Cheap Flights from Chicago to Freeport starting at S$ 296

We've found these cheap flights for you. You can book one-way or return flight tickets.

Round-trip
One way

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Cheapest time to fly from Chicago to Freeport

We monitor flight fares to help you find the best deals effortlessly

Cheapest flights

From price

Apr

30 6
6 13
13 20
20 27
May

27 4
4 11
11 18
18 25
Jun

25 1
1 8
8 15
15 22

Displayed prices are calculated based on the lowest average weekly prices of the corresponding route on Trip.com.

Frequently Asked Questions

When to buy flight tickets from Chicago (CHI) to Freeport (FPO) the cheapest?

Airlines adjust prices for flights from Chicago to Freeport based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the cheapest flight prices on Tuesdays, Wednesdays, and Saturdays.
How much is a flight from Chicago (CHI) to Freeport (FPO) cost?

According to Trip.com's data, the lowest price is around S$ 1,171.
What is the transportation method from the main airport to downtown in Freeport?
- The distance from Grand Bahama International Airport to downtown is about 5km, by taxi about 20 minutes.
How many airports in Freeport?

There are 1 airports near Freeport: Grand Bahama International Airport.

How to find a cheap flight from Chicago to Freeport

Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Chicago to Freeport. Book your flights at the right time and save more.

Choose your dates flexibly and get the best deals on flights from Chicago to Freeport.

Tap 'Date' on the flight search bar to browse the calendar for Chicago to Freeport airfare over the next 6 months in 2025. If you're looking to fly within the next 3 months, the cheapest date seems to be Wed, May 7, with one-way flights starting at S$ 296.

Compare cheap flight deals from hundreds of airlines for Chicago to Freeport flights.

Our extensive search lets you compare prices from over 500 airlines to find the cheapest flights from Chicago to Freeport. The cheapest flight at the moment is with Southwest Airlines.

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Book early or wait for last-minute deals.

It's always better to book early. Flight tickets are often at their lowest when first released, usually a year ahead of departure. Keep an eye out as soon as your desired flights open for booking. If you miss the early deals, you may still find lower prices closer to your travel date.

Search for flights on the go.

For the best flight booking experience on the go, download Trip.com and search for cheap flights from Chicago to Freeport to get your exclusive deals.

Find cheapest flight ticket from Chicago to Freeport

Cheapest one-way flight price	S$ 295
Off-season for travel	March
Peak season for travel	April
Flight distance	1,888.54km
Popular airline	American Airlines