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$42+ 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 11/13. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — LAX
Nov 28 — Dec 51
Fri 11/28
Fri 12/5
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 October 29, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$95
(Cheapflightsfares)

One-way from

$42
(Kiwi.com)

Popular in

November

Cheapest in

January

Average price

$239
Provider with most accurate pricing for Norfolk-New York (NYC) flight deals.
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Provider most trusted by Cheapflights users for Norfolk-New York (NYC) flights.
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From Chesapeake to North America
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One-way flight from Chesapeake to North America
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Highest demand for flights based on searches. 7% potential increase in price ($18 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 October 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 October 29, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 10/26. 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.
Tue 11/116:33 pmORF - MCO
Nonstop2h 11mSpirit Airlines
Sun 11/236:32 pmMCO - ORF
Nonstop1h 59mSpirit Airlines
Deal found 10/26$95
This Cheapflightsfares deal was found by Cheapflights users on 10/29. 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 11/277:18 pmORF - MCO
1 stop4h 07mSpirit Airlines
Thu 12/45:46 amMCO - ORF
Nonstop1h 57mSpirit Airlines
Deal found 10/29$96
This Trip.com deal was found by Cheapflights users on 10/28. 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 11/101:19 pmORF - MCO
Nonstop2h 11mSpirit Airlines
Mon 11/1710:27 amMCO - ORF
Nonstop1h 57mSpirit Airlines
Deal found 10/28$98
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 11/104:57 pmORF - MCO
Nonstop2h 15mMultiple Airlines
Fri 11/1410:27 amMCO - ORF
Nonstop1h 57mMultiple Airlines
Deal found 10/28$102
This Cheapflightsfares deal was found by Cheapflights users on 10/27. 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.
Wed 11/126:33 pmORF - MCO
Nonstop2h 11mSpirit Airlines
Fri 11/1410:27 amMCO - ORF
Nonstop1h 57mSpirit Airlines
Deal found 10/27$103
This Priceline deal was found by Cheapflights users on 10/28. 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.
Tue 11/116:33 pmORF - MCO
Nonstop2h 11mSpirit Airlines
Fri 11/1410:27 amMCO - ORF
Nonstop1h 57mSpirit Airlines
Deal found 10/28$104
This Cheapflightsfares deal was found by Cheapflights users on 10/28. 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 11/207:18 pmORF - MCO
1 stop4h 07mSpirit Airlines
Sun 11/236:32 pmMCO - ORF
Nonstop1h 59mSpirit Airlines
Deal found 10/28$105
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 12/128:38 amORF - MCO
Nonstop2h 12mSpirit Airlines
Mon 12/155:46 amMCO - ORF
Nonstop1h 57mSpirit Airlines
Deal found 10/27$106
This Cheapflightsfares deal was found by Cheapflights users on 10/27. 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.
Wed 11/269:26 pmORF - MCO
Nonstop2h 03mSpirit Airlines
Mon 12/16:32 pmMCO - ORF
Nonstop1h 59mSpirit Airlines
Deal found 10/27$109
This Priceline deal was found by Cheapflights users on 10/27. 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 11/1011:42 amORF - MCO
1 stop9h 24mFrontier
Thu 11/135:25 amMCO - ORF
1 stop9h 00mFrontier
Deal found 10/27$110
This Booking.com deal was found by Cheapflights users on 10/27. 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.
Mon 11/31:19 pmORF - MCO
Nonstop2h 11mSpirit Airlines
Fri 11/1410:27 amMCO - ORF
Nonstop1h 57mSpirit Airlines
Deal found 10/27$112
This Mytrip deal was found by Cheapflights users on 10/28. 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.
Tue 11/186:33 pmORF - MCO
Nonstop2h 11mSpirit Airlines
Wed 11/196:00 amMCO - ORF
2 stops12h 58mSpirit Airlines
Deal found 10/28$113

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 October 29, 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

Wed 12/3

6:15 pm-10:30 pm

1 stop4h 15m

Orlando

Sat 1/17

8:45 am-10:40 am

Nonstop1h 55m

$145

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

Fri 12/5

4:10 pm-6:15 pm

Nonstop2h 05m

Orlando

Tue 12/9

1:40 pm-3:30 pm

Nonstop1h 50m

$153

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

Mon 12/8

10:05 am-4:15 pm

1 stop6h 10m

Orlando

Wed 12/10

1:40 pm-3:30 pm

Nonstop1h 50m

$163

NorfolkBoston

ORF - BOS

ORFBOS

Norfolk

Thu 11/13

9:03 pm-8:28 am

1 stop11h 25m

Boston Logan Intl

Mon 11/24

10:59 am-8:31 pm

1 stop9h 32m

$164

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

Fri 12/5

8:11 pm-5:55 pm

2 stops21h 44m

Orlando

Mon 12/8

5:46 am-7:43 am

Nonstop1h 57m

$167

NorfolkAtlanta

ORF - ATL

ORFATL

Norfolk

Fri 2/20

11:36 am-1:39 pm

Nonstop2h 03m

Atlanta Hartsfield-Jackson

Sun 2/22

8:37 am-7:37 pm

1 stop11h 00m

$167

NorfolkAtlanta

ORF - ATL

ORFATL

Norfolk

Fri 11/28

4:06 pm-6:11 pm

Nonstop2h 05m

Atlanta Hartsfield-Jackson

Mon 12/1

1:40 pm-3:21 pm

Nonstop1h 41m

$168

NorfolkAtlanta

ORF - ATL

ORFATL

Norfolk

Sat 11/22

7:18 pm-12:15 am

1 stop4h 57m

Atlanta Hartsfield-Jackson

Sun 11/23

5:45 am-8:31 pm

1 stop14h 46m

$171

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

Thu 12/11

6:15 pm-10:30 pm

1 stop4h 15m

Orlando

Tue 12/16

2:45 pm-9:05 pm

1 stop6h 20m

$173

NorfolkAtlanta

ORF - ATL

ORFATL

Norfolk

Wed 11/19

6:33 pm-10:03 am

1 stop15h 30m

Atlanta Hartsfield-Jackson

Thu 11/20

9:57 pm-7:07 pm

2 stops21h 10m

$176

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

Showing 1-10 of 60 results
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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, September is the cheapest month in which you can book a flight from Chesapeake to North America (average of $40). Flying from Chesapeake to North America in December is currently the most expensive (average of $80). 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 October 29, 2025.

It’s optimal to fly from Chesapeake to North America in the afternoon. By choosing this option you can save up to 11% on the cost of your flight, compared to a flight at noon.

What is the cheapest day to fly from Chesapeake to North America?

Use this chart to determine the cheapest time to fly round-trip from Chesapeake to North America. Price data was last updated on October 26, 2025.

Travelers seeking maximum savings on their Chesapeake to North America flight should consider departing on Monday at noon when fares are most often at their lowest. Wednesday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

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 October 29, 2025.
Peruse reviews from past customers who have flown with Breeze Airways, Southwest, 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.
Breeze Airways
8.1
Very good
221 reviews

Comfort

8.2

Overall

8.1

Food

6.7

Crew

8.7

Entertainment

6.6

Boarding

8.3

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
Breeze Airways
8.1
Very good
221 reviews
Breeze Airways
8.1
Very good
221 reviews

Comfort

8.2

Overall

8.1

Food

6.7

Crew

8.7

Entertainment

6.6

Boarding

8.3

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
Southwest
8.0
Very good
4,240 reviews
Breeze Airways
8.1
Very good
221 reviews

Comfort

8.2

Overall

8.1

Food

6.7

Crew

8.7

Entertainment

6.6

Boarding

8.3

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
Delta
7.9
Good
7,994 reviews
Breeze Airways
8.1
Very good
221 reviews

Comfort

8.2

Overall

8.1

Food

6.7

Crew

8.7

Entertainment

6.6

Boarding

8.3

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
United Airlines
7.4
Good
9,001 reviews
Breeze Airways
8.1
Very good
221 reviews

Comfort

8.2

Overall

8.1

Food

6.7

Crew

8.7

Entertainment

6.6

Boarding

8.3

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
American Airlines
7.2
Good
11,032 reviews
Breeze Airways
8.1
Very good
221 reviews

Comfort

8.2

Overall

8.1

Food

6.7

Crew

8.7

Entertainment

6.6

Boarding

8.3

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!

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, 1 users have taken a look at flights from Chesapeake to North America.

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

    Airlines like Southwest, Spirit Airlines, and Frontier fly from Chesapeake to North America in about 2h 05m. The time it takes to get you to your destination can typically vary by up to 19h 39m. The distance between Chesapeake and North America is about 515 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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 $55 on Spirit Airlines. Other airlines that offer cheap prices include Frontier from $55 and Southwest from $59 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 - Orlando, Norfolk - New York LaGuardia and Norfolk - Houston Hobby.

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

    On average you can expect to pay $264 for a flight from Chesapeake to North America. The cheapest flight overall is $109 while the most popular route, (Norfolk - Orlando) is currently priced at $56.

  • 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, September is the cheapest month in which you can book a flight from Chesapeake to North America (average of $40). Flying from Chesapeake to North America in December is currently the most expensive (average of $80). 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 October 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$46Average$212FlexibilityNo cancel feeOn-time65%
Allegiant AirCheapest$48Average$90FlexibilityNo cancel feeOn-time88%
FrontierCheapest$56Average$218FlexibilityNo cancel feeOn-time62%
Breeze AirwaysCheapest$82Average$303FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$89Average$271FlexibilityNo cancel feeOn-time62%
DeltaCheapest$94Average$350FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$106Average$407FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$156Average$423FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$158Average$389FlexibilityNo cancel feeOn-time71%
Sun Country AirCheapest$235Average$305FlexibilityNo cancel feeOn-time83%

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