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$49+ Cheap flights from Chesapeake, VA to North America

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 11/17. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — LAX
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheap flight deals from Chesapeake to North America

Keep the following information in mind while searching for Chesapeake to North America flight deals. Data was last updated September 11, 2025.

Round-trip from

$85
(Kiwi.com)

One-way from

$49
(Breeze Airways)

Popular in

November

Cheapest in

January

Average price

$209
From Chesapeake to North America
Search Deals
One-way flight from Chesapeake to North America
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($13 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($3 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Chesapeake to North America

Cheapest flights from Chesapeake to North America
Explore the most affordable flight options available from Chesapeake to North America. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 11, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Thu 10/25:12 pmORF - MCO
Nonstop2h 11mMultiple Airlines
Mon 10/67:52 pmMCO - ORF
Nonstop2h 10mMultiple Airlines
Deal found 9/9$85
This Frontier deal was found by Cheapflights users on 9/10. 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.
Sun 9/285:47 pmORF - MCO
Nonstop2h 11mFrontier
Thu 10/22:05 pmMCO - ORF
Nonstop2h 07mFrontier
Deal found 9/10$86
This Priceline deal was found by Cheapflights users on 9/10. 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.
Thu 10/25:12 pmORF - MCO
Nonstop2h 11mMultiple Airlines
Fri 10/37:52 pmMCO - ORF
Nonstop2h 10mMultiple Airlines
Deal found 9/10$87
This Cheapflightsfares deal was found by Cheapflights users on 9/9. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/269:47 amORF - MCO
Nonstop2h 08mFrontier
Sun 11/210:15 amMCO - ORF
Nonstop2h 01mFrontier
Deal found 9/9$89
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 10/301:06 pmORF - MCO
Nonstop2h 10mMultiple Airlines
Wed 11/510:00 pmMCO - ORF
Nonstop2h 07mMultiple Airlines
Deal found 9/10$92
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 10/175:38 pmORF - MCO
Nonstop2h 09mMultiple Airlines
Sun 10/197:00 amMCO - ORF
Nonstop2h 02mMultiple Airlines
Deal found 9/10$93
This Priceline deal was found by Cheapflights users on 9/11. 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.
Fri 11/78:01 amORF - MCO
Nonstop2h 08mMultiple Airlines
Sun 11/910:15 amMCO - ORF
Nonstop2h 01mMultiple Airlines
Deal found 9/11$96
This Cheapflightsfares deal was found by Cheapflights users on 9/10. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/169:47 amORF - MCO
Nonstop2h 08mFrontier
Sun 10/197:00 amMCO - ORF
Nonstop2h 02mFrontier
Deal found 9/10$97
This Cheapflightsfares deal was found by Cheapflights users on 9/10. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/25:12 pmORF - MCO
Nonstop2h 11mFrontier
Sun 10/52:50 pmMCO - ORF
Nonstop2h 07mFrontier
Deal found 9/10$98
This CheapOair deal was found by Cheapflights users on 9/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/274:57 pmORF - MCO
Nonstop2h 15mBreeze Airways
Fri 10/317:52 pmMCO - ORF
Nonstop2h 10mBreeze Airways
Deal found 9/10$102
This Breeze Airways deal was found by Cheapflights users on 9/11. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/204:57 pmORF - MCO
Nonstop2h 15mBreeze Airways
Fri 10/247:52 pmMCO - ORF
Nonstop2h 10mBreeze Airways
Deal found 9/11$103
This Priceline deal was found by Cheapflights users on 9/9. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/99:47 amORF - MCO
Nonstop2h 08mFrontier
Thu 10/167:00 amMCO - ORF
Nonstop2h 02mFrontier
Deal found 9/9$105

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chesapeake to North America 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 September 11, 2025.
Use the filters below to find and compare flights from Chesapeake to North America that are best for you.

Fly from

Chesapeake

Fly to

North America

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
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6

Best time to book a flight from Chesapeake to North America

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

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

Currently, January is the cheapest month in which you can book a flight from Chesapeake to North America (average of $246). Flying from Chesapeake to North America in March is currently the most expensive (average of $325). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from C6E to NA?

Find hourly flight availability from Chesapeake to North America. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 11, 2025.

When flying from Chesapeake to North America, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Reviews of airlines servicing North America

Get insights into the airlines that provide service to North America. 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 North America. Reviews last updated September 11, 2025.
Peruse reviews from past customers who have flown with Southwest, Breeze Airways, and Delta from Chesapeake to North America to help guide your decision. 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

Crew

8.6

Overall

8.0

Entertainment

7.5

Comfort

8.0

Food

7.0

Boarding

8.1

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

Crew

8.6

Overall

8.0

Entertainment

7.5

Comfort

8.0

Food

7.0

Boarding

8.1

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
Breeze Airways
8.0
Very good
205 reviews
Southwest
8.0
Very good
4,248 reviews

Crew

8.6

Overall

8.0

Entertainment

7.5

Comfort

8.0

Food

7.0

Boarding

8.1

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

Crew

8.6

Overall

8.0

Entertainment

7.5

Comfort

8.0

Food

7.0

Boarding

8.1

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
United Airlines
7.4
Good
8,937 reviews
Southwest
8.0
Very good
4,248 reviews

Crew

8.6

Overall

8.0

Entertainment

7.5

Comfort

8.0

Food

7.0

Boarding

8.1

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

Crew

8.6

Overall

8.0

Entertainment

7.5

Comfort

8.0

Food

7.0

Boarding

8.1

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

Related info for your journey

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

  • How popular is this Chesapeake to North America flight route?

    Within the past month, 6 users have taken a look at flights from Chesapeake to North America.

  • How long is the flight from Chesapeake to North America?

    Airlines like Frontier, Breeze Airways, and Delta fly from Chesapeake to North America in about 2h 05m. The time it takes to get you to your destination is usually consistent. The distance between Chesapeake and North America is about 515 mi. Generally, flights for this route are nonstop.

  • What are the cheapest airlines to fly from Chesapeake to North America one-way?

    One-way options have recently been found by users for as low as $49 on Breeze Airways. Other airlines that offer cheap prices include United Airlines from $59 and Southwest from $60 one-way.

  • What are the most popular routes from Chesapeake to North America?

    The most popular flight routes from Chesapeake to North America are Norfolk - Atlanta Hartsfield-Jackson, Norfolk - Newark and Norfolk - Orlando.

  • What are the cheapest flights from Chesapeake to North America?

    On average you can expect to pay $228 for a flight from Chesapeake to North America. The cheapest flight overall is $99 while the most popular route, (Norfolk - Atlanta Hartsfield-Jackson) is currently priced at $158.

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

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

  • How can I find direct flights from Chesapeake to North America?

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Chesapeake to North America (average of $246). Flying from Chesapeake to North America in March is currently the most expensive (average of $325). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Top 10 airlines flying from Chesapeake to North America

Discover the top 10 airlines that operate flights from Chesapeake to North America. 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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$48Average$90FlexibilityNo cancel feeOn-time88%
Spirit AirlinesCheapest$64Average$228FlexibilityNo cancel feeOn-time65%
FrontierCheapest$72Average$240FlexibilityNo cancel feeOn-time62%
Breeze AirwaysCheapest$82Average$292FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$89Average$265FlexibilityNo cancel feeOn-time62%
DeltaCheapest$94Average$375FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$156Average$426FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$158Average$405FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$166Average$443FlexibilityNo cancel feeOn-time69%
Sun Country AirCheapest$235Average$305FlexibilityNo cancel feeOn-time83%

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