ORD - FPO

$517 Find Cheap Flights from Chicago O'Hare Airport to Freeport

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from O'Hare Intl to Freeport departing on 8/15. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Freeport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Freeport, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Freeport, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$517
Multiple Airlines
Sat 8/15Sat 8/22
ORD - FPO • 1 stop
Nonstop flights
Not available
There are currently no direct flights between O'Hare Intl and Freeport. You'll need at least 1 connection.
Insights
Insights
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Insights
Top layover airports
Miami (MIA)
Cheapest • Avg $696 (round-trip)
Charlotte (CLT)
Shortest trip • 5h 09m (one-way)
Insights
Insights
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We hope you love your trip to Freeport!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from O'Hare Intl to Freeport (ORD-FPO)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from O'Hare Intl to Freeport that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from O'Hare Intl to Freeport

Sat, Aug 15 - Sat, Aug 22
Multiple Airlines Logo
8:05 am - 1:45 pm
ORD
-
FPO
28h 40m
1 stop
Multiple Airlines Logo
11:00 am - 8:03 am
FPO
-
ORD
46h 03m
2 stops
$517Multiple Airlines
Thu, Jul 9 - Tue, Jul 14
Multiple Airlines Logo
9:28 am - 1:45 pm
ORD
-
FPO
27h 17m
2 stops
Multiple Airlines Logo
10:45 am - 12:25 pm
FPO
-
ORD
26h 40m
1 stop
$519Multiple Airlines
Thu, Jul 9 - Tue, Jul 14
Multiple Airlines Logo
8:05 am - 1:45 pm
ORD
-
FPO
28h 40m
1 stop
Multiple Airlines Logo
10:45 am - 12:25 pm
FPO
-
ORD
26h 40m
1 stop
$578Multiple Airlines
Sat, Aug 15 - Sat, Aug 22
Multiple Airlines Logo
8:05 am - 1:45 pm
ORD
-
FPO
28h 40m
1 stop
Multiple Airlines Logo
11:00 am - 12:25 pm
FPO
-
ORD
26h 25m
1 stop
$589Multiple Airlines
Tue, Jun 2 - Sun, Jun 7
Multiple Airlines Logo
1:29 pm - 1:30 pm
ORD
-
FPO
23h 01m
2 stops
Multiple Airlines Logo
11:00 am - 12:24 pm
FPO
-
ORD
26h 24m
1 stop
$605Multiple Airlines
Mon, Jun 1 - Sun, Jun 7
Multiple Airlines Logo
6:55 am - 1:30 pm
ORD
-
FPO
29h 35m
2 stops
Multiple Airlines Logo
11:00 am - 12:24 pm
FPO
-
ORD
26h 24m
1 stop
$609Multiple Airlines
Tue, Jun 2 - Tue, Jun 9
Multiple Airlines Logo
1:29 pm - 1:30 pm
ORD
-
FPO
23h 01m
2 stops
Multiple Airlines Logo
10:45 am - 12:24 pm
FPO
-
ORD
26h 39m
1 stop
$626Multiple Airlines
Mon, Jun 1 - Tue, Jun 9
Multiple Airlines Logo
6:55 am - 1:30 pm
ORD
-
FPO
29h 35m
2 stops
Multiple Airlines Logo
10:45 am - 12:24 pm
FPO
-
ORD
26h 39m
1 stop
$630Multiple Airlines
Thu, Jun 4 - Tue, Jun 9
Multiple Airlines Logo
1:29 pm - 1:30 pm
ORD
-
FPO
23h 01m
2 stops
Multiple Airlines Logo
10:45 am - 12:24 pm
FPO
-
ORD
26h 39m
1 stop
$644Multiple Airlines
Tue, Jun 9 - Tue, Jun 16
Multiple Airlines Logo
7:52 am - 11:50 am
ORD
-
FPO
26h 58m
1 stop
Multiple Airlines Logo
10:45 am - 8:03 am
FPO
-
ORD
22h 18m
2 stops
$647Multiple Airlines
Booking Insights

KAYAK's insights & trends for O'Hare Intl to Freeport flights

Get data-powered insights and trends into flights from O'Hare Intl to Freeport to help you find the cheapest flights, the best time to fly and much more.

What is the most popular layover airport when flying from Chicago O'Hare Airport to Freeport?

Percentage of 1-stop round-trip flights from Chicago O'Hare Airport to Freeport chosen by KAYAK users via each layover airport in the last 12 months (only includes trips with the same layover airport on both legs).

Miami (MIA) is the top choice – 56% of KAYAK users who clicked on 1-stop flights from Chicago O'Hare Airport to Freeport picked an itinerary connecting there.

What is the cheapest layover airport when flying from Chicago O'Hare Airport to Freeport?

Average round-trip price for 1-stop flights from Chicago O'Hare Airport to Freeport clicked by KAYAK users in the last 12 months (only includes trips with the same layover airport on both legs).

Flights via Miami (MIA) offer the most affordable fares, with an average round-trip price of $696.

Which layover airport offers the shortest total travel time from Chicago O'Hare Airport to Freeport?

Shortest average total travel time for 1-stop one-way flights from Chicago O'Hare Airport to Freeport via different layover airports, based on KAYAK user data from the last 12 months.

Consider flying via Charlotte (CLT) for the shortest journey. The average one-way travel time for flights connecting there is 5h 09m.

Which layover airport has the quickest connection when flying from Chicago O'Hare Airport to Freeport?

Average layover duration at different layover airports for 1-stop one-way flights from Chicago O'Hare Airport to Freeport, based on KAYAK user data from the last 12 months.

If you prefer a quick connection, Charlotte (CLT) often has the shortest layovers from Chicago O'Hare Airport to Freeport, with an average of 1h 28m.

Find deals

Good to know

Cheapest flight$517
Flight from Chicago O'Hare Airport to Freeport

When to book flights from O'Hare Intl to Freeport

Are your dates flexible? Find out the best times to travel from O'Hare Intl to Freeport based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago O'Hare Airport to Freeport flights

  • What is the cheapest flight from Chicago O'Hare Intl Airport to Freeport?

    In the last 3 days, the lowest price for a flight from Chicago O'Hare Intl Airport to Freeport was $517 for a round-trip ticket.

  • Do I need a passport to fly between Chicago O'Hare Airport and Freeport?

    Yes, you’ll need a passport to travel to Freeport from Chicago O'Hare Airport.

  • Which aircraft models fly most regularly from Chicago O'Hare Airport to Freeport?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Chicago O'Hare Airport to Freeport?

    oneworld is the only airline alliance operating flights between Chicago O'Hare Airport and Freeport.

  • How does KAYAK find such low prices on flights from Chicago O'Hare Airport to Freeport?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago O'Hare Airport to Freeport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago O'Hare Airport to Freeport?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Freeport from Chicago O'Hare Airport is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago O'Hare Airport to Freeport?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Freeport with an airline and back to Chicago O'Hare Airport with another airline. Booking your flights between Chicago O'Hare Airport and FPO can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago O'Hare Airport to Freeport?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Freeport from Chicago O'Hare Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from O'Hare Intl to Freeport

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Freeport. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from O'Hare Intl to Freeport? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.1
American AirlinesOverall score based on 11665 reviews
7.2Comfort
7.5Boarding
6.9Entertainment
7.9Crew
6.4Food
Airline reviews

Our flight was cancelled while we are on our way to the airport. So, no notice. We were rescheduled to another airline with a 2 hour later takeoff and so arrived at our destination on time. We pre-paid American Airlines $190 to upgrade our seats. No refund. So no use for AA or Kayak.

2.0 MediocreWilliam, May 2026
ORD - LHR
Read more American Airlines reviews

Our flight was cancelled while we are on our way to the airport. So, no notice. We were rescheduled to another airline with a 2 hour later takeoff and so arrived at our destination on time. We pre-paid American Airlines $190 to upgrade our seats. No refund. So no use for AA or Kayak.

Terrible, horrible, disappointing- without telling us they changed planes and moved and separated our seats to opposite sides - said they changed seats putting us together - got to airport to find no, they did not - we sat opposing sides of plane - food overly salty to inedible, never saw stewardess but once - it was terrible

The airplane was an old model, the overhead didn’t have enough room for people’s items and made boarding and boarding disappointing and stressful. Crew allowed passengers to bring more than the permitted baggage sizes.

Original flight was on time, then late, then changed gates...4 times. Once our newest plane came in, it was fine.

I almost missed my flight and they helped me out enormously

Delays experienced in boarding/take off due to incoming plane delayed. However, the boarding time/depart time in the app was significantly delayed in providing these updates. Usually not updated until an hour after we should have already boarded. Poorly managed.

Moved to earlier flight which unexpectedly had maintenance issues initially indicated as quick fix to ultimately plane changes. Moved back to original flight, also delayed. In all cases customer updates and communication very unclear, no updates on drivers for delays.

Typical AA - late by 90+ mn. Gate changed twice... Changed the departure time 6 times No explanation, no communication on reasons for delay I travel with AA twice a year... and it is consistently very poor.. I will continue to use AA only when i have to.

The gate got changed several times and the flight was delayed over an hour. Awful experience

American continues to decline in their customer service and its beyond disappointing.

Everything you need to know for your flight from O'Hare Intl to Freeport

Information on your arrival and departure airports

Chicago O'Hare Airport (ORD)
Freeport (FPO)