HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Chesapeake

$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 3/8. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — MIA
feb. 27 — mar. 61
jue. 2/27
jue. 3/6
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

What to know about flights from Chesapeake

Discover essential information about flights departing from Chesapeake, including flight schedules, destinations, airlines operating at the Chesapeake airport, and any specific guidelines or requirements for travelers. Please note that the information is based on the most recent updates available. Data last updated febrero 22, 2025.

Cheapest one-way flight

$47

Cheapest round-trip flight

$58

Cheapest airline

American Airlines

Most popular destination

Atlanta Hartsfield-Jackson (ATL)
The cheapest one-way flight from Chesapeake is currently to Orlando.
Search Deals
The cheapest round-trip flight from Chesapeake is currently to Boston Logan Intl.
Search Deals
On average, American Airlines currently has the cheapest one-way flight from Chesapeake (avg. price of $250).
Search Deals
Atlanta Hartsfield-Jackson (ATL) is currently the most popular flight destination from Chesapeake (average round-trip price of $231).
Search Deals

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 febrero 22, 2025.

jue. 4/35:41 pmORF - MCO
Nonstop2h 10mFrontier
lun. 4/72:51 pmMCO - ORF
Nonstop2h 07mFrontier
Deal found 2/21$90
lun. 5/124:06 pmORF - ATL
Nonstop1h 53mFrontier
jue. 5/152:05 pmATL - ORF
Nonstop1h 41mFrontier
Deal found 2/21$96
dom. 3/96:38 pmORF - MCO
Nonstop2h 18mMultiple Airlines
sáb. 3/155:31 pmMCO - ORF
Nonstop2h 03mMultiple Airlines
Deal found 2/20$96
mié. 4/236:44 pmORF - MCO
1 stop6h 11mSpirit Airlines
vie. 4/256:01 pmMCO - ORF
Nonstop2h 03mSpirit Airlines
Deal found 2/21$97
mar. 3/183:45 pmORF - ATL
Nonstop2h 03mMultiple Airlines
mié. 3/268:05 amATL - ORF
1 stop10h 41mMultiple Airlines
Deal found 2/21$105
lun. 4/77:41 pmORF - ATL
1 stop11h 24mSpirit Airlines
jue. 4/107:00 amATL - ORF
1 stop4h 22mSpirit Airlines
Deal found 2/21$106
sáb. 4/510:45 amORF - FLL
Nonstop2h 27mSpirit Airlines
mié. 4/910:06 pmFLL - ORF
Nonstop2h 13mSpirit Airlines
Deal found 2/21$108
jue. 5/86:00 amORF - TPA
1 stop10h 10mSpirit Airlines
lun. 5/1211:15 amTPA - ORF
2 stops31h 34mSpirit Airlines
Deal found 2/21$129
lun. 3/247:00 amORF - TPA
Nonstop2h 15mBreeze Airways
mié. 3/2610:55 amTPA - ORF
Nonstop2h 07mBreeze Airways
Deal found 2/21$130
mar. 3/113:28 pmORF - EWR
1 stop5h 41mFrontier
mié. 3/1210:09 pmEWR - ORF
1 stop9h 29mFrontier
Deal found 2/21$130
lun. 3/247:00 amORF - TPA
Nonstop2h 15mMultiple Airlines
vie. 3/285:45 amTPA - ORF
1 stop3h 55mMultiple Airlines
Deal found 2/21$133
dom. 3/3012:51 pmORF - FLL
1 stop23h 13mMultiple Airlines
sáb. 4/57:30 amFLL - ORF
Nonstop2h 10mMultiple Airlines
Deal found 2/21$134

Find flights from Chesapeake within your budget

Find flights departing from Chesapeake that match your specified budget. Filter results by price range, allowing you to narrow down options and find flights that fit within your financial constraints. Please note that the search results are based on data from user searches, with fares last updated on febrero 22, 2025. In the last 7 days, Cheapflights users made a total of 2,558,603 searches

Fly to

Miami

Route

Depart

Return

Price

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

jue. 4/3

5:41 pm-7:51 pm

Nonstop2h 10m

Orlando

lun. 4/7

2:51 pm-4:58 pm

Nonstop2h 07m

$90

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

dom. 3/9

6:38 pm-8:56 pm

Nonstop2h 18m

Orlando

sáb. 3/15

5:31 pm-7:34 pm

Nonstop2h 03m

$96

NorfolkAtlanta

ORF - ATL

ORFATL

Norfolk

lun. 5/12

4:06 pm-5:59 pm

Nonstop1h 53m

Atlanta Hartsfield-Jackson

jue. 5/15

2:05 pm-3:46 pm

Nonstop1h 41m

$96

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

mié. 4/23

6:44 pm-12:55 am

1 stop6h 11m

Orlando

vie. 4/25

6:01 pm-8:04 pm

Nonstop2h 03m

$97

NorfolkAtlanta

ORF - ATL

ORFATL

Norfolk

mar. 3/18

3:45 pm-5:48 pm

Nonstop2h 03m

Atlanta Hartsfield-Jackson

mié. 3/26

8:05 am-6:46 pm

1 stop10h 41m

$105

NorfolkAtlanta

ORF - ATL

ORFATL

Norfolk

lun. 4/7

7:41 pm-7:05 am

1 stop11h 24m

Atlanta Hartsfield-Jackson

jue. 4/10

7:00 am-11:22 am

1 stop4h 22m

$106

NorfolkFort Lauderdale

ORF - FLL

ORFFLL

Norfolk

sáb. 4/5

10:45 am-1:12 pm

Nonstop2h 27m

Fort Lauderdale

mié. 4/9

10:06 pm-12:19 am

Nonstop2h 13m

$108

NorfolkTampa

ORF - TPA

ORFTPA

Norfolk

jue. 5/8

6:00 am-4:10 pm

1 stop10h 10m

Tampa

lun. 5/12

11:15 am-6:49 pm

2 stops31h 34m

$129

NorfolkTampa

ORF - TPA

ORFTPA

Norfolk

lun. 3/24

7:00 am-9:15 am

Nonstop2h 15m

Tampa

mié. 3/26

10:55 am-1:02 pm

Nonstop2h 07m

$130

NorfolkNewark

ORF - EWR

ORFEWR

Norfolk

mar. 3/11

3:28 pm-9:09 pm

1 stop5h 41m

Newark

mié. 3/12

10:09 pm-7:38 am

1 stop9h 29m

$130

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/22

Showing 1-10 of 60 results
1
2
3
...
6

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?

Use this chart to determine the optimal time to book a round-trip flight from Chesapeake to Miami. Price data was last updated on February 14, 2025.

To ensure you get the cheapest price possible for a flight from Chesapeake, you should look to book at least 41 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, May is the cheapest month in which you can book a flight from Chesapeake (average of $39). Flying from Chesapeake in December will prove the most costly (average of $84). 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?

Use this chart to determine the cheapest time to fly round-trip from Chesapeake to Miami. Price data was last updated on February 16, 2025.

Those who are seeking the cheapest fare on flights departing from Chesapeake would be wise to consider leaving during Monday at noon 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: American Airlines, Spirit Airlines, Delta, Allegiant Air, United Airlines. These airlines depart to the following popular destinations: Miami.

American Airlines

American Airlines

From $131

Delta

Delta

From $120

United Airlines

United Airlines

From $136

Spirit Airlines

Spirit Airlines

From $42

Airline reviews for flights from Chesapeake

Read reviews and ratings of airlines operating flights from Chesapeake. Gain insights into the quality of service, in-flight amenities, customer experiences, and overall satisfaction to choose the best airline for your Chesapeake travel. Please note that the reviews are sourced from user searches and were last updated on febrero 22, 2025. In the last 7 days, Cheapflights users made a total of 2,558,603 searches.
Southwest
8.1
Very good
4,395 reviews

Comfort

8.1

Overall

8.1

Food

7.1

Entertainment

7.6

Crew

8.7

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,395 reviews
Southwest
8.1
Very good
4,395 reviews

Comfort

8.1

Overall

8.1

Food

7.1

Entertainment

7.6

Crew

8.7

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,203 reviews
Southwest
8.1
Very good
4,395 reviews

Comfort

8.1

Overall

8.1

Food

7.1

Entertainment

7.6

Crew

8.7

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

United Airlines
7.4
Good
8,754 reviews
Southwest
8.1
Very good
4,395 reviews

Comfort

8.1

Overall

8.1

Food

7.1

Entertainment

7.6

Crew

8.7

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,395 reviews

Comfort

8.1

Overall

8.1

Food

7.1

Entertainment

7.6

Crew

8.7

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Spirit Airlines
6.3
Okay
8,012 reviews
Southwest
8.1
Very good
4,395 reviews

Comfort

8.1

Overall

8.1

Food

7.1

Entertainment

7.6

Crew

8.7

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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
Chesapeake to Miami flights
Chesapeake to Atlanta flights
Chesapeake to Las Vegas flights
Chesapeake to Tampa flights
Chesapeake to Denver flights
Chesapeake to Luis Munoz Marin Intl flights
Chesapeake to Seattle flights
Chesapeake to Cancún flights
Chesapeake to Narita flights
Chesapeake to Haneda flights
Chesapeake to San Diego flights
Chesapeake to New Orleans flights
Chesapeake to Detroit flights
Chesapeake to Honolulu flights
Chesapeake to San Francisco flights
Chesapeake to Montego Bay flights
Chesapeake to Panama City flights
Chesapeake to Puerto Vallarta flights
Chesapeake to Cozumel flights
Chesapeake to Punta Cana flights
Chesapeake to Charles de Gaulle flights
Chesapeake to Heathrow flights
Chesapeake to Minneapolis flights
Chesapeake to Ontario flights
Chesapeake to Manila flights
Chesapeake to Philadelphia flights
Chesapeake to Baltimore flights

Related info for your journey

Access useful and relevant information related to your journey from Chesapeake. This can include details such as airport transportation, visa requirements, travel insurance, luggage regulations, and any other information that can ensure a smooth and hassle-free travel experience. Please note that the information is based on general guidance and may need to be verified with official sources. Data last updated febrero 22, 2025.

  • What is the cheapest airport to fly out of Chesapeake?

    Istanbul airport offers the cheapest routes to Sofia, 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?

    May is currently the cheapest month to fly from Chesapeake. At this moment in time December 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 Sofia to Frankfurt am Main from $32 round trip
    Fly from Brussels to Athens from $32 round trip
    Fly from Riga to Stockholm from $32 round trip

100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
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.