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Freeport

$457+ 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 12/5. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — FPO
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
1 adult, Economy
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Cheap flight deals from Illinois to Freeport

Keep the following information in mind while searching for Illinois to Freeport flight deals. Data was last updated September 17, 2025.

Round-trip from

$457
(Kiwi.com)

Popular in

December

Cheapest in

October
From Illinois to Freeport Grand Bahama Intl
Search Deals
Highest demand for flights based on searches. 0% potential increase in price ($3 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($35 potential savings vs. average RT price).
Search Deals

Find 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 September 17, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/14. 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 12/58:41 amORD - FPO
1 stop6h 54mMultiple Airlines
Sun 12/75:30 pmFPO - ORD
1 stop7h 12mMultiple Airlines
Deal found 9/14$457
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
Sun 11/912:20 pmSTL - FPO
1 stop24h 35mMultiple Airlines
Wed 11/1211:00 amFPO - STL
1 stop25h 01mMultiple Airlines
Deal found 9/15$462
This Mytrip deal was found by Cheapflights users on 9/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/295:05 amORD - FPO
1 stop7h 25mMultiple Airlines
Mon 10/610:45 amFPO - ORD
1 stop8h 53mMultiple Airlines
Deal found 9/16$468
This Mytrip deal was found by Cheapflights users on 9/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/75:05 amORD - FPO
1 stop7h 25mMultiple Airlines
Tue 10/1410:45 amFPO - ORD
1 stop14h 00mMultiple Airlines
Deal found 9/15$473
This Kiwi.com deal was found by Cheapflights users on 9/14. 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.
Sat 11/85:59 pmORD - FPO
1 stop18h 56mMultiple Airlines
Tue 11/1110:00 amFPO - ORD
1 stop9h 23mMultiple Airlines
Deal found 9/14$480
This Mytrip deal was found by Cheapflights users on 9/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/15:05 amORD - FPO
1 stop7h 25mMultiple Airlines
Sat 11/811:00 amFPO - ORD
1 stop11h 00mMultiple Airlines
Deal found 9/16$482
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
Thu 10/3010:57 amSTL - FPO
1 stop25h 33mMultiple Airlines
Thu 11/611:00 amFPO - STL
2 stops30h 01mMultiple Airlines
Deal found 9/15$488
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
Tue 12/210:49 amORD - FPO
1 stop25h 41mMultiple Airlines
Mon 12/810:45 amFPO - ORD
1 stop13h 57mMultiple Airlines
Deal found 9/15$499
This American Airlines deal was found by Cheapflights users on 9/15. 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.
Fri 11/77:58 pmSTL - FPO
2 stops15h 36mAmerican Airlines
Tue 11/1112:23 pmFPO - STL
1 stop11h 04mAmerican Airlines
Deal found 9/15$591
This American Airlines deal was found by Cheapflights users on 9/15. 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.
Wed 10/155:23 amSTL - FPO
1 stop7h 16mAmerican Airlines
Wed 10/222:21 pmFPO - STL
1 stop10h 35mAmerican Airlines
Deal found 9/15$647
This American Airlines deal was found by Cheapflights users on 9/15. 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.
Wed 10/2212:51 pmSTL - FPO
2 stops23h 48mAmerican Airlines
Sun 10/262:21 pmFPO - STL
2 stops20h 25mAmerican Airlines
Deal found 9/15$683
This Mytrip deal was found by Cheapflights users on 9/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/154:05 pmSTL - FPO
2 stops26h 40mMultiple Airlines
Wed 10/2210:45 amFPO - STL
3 stops26h 15mMultiple Airlines
Deal found 9/15$710

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 September 17, 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

Fri 12/5

8:41 am-4:35 pm

1 stop6h 54m

Freeport Grand Bahama Intl

Sun 12/7

5:30 pm-11:42 pm

1 stop7h 12m

$457

ChicagoFreeport

ORD - FPO

ORDFPO

Chicago O'Hare Intl

Mon 9/29

5:05 am-1:30 pm

1 stop7h 25m

Freeport Grand Bahama Intl

Mon 10/6

10:45 am-6:38 pm

1 stop8h 53m

$468

ChicagoFreeport

ORD - FPO

ORDFPO

Chicago O'Hare Intl

Tue 10/7

5:05 am-1:30 pm

1 stop7h 25m

Freeport Grand Bahama Intl

Tue 10/14

10:45 am-11:45 pm

1 stop14h 00m

$473

ChicagoFreeport

ORD - FPO

ORDFPO

Chicago O'Hare Intl

Sat 11/8

5:59 pm-1:55 pm

1 stop18h 56m

Freeport Grand Bahama Intl

Tue 11/11

10:00 am-6:23 pm

1 stop9h 23m

$480

ChicagoFreeport

ORD - FPO

ORDFPO

Chicago O'Hare Intl

Tue 12/2

10:49 am-1:30 pm

1 stop25h 41m

Freeport Grand Bahama Intl

Mon 12/8

10:45 am-11:42 pm

1 stop13h 57m

$499

St. LouisFreeport

STL - FPO

STLFPO

Lambert-St Louis

Sat 11/1

7:15 pm-2:55 pm

1 stop18h 40m

Freeport Grand Bahama Intl

Sat 11/8

11:00 am-10:12 am

2 stops24h 12m

$505

ChicagoFreeport

ORD - FPO

ORDFPO

Chicago O'Hare Intl

Sat 11/1

5:28 pm-2:55 pm

2 stops20h 27m

Freeport Grand Bahama Intl

Sat 11/8

11:00 am-6:23 pm

1 stop8h 23m

$508

St. LouisFreeport

STL - FPO

STLFPO

Lambert-St Louis

Thu 1/1

5:05 am-12:10 pm

1 stop6h 05m

Freeport Grand Bahama Intl

Wed 1/7

6:59 pm-11:46 pm

1 stop5h 47m

$587

St. LouisFreeport

STL - FPO

STLFPO

Lambert-St Louis

Fri 11/7

6:14 pm-12:34 pm

2 stops17h 20m

Freeport Grand Bahama Intl

Tue 11/11

2:37 pm-10:27 pm

1 stop8h 50m

$591

St. LouisFreeport

STL - FPO

STLFPO

Lambert-St Louis

Sat 2/7

5:54 pm-11:05 am

2 stops16h 11m

Freeport Grand Bahama Intl

Fri 2/13

6:59 pm-8:44 am

2 stops14h 45m

$591

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 13 results
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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 $299). Flying from Illinois to Freeport, City of Freeport in December is currently the most expensive (average of $591). 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 6h 05m. Fly via American Airlines to get the fastest option. Airlines will cover a distance of 1079 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 $299). Flying from Illinois to Freeport, City of Freeport in December is currently the most expensive (average of $591). 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 September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$565Average$763FlexibilityNo cancel feeOn-time71%

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