Which airports can I use when flying from Chicago to Freeport?

Flights from Chicago to Freeport may depart from several airports in Chicago area, including Chicago Midway (MDW), Chicago O'Hare Intl (ORD) and Chicago Greater Rockford (RFD). Flights usually arrive at Freeport Grand Bahama Intl (FPO).

What cabin classes can I book on flights from Chicago to Freeport?

Only Economy Class is available on flights from Chicago to Freeport.

Which airports do connecting flights from Chicago to Freeport pass through?

One-stop flights from Chicago to Freeport most commonly connect through: • Miami (MIA) - 57% of one-stop connections • Charlotte Douglas (CLT) - 34% of one-stop connections • Fort Lauderdale (FLL) - 9% of one-stop connections

Can I save money by using flexible dates for flights from Chicago to Freeport?

Yes. Flexible dates can save you up to 36% on flights from Chicago to Freeport. Tuesday is the cheapest departure day at $587 round-trip on average, while Friday is the most expensive at $915, a difference of $328. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

How long is a flight from Chicago to Freeport?

There are currently no nonstop flights available from Chicago to Freeport. Flights with 1 layover take between 5h 51m and 8h 31m in total, depending on the connection.

Do I need a passport to fly from Chicago to Freeport?

Yes, a valid passport is required for this international route. Many destinations require at least six months of validity beyond your travel dates. Check your passport expiry well before booking.

Have flight prices from Chicago to Freeport changed much recently?

Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $525 to $3,513. That means the highest observed fare was about 7x higher than the lowest one.

How are flight prices from Chicago to Freeport looking right now?

One-way fares from Chicago to Freeport are currently higher than usual. Average one-way flight prices are about $434, which is 23% above the typical average for this route.

How much time can I save by choosing a different layover airport from Chicago to Freeport?

Flying via Charlotte Douglas (CLT) gives the shortest average 1-stop total travel time at 5h 51m, compared with 6h 57m via Miami (MIA) and 8h 31m via Fort Lauderdale (FLL).

What is the time difference between Chicago and Freeport?

Freeport is 1 hour ahead of Chicago (Eastern Time vs Central Time). Plan for the time shift when scheduling connections or first-day activities.

How much should I expect to pay for a Chicago to Freeport flight?

Round-trip flights from Chicago to Freeport range from $641 to $768, with an average of $668 over the past 12 months. Anything below $641 counts as a good deal.

What is the cheapest Chicago to Freeport flight route?

There's little price difference between Chicago to Freeport routes. They average around $668 round-trip, based on KAYAK data over the past 12 months.

What's the cheapest day of the week to fly from Chicago to Freeport?

Based on deals KAYAK users found in the last 12 months, Tuesday is the cheapest day of the week to fly from Chicago to Freeport. It’s 13% cheaper than the average day, while Friday is the most expensive, with prices 36% higher.

Which airline is the cheapest to fly from Chicago to Freeport?

American Airlines ($769) offered the cheapest round-trip ticket from Chicago to Freeport in the last 5 days.

What’s the most popular layover airport when flying from Chicago to Freeport?

Miami (MIA) is the most popular layover for the Chicago to Freeport route. 57% of KAYAK users who booked 1-stop round-trips over the past 3 months connected via MIA.

What is the cheapest layover airport when flying from Chicago to Freeport?

Flights via Fort Lauderdale (FLL) offer the most affordable fares, with an average round-trip price of $490. Based on KAYAK data over the past 3 months.

When flying from Chicago to Freeport which airport offers the shortest layover?

Charlotte Douglas (CLT) had the shortest average connection time for Chicago to Freeport layovers at 3h 41m over the past 3 months.

Cheap Flights from Chicago to Freeport | KAYAK

Save 19% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Cheapest round-trip

$525

Typical prices: $641-$768

Multiple Airlines

Fri 11/23Fri 11/30

ORD - FPO • 1 stop

Cheapest one-way

$258

Typical prices: $276-$406

Multiple Airlines

Thu 11/1

ORD - FPO • 1 stop

When to travel

January

Cheapest • 19% price drop

February

Most popular

Good to know

Top layover airports

Fort Lauderdale (FLL)

Cheapest • Avg $490 (round-trip)

Charlotte Douglas (CLT)

Shortest trip • 5h 51m (one-way)

Insights

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We hope you love your trip to Freeport!

Flight Deals

Cheap Flights from Chicago to Freeport (CHI-FPO)

Discover the best prices for you by selecting your travel dates on KAYAK.

Round-trip

One-way

Last minute

Recent round-trip flight deals from Chicago to Freeport

Mon, Nov 23 - Mon, Nov 30

4:00 pm - 11:50 amORD Chicago O'Hare Intl-FPO Freeport Grand Bahama Intl

18h 50m1 stop Fort Lauderdale

1:10 pm - 9:48 amFPO Freeport Grand Bahama Intl-ORD Chicago O'Hare Intl

21h 38m1 stop Orlando

$525Multiple Airlines

Sun, Nov 8 - Wed, Nov 11

7:55 am - 11:50 amORD Chicago O'Hare Intl-FPO Freeport Grand Bahama Intl

26h 55m1 stop Fort Lauderdale

10:45 am - 9:00 amFPO Freeport Grand Bahama Intl-ORD Chicago O'Hare Intl

23h 15m2 stops Fort Lauderdale Atlanta Hartsfield-Jackson

$532Multiple Airlines

Sat, Feb 20 - Sat, Feb 27

8:25 am - 1:30 pmORD Chicago O'Hare Intl-FPO Freeport Grand Bahama Intl

28h 05m1 stop Fort Lauderdale

10:45 am - 4:14 pmFPO Freeport Grand Bahama Intl-ORD Chicago O'Hare Intl

6h 29m1 stop Fort Lauderdale

$541Multiple Airlines

Sun, Jan 10 - Sat, Jan 16

8:25 am - 1:30 pmORD Chicago O'Hare Intl-FPO Freeport Grand Bahama Intl

28h 05m1 stop Fort Lauderdale

10:45 am - 11:50 amFPO Freeport Grand Bahama Intl-ORD Chicago O'Hare Intl

26h 05m2 stops Fort Lauderdale Atlanta Hartsfield-Jackson

$544Multiple Airlines

Sun, Nov 8 - Wed, Nov 11

7:50 pm - 1:30 pmORD Chicago O'Hare Intl-FPO Freeport Grand Bahama Intl

16h 40m2 stops Atlanta Hartsfield-Jackson Fort Lauderdale

10:45 am - 9:00 amFPO Freeport Grand Bahama Intl-ORD Chicago O'Hare Intl

23h 15m2 stops Fort Lauderdale Atlanta Hartsfield-Jackson

$547Multiple Airlines

Sun, Jan 10 - Sat, Jan 16

8:25 am - 1:30 pmORD Chicago O'Hare Intl-FPO Freeport Grand Bahama Intl

28h 05m1 stop Fort Lauderdale

10:45 am - 4:14 pmFPO Freeport Grand Bahama Intl-ORD Chicago O'Hare Intl

6h 29m1 stop Fort Lauderdale

$552Multiple Airlines

Thu, Nov 5 - Sat, Nov 7

7:55 am - 7:05 pmORD Chicago O'Hare Intl-FPO Freeport Grand Bahama Intl

10h 10m2 stops Fort Lauderdale Nassau Intl

9:30 am - 3:37 pmFPO Freeport Grand Bahama Intl-ORD Chicago O'Hare Intl

7h 07m1 stop Fort Lauderdale

$567Multiple Airlines

Wed, Mar 24 - Wed, Mar 31

8:25 am - 1:30 pmORD Chicago O'Hare Intl-FPO Freeport Grand Bahama Intl

28h 05m1 stop Fort Lauderdale

10:45 am - 4:14 pmFPO Freeport Grand Bahama Intl-ORD Chicago O'Hare Intl

6h 29m1 stop Fort Lauderdale

$568Multiple Airlines

Tue, Dec 8 - Tue, Dec 15

6:00 am - 2:34 pmORD Chicago O'Hare Intl-FPO Freeport Grand Bahama Intl

7h 34m1 stop Miami

12:06 pm - 7:55 pmFPO Freeport Grand Bahama Intl-ORD Chicago O'Hare Intl

8h 49m1 stop Miami

$769American Airlines

Tue, Dec 8 - Tue, Dec 15

9:06 pm - 11:24 amORD Chicago O'Hare Intl-FPO Freeport Grand Bahama Intl

13h 18m2 stops Charlotte Douglas Miami

3:14 pm - 11:59 pmFPO Freeport Grand Bahama Intl-ORD Chicago O'Hare Intl

9h 45m2 stops Miami Charlotte Douglas

$773American Airlines

Booking Insights

Price, demand and travel trends for Chicago to Freeport flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

Prices

Airlines

Layovers

What is the cheapest Chicago to Freeport flight route? KAYAK tracks online flight deals over the last 12 months and analyzes pricing trends to identify the best available fares.: There's little price difference between Chicago to Freeport routes. They average around $668 round-trip, based on KAYAK data over the past 12 months.
What's the cheapest day of the week to fly from Chicago to Freeport?: Based on deals KAYAK users found in the last 12 months, Tuesday is the cheapest day of the week to fly from Chicago to Freeport. It’s 13% cheaper than the average day, while Friday is the most expensive, with prices 36% higher.

Find deals

Low season	September
High season	February
Cheapest flight	$258

One-way flight from Chicago O'Hare Intl Airport to Freeport

When to book flights from Chicago to Freeport

Are your dates flexible? Find out the best times to travel from Chicago to Freeport based on our flight data from the last year. Discover the cheapest month and even day to fly.

Estimated round-trip price

KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

What cabin classes can I book on flights from Chicago to Freeport?
Only Economy Class is available on flights from Chicago to Freeport.
How long is a flight from Chicago to Freeport?
There are currently no nonstop flights available from Chicago to Freeport. Flights with 1 layover take between 5h 51m and 8h 31m in total, depending on the connection.
Do I need a passport to fly from Chicago to Freeport?
Yes, a valid passport is required for this international route. Many destinations require at least six months of validity beyond your travel dates. Check your passport expiry well before booking.
How much should I expect to pay for a Chicago to Freeport flight?
Round-trip flights from Chicago to Freeport range from $641 to $768, with an average of $668 over the past 12 months. Anything below $641 counts as a good deal.
Have flight prices from Chicago to Freeport changed much recently?
Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $525 to $3,513. That means the highest observed fare was about 7x higher than the lowest one.
How are flight prices from Chicago to Freeport looking right now?
One-way fares from Chicago to Freeport are currently higher than usual. Average one-way flight prices are about $434, which is 23% above the typical average for this route.
Which airports can I use when flying from Chicago to Freeport?
Flights from Chicago to Freeport may depart from several airports in Chicago area, including Chicago Midway (MDW), Chicago O'Hare Intl (ORD) and Chicago Greater Rockford (RFD). Flights usually arrive at Freeport Grand Bahama Intl (FPO).
Which airports do connecting flights from Chicago to Freeport pass through?
One-stop flights from Chicago to Freeport most commonly connect through:

• Miami (MIA) - 57% of one-stop connections
• Charlotte Douglas (CLT) - 34% of one-stop connections
• Fort Lauderdale (FLL) - 9% of one-stop connections
Can I save money by using flexible dates for flights from Chicago to Freeport?
Yes. Flexible dates can save you up to 36% on flights from Chicago to Freeport. Tuesday is the cheapest departure day at $587 round-trip on average, while Friday is the most expensive at $915, a difference of $328.

KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.
How much time can I save by choosing a different layover airport from Chicago to Freeport?
Flying via Charlotte Douglas (CLT) gives the shortest average 1-stop total travel time at 5h 51m, compared with 6h 57m via Miami (MIA) and 8h 31m via Fort Lauderdale (FLL).
What is the time difference between Chicago and Freeport?
Freeport is 1 hour ahead of Chicago (Eastern Time vs Central Time). Plan for the time shift when scheduling connections or first-day activities.

If your dates are flexible, aim for a Tuesday departure and avoid flying on Friday. On this route, Tuesday flights average $587, about $328 less than Friday fares (36% savings) based on the last 12 months.
If you can choose when to travel, plan your Chicago to Freeport trip for January. Fares historically average $544 round-trip in that month - typically $314 less than the most expensive month, which is June (based on the last 12 months).

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CHI - FPO

$258 Find Cheap Flights from Chicago to Freeport - Compare and Save

Everything you should know

Cheap Flights from Chicago to Freeport (CHI-FPO)

Recent round-trip flight deals from Chicago to Freeport

Recent one-way flight deals from Chicago to Freeport

Recent last minute flight deals from Chicago to Freeport

Price, demand and travel trends for Chicago to Freeport flights

What is the cheapest Chicago to Freeport flight route?

What's the cheapest day of the week to fly from Chicago to Freeport?

Which airline is the cheapest to fly from Chicago to Freeport?

What’s the most popular layover airport when flying from Chicago to Freeport?

What is the cheapest layover airport when flying from Chicago to Freeport?

When flying from Chicago to Freeport which airport offers the shortest layover?

Key details for Chicago to Freeport flights

Low season

High season

Cheapest flight

When to book flights from Chicago to Freeport

Your Chicago to Freeport flight questions, answered

Your guide to booking Chicago to Freeport flights

More options for your flight from Chicago to Freeport

Complete your trip to Freeport with a hotel stay or car rental

Information on your arrival and departure airports

Cabin class types available on flights from Chicago to Freeport

Find direct flights to and from Chicago and Freeport

Flights from domestic origins to Freeport

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