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Chesapeake

$27+ 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 5/2. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — LAS
Apr 9 — Apr 161
Thu 4/9
Thu 4/16
1 adult, Economy
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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 March 10, 2026.

Cheapest one-way flight

$40

Cheapest round-trip flight

$75

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 Fort Lauderdale.
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On average, American Airlines currently has the cheapest one-way flight from Chesapeake (avg. price of $249).
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Atlanta Hartsfield-Jackson (ATL) is currently the most popular flight destination from Chesapeake (average round-trip price of $248).
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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 March 10, 2026.

This Booking.com deal was found by Cheapflights users on 3/5. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/1811:27 am
ORF
-
ATL
Nonstop2h 13m
Frontier
Sun 4/198:50 am
ATL
-
ORF
Nonstop1h 42m
Frontier
Deal found 3/5$57
This Kiwi.com deal was found by Cheapflights users on 3/5. 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.
Mon 4/1311:33 am
ORF
-
ATL
Nonstop2h 13m
Frontier
Thu 4/308:50 am
ATL
-
ORF
Nonstop1h 42m
Frontier
Deal found 3/5$64
This Super.com deal was found by Cheapflights users on 3/9. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/2311:27 am
ORF
-
ATL
Nonstop2h 13m
Frontier
Mon 4/278:50 am
ATL
-
ORF
Nonstop1h 42m
Frontier
Deal found 3/9$80
This Trip.com deal was found by Cheapflights users on 3/6. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/233:26 pm
ORF
-
MCO
Nonstop2h 15m
Frontier
Thu 3/263:44 pm
MCO
-
ORF
Nonstop2h 04m
Frontier
Deal found 3/6$81
This Frontier deal was found by Cheapflights users on 3/5. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/1011:33 am
ORF
-
ATL
Nonstop2h 13m
Frontier
Fri 4/248:35 am
ATL
-
ORF
Nonstop1h 42m
Frontier
Deal found 3/5$81
This Kiwi.com deal was found by Cheapflights users on 3/9. 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 4/187:16 pm
ORF
-
MCO
Nonstop2h 13m
Frontier
Sat 4/254:16 pm
MCO
-
ORF
Nonstop2h 05m
Frontier
Deal found 3/9$85
This Priceline deal was found by Cheapflights users on 3/7. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/236:45 am
ORF
-
MCO
Nonstop2h 06m
Spirit Airlines
Thu 3/267:50 pm
MCO
-
ORF
Nonstop1h 57m
Spirit Airlines
Deal found 3/7$87
This Priceline deal was found by Cheapflights users on 3/5. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/236:45 am
ORF
-
MCO
Nonstop2h 06m
Spirit Airlines
Wed 3/257:50 pm
MCO
-
ORF
Nonstop1h 57m
Spirit Airlines
Deal found 3/5$88
This Kiwi.com deal was found by Cheapflights users on 3/5. 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 4/1011:33 am
ORF
-
ATL
Nonstop2h 13m
Frontier
Thu 4/308:50 am
ATL
-
ORF
Nonstop1h 42m
Frontier
Deal found 3/5$89
This Kiwi.com deal was found by Cheapflights users on 3/6. 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.
Thu 4/1611:27 am
ORF
-
ATL
Nonstop2h 13m
Frontier
Sun 4/198:50 am
ATL
-
ORF
Nonstop1h 42m
Frontier
Deal found 3/6$91
This Frontier deal was found by Cheapflights users on 3/9. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/1411:19 am
ORF
-
ATL
Nonstop2h 13m
Frontier
Sun 5/178:42 am
ATL
-
ORF
Nonstop1h 42m
Frontier
Deal found 3/9$92
This Mytrip deal was found by Cheapflights users on 3/5. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/217:25 am
ORF
-
MCO
Nonstop2h 10m
Breeze Airways
Sat 3/2810:15 am
MCO
-
ORF
Nonstop2h 00m
Breeze Airways
Deal found 3/5$94

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 March 10, 2026. In the last 7 days, Cheapflights users made a total of 2,558,603 searches

Fly to

Route

Depart

Return

Price

Cheapest round-trip

NorfolkAtlanta

ORF - ATL

ORFATL

Norfolk

Mon 4/20

10:05 am-1:55 pm

1 stop3h 50m

Atlanta Hartsfield-Jackson

Mon 4/20

3:30 pm-10:55 pm

2 stops7h 25m

$144

NorfolkAtlanta

ORF - ATL

ORFATL

Norfolk

Sat 4/18

7:55 am-2:15 pm

1 stop6h 20m

Atlanta Hartsfield-Jackson

Tue 4/21

4:25 pm-9:55 pm

1 stop5h 30m

$151

NorfolkTampa

ORF - TPA

ORFTPA

Norfolk

Sun 4/12

7:00 am-9:20 am

Nonstop2h 20m

Tampa

Sat 4/18

7:30 pm-9:36 pm

Nonstop2h 06m

$158

NorfolkTampa

ORF - TPA

ORFTPA

Norfolk

Thu 7/23

7:40 am-9:53 am

Nonstop2h 13m

Tampa

Mon 7/27

8:36 pm-10:48 pm

Nonstop2h 12m

$158

NorfolkAtlanta

ORF - ATL

ORFATL

Norfolk

Wed 4/1

7:29 pm-9:31 pm

Nonstop2h 02m

Atlanta Hartsfield-Jackson

Sun 4/5

8:11 am-9:42 am

Nonstop1h 31m

$178

NorfolkAtlanta

ORF - ATL

ORFATL

Norfolk

Fri 4/17

7:25 pm-9:29 pm

Nonstop2h 04m

Atlanta Hartsfield-Jackson

Mon 4/20

8:59 pm-10:33 pm

Nonstop1h 34m

$178

NorfolkTampa

ORF - TPA

ORFTPA

Norfolk

Sat 8/8

7:00 am-9:13 am

Nonstop2h 13m

Tampa

Sat 8/15

6:43 pm-8:55 pm

Nonstop2h 12m

$193

NorfolkTampa

ORF - TPA

ORFTPA

Norfolk

Tue 4/28

4:25 pm-10:55 pm

1 stop6h 30m

Tampa

Wed 4/29

12:25 pm-9:55 pm

2 stops9h 30m

$194

NorfolkTampa

ORF - TPA

ORFTPA

Norfolk

Thu 4/30

7:17 am-9:37 am

Nonstop2h 20m

Tampa

Thu 5/7

8:34 pm-10:46 pm

Nonstop2h 12m

$198

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

Mon 5/18

6:26 pm-10:44 pm

1 stop4h 18m

Orlando

Wed 5/20

7:00 am-11:35 am

1 stop4h 35m

$230

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/8

Showing 1-10 of 60 resultsSorted by cheapest first
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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 Las Vegas. Price data was last updated on March 6, 2026.

To ensure you get the cheapest price possible for a flight from Chesapeake, you should look to book at least 69 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, August is the cheapest month in which you can book a flight from Chesapeake (average of $122). Flying from Chesapeake in March will prove the most costly (average of $268). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.

Which airlines fly from Chesapeake?

For flights departing from Chesapeake check dates and pricing for the following: American Airlines, Breeze Airways, Delta, Southwest, United Airlines. These airlines depart to the following popular destinations: Las Vegas.

American Airlines
American Airlines
From $158
Delta
Delta
From $88
United Airlines
United Airlines
From $128
Southwest
Southwest
From $147

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 March 10, 2026. In the last 7 days, Cheapflights users made a total of 2,558,603 searches.
Get a feel of what it's like to fly with Breeze Airways,Southwest, andDelta 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.
Breeze Airways
8.1
Very good
271 reviews

Crew

8.7

Boarding

8.3

Overall

8.1

Food

6.6

Entertainment

6.6

Comfort

8.2

Reviews

1 / 17
2.0
Mediocre

Justine,Jan 2026

RDU - MCO

1/10, I have never experienced the amount of delays, my flight was supposed to board at 8:34pm, we didn’t board until 3:35am from RDU. The staff got rude and very disrespectful when you asked what was going on it was like we didn’t board until something wrong or were pestering them for answers. I was 1 question 1 time, they were not communicating with us at all. So when our plane was now 6+ hrs delayed and nothing was being said to us .. yeah I think we have a right to ask a question. Everything took so long and was such a process; I have never experienced this before and I’m a frequent flyer, breeze makes spirit airlines look like a 100/10 airline.
Breeze Airways
8.1
Very good
271 reviews
Breeze Airways
8.1
Very good
271 reviews

Crew

8.7

Boarding

8.3

Overall

8.1

Food

6.6

Entertainment

6.6

Comfort

8.2

Reviews

1 / 17
2.0
Mediocre

Justine,Jan 2026

RDU - MCO

1/10, I have never experienced the amount of delays, my flight was supposed to board at 8:34pm, we didn’t board until 3:35am from RDU. The staff got rude and very disrespectful when you asked what was going on it was like we didn’t board until something wrong or were pestering them for answers. I was 1 question 1 time, they were not communicating with us at all. So when our plane was now 6+ hrs delayed and nothing was being said to us .. yeah I think we have a right to ask a question. Everything took so long and was such a process; I have never experienced this before and I’m a frequent flyer, breeze makes spirit airlines look like a 100/10 airline.
Southwest
8.0
Very good
4,317 reviews
Breeze Airways
8.1
Very good
271 reviews

Crew

8.7

Boarding

8.3

Overall

8.1

Food

6.6

Entertainment

6.6

Comfort

8.2

Reviews

1 / 17
2.0
Mediocre

Justine,Jan 2026

RDU - MCO

1/10, I have never experienced the amount of delays, my flight was supposed to board at 8:34pm, we didn’t board until 3:35am from RDU. The staff got rude and very disrespectful when you asked what was going on it was like we didn’t board until something wrong or were pestering them for answers. I was 1 question 1 time, they were not communicating with us at all. So when our plane was now 6+ hrs delayed and nothing was being said to us .. yeah I think we have a right to ask a question. Everything took so long and was such a process; I have never experienced this before and I’m a frequent flyer, breeze makes spirit airlines look like a 100/10 airline.
Delta
7.9
Good
8,276 reviews
Breeze Airways
8.1
Very good
271 reviews

Crew

8.7

Boarding

8.3

Overall

8.1

Food

6.6

Entertainment

6.6

Comfort

8.2

Reviews

1 / 17
2.0
Mediocre

Justine,Jan 2026

RDU - MCO

1/10, I have never experienced the amount of delays, my flight was supposed to board at 8:34pm, we didn’t board until 3:35am from RDU. The staff got rude and very disrespectful when you asked what was going on it was like we didn’t board until something wrong or were pestering them for answers. I was 1 question 1 time, they were not communicating with us at all. So when our plane was now 6+ hrs delayed and nothing was being said to us .. yeah I think we have a right to ask a question. Everything took so long and was such a process; I have never experienced this before and I’m a frequent flyer, breeze makes spirit airlines look like a 100/10 airline.
United Airlines
7.4
Good
9,409 reviews
Breeze Airways
8.1
Very good
271 reviews

Crew

8.7

Boarding

8.3

Overall

8.1

Food

6.6

Entertainment

6.6

Comfort

8.2

Reviews

1 / 17
2.0
Mediocre

Justine,Jan 2026

RDU - MCO

1/10, I have never experienced the amount of delays, my flight was supposed to board at 8:34pm, we didn’t board until 3:35am from RDU. The staff got rude and very disrespectful when you asked what was going on it was like we didn’t board until something wrong or were pestering them for answers. I was 1 question 1 time, they were not communicating with us at all. So when our plane was now 6+ hrs delayed and nothing was being said to us .. yeah I think we have a right to ask a question. Everything took so long and was such a process; I have never experienced this before and I’m a frequent flyer, breeze makes spirit airlines look like a 100/10 airline.
American Airlines
7.1
Good
11,415 reviews
Breeze Airways
8.1
Very good
271 reviews

Crew

8.7

Boarding

8.3

Overall

8.1

Food

6.6

Entertainment

6.6

Comfort

8.2

Reviews

1 / 17
2.0
Mediocre

Justine,Jan 2026

RDU - MCO

1/10, I have never experienced the amount of delays, my flight was supposed to board at 8:34pm, we didn’t board until 3:35am from RDU. The staff got rude and very disrespectful when you asked what was going on it was like we didn’t board until something wrong or were pestering them for answers. I was 1 question 1 time, they were not communicating with us at all. So when our plane was now 6+ hrs delayed and nothing was being said to us .. yeah I think we have a right to ask a question. Everything took so long and was such a process; I have never experienced this before and I’m a frequent flyer, breeze makes spirit airlines look like a 100/10 airline.

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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 March 10, 2026.

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

    Barranquilla E Cortissoz airport offers the cheapest routes to Fort Lauderdale, from $22; whereas Istanbul airport is typically cheaper if you're flying to Dubai, from $23. 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?

    August 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 Barranquilla to Medellín from $22 round trip
    Fly from Istanbul to Ankara from $23 round trip
    Fly from Cheongju to Jeju City from $24 round trip
    Fly from Medellín to Cartagena from $30 round trip
    Fly from Medellín to Bogotá from $31 round trip

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