
Search Deals
Highest demand for flights based on searches. 12% potential increase in price ($93 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($35 potential savings vs. average RT price).
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Average for round-trip flights in June 2026
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to Freeport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 12, 2026.
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 - FPO

MDWFPO

Chicago Midway

Sat 9/5

9:59 am-6:15 pm

3 stops31h 16m

Freeport Grand Bahama Intl

Sat 9/12

2:45 pm-8:42 am

3 stops18h 57m

$1,751
Cheapest one-way

ChicagoFreeport

MDW - FPO

MDWFPO

Chicago Midway

Mon 7/27

6:05 am-1:30 pm

2 stops30h 25m

$309
Quickest one-way

ChicagoFreeport

MDW - FPO

MDWFPO

Chicago Midway

Wed 7/8

12:11 pm-12:05 pm

2 stops22h 54m

$310

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/10

Sorted by cheapest first

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 June.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust 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.
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

Find useful and relevant information for your journey from Midway 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 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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