CHI - FPO

$242 Find Cheap Flights from Chicago to Freeport - Compare and Save

1 adult
1 adult, Economy, 0 bags

Save 21% 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.

Everything you should know

Cheapest round-trip
$476
Typical prices: $638-$822
Multiple Airlines
Sat 10/13Sat 10/20
ORD - FPO • 1 stop
Cheapest one-way
$242
Typical prices: $276-$406
Multiple Airlines
Thu 9/20
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
January
Cheapest • 20% price drop
February
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Fort Lauderdale (FLL)
Cheapest • Avg $510 (round-trip)
Charlotte Douglas (CLT)
Shortest trip • 5h 48m (one-way)
Insights
Insights
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Freeport!
Flight Deals
Booking Insights
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

Thu, Nov 12 - Fri, Nov 20
Multiple Airlines Logo
8:00 am - 1:30 pmORD  Chicago O'Hare Intl-FPO Freeport Grand Bahama Intl
28h 30m1 stop Fort Lauderdale
Multiple Airlines Logo
10:45 am - 12:16 amFPO  Freeport Grand Bahama Intl-ORD Chicago O'Hare Intl
14h 31m1 stop Fort Lauderdale
$468Multiple Airlines
Sat, Nov 14 - Fri, Nov 20
Multiple Airlines Logo
8:00 am - 1:30 pmORD  Chicago O'Hare Intl-FPO Freeport Grand Bahama Intl
28h 30m1 stop Fort Lauderdale
Multiple Airlines Logo
10:45 am - 12:16 amFPO  Freeport Grand Bahama Intl-ORD Chicago O'Hare Intl
14h 31m1 stop Fort Lauderdale
$470Multiple Airlines
Mon, Nov 9 - Fri, Nov 20
Multiple Airlines Logo
8:00 am - 1:30 pmORD  Chicago O'Hare Intl-FPO Freeport Grand Bahama Intl
28h 30m1 stop Fort Lauderdale
Multiple Airlines Logo
10:45 am - 12:16 amFPO  Freeport Grand Bahama Intl-ORD Chicago O'Hare Intl
14h 31m1 stop Fort Lauderdale
$470Multiple Airlines
Tue, Oct 13 - Tue, Oct 20
Multiple Airlines Logo
8:04 am - 1:30 pmORD  Chicago O'Hare Intl-FPO Freeport Grand Bahama Intl
28h 26m1 stop Fort Lauderdale
Multiple Airlines Logo
10:45 am - 11:32 amFPO  Freeport Grand Bahama Intl-ORD Chicago O'Hare Intl
25h 47m2 stops Fort Lauderdale Atlanta Hartsfield-Jackson
$476Multiple Airlines
Sat, Sep 19 - Thu, Sep 24
Multiple Airlines Logo
7:11 am - 11:50 amORD  Chicago O'Hare Intl-FPO Freeport Grand Bahama Intl
27h 39m1 stop Fort Lauderdale
Multiple Airlines Logo
10:45 am - 2:45 pmFPO  Freeport Grand Bahama Intl-ORD Chicago O'Hare Intl
29h 00m1 stop Fort Lauderdale
$485Multiple Airlines
Thu, Nov 12 - Tue, Nov 17
Multiple Airlines Logo
8:00 am - 1:30 pmORD  Chicago O'Hare Intl-FPO Freeport Grand Bahama Intl
28h 30m1 stop Fort Lauderdale
Multiple Airlines Logo
10:45 am - 12:51 pmFPO  Freeport Grand Bahama Intl-ORD Chicago O'Hare Intl
27h 06m2 stops Fort Lauderdale Atlanta Hartsfield-Jackson
$491Multiple Airlines
Tue, Nov 10 - Fri, Nov 20
Multiple Airlines Logo
7:15 am - 1:30 pmORD  Chicago O'Hare Intl-FPO Freeport Grand Bahama Intl
29h 15m2 stops Atlanta Hartsfield-Jackson Fort Lauderdale
Multiple Airlines Logo
10:45 am - 12:16 amFPO  Freeport Grand Bahama Intl-ORD Chicago O'Hare Intl
14h 31m1 stop Fort Lauderdale
$492Multiple Airlines
Mon, Nov 9 - Mon, Nov 16
Multiple Airlines Logo
8:00 am - 1:30 pmORD  Chicago O'Hare Intl-FPO Freeport Grand Bahama Intl
28h 30m1 stop Fort Lauderdale
Multiple Airlines Logo
10:45 am - 12:51 pmFPO  Freeport Grand Bahama Intl-ORD Chicago O'Hare Intl
27h 06m2 stops Fort Lauderdale Atlanta Hartsfield-Jackson
$493Multiple Airlines
Sat, Oct 17 - Fri, Oct 23
American Airlines Logo
5:29 pm - 11:07 amORD  Chicago O'Hare Intl-FPO Freeport Grand Bahama Intl
16h 38m1 stop Miami
American Airlines Logo
11:47 am - 11:33 pmFPO  Freeport Grand Bahama Intl-ORD Chicago O'Hare Intl
12h 46m1 stop Miami
$728American Airlines
Mon, Oct 19 - Thu, Oct 22
American Airlines Logo
5:05 am - 11:07 amORD  Chicago O'Hare Intl-FPO Freeport Grand Bahama Intl
5h 02m1 stop Miami
American Airlines Logo
11:47 am - 7:55 pmFPO  Freeport Grand Bahama Intl-ORD Chicago O'Hare Intl
9h 08m1 stop Miami
$728American 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 from Chicago to Freeport 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 $681 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?

Tuesday is the cheapest day of the week to fly from Chicago to Freeport, it is 14% cheaper than the average day. Saturday is the most expensive day with flight prices 20% higher than average. Based on deals found by KAYAK users in the last 12 months.

What is the cheapest month to fly from Chicago to Freeport?

  • January is the cheapest month to fly from Chicago to Freeport at $544 round-trip.
  • June ($858) and March ($822) are the most expensive months.
  • The price difference between flying in the cheapest and most expensive months is 57% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

Find deals

Key details for Chicago to Freeport flights

Low season

May

Cheapest flight

$242
Best time to beat the crowds but there is an average 2% increase in price.
Most popular time to fly and prices are also 1% lower on average.
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 route details based on KAYAK data, including flight times, airports, airlines and booking questions.

  • 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?

    Two cabin classes are available on flights from Chicago to Freeport:

    • Economy Class
    • First Class

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

    One-stop flights from Chicago to Freeport most commonly connect through:

    • Miami (MIA) - 50% of one-stop connections
    • Charlotte Douglas (CLT) - 27% of one-stop connections
    • Fort Lauderdale (FLL) - 23% of one-stop connections

    Miami (MIA) handles the largest share of one-stop connections on this route.

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

    Yes. Being flexible with your travel dates can save you up to 29% on the Chicago to Freeport route. Tuesday is the cheapest departure day at $587 round-trip on average, while Saturday is the most expensive at $822, a difference of $235. 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?

    A nonstop flight from Chicago to Freeport takes 0h 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.

  • 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 $3,333. 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 lower than usual. Average one-way flight prices are about $332, which is 6% below 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 48m, compared with 6h 52m via Miami (MIA) and 7h 56m 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 $638 to $822, with an average of $681 over the past 12 months. Anything below $638 counts as a good deal.

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 can be flexible, aim for a Tuesday departure instead of Saturday. On this route, Tuesday flights average $587 - about $235 less than Saturday (29% 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).

Everything you need to know for your flight from Chicago to Freeport

Information on your arrival and departure airports

Freeport (FPO)