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Freeport

$439+ Cheap flights from Chesapeake, VA to Freeport (FPO)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/7. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — FPO
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
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Cheap flight deals from Chesapeake to Freeport

Cheapest flights from Chesapeake to Freeport
Explore the most affordable flight options available from Chesapeake to Freeport. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 29, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/78:44 pm
ORF
-
FPO
1 stop15h 46m
Multiple Airlines
Tue 3/1010:45 am
FPO
-
ORF
1 stop7h 41m
Multiple Airlines
Deal found 1/28$439
This Kiwi.com deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/148:41 pm
ORF
-
FPO
1 stop16h 49m
Multiple Airlines
Tue 3/1710:45 am
FPO
-
ORF
1 stop9h 01m
Multiple Airlines
Deal found 1/28$452
This Kiwi.com deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/67:31 pm
ORF
-
FPO
1 stop16h 19m
Multiple Airlines
Mon 3/910:45 am
FPO
-
ORF
1 stop7h 41m
Multiple Airlines
Deal found 1/27$498
This Kiwi.com deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/148:41 pm
ORF
-
FPO
1 stop16h 49m
Multiple Airlines
Sat 3/2110:45 am
FPO
-
ORF
1 stop9h 01m
Multiple Airlines
Deal found 1/28$522
This American Airlines deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/147:06 pm
ORF
-
FPO
2 stops16h 31m
American Airlines
Tue 3/171:17 pm
FPO
-
ORF
2 stops9h 45m
American Airlines
Deal found 1/28$651
This American Airlines deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/147:06 pm
ORF
-
FPO
2 stops16h 31m
American Airlines
Sat 3/216:28 pm
FPO
-
ORF
2 stops13h 57m
American Airlines
Deal found 1/28$681

Find flight deals from Chesapeake to Freeport

Keep the following information in mind while searching for Chesapeake to Freeport flight deals. Data was last updated January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$439
(Kiwi.com)
Provider with most accurate pricing for Norfolk-Freeport Grand Bahama Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Norfolk-Freeport Grand Bahama Intl flights.
Search Deals
From Chesapeake to Freeport Grand Bahama Intl
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chesapeake to Freeport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 29, 2026.
Use the filters below to find and compare flights from Chesapeake to Freeport that are best for you.

Fly from

Chesapeake

Fly to

Freeport

Route

Depart

Return

Price

NorfolkFreeport

ORF - FPO

ORFFPO

Norfolk

Sat 3/7

8:44 pm-12:30 pm

1 stop15h 46m

Freeport Grand Bahama Intl

Tue 3/10

10:45 am-6:26 pm

1 stop7h 41m

$439

NorfolkFreeport

ORF - FPO

ORFFPO

Norfolk

Sat 3/14

8:41 pm-1:30 pm

1 stop16h 49m

Freeport Grand Bahama Intl

Tue 3/17

10:45 am-10:32 pm

2 stops11h 47m

$474

NorfolkFreeport

ORF - FPO

ORFFPO

Norfolk

Fri 3/6

7:31 pm-11:50 am

1 stop16h 19m

Freeport Grand Bahama Intl

Mon 3/9

10:45 am-6:26 pm

1 stop7h 41m

$498

NorfolkFreeport

ORF - FPO

ORFFPO

Norfolk

Sat 3/7

7:57 pm-10:37 am

2 stops14h 40m

Freeport Grand Bahama Intl

Tue 3/10

3:07 pm-11:02 pm

2 stops7h 55m

$651

NorfolkFreeport

ORF - FPO

ORFFPO

Norfolk

Sat 3/14

7:06 pm-11:37 am

2 stops16h 31m

Freeport Grand Bahama Intl

Tue 3/17

1:17 pm-10:58 pm

1 stop9h 41m

$651

NorfolkFreeport

ORF - FPO

ORFFPO

Norfolk

Fri 3/6

6:15 am-1:08 pm

2 stops6h 53m

Freeport Grand Bahama Intl

Mon 3/9

3:07 pm-8:24 am

2 stops17h 17m

$651

NorfolkFreeport

ORF - FPO

ORFFPO

Norfolk

Sat 3/14

7:06 pm-11:37 am

2 stops16h 31m

Freeport Grand Bahama Intl

Sat 3/21

6:28 pm-8:25 am

2 stops13h 57m

$681

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/28

Best time to book a flight from Chesapeake to Freeport

Have a flexible travel schedule? Discover the best time to fly to Freeport from Chesapeake with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chesapeake to Freeport
No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Freeport

Get insights into the airlines that provide service to Freeport. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Freeport. Reviews last updated January 29, 2026.
Read reviews from past customers who have flown American Airlines from Chesapeake to Freeport. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,205 reviews

Food

6.4

Boarding

7.5

Comfort

7.2

Overall

7.2

Crew

8.0

Entertainment

6.9

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.
American Airlines
7.2
Good
11,205 reviews
American Airlines
7.2
Good
11,205 reviews

Food

6.4

Boarding

7.5

Comfort

7.2

Overall

7.2

Crew

8.0

Entertainment

6.9

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.

Related info for your journey

Find useful and relevant information for your journey from Chesapeake to Freeport. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Freeport from Chesapeake?

    Located just 4.1 mi from the city center, Freeport Grand Bahama Intl is the airport most travelers will use when flying to Freeport from Chesapeake. Booking flights from Chesapeake to Grand Bahama Intl (FPO) should be relatively easy as there are 0 daily inbound flights from Chesapeake from 1 airline.

  • Can I find deals for flights from Chesapeake to Freeport that include hotel bookings?

    Yes. In addition to deals on Chesapeake to Freeport flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chesapeake to Freeport?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chesapeake to Freeport.

  • Can I find deals for business class flights from Chesapeake to Freeport?

    Yes. Cheapflights offers flight deals from Chesapeake to Freeport by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

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Alternative routes for Chesapeake to Freeport

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Top airline flying from Chesapeake to Freeport

Discover the top airline that operate flights from Chesapeake to Freeport. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$301Average$732FlexibilityNo cancel feeOn-time71%

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