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Freeport

$430+ Cheap flights from Illinois 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 1/31. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — FPO
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap flight deals from Illinois to Freeport

Cheapest flights from Illinois to Freeport
Explore the most affordable flight options available from Illinois to Freeport. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2025.

This American Airlines deal was found by Cheapflights users on 12/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/245:00 amORD - FPO
1 stop7h 24mAmerican Airlines
Thu 1/12:14 pmFPO - ORD
1 stop6h 08mAmerican Airlines
Deal found 12/17$736
This Kiwi.com deal was found by Cheapflights users on 12/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/295:00 amORD - FPO
1 stop5h 50mMultiple Airlines
Sun 1/411:00 amFPO - ORD
2 stops26h 39mMultiple Airlines
Deal found 12/15$761
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/288:09 pmORD - FPO
1 stop15h 16mMultiple Airlines
Mon 1/510:45 amFPO - ORD
2 stops34h 19mMultiple Airlines
Deal found 12/16$775
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/288:09 pmORD - FPO
1 stop15h 16mMultiple Airlines
Thu 1/11:40 pmFPO - ORD
1 stop6h 22mMultiple Airlines
Deal found 12/16$826
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/288:09 pmORD - FPO
1 stop15h 16mMultiple Airlines
Sun 1/411:00 amFPO - ORD
2 stops30h 00mMultiple Airlines
Deal found 12/16$840
This American Airlines deal was found by Cheapflights users on 12/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/247:05 amSTL - FPO
1 stop5h 19mAmerican Airlines
Mon 12/292:14 pmFPO - STL
1 stop6h 16mAmerican Airlines
Deal found 12/16$842
This American Airlines deal was found by Cheapflights users on 12/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/225:05 amSTL - FPO
1 stop8h 19mAmerican Airlines
Sun 12/282:14 pmFPO - STL
1 stop6h 16mAmerican Airlines
Deal found 12/15$897
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/265:00 amORD - FPO
1 stop7h 30mMultiple Airlines
Mon 1/510:45 amFPO - ORD
2 stops34h 19mMultiple Airlines
Deal found 12/16$911
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/288:09 pmORD - FPO
1 stop15h 16mMultiple Airlines
Fri 1/210:45 amFPO - ORD
2 stops32h 48mMultiple Airlines
Deal found 12/16$945
This American Airlines deal was found by Cheapflights users on 12/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/265:05 amSTL - FPO
1 stop8h 20mAmerican Airlines
Tue 12/3012:50 pmFPO - STL
1 stop10h 45mAmerican Airlines
Deal found 12/17$1,042
This American Airlines deal was found by Cheapflights users on 12/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/175:10 amSTL - FPO
1 stop5h 35mAmerican Airlines
Sat 1/33:05 pmFPO - STL
1 stop8h 30mAmerican Airlines
Deal found 12/16$1,325

Find flight deals from Illinois to Freeport

Keep the following information in mind while searching for Illinois to Freeport flight deals. Data was last updated December 18, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$425
(Mytrip)

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 Illinois 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

Cheapflights Fare Finder

 
Customize your flight search to find flights from Illinois 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 December 18, 2025.
Use the filters below to find and compare flights from Illinois to Freeport that are best for you.

Fly from

Illinois

Fly to

Freeport

Route

Depart

Return

Price

ChicagoFreeport

ORD - FPO

ORDFPO

Chicago O'Hare Intl

Sat 1/31

5:32 pm-1:30 pm

1 stop18h 58m

Freeport Grand Bahama Intl

Fri 2/6

10:45 am-9:03 pm

1 stop11h 18m

$437

ChicagoFreeport

ORD - FPO

ORDFPO

Chicago O'Hare Intl

Tue 2/24

5:15 am-1:30 pm

1 stop7h 15m

Freeport Grand Bahama Intl

Wed 3/4

10:45 am-7:11 pm

1 stop9h 26m

$453

ChicagoFreeport

ORD - FPO

ORDFPO

Chicago O'Hare Intl

Sat 1/31

6:05 am-12:46 pm

1 stop5h 41m

Freeport Grand Bahama Intl

Fri 2/6

3:56 pm-11:08 pm

1 stop8h 12m

$535

ChicagoFreeport

ORD - FPO

ORDFPO

Chicago O'Hare Intl

Wed 2/18

5:45 am-2:14 pm

1 stop7h 29m

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

7:11 am-1:02 pm

1 stop4h 51m

Freeport Grand Bahama Intl

Fri 2/27

1:52 pm-11:53 pm

1 stop11h 01m

$546

St. LouisFreeport

STL - FPO

STLFPO

Lambert-St Louis

Sun 2/15

7:00 am-1:02 pm

1 stop5h 02m

Freeport Grand Bahama Intl

Fri 2/20

1:52 pm-7:30 pm

1 stop6h 38m

$587

St. LouisFreeport

STL - FPO

STLFPO

Lambert-St Louis

Sun 3/1

7:00 am-1:02 pm

1 stop5h 02m

Freeport Grand Bahama Intl

Sun 3/8

2:53 pm-9:51 pm

1 stop7h 58m

$592

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/16

Best time to book a flight from Illinois to Freeport

Have a flexible travel schedule? Discover the best time to fly to Freeport from Illinois 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 Illinois to Freeport

What is the cheapest month to book a flight from Illinois to Freeport, City of Freeport?

Currently, September is the cheapest month in which you can book a flight from Illinois to Freeport, City of Freeport (average of $158). Flying from Illinois 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.

Related info for your journey

Find useful and relevant information for your journey from Illinois 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 Illinois?

    Most people fly into Freeport Grand Bahama Intl (FPO) if they book a flight to Freeport from Illinois. Grand Bahama Intl is conveniently located just 4.1 mi from Freeport’s city center.

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

    There are many flights that can get you from Illinois to Freeport, City of Freeport in 5h 41m. Fly via American Airlines to get the fastest option. Airlines will cover a distance of 1186 mi.

  • What are the most popular routes from Illinois to Freeport, City of Freeport?

    Most travelers choose Chicago O'Hare Intl - Freeport Grand Bahama Intl, Lambert-St Louis - Freeport Grand Bahama Intl or Chicago Midway - Freeport Grand Bahama Intl when deciding on the best route from Illinois to Freeport, City of Freeport.

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

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

  • How can I find direct flights from Illinois to Freeport?

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

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

    Yes. Cheapflights offers flight deals from Illinois 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 Illinois to Freeport, City of Freeport?

    Currently, September is the cheapest month in which you can book a flight from Illinois to Freeport, City of Freeport (average of $158). Flying from Illinois 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.

See more FAQs

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Alternative routes for Illinois to Freeport

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Top airline flying from Illinois to Freeport

Discover the top airline that operate flights from Illinois to Freeport. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$586Average$764FlexibilityNo cancel feeOn-time71%

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