What is the cheapest airport to fly out of Chesapeake?

Istanbul airport offers the cheapest routes to Cairo, from $23; whereas Cheongju airport is typically cheaper if you're flying to Jeju City, from $24. It's best to make sure you are flexible on dates to find the cheapest possible flight options for your journey.

What is the cheapest month to fly from Chesapeake?

March is currently the cheapest month to fly from Chesapeake . At this moment in time June is the most expensive month. These prices are determined by multiple factors and booking in advance can help keep costs down if your schedule is not as flexible.

Where are the cheapest places to fly to from Chesapeake?

Check out the cheapest flights from Chesapeake to embark to: Fly from Istanbul to Ankara from $23 round trip Fly from Cheongju to Jeju City from $24 round trip Fly from Cali to Medellín from $35 round trip Fly from Bogotá to Pereira from $37 round trip Fly from Brussels to Sofia from $37 round trip

$49+ Flights from Chesapeake

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What to know about flights from Chesapeake

Cheapest one-way flight	$39
Cheapest round-trip flight	$78
Cheapest airline	American Airlines
Most popular destination	Atlanta Hartsfield-Jackson (ATL)

The cheapest one-way flight from Chesapeake is currently to Orlando.

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The cheapest round-trip flight from Chesapeake is currently to Providence-TFGreen.

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On average, American Airlines currently has the cheapest one-way flight from Chesapeake (avg. price of $250).

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Atlanta Hartsfield-Jackson (ATL) is currently the most popular flight destination from Chesapeake (average round-trip price of $218).

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Find flights from Chesapeake

Cheapest flights from Chesapeake
Explore the most affordable flight options available from Chesapeake. Find the lowest fares based on data from user searches, with prices last updated on September 11, 2025.

Sun 10/199:47 amORF - MCO

Nonstop2h 08mMultiple Airlines

Fri 10/242:39 pmMCO - ORF

Nonstop2h 00mMultiple Airlines

Deal found 9/11$85

Fri 11/78:01 amORF - MCO

Nonstop2h 08mMultiple Airlines

Sun 11/910:15 amMCO - ORF

Nonstop2h 01mMultiple Airlines

Deal found 9/10$86

Thu 10/25:12 pmORF - MCO

Nonstop2h 11mMultiple Airlines

Fri 10/37:52 pmMCO - ORF

Nonstop2h 10mMultiple Airlines

Deal found 9/10$87

Sun 11/21:06 pmORF - MCO

Nonstop2h 10mFrontier

Sun 11/910:15 amMCO - ORF

Nonstop2h 01mFrontier

Deal found 9/10$89

Fri 10/175:38 pmORF - MCO

Nonstop2h 09mMultiple Airlines

Sun 10/197:00 amMCO - ORF

Nonstop2h 02mMultiple Airlines

Deal found 9/11$91

Thu 10/301:06 pmORF - MCO

Nonstop2h 10mMultiple Airlines

Wed 11/510:00 pmMCO - ORF

Nonstop2h 07mMultiple Airlines

Deal found 9/10$92

Thu 10/169:47 amORF - MCO

Nonstop2h 08mFrontier

Sun 10/197:00 amMCO - ORF

Nonstop2h 02mFrontier

Deal found 9/10$97

Thu 10/25:12 pmORF - MCO

Nonstop2h 11mFrontier

Sun 10/52:50 pmMCO - ORF

Nonstop2h 07mFrontier

Deal found 9/10$98

Sat 9/275:38 pmORF - MCO

Nonstop2h 10mSpirit Airlines

Sat 10/42:39 pmMCO - ORF

Nonstop2h 04mSpirit Airlines

Deal found 9/11$99

Thu 10/305:38 pmORF - MCO

Nonstop2h 09mSpirit Airlines

Mon 11/32:39 pmMCO - ORF

Nonstop2h 00mSpirit Airlines

Deal found 9/11$100

Mon 10/274:57 pmORF - MCO

Nonstop2h 15mBreeze Airways

Fri 10/317:52 pmMCO - ORF

Nonstop2h 10mBreeze Airways

Deal found 9/10$102

Fri 10/312:19 pmORF - ATL

Nonstop1h 56mFrontier

Mon 10/69:42 amATL - ORF

Nonstop1h 42mFrontier

Deal found 9/11$119

Best flights from Chesapeake
Discover carefully curated flight deals from Chesapeake that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 11, 2025.

Sun 10/199:47 amORF - MCO

Nonstop2h 08mMultiple Airlines

Fri 10/247:52 pmMCO - ORF

Nonstop2h 10mMultiple Airlines

Deal found 9/10$97

Thu 10/25:12 pmORF - MCO

Nonstop2h 11mFrontier

Sun 10/52:50 pmMCO - ORF

Nonstop2h 07mFrontier

Deal found 9/11$107

Fri 10/34:57 pmORF - MCO

Nonstop2h 15mBreeze Airways

Fri 10/107:52 pmMCO - ORF

Nonstop2h 10mBreeze Airways

Deal found 9/9$113

Sat 11/84:10 pmORF - MCO

1 stop5h 20mSouthwest

Sat 11/158:55 amMCO - ORF

Nonstop1h 55mSouthwest

Deal found 9/10$151

Fri 10/247:45 pmORF - ATL

Nonstop2h 05mDelta

Mon 10/277:59 pmATL - ORF

Nonstop1h 34mDelta

Deal found 9/9$159

Thu 10/95:40 pmORF - EWR

Nonstop1h 50mUnited Airlines

Tue 10/149:58 pmEWR - ORF

Nonstop1h 32mUnited Airlines

Deal found 9/11$179

Fri 12/55:24 pmORF - JFK

Nonstop1h 36mAmerican Airlines

Mon 12/83:15 pmJFK - ORF

Nonstop1h 26mAmerican Airlines

Deal found 9/10$179

Fri 10/3111:42 amORF - MCO

1 stop6h 08mMultiple Airlines

Fri 11/77:52 pmMCO - ORF

Nonstop2h 10mMultiple Airlines

Deal found 9/10$128

Sun 10/1912:39 pmORF - MCO

1 stop12h 20mFrontier

Thu 10/237:00 amMCO - ORF

Nonstop2h 02mFrontier

Deal found 9/10$130

Fri 10/244:57 pmORF - MCO

Nonstop2h 15mBreeze Airways

Mon 10/277:52 pmMCO - ORF

Nonstop2h 10mBreeze Airways

Deal found 9/10$148

Sat 10/186:17 pmORF - ATL

Nonstop1h 57mDelta

Mon 10/207:59 pmATL - ORF

Nonstop1h 34mDelta

Deal found 9/9$159

Sat 11/84:10 pmORF - MCO

1 stop5h 20mSouthwest

Wed 11/1210:45 amMCO - ORF

1 stop6h 00mSouthwest

Deal found 9/10$161

Last-minute flights from Chesapeake
Discover last-minute flight deals departing from Chesapeake. Data last updated September 11, 2025 and is based on user searches.

Thu 9/185:12 pmORF - MCO

Nonstop2h 11mMultiple Airlines

Thu 9/252:39 pmMCO - ORF

Nonstop2h 04mMultiple Airlines

Deal found 9/10$118

Thu 9/185:12 pmORF - MCO

Nonstop2h 11mFrontier

Thu 9/256:00 amMCO - ORF

1 stop5h 24mFrontier

Deal found 9/10$133

Thu 9/185:12 pmORF - MCO

Nonstop2h 11mFrontier

Fri 9/195:45 amMCO - ORF

1 stop12h 05mFrontier

Deal found 9/10$146

Thu 9/185:12 pmORF - MCO

Nonstop2h 11mFrontier

Mon 9/226:00 amMCO - ORF

1 stop5h 24mFrontier

Deal found 9/10$149

Thu 9/185:12 pmORF - MCO

Nonstop2h 11mFrontier

Sun 9/216:00 amMCO - ORF

1 stop5h 19mFrontier

Deal found 9/11$151

Sun 9/215:38 pmORF - MCO

Nonstop2h 10mSpirit Airlines

Sat 9/272:39 pmMCO - ORF

Nonstop2h 04mSpirit Airlines

Deal found 9/9$114

Sun 9/215:38 pmORF - MCO

Nonstop2h 10mSpirit Airlines

Sun 9/282:39 pmMCO - ORF

Nonstop2h 04mSpirit Airlines

Deal found 9/11$154

Mon 9/2212:19 pmORF - EWR

1 stop12h 15mFrontier

Thu 9/255:55 amEWR - ORF

1 stop5h 29mFrontier

Deal found 9/10$154

Sat 10/45:20 amORF - EWR

1 stop9h 35mMultiple Airlines

Sun 10/55:55 amEWR - ORF

1 stop5h 24mMultiple Airlines

Deal found 9/10$153

Sat 10/45:20 amORF - EWR

1 stop9h 35mMultiple Airlines

Thu 10/95:54 amEWR - ORF

1 stop9h 00mMultiple Airlines

Deal found 9/10$159

Tue 10/146:15 pmORF - EWR

1 stop6h 51mFrontier

Sat 10/185:54 amEWR - ORF

1 stop6h 33mFrontier

Deal found 9/10$144

Sat 10/253:44 pmORF - DFW

Nonstop3h 26mAmerican Airlines

Wed 10/296:30 pmDFW - ORF

Nonstop2h 51mAmerican Airlines

Deal found 9/10$159

One-way flights from Chesapeake
Search for one-way flight options from Chesapeake. Find affordable one-way fares based on user searches. Data last updated September 11, 2025.

Mon 10/134:57 pmORF - MCO

Nonstop2h 15mBreeze Airways

Deal found 9/10$49

Mon 12/155:15 pmORF - MCO

Nonstop2h 15mBreeze Airways

Deal found 9/10$51

Sun 10/124:14 pmORF - ATL

Nonstop2h 01mFrontier

Deal found 9/11$52

Fri 10/314:57 pmORF - MCO

Nonstop2h 15mBreeze Airways

Deal found 9/10$54

Mon 2/28:20 amORF - MCO

Nonstop2h 10mBreeze Airways

Deal found 9/11$56

Tue 12/28:01 amORF - MCO

Nonstop2h 08mSpirit Airlines

Deal found 9/10$59

Sat 10/256:13 pmORF - ORD

Nonstop2h 37mAmerican Airlines

Deal found 9/10$59

Fri 11/288:32 pmORF - MCO

Nonstop2h 10mSpirit Airlines

Deal found 9/10$60

Tue 12/164:10 pmORF - MIA

1 stop5h 40mSouthwest

Deal found 9/11$60

Thu 11/132:00 pmORF - MCO

Nonstop2h 09mFrontier

Deal found 9/11$61

Wed 10/111:45 amORF - MIA

1 stop4h 55mSouthwest

Deal found 9/10$62

Mon 1/128:20 amORF - MCO

Nonstop2h 10mBreeze Airways

Deal found 9/9$64

Fly to

Route

Depart

Return

Price

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

Sun 10/19

9:47 am-11:55 am

Nonstop2h 08m

Orlando

Fri 10/24

7:52 pm-10:02 pm

Nonstop2h 10m

$97

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

Thu 10/2

5:12 pm-7:23 pm

Nonstop2h 11m

Orlando

Sun 10/5

2:50 pm-4:57 pm

Nonstop2h 07m

$107

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

Fri 10/3

4:57 pm-7:12 pm

Nonstop2h 15m

Orlando

Fri 10/10

7:52 pm-10:02 pm

Nonstop2h 10m

$113

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

Fri 10/31

11:42 am-5:50 pm

1 stop6h 08m

Orlando

Fri 11/7

7:52 pm-10:02 pm

Nonstop2h 10m

$128

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

Sun 10/19

12:39 pm-12:59 am

1 stop12h 20m

Orlando

Thu 10/23

7:00 am-9:02 am

Nonstop2h 02m

$130

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

Fri 10/24

4:57 pm-7:12 pm

Nonstop2h 15m

Orlando

Mon 10/27

7:52 pm-10:02 pm

Nonstop2h 10m

$148

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

Sat 11/8

4:10 pm-9:30 pm

1 stop5h 20m

Orlando

Sat 11/15

8:55 am-10:50 am

Nonstop1h 55m

$151

NorfolkAtlanta

ORF - ATL

ORFATL

Norfolk

Thu 10/2

12:19 pm-2:15 pm

Nonstop1h 56m

Atlanta Hartsfield-Jackson

Sun 10/5

9:37 am-11:19 am

Nonstop1h 42m

$158

NorfolkAtlanta

ORF - ATL

ORFATL

Norfolk

Fri 10/24

7:45 pm-9:50 pm

Nonstop2h 05m

Atlanta Hartsfield-Jackson

Mon 10/27

7:59 pm-9:33 pm

Nonstop1h 34m

$159

NorfolkAtlanta

ORF - ATL

ORFATL

Norfolk

Sat 10/18

6:17 pm-8:14 pm

Nonstop1h 57m

Atlanta Hartsfield-Jackson

Mon 10/20

7:59 pm-9:33 pm

Nonstop1h 34m

$159

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Showing 1-10 of 60 results

...

Best time to book a flight from Chesapeake

Have a flexible travel schedule? Discover the best time to fly 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.

Travel insights for flights from Chesapeake

Get recent, data-driven insights about flights from Chesapeake including ideal travel times, pricing trends, and more.

When is the best time to book a flight from Chesapeake?

To ensure you get the cheapest price possible for a flight from Chesapeake, you should look to book at least 55 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from Chesapeake?

Currently, March is the cheapest month in which you can book a flight from Chesapeake (average of $58). Flying from Chesapeake in June will prove the most costly (average of $159). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.

When is the cheapest time to fly from Chesapeake?

Those who are seeking the cheapest fare on flights departing from Chesapeake would be wise to consider leaving during Saturday afternoons when prices are typically at their lowest. When considering other options, price-conscious travelers should avoid Sunday mornings when fares are usually the most expensive.

Which airlines fly from Chesapeake?

For flights departing from Chesapeake check dates and pricing for the following: Delta, Frontier, Spirit Airlines, American Airlines, Southwest. These airlines depart to the following popular destinations: Atlanta.

Airline reviews for flights from Chesapeake

Get a feel of what it's like to fly with Southwest, Delta, and American Airlines from Chesapeake by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Southwest

8.0

Very good

4,248 reviews

Reviews

1 / 20

2.0

Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Southwest

8.0

Very good

4,248 reviews

Southwest

8.0

Very good

4,248 reviews

Reviews

1 / 20

2.0

Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Delta

8.0

Very good

7,960 reviews

Southwest

8.0

Very good

4,248 reviews

Reviews

1 / 20

2.0

Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

American Airlines

7.2

Good

10,000 reviews

Southwest

8.0

Very good

4,248 reviews

Reviews

1 / 20

2.0

Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Spirit Airlines

6.3

Okay

8,023 reviews

Southwest

8.0

Very good

4,248 reviews

Reviews

1 / 20

2.0

Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Frontier

5.8

Fair

3,177 reviews

Southwest

8.0

Very good

4,248 reviews

Reviews

1 / 20

2.0

Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Browse thousands of different options on Cheapflights for your next trip

Related info for your journey

What is the cheapest airport to fly out of Chesapeake?
Istanbul airport offers the cheapest routes to Cairo, from $23; whereas Cheongju airport is typically cheaper if you're flying to Jeju City, from $24. It's best to make sure you are flexible on dates to find the cheapest possible flight options for your journey.
What is the cheapest month to fly from Chesapeake?
March is currently the cheapest month to fly from Chesapeake. At this moment in time June is the most expensive month. These prices are determined by multiple factors and booking in advance can help keep costs down if your schedule is not as flexible.
Where are the cheapest places to fly to from Chesapeake?
Check out the cheapest flights from Chesapeake to embark to:
Fly from Istanbul to Ankara from $23 round trip
Fly from Cheongju to Jeju City from $24 round trip
Fly from Cali to Medellín from $35 round trip
Fly from Bogotá to Pereira from $37 round trip
Fly from Brussels to Sofia from $37 round trip

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Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.

$49+ Cheap flights from Chesapeake

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/13. Fares are subject to change and may not be available on all flights or dates of travel.

What to know about flights from Chesapeake

Cheapest one-way flight

Cheapest round-trip flight

Cheapest airline

Most popular destination

Find flights from Chesapeake

Cheapest flights from ChesapeakeExplore the most affordable flight options available from Chesapeake. Find the lowest fares based on data from user searches, with prices last updated on September 11, 2025.

Explore the most affordable flight options available from Chesapeake. Find the lowest fares based on data from user searches, with prices last updated on September 11, 2025.

Find flights from Chesapeake within your budget

Best time to book a flight from Chesapeake

Have a flexible travel schedule? Discover the best time to fly from Chesapeake with our price prediction graph.

Travel insights for flights from Chesapeake

Get recent, data-driven insights about flights from Chesapeake including ideal travel times, pricing trends, and more.

When is the best time to book a flight from Chesapeake?

Use this chart to determine the optimal time to book a round-trip flight from Chesapeake to Atlanta. Price data was last updated on August 29, 2025.

What is the cheapest month to book a flight from Chesapeake?

When is the cheapest time to fly from Chesapeake?

Use this chart to determine the cheapest time to fly round-trip from Chesapeake to Atlanta. Price data was last updated on September 7, 2025.

Which airlines fly from Chesapeake?

Airline reviews for flights from Chesapeake

Get a feel of what it's like to fly with Southwest, Delta, and American Airlines from Chesapeake by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Popular routes from Chesapeake

These are the most popular flight routes from Chesapeake

Related info for your journey

What is the cheapest airport to fly out of Chesapeake?

What is the cheapest month to fly from Chesapeake?

Where are the cheapest places to fly to from Chesapeake?

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Book with Flexibility

Travel Smart

Cheapest flights from Chesapeake
Explore the most affordable flight options available from Chesapeake. Find the lowest fares based on data from user searches, with prices last updated on September 11, 2025.