$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, $112 Round Trip

$112 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.

Fri, Jan 29 - Fri, Feb 5
DJT
West Palm Beach
ORF
Norfolk
$112 Roundtrip, found 9 hours ago
$112
Roundtrip
found 9 hours ago
Select Breeze Airways flight, departing Fri, Jan 29 from West Palm Beach to Norfolk, returning Fri, Feb 5, priced at $112 found 9 hours ago
Thu, Jan 7 - Thu, Jan 14
CHS
Charleston
ORF
Norfolk
$112 Roundtrip, found 17 hours ago
$112
Roundtrip
found 17 hours ago
Select Breeze Airways flight, departing Thu, Jan 7 from Charleston to Norfolk, returning Thu, Jan 14, priced at $112 found 17 hours ago
Fri, Jan 22 - Mon, Jan 25
EWR
New York
ORF
Norfolk
$244 Roundtrip, found 6 hours ago
$244
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Fri, Jan 22 from New York to Norfolk, returning Mon, Jan 25, priced at $244 found 6 hours ago
Tue, Dec 1 - Tue, Jan 12
MEM
Memphis
ORF
Norfolk
$274 Roundtrip, found 4 days ago
$274
Roundtrip
found 4 days ago
Select American Airlines flight, departing Tue, Dec 1 from Memphis to Norfolk, returning Tue, Jan 12, priced at $274 found 4 days ago
Wed, Dec 2 - Wed, Dec 9
SLC
Salt Lake City
ORF
Norfolk
$298 Roundtrip, found 3 days ago
$298
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Wed, Dec 2 from Salt Lake City to Norfolk, returning Wed, Dec 9, priced at $298 found 3 days ago
Thu, Nov 19 - Sat, Nov 21
SAT
San Antonio
ORF
Norfolk
$310 Roundtrip, found 4 days ago
$310
Roundtrip
found 4 days ago
Select American Airlines flight, departing Thu, Nov 19 from San Antonio to Norfolk, returning Sat, Nov 21, priced at $310 found 4 days ago

Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
MCONorfolkNovember 7 to November 9$188
TPANorfolkNovember 7 to November 12$206
JAXNorfolkNovember 7 to November 9$213
ATLNorfolkNovember 8 to November 12$239
DFWNorfolkNovember 8 to November 11$394
SANNorfolkNovember 7 to November 21$413
BOSNorfolkNovember 7 to November 9$539
LAXNorfolkNovember 8 to November 14$549
JAXNewport NewsNovember 6 to November 9$624
SEANorfolkNovember 7 to November 11$629
DENNorfolkNovember 6 to November 11$677
BOSNewport NewsNovember 8 to November 9$1,011
*Prices include taxes and fees

Find The Perfect Hotel For After Your Flight

Score Epic Chesapeake City County Accommodation Deals

Comfort Suites Chesapeake - Norfolk

Comfort Suites Chesapeake - Norfolk

2.5 out of 5
1550 Crossways Blvd Chesapeake VA
Fully refundable
$84 nightly
The price is $99 total per night from Nov 29 to Nov 30
$99 total
Nov 29 - Nov 30
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 helpful staff and the clean ...
Opens in a new windowComfort Suites Chesapeake - Norfolk
YourSpace Hotels Chesapeake

YourSpace Hotels Chesapeake

3 out of 5
2137 Starmount Parkway Chesapeake VA
Fully refundableReserve now, pay when you stay
$91 nightly
The price is $107 total per night from Nov 8 to Nov 9
$107 total
Nov 8 - Nov 9
Total with taxes and fees
Book a stay at this business-friendly hotel in Chesapeake. Enjoy free WiFi, free parking, and a 24-hour fitness center. Popular attractions Chesapeake Square ...
9.6/10 Exceptional! (269 reviews)
"Absolutely loved my stay! Room was huge, it felt like a studio apartment! Will definitely be coming back"

Reviewed on Oct 31, 2026

Opens in a new windowYourSpace Hotels Chesapeake
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
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 ...
Get rates
Opens in a new windowSurfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel
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Hilton Vacation Club Oceanaire Virginia Beach

Hilton Vacation Club Oceanaire Virginia Beach

3.5 out of 5
3421 Atlantic Ave Virginia Beach VA
Fully refundableReserve now, pay when you stay
$105 nightly
The price is $123 total per night from Nov 29 to Nov 30
$123 total
Nov 29 - Nov 30
Total with taxes and fees
Book a stay at this beach hotel in Virginia Beach. Enjoy free WiFi, a beach locale, and a fitness center. Our guests praise the pool and the helpful staff in ...
8.2/10 Very Good! (1,311 reviews)
"We absolutely loved it! So much better than expected! Definitely will be returning!!"

Reviewed on Oct 30, 2026

Opens in a new windowHilton Vacation Club Oceanaire Virginia Beach
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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First-Timers

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Ports and Play

Be sure to check our cruise page for free shore excursions, onboard spending, balcony upgrades and other perks. Orbitz offers last-minute, luxury, weekend and summer cruises. You can even designate which port you want to sail from and pre-book on-shore activities. Get there on the cheap with discounts on flights to Chesapeake City County and Chesapeake City County flights. Get more bang for your travel buck at Orbitz.

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 $112 and $1,011 this past week. The lowest prices for one-way tickets were $56, coming from West Palm Beach (DJT).
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.