ORD - FPO

$186 Find Cheap Flights from Chicago O'Hare Airport to Freeport

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 4/22. 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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41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$426
Overall average: $586
Multiple Airlines
Mon 5/4Fri 5/8
ORD - FPO • 1 stop
Cheapest one-way
$186
Multiple Airlines
Wed 4/22
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
Insights
Insights
Top layover airports
Miami (MIA)
Cheapest • Avg $678 (round-trip)
Charlotte (CLT)
Shortest trip • 5h 11m (one-way)
Insights
Insights
Insights
Insights
When to travel
September
Cheapest • 68% price drop
March
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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KAYAK searches 100s of sites at once to find you the best travel deals.
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

Mon, May 4 - Fri, May 8
Multiple Airlines Logo
1:27 pm - 1:30 pm
ORD
-
FPO
23h 03m
1 stop
Multiple Airlines Logo
10:45 am - 10:57 pm
FPO
-
ORD
13h 12m
1 stop
$426Multiple Airlines
Thu, May 7 - Thu, May 14
Multiple Airlines Logo
1:27 pm - 1:30 pm
ORD
-
FPO
23h 03m
1 stop
Multiple Airlines Logo
10:45 am - 9:17 pm
FPO
-
ORD
11h 32m
1 stop
$429Multiple Airlines
Mon, May 4 - Fri, May 8
Multiple Airlines Logo
4:58 pm - 1:30 pm
ORD
-
FPO
19h 32m
2 stops
Multiple Airlines Logo
10:45 am - 10:57 pm
FPO
-
ORD
13h 12m
1 stop
$439Multiple Airlines
Mon, Apr 20 - Sat, Apr 25
Multiple Airlines Logo
1:27 pm - 1:30 pm
ORD
-
FPO
23h 03m
1 stop
Multiple Airlines Logo
10:45 am - 9:17 pm
FPO
-
ORD
11h 32m
1 stop
$441Multiple Airlines
Thu, Apr 30 - Thu, May 7
Multiple Airlines Logo
1:27 pm - 1:30 pm
ORD
-
FPO
23h 03m
1 stop
Multiple Airlines Logo
10:45 am - 9:17 pm
FPO
-
ORD
11h 32m
1 stop
$451Multiple Airlines
Wed, Apr 22 - Tue, Apr 28
Multiple Airlines Logo
1:27 pm - 1:30 pm
ORD
-
FPO
23h 03m
1 stop
Multiple Airlines Logo
10:45 am - 9:17 pm
FPO
-
ORD
11h 32m
1 stop
$454Multiple Airlines
Tue, May 19 - Tue, May 26
Multiple Airlines Logo
1:27 pm - 1:30 pm
ORD
-
FPO
23h 03m
1 stop
Multiple Airlines Logo
10:45 am - 9:36 am
FPO
-
ORD
23h 51m
1 stop
$456Multiple Airlines
Sun, Apr 12 - Sun, Apr 19
Multiple Airlines Logo
12:00 pm - 1:30 pm
ORD
-
FPO
24h 30m
1 stop
Multiple Airlines Logo
10:45 am - 11:22 am
FPO
-
ORD
25h 37m
1 stop
$461Multiple Airlines
Mon, Apr 20 - Sat, Apr 25
Multiple Airlines Logo
5:48 pm - 1:30 pm
ORD
-
FPO
18h 42m
2 stops
Multiple Airlines Logo
10:45 am - 9:17 pm
FPO
-
ORD
11h 32m
1 stop
$468Multiple Airlines
Mon, May 11 - Sun, May 17
Multiple Airlines Logo
1:27 pm - 1:30 pm
ORD
-
FPO
23h 03m
1 stop
Multiple Airlines Logo
10:45 am - 12:24 am
FPO
-
ORD
14h 39m
1 stop
$469Multiple 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 cheapest month to fly from Chicago O'Hare Intl Airport to Freeport?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago O'Hare Intl Airport to Freeport, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago O'Hare Intl Airport to Freeport is September, where tickets cost $185 (return) on average. On the other hand, the most expensive months are April and March, where the average cost of round-trip tickets is $907 and $844 respectively.

Find deals

Good to know

Low seasonJanuary
Cheapest flight$186
Best time to beat the crowds with an average 7% drop in price.
Most popular time to fly with an average 47% increase in price.
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 $186 for a one-way ticket and $426 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 11367 reviews
8.0Crew
7.5Boarding
6.9Entertainment
6.4Food
7.2Comfort
Airline reviews

Flight to Tampa was delayed taking off due to plane arriving late but no other issues

10.0 ExcellentBobby, Feb 2026
ORD - TPA
Read more American Airlines reviews

Flight to Tampa was delayed taking off due to plane arriving late but no other issues

As previously stated the delay I experienced flying from Wichita to Chicago caused a host of issues. When I finally was able to be booked on the last remaining American flight from Chicago to Cincinnati, the gate changed four times with the last change occurring very near the scheduled boarding time. While I didn't have a problem moving from gate to gate, I did notice and make note of others that had mobility issues and had to move each time for the gate change.

Maintenance took a very long time and then we were in a holding pattern. While a one-off maintenance issue is standard, there were delays on both of my flights for this trip based on maintenance issues with the planes, which delayed both flights over 45 minutes. Thankfully, I didn't have any connections but it wasn't an experience that would make me pick AA if I have other options.

No Snacks or Entertainment. The flight was short, snacks should still be given.

See prior comment about how Kayak mishandled my reservation and delayed my arrival by 6 hours.

Boarding delayed 20 minutes for no reason, no wifi, in flight entertainment, or snacks / waters?

Delayed an hour due to operational issues. Minimal apologies or care for the significant inconvenience caused. Landed at nearly 1am and they still couldn’t find ground staff to get us off the plane promptly.

The aircraft had several problems - from excess fuel to non operational ac. Two hours of delay in Chicago could have been avoided with proper planning and aircraft maintenance.

Crew in Columbia was not prepared for landing. It was a bit of a disaster and getting bags took forever.

We were upgraded to First Class and it was a great flight

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)