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Cheap flights from Chicago to Freeport from $425

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Freeport departing on 1/29. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
8:43 pm - 1:30 pm
ORD
-
FPO
15h 47m1 stop
Multiple Airlines Logo
10:45 am - 11:46 pm
FPO
-
ORD
14h 01m1 stop
$425Multiple Airlines
Thu, Jan 29 - Thu, Feb 5
Multiple Airlines Logo
5:15 am - 1:30 pm
ORD
-
FPO
7h 15m1 stop
Multiple Airlines Logo
10:45 am - 7:38 pm
FPO
-
ORD
9h 53m1 stop
$429Multiple Airlines
Mon, Jan 26 - Mon, Feb 2
Multiple Airlines Logo
5:15 am - 1:45 pm
ORD
-
FPO
7h 30m1 stop
Multiple Airlines Logo
10:45 am - 7:38 pm
FPO
-
ORD
9h 53m1 stop
$430Multiple Airlines
Sat, Jan 31 - Fri, Feb 6
Multiple Airlines Logo
5:15 am - 1:30 pm
ORD
-
FPO
7h 15m1 stop
Multiple Airlines Logo
10:45 am - 11:22 am
FPO
-
ORD
25h 37m1 stop
$437Multiple Airlines
Thu, Jan 29 - Sun, Feb 1
Multiple Airlines Logo
5:15 am - 1:30 pm
ORD
-
FPO
7h 15m1 stop
Multiple Airlines Logo
10:45 am - 7:11 pm
FPO
-
ORD
9h 26m1 stop
$453Multiple Airlines
Tue, Feb 24 - Wed, Mar 4
Multiple Airlines Logo
7:05 am - 1:45 pm
ORD
-
FPO
5h 40m1 stop
Multiple Airlines Logo
10:45 am - 10:51 am
FPO
-
ORD
25h 06m2 stops
$457Multiple Airlines
Sat, Feb 21 - Tue, Feb 24
Multiple Airlines Logo
8:43 pm - 1:30 pm
ORD
-
FPO
15h 47m1 stop
Multiple Airlines Logo
10:45 am - 2:17 pm
FPO
-
ORD
28h 32m2 stops
$464Multiple Airlines
Thu, Jan 29 - Sun, Feb 1
Multiple Airlines Logo
5:15 am - 1:30 pm
ORD
-
FPO
7h 15m1 stop
Multiple Airlines Logo
10:45 am - 2:17 pm
FPO
-
ORD
28h 32m2 stops
$465Multiple Airlines
Thu, Jan 29 - Thu, Feb 5
Multiple Airlines Logo
8:43 pm - 1:30 pm
ORD
-
FPO
15h 47m1 stop
Multiple Airlines Logo
10:45 am - 10:46 pm
FPO
-
ORD
13h 01m2 stops
$469Multiple Airlines
Mon, Jan 26 - Mon, Feb 2
Multiple Airlines Logo
5:15 am - 1:45 pm
ORD
-
FPO
7h 30m1 stop
Multiple Airlines Logo
10:45 am - 9:42 pm
FPO
-
ORD
11h 57m2 stops
$470Multiple Airlines
Sat, Jan 31 - Fri, Feb 6

American Airlines flights from Chicago to Freeport, City of Freeport

Our best American Airlines deals on Chicago to Freeport, City of Freeport flight tickets
American Airlines
Jan 31
ORD8:10 amChicago O'Hare Intl
6h 06m
1 stop
FPO3:16 pmFreeport Grand Bahama Intl
Feb 6
FPO3:56 pmFreeport Grand Bahama Intl
8h 12m
1 stop
ORD11:08 pmChicago O'Hare Intl
$535
Find similar
American Airlines
Jan 31
ORD5:05 amChicago O'Hare Intl
9h 11m
2 stops
FPO3:16 pmFreeport Grand Bahama Intl
Feb 6
FPO3:56 pmFreeport Grand Bahama Intl
16h 26m
2 stops
ORD7:22 amChicago O'Hare Intl
$540
Find similar
American Airlines
Feb 16
ORD7:11 amChicago O'Hare Intl
4h 51m
1 stop
FPO1:02 pmFreeport Grand Bahama Intl
Feb 27
FPO1:52 pmFreeport Grand Bahama Intl
11h 01m
1 stop
ORD11:53 pmChicago O'Hare Intl
$546
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago to Freeport, City of 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, momondo users made 832,500 searches. Data last updated December 18, 2025.
Use the filters below to find and compare flights from Chicago to Freeport, City of Freeport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoFreeport

ORD - FPO

ORDFPO

Chicago O'Hare Intl

Thu 1/29

8:43 pm-1:30 pm

1 stop15h 47m

Freeport Grand Bahama Intl

Thu 2/5

10:45 am-11:46 pm

1 stop14h 01m

$425

ChicagoFreeport

ORD - FPO

ORDFPO

Chicago O'Hare Intl

Mon 1/26

5:15 am-1:30 pm

1 stop7h 15m

Freeport Grand Bahama Intl

Mon 2/2

10:45 am-7:38 pm

1 stop9h 53m

$429

ChicagoFreeport

ORD - FPO

ORDFPO

Chicago O'Hare Intl

Sat 1/31

5:15 am-1:45 pm

1 stop7h 30m

Freeport Grand Bahama Intl

Fri 2/6

10:45 am-7:38 pm

1 stop9h 53m

$430

ChicagoFreeport

ORD - FPO

ORDFPO

Chicago O'Hare Intl

Thu 1/29

5:15 am-1:30 pm

1 stop7h 15m

Freeport Grand Bahama Intl

Sun 2/1

10:45 am-11:22 am

1 stop25h 37m

$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 2/21

7:05 am-1:45 pm

1 stop5h 40m

Freeport Grand Bahama Intl

Tue 2/24

10:45 am-10:51 am

2 stops25h 06m

$457

ChicagoFreeport

ORD - FPO

ORDFPO

Chicago O'Hare Intl

Thu 1/29

8:43 pm-1:30 pm

1 stop15h 47m

Freeport Grand Bahama Intl

Sun 2/1

10:45 am-2:17 pm

2 stops28h 32m

$464

ChicagoFreeport

ORD - FPO

ORDFPO

Chicago O'Hare Intl

Thu 1/29

5:15 am-1:30 pm

1 stop7h 15m

Freeport Grand Bahama Intl

Thu 2/5

10:45 am-2:17 pm

2 stops28h 32m

$465

ChicagoFreeport

ORD - FPO

ORDFPO

Chicago O'Hare Intl

Mon 1/26

8:43 pm-1:30 pm

1 stop15h 47m

Freeport Grand Bahama Intl

Mon 2/2

10:45 am-10:46 pm

2 stops13h 01m

$469

ChicagoFreeport

ORD - FPO

ORDFPO

Chicago O'Hare Intl

Sat 1/31

5:15 am-1:45 pm

1 stop7h 30m

Freeport Grand Bahama Intl

Fri 2/6

10:45 am-9:42 pm

2 stops11h 57m

$470

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

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How to get the cheapest flight ticket from Chicago to Freeport, City of Freeport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Chicago and Freeport, City of Freeport?

What is the cheapest day to depart on your flight to Freeport, City of Freeport?

Our data shows that Thursday is the least expensive day to fly to Freeport, City of Freeport. Tickets to fly out on this day can be as low as $389. The most expensive day to fly to Freeport, City of Freeport is Sunday, with ticket prices averaging around $906.

When to book flights from Chicago to Freeport, City of Freeport

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Freeport, City of Freeport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago to Freeport, City of Freeport (CHI to FPO) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Freeport, City of Freeport

Fastest flight time

4h 51m

Direct flights

None
The fastest flight from Chicago to Freeport, City of Freeport takes 4h 51m
There are no direct flights from Chicago to Freeport, City of Freeport. There are no popular flight routes from Chicago to Freeport, City of Freeport.
Search flight deals

  • How far is Chicago to Freeport Grand Bahama Intl by plane?

    Freeport Grand Bahama Intl is 1176.1 mi away from Chicago. Flights usually cover this in 4h 51m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from Chicago to Freeport Grand Bahama Intl Airport?

    Prices for flights from Chicago to Freeport Grand Bahama Intl Airport refresh daily.

  • How many operators does momondo search for flights from Chicago to Freeport Grand Bahama Intl Airport?

  • How old do you have to be to fly from Chicago to Freeport Grand Bahama Intl Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Freeport Grand Bahama Intl Airport.

  • What documentation or ID do you need to fly to Freeport Grand Bahama Intl Airport?

    The required travel and health documents for your Freeport Grand Bahama Intl Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Freeport Grand Bahama Intl Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular airline from Chicago to Freeport, City of Freeport?

Best airlines flying from Chicago to Freeport, City of Freeport

Compare and see reviews for airlines that fly from Chicago to Freeport, City of Freeport with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $586Free CancellationRating
7.2
11,054 reviews
Search American Airlines flights

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Finding the right flight to Freeport from Chicago is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Freeport quick and easy, saving you time and money.

Can I find flights from Chicago to Freeport with flexible booking policies on momondo?

momondo does allow users to show only those flights to Freeport from Chicago which offer a flexible booking policy as well as other useful filters and features.

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momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Chicago to Freeport.

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