$49 Cheap flights to Chesapeake City County

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Top places to visit in Chesapeake City County

Cheap flights to Chesapeake City County from $49 One Way, $98 Round Trip

$98 return flights and $49 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.

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Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
JAXNorfolkJune 20 to June 24$244
DFWNorfolkJune 19 to June 24$331
MCONorfolkJune 19 to June 27$343
TPANorfolkJune 19 to June 23$364
ATLNorfolkJune 21 to June 25$391
LAXNorfolkJune 19 to June 30$424
BOSNorfolkJune 19 to June 24$446
DENNorfolkJune 20 to June 23$642
SANNorfolkJune 19 to June 22$801
SEANorfolkJune 19 to June 22$896
*Prices include taxes and fees

Find The Perfect Hotel For After Your Flight

Score Epic Chesapeake City County Accommodation Deals

Wingate by Wyndham Chesapeake

Wingate by Wyndham Chesapeake

3 out of 5
817 Greenbrier Circle Chesapeake VA
Fully refundableReserve now, pay when you stay
$116 nightly
The price is $136 total per night from Jul 5 to Jul 6
$136 total
Jul 5 - Jul 6
Total with taxes and fees
Book a stay at this business-friendly hotel in Chesapeake. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
7.8/10 Good! (1,086 reviews)
"Hotel was not as advertised. Room was dirty, hotel outdated. The pictures displayed are false, not worth the money"

Reviewed on Jun 15, 2026

Opens in a new windowWingate by Wyndham Chesapeake
Wyndham Virginia Beach Oceanfront

Wyndham Virginia Beach Oceanfront

3 out of 5
5700 Atlantic Ave Virginia Beach VA
$124 nightly
The price is $145 total per night from Jun 17 to Jun 18
$145 total
Jun 17 - Jun 18
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 restaurant and the helpful staff ...
7.8/10 Good! (1,881 reviews)
"Fantastic location to be out of the mainstream. Furniture in room outdated but we are only there to sleep. Beach view and access is fabulous. Staff friendly and helpful."

Reviewed on Jun 16, 2026

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 refundableReserve now, pay when you stay
$170 nightly
The price is $198 total per night from Jun 17 to Jun 18
$198 total
Jun 17 - Jun 18
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 ...
8.4/10 Very Good! (2,631 reviews)
"Only complaint I have is the parking garage, parking was super tight and I drove a car that is low to the ground so it dragged terrible going up every level and I was on the fifth floor. Other than parking everything else was excellent!"

Reviewed on Jun 16, 2026

Opens in a new windowCountry Inn & Suites by Radisson, Virginia Beach (Oceanfront)
Save an average of 15% on thousands of hotels when you're signed in
Ocean Resort

Ocean Resort

2.5 out of 5
Atlantic Avenue,2417 Virginia Beach VA
Fully refundableReserve now, pay when you stay
$142 nightly
The price is $166 total per night from Jun 23 to Jun 24
$166 total
Jun 23 - Jun 24
Total with taxes and fees
Book a stay at this beach hotel in Virginia Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff and the clean rooms ...
7.8/10 Good! (1,576 reviews)
"Todo me gustó."

Reviewed on Jun 15, 2026

Opens in a new windowOcean Resort
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?

Chesapeake City County

Reach your destination without breaking your budget by booking your flights to Chesapeake City County using Orbitz. We offer access to all of the best discounts on airfare, travel accommodations and even car rentals. Planning your trip and saving money are easier with Orbitz.

Get Discount Rates On Your Chesapeake City County Flight

Whether planning ahead or deciding to book your trip at the last minute, Orbitz will provide the lowest rates on Chesapeake City County flights. Using our free mobile phone apps will make you privy to a number of discounts that are unique to mobile phone users. These are perfect for harried travelers who want to find deals that they can qualify for on the same day.

Make Orbitz Your Official Travel Planner

Orbitz can be used for much more than comparing and booking a discount flight to Chesapeake City County. We also offer a variety of resources for securing the ideal travel accommodations while staying on budget. Travel tips, hotel reviews, customized suggestions and even detailed images can all be accessed through your mobile phone.

Build A Comprehensive Travel Itinerary

In addition to booking a low cost flight to Chesapeake City County, you can learn about the best places to visit, the best hotels to stay in and the preferred times for traveling. When you use Orbitz mobile phone apps you can also share your travel itineraries with friends and family members, all with just a few quick taps.

Using Orbitz to secure your Chesapeake City County flights can save you money and time. Perfect for both the early travel planner and the last minute journey: Orbitz offers phenomenal customer service and unbeatable convenience.

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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 $98 and $896 this past week. The lowest prices for one-way tickets were $49, coming from Atlanta (ATL).
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.