What is the cheapest airport to fly out of Chesapeake?

Istanbul airport offers the cheapest routes to Dubai, 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?

September is currently the cheapest month to fly from Chesapeake . At this moment in time March 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 Miami to Mexico City from $30 round trip Fly from Dallas to Cancún from $33 round trip Fly from Budapest to Milan from $33 round trip

$42+ Flights from Chesapeake

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What to know about flights from Chesapeake

Cheapest one-way flight	$39
Cheapest round-trip flight	$49
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 Jacksonville.

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On average, American Airlines currently has the cheapest one-way flight from Chesapeake (avg. price of $244).

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Atlanta Hartsfield-Jackson (ATL) is currently the most popular flight destination from Chesapeake (average round-trip price of $209).

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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 April 17, 2025.

Mon 5/1212:13 pmORF - MCO

Nonstop2h 03mSpirit Airlines

Wed 5/218:29 amMCO - ORF

Nonstop2h 00mSpirit Airlines

Deal found 4/17$98

Thu 5/811:21 amORF - MCO

Nonstop2h 07mFrontier

Sun 5/118:25 amMCO - ORF

Nonstop2h 06mFrontier

Deal found 4/17$106

Sun 5/411:21 amORF - MCO

Nonstop2h 07mMultiple Airlines

Wed 5/78:29 amMCO - ORF

Nonstop2h 00mMultiple Airlines

Deal found 4/16$107

Sat 5/1712:13 pmORF - FLL

1 stop10h 44mSpirit Airlines

Wed 5/216:00 amFLL - ORF

1 stop4h 29mSpirit Airlines

Deal found 4/17$111

Tue 6/177:32 pmORF - FLL

Nonstop2h 29mMultiple Airlines

Thu 6/196:00 amFLL - ORF

Nonstop2h 15mMultiple Airlines

Deal found 4/17$122

Sat 5/176:10 amORF - EWR

Nonstop1h 38mUnited Airlines

Tue 5/2010:29 pmEWR - ORF

Nonstop1h 29mUnited Airlines

Deal found 4/17$163

Mon 5/53:49 pmORF - JFK

1 stop8h 46mFrontier

Thu 5/86:00 amJFK - ORF

1 stop9h 58mFrontier

Deal found 4/16$170

Wed 6/45:38 amORF - JFK

Nonstop1h 22mAmerican Airlines

Fri 6/209:30 amJFK - ORF

Nonstop1h 34mAmerican Airlines

Deal found 4/17$171

Tue 5/67:00 amORF - JFK

Nonstop1h 29mDelta

Tue 5/139:15 pmJFK - ORF

Nonstop1h 47mDelta

Deal found 4/17$184

Fri 6/139:49 pmORF - FLL

1 stop25h 11mAllegiant Air

Sun 6/158:30 amFLL - ORF

Nonstop2h 15mAllegiant Air

Deal found 4/16$185

Tue 8/196:05 pmORF - EWR

1 stop7h 00mDelta

Thu 8/216:00 amEWR - ORF

1 stop6h 53mDelta

Deal found 4/17$198

Mon 5/53:49 pmORF - MIA

1 stop5h 58mFrontier

Mon 5/199:03 amMIA - ORF

1 stop5h 53mFrontier

Deal found 4/16$207

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 April 17, 2025.

Mon 5/1212:13 pmORF - MCO

Nonstop2h 03mSpirit Airlines

Wed 5/218:29 amMCO - ORF

Nonstop2h 00mSpirit Airlines

Deal found 4/17$98

Thu 5/811:21 amORF - MCO

Nonstop2h 07mFrontier

Sun 5/118:25 amMCO - ORF

Nonstop2h 06mFrontier

Deal found 4/17$106

Sun 5/411:21 amORF - MCO

Nonstop2h 07mMultiple Airlines

Wed 5/78:29 amMCO - ORF

Nonstop2h 00mMultiple Airlines

Deal found 4/16$107

Sat 5/176:10 amORF - EWR

Nonstop1h 38mUnited Airlines

Tue 5/2010:29 pmEWR - ORF

Nonstop1h 29mUnited Airlines

Deal found 4/17$163

Wed 6/45:38 amORF - JFK

Nonstop1h 22mAmerican Airlines

Fri 6/209:30 amJFK - ORF

Nonstop1h 34mAmerican Airlines

Deal found 4/17$171

Tue 5/67:00 amORF - JFK

Nonstop1h 29mDelta

Tue 5/139:15 pmJFK - ORF

Nonstop1h 47mDelta

Deal found 4/17$184

Fri 6/139:49 pmORF - FLL

1 stop25h 11mAllegiant Air

Sun 6/158:30 amFLL - ORF

Nonstop2h 15mAllegiant Air

Deal found 4/16$185

Wed 5/286:00 pmORF - MCO

1 stop5h 59mJetBlue

Mon 6/27:35 amMCO - ORF

1 stop9h 30mJetBlue

Deal found 4/16$209

Sat 5/1712:13 pmORF - FLL

1 stop10h 44mSpirit Airlines

Wed 5/216:00 amFLL - ORF

1 stop4h 29mSpirit Airlines

Deal found 4/17$111

Tue 6/177:32 pmORF - FLL

Nonstop2h 29mMultiple Airlines

Thu 6/196:00 amFLL - ORF

Nonstop2h 15mMultiple Airlines

Deal found 4/17$122

Fri 9/58:22 amORF - LAS

Nonstop5h 47mBreeze Airways

Mon 9/812:54 pmLAS - ORF

Nonstop4h 41mBreeze Airways

Deal found 4/16$267

Wed 7/212:15 pmORF - MCO

Nonstop2h 05mSouthwest

Wed 7/169:40 amMCO - ORF

Nonstop2h 00mSouthwest

Deal found 4/16$283

Last-minute flights from Chesapeake
Discover last-minute flight deals departing from Chesapeake. Data last updated April 17, 2025 and is based on user searches.

Wed 4/236:00 amORF - MIA

Nonstop2h 19mAmerican Airlines

Wed 4/309:43 pmMIA - ORF

Nonstop2h 12mAmerican Airlines

Deal found 4/16$280

Thu 4/246:55 amORF - EWR

1 stop5h 13mDelta

Sat 4/266:59 amEWR - ORF

1 stop7h 12mDelta

Deal found 4/15$271

Fri 4/258:45 pmORF - MCO

Nonstop2h 11mMultiple Airlines

Sun 4/278:25 amMCO - ORF

Nonstop2h 07mMultiple Airlines

Deal found 4/16$144

Fri 4/258:45 pmORF - FLL

1 stop27h 10mSpirit Airlines

Sun 5/410:06 pmFLL - ORF

Nonstop2h 13mSpirit Airlines

Deal found 4/17$210

Fri 4/258:45 pmORF - FLL

1 stop27h 10mMultiple Airlines

Mon 4/288:19 amFLL - ORF

1 stop12h 10mMultiple Airlines

Deal found 4/17$219

Fri 4/254:05 pmORF - MIA

1 stop5h 42mFrontier

Sun 5/48:48 amMIA - ORF

1 stop7h 03mFrontier

Deal found 4/17$230

Fri 4/254:27 pmORF - EWR

1 stop6h 39mAmerican Airlines

Sat 4/265:30 amEWR - ORF

1 stop4h 49mAmerican Airlines

Deal found 4/15$248

Sat 4/267:00 amORF - JFK

Nonstop1h 29mDelta

Fri 8/89:20 pmJFK - ORF

Nonstop1h 48mDelta

Deal found 4/15$191

Sat 4/266:17 amORF - EWR

Nonstop1h 37mUnited Airlines

Sun 4/2710:30 pmEWR - ORF

Nonstop1h 29mUnited Airlines

Deal found 4/15$206

Sun 4/2711:22 amORF - MCO

Nonstop2h 08mFrontier

Thu 5/18:25 amMCO - ORF

Nonstop2h 06mFrontier

Deal found 4/16$126

Sun 4/275:33 amORF - JFK

Nonstop1h 27mAmerican Airlines

Sat 5/37:29 pmJFK - ORF

Nonstop1h 39mAmerican Airlines

Deal found 4/17$199

Sun 4/278:56 pmORF - MCO

Nonstop2h 11mSpirit Airlines

Tue 4/298:37 pmMCO - ORF

1 stop20h 41mSpirit Airlines

Deal found 4/16$226

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 April 17, 2025.

Tue 5/2012:13 pmORF - FLL

1 stop10h 44mSpirit Airlines

Deal found 4/17$42

Sun 6/1511:35 amORF - FLL

Nonstop2h 17mAllegiant Air

Deal found 4/16$47

Fri 5/1612:13 pmORF - MCO

Nonstop2h 03mSpirit Airlines

Deal found 4/17$48

Thu 5/811:21 amORF - MCO

Nonstop2h 07mFrontier

Deal found 4/17$53

Sat 5/315:12 pmORF - EWR

1 stop7h 20mFrontier

Deal found 4/16$81

Tue 6/177:32 pmORF - IAH

1 stop13h 10mSpirit Airlines

Deal found 4/15$82

Tue 5/2012:13 pmORF - ORD

2 stops21h 37mSpirit Airlines

Deal found 4/16$84

Sat 5/245:19 pmORF - ORD

1 stop7h 58mFrontier

Deal found 4/16$89

Tue 5/1312:13 pmORF - EWR

2 stops20h 54mSpirit Airlines

Deal found 4/16$93

Sun 7/69:05 amORF - MCO

1 stop22h 13mMultiple Airlines

Deal found 4/17$95

Sun 10/127:00 amORF - JFK

Nonstop1h 27mDelta

Deal found 4/16$97

Thu 5/17:25 pmORF - MIA

1 stop26h 03mSpirit Airlines

Deal found 4/16$99

Find flights from Chesapeake within your budget

Fly to

Route

Depart

Return

Price

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

Mon 5/12

12:13 pm-2:16 pm

Nonstop2h 03m

Orlando

Wed 5/21

8:29 am-10:29 am

Nonstop2h 00m

$98

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

Thu 5/8

11:21 am-1:28 pm

Nonstop2h 07m

Orlando

Sun 5/11

8:25 am-10:31 am

Nonstop2h 06m

$106

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

Sun 5/4

11:21 am-1:28 pm

Nonstop2h 07m

Orlando

Wed 5/7

8:29 am-10:29 am

Nonstop2h 00m

$107

NorfolkFort Lauderdale

ORF - FLL

ORFFLL

Norfolk

Sat 5/17

12:13 pm-10:57 pm

1 stop10h 44m

Fort Lauderdale

Wed 5/21

6:00 am-10:29 am

1 stop4h 29m

$111

NorfolkFort Lauderdale

ORF - FLL

ORFFLL

Norfolk

Tue 6/17

7:32 pm-10:01 pm

Nonstop2h 29m

Fort Lauderdale

Thu 6/19

6:00 am-8:15 am

Nonstop2h 15m

$122

NorfolkNew York

ORF - JFK

ORFJFK

Norfolk

Fri 5/9

3:49 pm-12:35 am

1 stop8h 46m

New York John F Kennedy Intl

Sun 5/11

6:00 am-3:51 pm

1 stop9h 51m

$160

NorfolkNewark

ORF - EWR

ORFEWR

Norfolk

Sat 5/17

6:10 am-7:48 am

Nonstop1h 38m

Newark

Tue 5/20

10:29 pm-11:58 pm

Nonstop1h 29m

$163

NorfolkNew York

ORF - JFK

ORFJFK

Norfolk

Wed 6/4

5:38 am-7:00 am

Nonstop1h 22m

New York John F Kennedy Intl

Fri 6/20

9:30 am-11:04 am

Nonstop1h 34m

$171

NorfolkNew York

ORF - JFK

ORFJFK

Norfolk

Tue 6/10

4:58 pm-11:40 pm

1 stop6h 42m

New York John F Kennedy Intl

Tue 7/15

9:59 am-11:29 am

Nonstop1h 30m

$173

NorfolkFort Lauderdale

ORF - FLL

ORFFLL

Norfolk

Fri 6/13

9:49 pm-11:00 pm

1 stop25h 11m

Fort Lauderdale

Sun 6/15

8:30 am-10:45 am

Nonstop2h 15m

$185

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/17

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 82 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, September is the cheapest month in which you can book a flight from Chesapeake (average of $134). Flying from Chesapeake in March will prove the most costly (average of $237). 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 Monday evenings when prices are typically at their lowest. When considering other options, price-conscious travelers should avoid Sunday at noon when fares are usually the most expensive.

Which airlines fly from Chesapeake?

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

American Airlines

From $131

Delta

From $88

United Airlines

From $136

Spirit Airlines

From $62

Airline reviews for flights from Chesapeake

Southwest

8.0

Very good

4,280 reviews

Reviews

1 / 20

8.0

Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Southwest

8.0

Very good

4,280 reviews

Southwest

8.0

Very good

4,280 reviews

Reviews

1 / 20

8.0

Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Delta

8.0

Very good

7,917 reviews

Southwest

8.0

Very good

4,280 reviews

Reviews

1 / 20

8.0

Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

United Airlines

7.4

Good

8,667 reviews

Southwest

8.0

Very good

4,280 reviews

Reviews

1 / 20

8.0

Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

American Airlines

7.2

Good

10,000 reviews

Southwest

8.0

Very good

4,280 reviews

Reviews

1 / 20

8.0

Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Spirit Airlines

6.3

Okay

7,926 reviews

Southwest

8.0

Very good

4,280 reviews

Reviews

1 / 20

8.0

Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Browse thousands of different options on Cheapflights for your next trip

Popular routes from Chesapeake

Related info for your journey

What is the cheapest airport to fly out of Chesapeake?
Istanbul airport offers the cheapest routes to Dubai, 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?
September is currently the cheapest month to fly from Chesapeake. At this moment in time March 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 Miami to Mexico City from $30 round trip
Fly from Dallas to Cancún from $33 round trip
Fly from Budapest to Milan from $33 round trip

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$42+ 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 5/14. 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 April 17, 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 April 17, 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 O'Hare Intl. Price data was last updated on April 11, 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 O'Hare Intl. Price data was last updated on March 30, 2025.

Which airlines fly from Chesapeake?

Airline reviews for flights from Chesapeake

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 April 17, 2025.