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Freeport

$244+ Cheap flights from Illinois 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 12/28. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — FPO
Dec 17 — Dec 241
Wed 12/17
Wed 12/24
1 adult, Economy
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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 November 17, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/16. 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.
Wed 12/313:26 pmORD - FPO
1 stop21h 19mMultiple Airlines
Wed 1/710:45 amFPO - ORD
2 stops25h 50mMultiple Airlines
Deal found 11/16$479
This Kiwi.com deal was found by Cheapflights users on 11/16. 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.
Wed 12/313:10 pmMDW - FPO
1 stop20h 15mMultiple Airlines
Wed 1/710:45 amFPO - MDW
2 stops12h 32mMultiple Airlines
Deal found 11/16$485
This American Airlines deal was found by Cheapflights users on 11/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/57:07 pmORD - FPO
1 stop15h 33mAmerican Airlines
Fri 12/1212:25 pmFPO - ORD
1 stop11h 32mAmerican Airlines
Deal found 11/14$505
This Kiwi.com deal was found by Cheapflights users on 11/16. 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.
Wed 12/313:26 pmORD - FPO
1 stop21h 19mMultiple Airlines
Mon 1/510:45 amFPO - ORD
2 stops25h 50mMultiple Airlines
Deal found 11/16$507
This Trip.com deal was found by Cheapflights users on 11/16. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/195:00 amORD - FPO
1 stop7h 30mMultiple Airlines
Mon 12/2210:45 amFPO - ORD
1 stop14h 45mMultiple Airlines
Deal found 11/16$511
This Kiwi.com deal was found by Cheapflights users on 11/16. 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.
Wed 12/246:05 amORD - FPO
2 stops28h 45mMultiple Airlines
Mon 12/2910:45 amFPO - ORD
1 stop8h 54mMultiple Airlines
Deal found 11/16$519
This Kiwi.com deal was found by Cheapflights users on 11/16. 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.
Thu 12/256:00 amORD - FPO
2 stops28h 50mMultiple Airlines
Mon 12/2910:45 amFPO - ORD
1 stop8h 54mMultiple Airlines
Deal found 11/16$528
This American Airlines deal was found by Cheapflights users on 11/15. 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 12/85:10 amSTL - FPO
1 stop5h 35mAmerican Airlines
Sat 12/132:54 pmFPO - STL
2 stops18h 47mAmerican Airlines
Deal found 11/15$682
This Kiwi.com deal was found by Cheapflights users on 11/16. 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 12/264:27 pmSTL - FPO
2 stops18h 23mMultiple Airlines
Wed 12/3111:00 amFPO - STL
1 stop24h 56mMultiple Airlines
Deal found 11/16$818
This American Airlines deal was found by Cheapflights users on 11/16. 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 12/175:54 pmSTL - FPO
2 stops19h 30mAmerican Airlines
Sat 1/33:05 pmFPO - STL
2 stops18h 51mAmerican Airlines
Deal found 11/16$912
This American Airlines deal was found by Cheapflights users on 11/16. 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.
Fri 12/265:00 amSTL - FPO
1 stop7h 24mAmerican Airlines
Wed 12/3112:50 pmFPO - STL
1 stop10h 45mAmerican Airlines
Deal found 11/16$915

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 November 17, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$435
(Kiwi.com)

One-way from

$244
(Trip.com)

Popular in

December

Cheapest in

October

Average price

$362
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
One-way flight from Illinois to Freeport Grand Bahama Intl
Search Deals
High demand for flights, 0% 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 November 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 November 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

Tue 1/27

5:15 am-1:30 pm

1 stop7h 15m

Freeport Grand Bahama Intl

Mon 2/2

10:45 am-10:46 pm

2 stops13h 01m

$464

ChicagoFreeport

ORD - FPO

ORDFPO

Chicago O'Hare Intl

Wed 1/28

5:15 am-1:30 pm

1 stop7h 15m

Freeport Grand Bahama Intl

Sun 2/1

10:45 am-7:17 pm

1 stop9h 32m

$469

ChicagoFreeport

ORD - FPO

ORDFPO

Chicago O'Hare Intl

Thu 1/29

5:15 am-11:50 am

1 stop5h 35m

Freeport Grand Bahama Intl

Sat 1/31

11:00 am-7:44 pm

1 stop9h 44m

$481

ChicagoFreeport

ORD - FPO

ORDFPO

Chicago O'Hare Intl

Fri 1/30

5:15 am-11:50 am

1 stop5h 35m

Freeport Grand Bahama Intl

Sat 1/31

11:00 am-7:44 pm

1 stop9h 44m

$481

ChicagoFreeport

MDW - FPO

MDWFPO

Chicago Midway

Wed 12/31

3:10 pm-12:25 pm

1 stop20h 15m

Freeport Grand Bahama Intl

Wed 1/7

10:45 am-10:17 pm

2 stops12h 32m

$485

ChicagoFreeport

ORD - FPO

ORDFPO

Chicago O'Hare Intl

Mon 2/16

5:00 am-1:02 pm

1 stop7h 02m

Freeport Grand Bahama Intl

Tue 2/24

12:52 pm-9:21 pm

1 stop9h 29m

$505

ChicagoFreeport

ORD - FPO

ORDFPO

Chicago O'Hare Intl

Fri 12/5

7:07 pm-11:40 am

1 stop15h 33m

Freeport Grand Bahama Intl

Fri 12/12

12:25 pm-10:57 pm

1 stop11h 32m

$505

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-11:54 pm

1 stop11h 02m

$505

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

Mon 12/8

5:58 pm-11:45 am

2 stops16h 47m

Freeport Grand Bahama Intl

Sat 12/13

2:54 pm-8:41 am

2 stops18h 47m

$682

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/15

Showing 1-10 of 12 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, January is the cheapest month in which you can book a flight from Illinois to Freeport, City of Freeport (average of $148). Flying from Illinois to Freeport, City of Freeport in April is currently the most expensive (average of $699). 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 7h 02m. 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, January is the cheapest month in which you can book a flight from Illinois to Freeport, City of Freeport (average of $148). Flying from Illinois to Freeport, City of Freeport in April is currently the most expensive (average of $699). 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

See prices for flight routes from nearby airports that may be better suited for you.
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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 November 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$586Average$764FlexibilityNo cancel feeOn-time71%

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