ORD - FPO

$312 Find Cheap Flights from Chicago O'Hare Airport to Freeport - Compare and Save

This is the cheapest one-way 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 7/27. 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

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Everything you should know

Cheapest round-trip
$438
Multiple Airlines
Wed 8/26Mon 8/31
ORD - FPO • 1 stop
Cheapest one-way
$312
Multiple Airlines
Mon 7/27
ORD - FPO • 2 stops
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
Cheapest • Avg $696 (round-trip)
Shortest trip • 5h 09m (one-way)
Insights
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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

Wed, Aug 26 - Mon, Aug 31
Multiple Airlines Logo
8:05 am - 1:30 pm
ORD
-
FPO
28h 25m
1 stop
Multiple Airlines Logo
10:45 am - 12:50 pm
FPO
-
ORD
27h 05m
1 stop
$438Multiple Airlines
Thu, Aug 13 - Thu, Aug 20
Multiple Airlines Logo
8:05 am - 1:30 pm
ORD
-
FPO
28h 25m
1 stop
Multiple Airlines Logo
10:45 am - 12:50 pm
FPO
-
ORD
27h 05m
1 stop
$464Multiple Airlines
Wed, Aug 26 - Mon, Aug 31
Multiple Airlines Logo
8:05 am - 7:15 am
ORD
-
FPO
22h 10m
2 stops
Multiple Airlines Logo
10:45 am - 12:50 pm
FPO
-
ORD
27h 05m
1 stop
$494Multiple Airlines
Thu, Aug 13 - Thu, Aug 20
Multiple Airlines Logo
8:05 am - 1:30 pm
ORD
-
FPO
28h 25m
1 stop
Multiple Airlines Logo
10:45 am - 12:49 am
FPO
-
ORD
15h 04m
2 stops
$513Multiple Airlines
Fri, Aug 14 - Fri, Aug 21
Multiple Airlines Logo
8:05 am - 1:30 pm
ORD
-
FPO
28h 25m
1 stop
Multiple Airlines Logo
10:45 am - 7:53 am
FPO
-
ORD
22h 08m
2 stops
$571Multiple Airlines
Fri, Aug 14 - Fri, Aug 21
Multiple Airlines Logo
8:05 am - 1:30 pm
ORD
-
FPO
28h 25m
1 stop
Multiple Airlines Logo
10:45 am - 7:59 pm
FPO
-
ORD
10h 14m
2 stops
$576Multiple Airlines
Fri, Aug 14 - Fri, Aug 21
Multiple Airlines Logo
8:05 am - 1:30 pm
ORD
-
FPO
28h 25m
1 stop
Multiple Airlines Logo
10:45 am - 7:59 pm
FPO
-
ORD
10h 14m
2 stops
$578Multiple Airlines
Sat, Aug 8 - Tue, Aug 11
Multiple Airlines Logo
8:05 am - 7:15 am
ORD
-
FPO
22h 10m
2 stops
Multiple Airlines Logo
10:45 am - 12:15 pm
FPO
-
ORD
26h 30m
1 stop
$581Multiple Airlines
Thu, Aug 6 - Sun, Aug 9
Multiple Airlines Logo
8:05 am - 1:30 pm
ORD
-
FPO
28h 25m
1 stop
Multiple Airlines Logo
2:15 pm - 9:11 am
FPO
-
ORD
19h 56m
2 stops
$610Multiple Airlines
Fri, Aug 14 - Fri, Aug 21
Multiple Airlines Logo
8:05 am - 1:30 pm
ORD
-
FPO
28h 25m
1 stop
Multiple Airlines Logo
10:45 am - 7:59 pm
FPO
-
ORD
10h 14m
2 stops
$611Multiple 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.

Good to know

Cheapest flight$312
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 5 days, the lowest price for a flight from Chicago O'Hare Intl Airport to Freeport was $312 for a one-way ticket and $438 for a round-trip.

  • 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 11766 reviews
7.5Boarding
6.8Entertainment
7.2Comfort
7.9Crew
6.4Food
Airline reviews

The seat was not even cleaned. It has full of cookie crums probably from last flight's passenger. Its basic expectation that, seats are clean.

2.0 MediocreOnkar Pravin, Jul 2026
ORD - DFW
Read more American Airlines reviews

The seat was not even cleaned. It has full of cookie crums probably from last flight's passenger. Its basic expectation that, seats are clean.

Very turbulent flight, no drinks, very little service, unorganized boarding, gate changed multiple times

The flight was delayed significantly. Communication during the flight was abrupt and caused some panic as we were navigating turbulence. It was also too loud and every announcement felt startling. The flight attendants did not offer any assurances and I felt unsettled most of the flight. The seats, floor and tray table was very dirty. The seat next to me was broken and the passenger sitting there was very uncomfortable. He had a spring in his back and his seat made terrible squeaking noises through the flight.

Significant delays on my trip to Chicago and my trip back to NY

Delayed by 5 hours and I had to wit in the airport for more than 6+ hours.

I’ve got 31F seat and window seat . My 2 co passengers was AA crew members and they were very rude attitude and when I was going to use bathroom their gestures was very different and awkward and the guy beside me completely occupied the hand rest and I was really uncomfortable

It was so much better than expected, Ohare is not such a pleasant experience but American Airlines with the new, clean aeroplane and free Wi-Fi was outstanding and the crew so pleasant and helpful.

It wa sort of on time; the cab was left with some trash

My pillow had a shoe print on it, when I asked if I can have another pillow, I was told “I’m sorry but it is one pillow per guest, do YOU want to turn it inside out” to which I responded , no thanks I will go without. This is generally not ok, but For the price tag I paid flying business this is absolutely unacceptable. Hopefully American Airlines can update their accommodations to bedding that is not tossed on the ground and stepped on, or at least have a couple of extra pillows in hand, incase someone had decided to step on the pillows for what ever reason

American Airlines II: Delay Boogaloo. Multiple gate changes, delays, boarded and then MORE delays. I hate to say this won’t matter, but posting stuff about major corporations in 2026 is a post-modern “scream into the void.” Was multiple hours late coming home, so there you go.

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

Information on your arrival and departure airports