$56 Cheap flights to Chesapeake City County

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Top places to visit in Chesapeake City County

A golf course, a large building complex, and a marina by a river.
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Chesapeake

Chesapeake

Cheap flights to Chesapeake City County from $56 One Way, $71 Round Trip

$71 return flights and $56 one-way flights to Chesapeake City County were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Wed, Oct 21 - Thu, Oct 22
MCO
Orlando
ORF
Norfolk
$71 Roundtrip, found 16 hours ago
$71
Roundtrip
found 16 hours ago
Select Frontier Airlines flight, departing Wed, Oct 21 from Orlando to Norfolk, returning Thu, Oct 22, priced at $71 found 16 hours ago
Tue, Oct 13 - Tue, Oct 20
FLL
Fort Lauderdale
ORF
Norfolk
$142 Roundtrip, found 20 hours ago
$142
Roundtrip
found 20 hours ago
Select Breeze Airways flight, departing Tue, Oct 13 from Fort Lauderdale to Norfolk, returning Tue, Oct 20, priced at $142 found 20 hours ago
Wed, Dec 9 - Mon, Dec 14
MIA
Miami
ORF
Norfolk
$149 Roundtrip, found 2 days ago
$149
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Wed, Dec 9 from Miami to Norfolk, returning Mon, Dec 14, priced at $149 found 2 days ago
Fri, Oct 23 - Tue, Oct 27
EWR
New York
ORF
Norfolk
$229 Roundtrip, found 3 days ago
$229
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Fri, Oct 23 from New York to Norfolk, returning Tue, Oct 27, priced at $229 found 3 days ago
Sat, Dec 12 - Wed, Dec 16
STL
St. Louis
ORF
Norfolk
$252 Roundtrip, just found
$252
Roundtrip
just found
Select Southwest Airlines flight, departing Sat, Dec 12 from St. Louis to Norfolk, returning Wed, Dec 16, priced at $252 just found
Sat, Oct 3 - Tue, Oct 6
BOS
Boston
ORF
Norfolk
$266 Roundtrip, found 3 hours ago
$266
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Sat, Oct 3 from Boston to Norfolk, returning Tue, Oct 6, priced at $266 found 3 hours ago
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Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
ATLNorfolkSeptember 20 to September 27$248
TPANorfolkSeptember 19 to September 22$289
JAXNorfolkSeptember 20 to September 23$289
MCONorfolkSeptember 18 to September 20$322
DFWNorfolkSeptember 18 to September 20$385
DENNorfolkSeptember 20 to September 24$385
LAXNorfolkSeptember 19 to September 23$526
SANNorfolkSeptember 19 to September 26$538
BOSNorfolkSeptember 20 to September 27$547
MCONewport NewsSeptember 18 to September 23$626
SEANorfolkSeptember 19 to September 29$732
*Prices include taxes and fees

Find The Perfect Hotel For After Your Flight

Score Epic Chesapeake City County Accommodation Deals

Wyndham Virginia Beach Oceanfront

Wyndham Virginia Beach Oceanfront

3 out of 5
5700 Atlantic Ave Virginia Beach VA
Fully refundableReserve now, pay when you stay
$94 nightly
The price is $110 total per night from Oct 4 to Oct 5
$110 total
Oct 4 - Oct 5
Total with taxes and fees
Stay at this hotel in Virginia Beach. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the restaurant and the helpful staff in our reviews. ...
Opens in a new windowWyndham Virginia Beach Oceanfront
Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)

Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)

3 out of 5
1801 Atlantic Ave Virginia Beach VA
Fully refundable
$119 nightly
The price is $139 total per night from Oct 5 to Oct 6
$139 total
Oct 5 - Oct 6
Total with taxes and fees
Book a stay at this beach hotel in Virginia Beach. Enjoy free breakfast, free WiFi, and a beach locale. Our guests praise the breakfast and the helpful staff ...
8.6/10 Excellent! (2,778 reviews)
"Rooms clean, staff responsive and attentive to our needs and requests, excellent view of the ocean, breakfast was plentiful"

Reviewed on Sep 14, 2026

Opens in a new windowCountry Inn & Suites by Radisson, Virginia Beach (Oceanfront)
Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel

Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel

3 out of 5
1101 Atlantic Ave Virginia Beach VA
Fully refundable
$76 nightly
The price is $89 total per night from Oct 7 to Oct 8
$89 total
Oct 7 - Oct 8
Total with taxes and fees
Book a stay at this beach hotel in Virginia Beach. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms ...
8.4/10 Very Good! (1,571 reviews)
"The front desk woman was absolutely wonderful and helpful. We had issues with our keys she fixed them right away and came back to the door with us to make sure the key worked. I have never been to a hotel, that the staff were so friendly and helpful."

Reviewed on Sep 14, 2026

Opens in a new windowSurfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel
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Holiday Inn Va Beach-Oceanside (21st St) by IHG

Holiday Inn Va Beach-Oceanside (21st St) by IHG

3 out of 5
2101 Atlantic Avenue Virginia Beach VA
Fully refundable
$122 nightly
The price is $142 total per night from Oct 15 to Oct 16
$142 total
Oct 15 - Oct 16
Total with taxes and fees
Book a stay at this beach hotel in Virginia Beach. Enjoy free WiFi, a beach locale, and breakfast (surcharge). Our guests praise the restaurant and the helpful ...
9/10 Wonderful! (1,126 reviews)
"The property was clean, quiet and well maintained. Ocean view was beautiful. Only negative was takeout breakfast wasn't offered at the restaurant within the hotel only buffet style. Overall great stay would definitely recommend."

Reviewed on Sep 14, 2026

Opens in a new windowHoliday Inn Va Beach-Oceanside (21st St) by IHG
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Need a Car For After Your Flight?

Economy

Chevrolet Spark
  • 4 people
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus
  • 4 people
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla
  • 5 people
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass
  • 5 people
Jeep Compass
SUV Jeep Compass

Chesapeake City County

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Discounted tickets available for flights to Chesapeake City County

Orbitz offers tickets at a discounted, budget friendly rate that will satisfy all of your travel requirements. Book your Chesapeake City County flights with us and structure a package that includes car hire, family activities and cheap accommodation. Orbitz will ensure that all your requirements are met, letting you relax and enjoy your holiday as it was intended.

Orbitz offers discounted Chesapeake City County flights

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Traveler profile updates

When flying with Orbitz, take advantage of frequent updates on your flights to Chesapeake City County. Details and updates are sent to up to six contact numbers to ensure that you are kept abreast of the latest information on Chesapeake City County flights. Frequent flyer and loyalty membership numbers may be updated within your Orbitz account profile.

Frequently asked questions

Which airlines fly to Chesapeake City County?
There are 12 air carriers that travel to Norfolk Intl. Airport (ORF). With this many to select from, there's a great chance you'll find a low-priced flight! Your Chesapeake City County vacation awaits with one of these top carriers:

  • American Airlines - 333 flights to Chesapeake City County per month
  • Delta - 212 flights to Chesapeake City County per month
  • United Airlines - 182 flights to Chesapeake City County per month

What is the best airport to fly to in Chesapeake City County?
Touch down at Norfolk Intl. Airport (ORF), the primary gateway to Chesapeake City County. Organizing your flight to this region doesn't get much easier.
How much is a flight to Chesapeake City County?
If you're after a return flight, airfares fluctuated between $71 and $732 this past week. The lowest prices for one-way tickets were $56, coming from Orlando (MCO).
How to book the cheapest flight to Chesapeake City County?
With Orbitz, you'll find some of the best flight deals around from a terrific range of airlines. But if you're eager to boost your prospects of scoring cheap flights to Chesapeake City County, here are a few pointers we think will help:

  • Depending on your place of departure, click on the 'Nearby airports' function (located under the departure and arrival options). From time to time, alternative departure points offer better priced fares.
  • If your plans aren't written in stone, click on the 'Show flexible dates' option to bring up the flight deals for alternative departure dates. Go with any suitable cheaper fare that pops up.
  • To optimize your results, hit 'Show options.' You can search based on seating class, airlines, nonstop flights and refundable flights. You can also select your preferred flight times under 'Sort & Filter' to the left.
  • Once you've figured out your travel dates, don't drag your feet booking a flight. Fares usually climb as the departure date nears.
  • Think about combining your flights, hotels and car rental into a package with Orbitz to get more for your money.
  • Whenever possible, don't fly in the most popular seasons. Airfares are often at their most expensive during summer, school breaks and around other vacation times like Easter, Thanksgiving and Christmas.

How long is a flight to Chesapeake City County?
Of course, flight times differ based on where you're taking off from. But to give you a clearer picture of the average duration, check out these top routes to Chesapeake City County:

  • New York, NY (JFK-John F. Kennedy Intl.) to Norfolk Intl. Airport (ORF) - 1 hour and 28 minutes
  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Norfolk Intl. Airport (ORF) - 1 hour and 36 minutes
  • Charlotte, NC (CLT-Charlotte-Douglas Intl.) to Norfolk Intl. Airport (ORF) - 1 hour and 16 minutes

What is the best time to book a flight to Chesapeake City County?
Purchase your seats to Chesapeake City County in January. This is the best month for low prices, followed by February and August. Catch cheap flights and enjoy your dream getaway with Orbitz.
What day of the week is the cheapest to book a flight to Chesapeake City County?
When it comes to cheap flights to Chesapeake City County, the best days to book are generally Tuesdays, Wednesdays and Saturdays. A rewarding flight deal is just a few clicks away with Orbitz.
What is the cheapest day of the week to fly to Chesapeake City County?
You can get cheap flights to Chesapeake City County by taking to the skies on a Monday, according to Orbitz data from 2020. Tuesday is the next most affordable day, while Saturday has the most expensive ticket prices. Whether you prefer to save a bundle or take off on any day that's convenient, you'll always find a great deal with Orbitz.
What is the cheapest month to fly to Chesapeake City County?
Consider jetting off sometime in August if you don't want to eat into your budget. Orbitz data has found that it's generally the best month for cheap flights to Chesapeake City County. June is when ticket prices hit their peak.
Which airlines allow free cancellation?
We know that plans change and flexibility is more important than ever. That's why you can search for flights that have free cancellation and no change fees on Orbitz. Just click on "Filter by flexible change policies" and we'll show you fares more flexible than a crayon left in the sun!
What do I need for the flight to Chesapeake City County?
Whether you're accustomed to flying or it's your first time on a plane, it's always good to be prepared on your journey. Here are several tips and things to keep in mind:

  • For starters, you'll need to take all applicable travel documents and your identification. How much depends on where you're taking off from. When you book, you're encouraged to use the same name, birth date and gender listed on your current ID.
  • A well-packed carry-on bag is just the ticket for a comfortable flight experience. Given your flight to Chesapeake City County is no short hop, take some snacks and activities to keep you occupied. Something to read or listen to is sure to help the hours pass.
  • Plane cabins often get chilly. If you decide to fly during the peak of summer, be sure to carry a sweater on board to keep comfortable.

How many direct flights are there to Chesapeake City County?
You can hop aboard one of 164 flights that travel directly to Chesapeake City County every month. American Airlines, Delta Air Lines and United Airlines are some of the carriers that will get you there comfortably in one go. Southwest Airlines, Breeze Airways and Frontier Airlines are some other carriers that fly to Chesapeake City County nonstop.
How do I get cheap first-class/business deals to Chesapeake City County?
Smart travelers have a way of finding business or first-class fares to Chesapeake City County without the eye-watering price tag. You can do the same with these handy hints:

  • Be flexible. By being open to a variety of travel dates, you'll have better odds of finding a deal on first or business-class airfares.
  • Find a low-cost airline that offers seats in business class. They often come with more legroom and a glass of bubbly — and a more attractive price.
  • Bid for an upgrade. Some carriers hold online auctions that let you put down a price for a seat up the front. You may also be able to upgrade with points earned through a flight loyalty program.

What is the best time to go to Chesapeake City County?
There's no right or wrong time to experience Chesapeake City County, but March, May and August are the liveliest months. Like most places in the Northern Hemisphere, summertime begins June 20. If you'd sooner get around in a T-shirt than a winter coat, this time of year may be perfect for you. Expect average daytime highs of 85 ºF and nighttime lows around 70 ºF.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.