Cheap Flights from Chicago to Freeport

Compare Chicago to Freeport flight deals

Find the cheapest month or even day of the year to fly to Freeport

Book the best Freeport fare with no extra fees

Flight deals from Chicago to Freeport

Looking for a cheap last-minute deal or the best return flight from Chicago to Freeport Airport? If you want to travel next month, return fares start from ج.م.‏ 26,943. Find the lowest prices on one-way and return tickets right here.

Find the cheapest month to fly from Chicago to Freeport

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago to Freeport flights are currently cheapest in August.

Chicago to Freeport: Alternative routes

Compare routes from Chicago to Freeport below. You may find an airport to fly into that's cheaper, faster, or easier than Freeport.

Chicago to Freeport: Flight information

The things to know before you go.
Cheapest flight foundج.م.‏ 10,091
Cheapest month to flyAugust

Finding cheap flights from Chicago to Freeport: Frequently asked questions

The best price we found for a return flight from Chicago to Freeport is ج.م.‏ 23,864. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
Currently, there are no airlines that fly direct from Chicago to Freeport. But we found flights with one stop from ج.م.‏ 23,864.
As of June 2026, there are no flights flying from Chicago to Freeport.
The cheapest month to fly from Chicago to Freeport is usually August.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Freeport Airport on Saturday, 15 August 2026.
No airlines currently offer direct flights between Chicago and Freeport Airport. Most routes have one or more stops.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Freeport but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Freeport is around 40 days in advance, so don’t leave your flight to the last minute.
The cheapest airline that flies to Freeport is Frontier Airlines .

Travelling from Chicago to Grand Bahama Freeport Airport (FPO): What you need to know

  • Freeport is one hour ahead of Chicago. Grand Bahama Freeport Airport is located in Freeport, which is in the UTC-5 timezone.

  • For hassle-free travel, arrive at the airport two hours ahead of international flights and one hour before domestic departures. This ensures you have enough time to board your flight from Chicago to FPO.

  • Going away during a peak time like July? Busy periods (like Christmas/New Year and spring break) can easily add another hour at check-in and security. Play things extra safe and arrive up to four hours before international flights and two hours before domestic departures.

Airports in Chicago

Chicago O'Hare International Airport (ORD)

  • We make it a piece of cake to find cheap flights from Chicago to FPO that include a stopover. To explore all your options departing from Chicago O'Hare International Airport (ORD), deselect 'Direct flights only.' Next, choose a flight offering a stop long enough to tour the city of your choice. Major stopovers between ORD and FPO include:

    • Charlotte Douglas International Airport (CLT)

    • Miami International Airport (MIA)

    • Fort Lauderdale-Hollywood International Airport (FLL)

  • Located around 27 kilometres from central Chicago, ORD can be reached in about 30 minutes by car (depending on traffic). The journey on public transport takes roughly 45 minutes.

  • In search of a convenient hotel near Chicago O'Hare International Airport? If you've booked an early flight from Chicago to Grand Bahama Freeport Airport, these stays will put you conveniently close to check-in:

  • 70% of flights leaving from Chicago O'Hare International Airport make it to their destination on time.

  • The address for ORD is 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • Split up your flight from Chicago to Grand Bahama Freeport Airport with a stop so you can recharge or tick a new place off your list. Some popular stopovers between Chicago Midway International Airport and FPO include:

    • Charlotte Douglas International Airport (CLT)

    • Miami International Airport (MIA)

    • Fort Lauderdale-Hollywood International Airport (FLL)

  • MDW is about 16 kilometres from central Chicago. It'll take 25 minutes or so to get to the airport in a car from the city centre. Public transport takes approximately 30 minutes.

  • Want to treat yourself to an extra night away before boarding your Chicago to FPO flight? Kick back in a hotel near Chicago Midway International Airport before your break officially starts. These stays are expecting you:

  • When it comes to keeping flights on track, Chicago Midway International Airport has an on-time arrival rate of 76%.

  • The street address for MDW is 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • RFD is roughly 145 kilometres from central Chicago. The drive from the city centre to the airport takes about 1 hour 40 minutes. If you're thinking about using public transport, you can expect a journey of around 2 hours.

  • Make catching an early Chicago to Grand Bahama Freeport Airport flight the easiest part of your trip. Book a room at one of these accommodation options close to Chicago Rockford International Airport and get to your check-in counter without rushing:

  • Airports have an on-time performance rating that monitors how often flights arrive without delays. At RFD, that rate is 71%.

  • You'll find Chicago Rockford International Airport at 2 Airport Cir.

About Grand Bahama Freeport Airport (FPO)

Getting from Grand Bahama Freeport Airport (FPO) to central Freeport

  • Grand Bahama Freeport Airport is around 11 kilometres from central Freeport. It takes around 15 minutes or so to get to the city by car.

  • Travelling on public transport takes roughly 25 minutes.

How to find the cheapest flights from Chicago to Grand Bahama Freeport Airport (FPO)

  • The lowest price we've found for a one-way ticket from Chicago to Grand Bahama Freeport Airport is ج.م.‏ 10,123. For a return flight on this route, the best price is ج.م.‏ 23,864. Depending on when you want to go and the availability, these fares could change.

  • To pick up cheap flights from Chicago to FPO, book ahead. Airlines tend to offer lower fares when tickets first go on sale.

  • If you're flexible with your travel plans, use the 'Whole month' tool. It'll show you the lowest price across every month when searching for your Chicago to Grand Bahama Freeport Airport ticket.

  • Finding a cheap plane ticket from Chicago to FPO is a piece of cake with Price Alerts. All you need to do is set up one of these automatic alerts and we'll let you know when a better deal is available.

  • Bag the best deal on a flight from Chicago to Grand Bahama Freeport Airport with the help of the filters. Pick your preferred departure and arrival times, airlines and number of stops. You can also sort your results by 'Fastest,' 'Best' or 'Cheapest.'

The best time to fly from Chicago to Grand Bahama Freeport Airport (FPO)

  • September is the quietest month for flights from Chicago to Grand Bahama Freeport Airport (FPO), while March is the most popular. Choose the ideal time to go to Freeport based on whether you prefer a bustling atmosphere or a more laid-back vibe.

  • The warmest month in Freeport is August, with temperatures ranging between 26ºC and 30ºC. Lock in your Chicago to FPO plane ticket then if that's your idea of comfortable weather.

  • If you want cooler conditions, search for a cheap ticket from Chicago to Grand Bahama Freeport Airport in January when temperatures are between 18ºC and 23ºC.

More about Freeport

  • When it comes to searching for somewhere to lay your head, you'll find the best stays in Freeport right here. Check out these options as soon as you've locked in your flight from Chicago to Grand Bahama Freeport Airport:

  • Your Freeport trip isn't complete without checking out the sights. Big-name attractions that belong on your itinerary include Grand Bahama Wall, Taino Beach and Xanadu Beach.

Explore more of the Bahamas

  • Freeport is easy to fall in love with, but there are so many other parts of the Bahamas you'll want to see. Around 209 kilometres southeast of Freeport, a visit to Nassau will keep you on the move. Start with leading attractions like Beautiful beach, Beach and Marine Habitat at Atlantis.

Prices shown on this page are estimated lowest prices only. Found in the last 12 days.