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428 € 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

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Flight deals from Chicago to Freeport

Looking for a cheap last-minute deal or the best return flight from Chicago to Freeport? Find the lowest prices on one-way and return tickets right here.
Freeport.428 € per passenger.Departing Mon, 3 Nov, returning Fri, 7 Nov.Return flight with Spirit Airlines and Bahamasair.Outbound indirect flight with Spirit Airlines, departs from Chicago O'Hare International on Mon, 3 Nov, arriving in Freeport.Inbound indirect flight with Bahamasair, departs from Freeport on Fri, 7 Nov, arriving in Chicago O'Hare International.Price includes taxes and charges.From 428 €, select.
Freeport.441 € per passenger.Departing Fri, 3 Oct, returning Wed, 8 Oct.Return flight with Spirit Airlines and Bahamasair.Outbound indirect flight with Spirit Airlines, departs from Chicago O'Hare International on Fri, 3 Oct, arriving in Freeport.Inbound indirect flight with Bahamasair, departs from Freeport on Wed, 8 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From 441 €, select.
Freeport.1.131 € per passenger.Departing Sat, 27 Dec, returning Sat, 3 Jan.Return flight with Spirit Airlines and Bahamasair.Outbound indirect flight with Spirit Airlines, departs from Chicago O'Hare International on Sat, 27 Dec, arriving in Freeport.Inbound indirect flight with Bahamasair, departs from Freeport on Sat, 3 Jan, arriving in Chicago O'Hare International.Price includes taxes and charges.From 1.131 €, select.

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 November.
Aug
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Sep
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Oct
from 441 €
Nov
from 428 €
Dec
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Jan
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Feb
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Mar
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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 found428 €
Cheapest month to flyNovember

Finding cheap flights from Chicago to Freeport: Frequently asked questions

The best price we found for a return flight from Chicago to Freeport is 428 €. 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 428 €.
As of August 2025, there are no flights flying from Chicago to Freeport.
The cheapest month to fly from Chicago to Freeport is usually November.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Freeport Airport on Monday, 3 November 2025.
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 Spirit Airlines .

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

  • There are two main airports you can start your trip from in Chicago. Explore your options departing from O'Hare International Airport (ORD) or Chicago Midway International Airport (MDW) when booking your flight from Chicago to Grand Bahama International Airport (FPO).

  • The timezone in Freeport is UTC-4, which is one hour ahead of Chicago. Grand Bahama International Airport is located in Freeport.

  • Arriving two hours before an international flight and one hour ahead of a domestic departure are travel rules to live by. Make sure you're at the airport on time to board your flight from Chicago to FPO.

  • If you're travelling during a bank holiday or other peak period, give yourself extra time. Arrive two hours ahead of domestic flights and up to four hours before international departures. Check-in and security lines will be longer.

Airports in Chicago

O'Hare International Airport (ORD)

  • We make it a piece of cake to find cheap flights from Chicago to FPO with a stopover. To explore all the options departing from O'Hare International Airport (ORD), deselect 'Direct flights only.' Then, pick a flight with a stop long enough to tour your chosen city. Some popular stopovers between ORD and FPO include:

    • Charlotte Douglas International Airport (CLT)

    • Miami International Airport (MIA)

    • Fort Lauderdale-Hollywood International Airport (FLL)

  • Located around 40 kilometres from central Chicago, ORD can be reached in about 35 minutes by car (depending on traffic). The journey by public transport will take roughly 55 minutes.

  • Want a stress-free start to your journey? Stay near O'Hare International Airport. Whether you're catching an early flight from Chicago to Grand Bahama International Airport or prefer not to rush, these hotels are just the thing:

  • When it comes to O'Hare International Airport's on-time performance, data shows 74.85% of flights meet their scheduled arrival time.

  • ORD's address is 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • Check a new destination off your list or just take a moment to reset with a stopover. If you'd like to split up your flight from Chicago to Grand Bahama International Airport, check out these options when heading out from Chicago Midway International Airport:

    • Charlotte Douglas International Airport (CLT)

    • Miami International Airport (MIA)

    • Fort Lauderdale-Hollywood International Airport (FLL)

  • Using public transport, you can travel from central Chicago to MDW in around 45 minutes. The terminal is roughly 19 kilometres away, and making the trip by car takes approximately 20 minutes.

  • Taking off bright and early? You might like to check in to one of these accommodation options near Chicago Midway International Airport the day before your Chicago to FPO flight:

  • Chicago Midway International Airport has an on-time performance of 77.88%. This figure sheds light on how frequently flights that leave from this airport land on schedule.

  • You'll find MDW at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • From the centre of Chicago, RFD is around 137 kilometres away. It'll take you roughly 1 hour 25 minutes to reach the airport by car and 4 hours 15 minutes or so on public transport.

  • Set yourself up for a smooth departure — stay close to Chicago Rockford International Airport and know you'll be at your gate with time to spare. Check in to one of these hotels the day before if you're catching an early Chicago to Grand Bahama International Airport flight:

  • Airports have an on-time performance rating that measures how often flights arrive at their destinations as expected. At RFD, that rate is 76.19%.

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

About Grand Bahama International Airport (FPO)

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

  • Right now, 177 € is the best price we've found for a one-way ticket from Chicago to Grand Bahama International Airport. The cheapest price for a return flight is 428 €. Remember fares can change due to demand at the time of booking.

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

  • If you have some flexibility with your travel dates, use the 'Whole month' search tool. It'll give you the cheapest price across every month when searching for your Chicago to Grand Bahama International Airport ticket.

  • Snapping up a cheap plane ticket from Chicago to FPO couldn't be easier with Price Alerts. Simply create one of these automatic alerts and we'll let you know when prices go down.

  • Filters make it easier to track down a bargain for your flight from Chicago to Grand Bahama International Airport. Pick the airlines, flight times and stops that make sense for you. Then sort the results by 'Cheapest' to find the lowest price right away.

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

  • Think about the kind of holiday you want when deciding your trip dates. February is the quietest month to go to Freeport. August is when most people book flights from Chicago to Grand Bahama International Airport (FPO), which may be ideal if you'd rather travel when it's busy.

  • The warmest month in Freeport is August, with temperatures ranging between 26ºC (79ºF) and 30ºC (86ºF). Book your Chicago to FPO plane ticket then if this is the type of weather you enjoy.

  • January has temperatures of between 18ºC (64ºF) and 23ºC (73ºF). Look for cheap tickets from Chicago to Grand Bahama International Airport around that time if you like travelling in cooler conditions.

More about Freeport

  • When it comes to looking for somewhere to rest your head, you'll find the most popular stays in Freeport right here. Browse these hotels as soon as you've locked in your flight from Chicago to Grand Bahama International Airport:

  • Shark Alley and Grand Bahama Wall are just two of the major attractions to add to your Freeport travel itinerary. Keep the adventure rolling by checking out Taino Beach.

Explore more of the Bahamas

  • You've visited Freeport, now it's time to explore more of the Bahamas. Journey about 209 kilometres south-east to Nassau to check off its must-visit sights. From Beautiful beach to Aqua Shores - Luxury Powerboat Tours Bahamas and Marine Habitat at Atlantis, there's plenty to keep you on the go.

  • Another major destination in the Bahamas, Marsh Harbour is about 161 kilometres east of Freeport. Make time for highlights including B.A.I.C. Park.

Plan the rest of your trip from Chicago to Freeport

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.