CHI - FPO

$214 Find Cheap Flights from Chicago to Freeport - Compare and Save

1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$468
Typical prices: $657-$806
Multiple Airlines
Wed 2/28Tue 3/6
ORD - FPO • 1 stop
Cheapest one-way
$214
Typical prices: $274-$276
Multiple Airlines
Fri 12/7
ORD - FPO • 1 stop
Nonstop flights
Not available
There are currently no direct flights between Chicago and Freeport. You'll need to take a connecting flight to reach the destination.
Insights
Insights
When to travel
February
Cheapest • 19% price drop
February
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Fort Lauderdale (FLL)
Cheapest • Avg $443 (round-trip)
Charlotte Douglas (CLT)
Shortest trip • 5h 53m (one-way)
Insights
Insights
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Flight Deals

Cheap Flights from Chicago to Freeport (CHI-FPO)

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

Recent round-trip flight deals from Chicago to Freeport

Sun, Feb 28 - Sat, Mar 6
Multiple Airlines Logo
8:25 am - 1:30 pmORD  Chicago O'Hare Intl-FPO Freeport Grand Bahama Intl
28h 05m1 stop Fort Lauderdale
Multiple Airlines Logo
10:45 am - 10:19 pmFPO  Freeport Grand Bahama Intl-ORD Chicago O'Hare Intl
12h 34m1 stop Fort Lauderdale
$468Multiple Airlines
Sat, Feb 27 - Sat, Mar 6
Multiple Airlines Logo
4:08 pm - 1:30 pmORD  Chicago O'Hare Intl-FPO Freeport Grand Bahama Intl
44h 22m2 stops Houston George Bush Intcntl Fort Lauderdale
Multiple Airlines Logo
10:45 am - 10:19 pmFPO  Freeport Grand Bahama Intl-ORD Chicago O'Hare Intl
12h 34m1 stop Fort Lauderdale
$498Multiple Airlines
Sun, Feb 28 - Sat, Mar 6
Multiple Airlines Logo
8:25 am - 7:15 amORD  Chicago O'Hare Intl-FPO Freeport Grand Bahama Intl
21h 50m2 stops Fort Lauderdale Nassau Intl
Multiple Airlines Logo
10:45 am - 10:19 pmFPO  Freeport Grand Bahama Intl-ORD Chicago O'Hare Intl
12h 34m1 stop Fort Lauderdale
$541Multiple Airlines
Sat, Feb 27 - Sat, Mar 6
Multiple Airlines Logo
8:25 am - 1:30 pmORD  Chicago O'Hare Intl-FPO Freeport Grand Bahama Intl
28h 05m1 stop Fort Lauderdale
Multiple Airlines Logo
10:45 am - 10:19 pmFPO  Freeport Grand Bahama Intl-ORD Chicago O'Hare Intl
12h 34m1 stop Fort Lauderdale
$550Multiple Airlines
Sat, Mar 13 - Thu, Mar 18
Multiple Airlines Logo
2:30 pm - 12:30 pmORD  Chicago O'Hare Intl-FPO Freeport Grand Bahama Intl
21h 00m1 stop Fort Lauderdale
Multiple Airlines Logo
10:45 am - 4:14 pmFPO  Freeport Grand Bahama Intl-ORD Chicago O'Hare Intl
6h 29m1 stop Fort Lauderdale
$556Multiple Airlines
Fri, Jan 8 - Sun, Jan 10
Multiple Airlines Logo
7:10 am - 11:50 amORD  Chicago O'Hare Intl-FPO Freeport Grand Bahama Intl
27h 40m1 stop Fort Lauderdale
Multiple Airlines Logo
10:45 am - 11:32 pmFPO  Freeport Grand Bahama Intl-ORD Chicago O'Hare Intl
13h 47m2 stops Fort Lauderdale Houston George Bush Intcntl
$566Multiple Airlines
Fri, Jan 8 - Sun, Jan 10
Multiple Airlines Logo
7:10 am - 11:50 amORD  Chicago O'Hare Intl-FPO Freeport Grand Bahama Intl
27h 40m1 stop Fort Lauderdale
Multiple Airlines Logo
9:30 am - 3:03 pmFPO  Freeport Grand Bahama Intl-ORD Chicago O'Hare Intl
6h 33m1 stop Fort Lauderdale
$594Multiple Airlines
Mon, Dec 28 - Wed, Jan 6
Multiple Airlines Logo
5:57 pm - 11:50 amORD  Chicago O'Hare Intl-FPO Freeport Grand Bahama Intl
40h 53m2 stops Houston George Bush Intcntl Fort Lauderdale
Multiple Airlines Logo
10:45 am - 3:03 pmFPO  Freeport Grand Bahama Intl-ORD Chicago O'Hare Intl
29h 18m1 stop Fort Lauderdale
$603Multiple Airlines
Wed, Apr 7 - Wed, Apr 14
American Airlines Logo
5:00 am - 12:01 pmORD  Chicago O'Hare Intl-FPO Freeport Grand Bahama Intl
6h 01m1 stop Miami
American Airlines Logo
12:41 pm - 12:27 amFPO  Freeport Grand Bahama Intl-ORD Chicago O'Hare Intl
12h 46m1 stop Miami
$814American Airlines
Wed, Apr 7 - Wed, Apr 14
American Airlines Logo
5:00 am - 12:01 pmORD  Chicago O'Hare Intl-FPO Freeport Grand Bahama Intl
6h 01m1 stop Miami
American Airlines Logo
12:41 pm - 9:04 pmFPO  Freeport Grand Bahama Intl-ORD Chicago O'Hare Intl
9h 23m2 stops Miami New York LaGuardia
$818American 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.

What is the cheapest Chicago to Freeport flight route?

There's little price difference between Chicago to Freeport routes. They average around $678 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 26% cheaper than the average day, while Friday is the most expensive, with prices 39% higher.

Find deals

Key details for Chicago to Freeport flights

Low season

September

Cheapest flight

$214
Beat the crowds with an average 80% drop in travelers.
The most popular month to fly with an average 91% increase in travelers.
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

Your Chicago to Freeport flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • 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?

    A nonstop flight from Chicago to Freeport takes 00m, covering 1,172 miles.

  • 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 $657 to $806, with an average of $678 over the past 12 months. Anything below $657 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 $468 to $3,606. That means the highest observed fare was about 8x 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 in line with typical prices for this route. Average one-way fares are about $283.

  • 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) - 52% of one-stop connections
    • Charlotte Douglas (CLT) - 32% of one-stop connections
    • Fort Lauderdale (FLL) - 16% 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 47% on flights from Chicago to Freeport. Tuesday is the cheapest departure day at $505 round-trip on average, while Friday is the most expensive at $947, a difference of $442.

    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 53m, compared with 6h 54m via Miami (MIA) and 13h 07m 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.

Your guide to booking Chicago to Freeport flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates are flexible, aim for a Tuesday departure and avoid flying on Friday. On this route, Tuesday flights average $505, about $442 less than Friday fares (47% savings) based on the last 12 months.
  • If you can choose when to travel, plan your Chicago to Freeport trip for February. Fares historically average $546 round-trip in that month - typically $312 less than the most expensive month, which is June (based on the last 12 months).

More options for your flight from Chicago to Freeport

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