$27 Find Cheap Flights to Chesapeake

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Chesapeake departing on 4/23. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$83
Typical prices: $278-$137
Frontier
Fri 4/24Mon 4/27
ATL - ORF • Non-stop
Cheapest one-way
$27
Typical prices: $70-$266
Frontier
Thu 4/23
ATL - ORF • Non-stop
Arrival airport
You can't fly directly to Chesapeake. It is served by Norfolk (ORF), located 10.1 miles from Chesapeake.
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We hope you love your trip to Chesapeake!
Flight Deals
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Flight Deals

Cheap Flights to Chesapeake

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights to Chesapeake that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals to Chesapeake

Fri, Apr 24 - Mon, Apr 27
Frontier Logo
8:35 am - 10:17 am
ATL
-
ORF
1h 42mnonstop
Frontier Logo
11:27 am - 1:40 pm
ORF
-
ATL
2h 13mnonstop
$83Frontier
Thu, May 7 - Wed, May 13
Frontier Logo
9:24 am - 11:11 am
ATL
-
ORF
1h 47mnonstop
Frontier Logo
12:06 pm - 2:14 pm
ORF
-
ATL
2h 08mnonstop
$84Frontier
Sat, Apr 25 - Sun, Apr 26
Multiple Airlines Logo
8:54 am - 2:20 pm
ATL
-
ORF
5h 26m
1 stop
Multiple Airlines Logo
11:27 am - 1:40 pm
ORF
-
ATL
2h 13mnonstop
$86Multiple Airlines
Tue, May 5 - Thu, May 7
Southwest Logo
8:10 am - 5:50 pm
BOS
-
ORF
9h 40m
2 stops
Southwest Logo
5:25 pm - 11:55 pm
ORF
-
BOS
6h 30m
1 stop
$191Southwest
Fri, May 1 - Thu, May 7
American Airlines Logo
7:18 pm - 11:11 pm
BOS
-
ORF
3h 53m
1 stop
American Airlines Logo
6:00 am - 9:21 am
ORF
-
BOS
3h 21m
1 stop
$197American Airlines
Thu, Apr 30 - Mon, May 4
American Airlines Logo
5:40 am - 10:12 am
BOS
-
ORF
4h 32m
1 stop
American Airlines Logo
6:00 am - 9:21 am
ORF
-
BOS
3h 21m
1 stop
$198American Airlines
Tue, May 5 - Sat, May 9
Southwest Logo
2:25 pm - 9:10 pm
BOS
-
ORF
6h 45m
1 stop
Southwest Logo
5:20 pm - 11:40 pm
ORF
-
BOS
6h 20m
1 stop
$203Southwest
Fri, May 1 - Sun, May 3
Delta Logo
9:15 pm - 11:04 pm
JFK
-
ORF
1h 49mnonstop
Delta Logo
7:07 am - 8:34 am
ORF
-
JFK
1h 27mnonstop
$229Delta
Wed, Apr 29 - Sat, May 2
United Airlines Logo
5:48 pm - 9:07 pm
ORD
-
ORF
2h 19mnonstop
United Airlines Logo
8:00 am - 9:42 am
ORF
-
ORD
2h 42mnonstop
$297United Airlines
Wed, Jun 10 - Fri, Jun 12
United Airlines Logo
12:22 pm - 3:43 pm
ORD
-
ORF
2h 21mnonstop
United Airlines Logo
6:00 am - 7:28 am
ORF
-
ORD
2h 28mnonstop
$298United Airlines
Useful Info

Good to know - Book Cheap Chesapeake Plane Tickets

Low seasonJanuary
Cheapest flight$27
Best time to beat the crowds with an average 1% drop in price.
Flight from Atlanta to Norfolk

Flights to Chesapeake: the best tips from KAYAK users' own experiences

Insights shared by verified travelers who flew to Chesapeake 
LisaFlew with Breeze Airways
JAX
-
ORF
Mar 2026
Get to airport early and be polite to the TSA workers who still aren’t getting paid due to government shutdown.
MarcoFlew with United Airlines
ORD
-
ORF
Dec 2025
United delayed my luggage twice on flight to Europe (first flight was for an important event) I carry 2 days of clothes in my backpack no matter who I'm flying with United especially so. No less than 2 hour layover to decrease possibility of loss/delay of luggage. Second EU trip my luggage was left in Germany even though my layover was just over 1 hour. Select layovers of 2+ hours although Unite will sell flights with 40 minutes layover (nonsense). 1 hour layover was not enough to transfer luggage in FRA. The last scan was 30 minutes after the flight left (SMH).
NemoFlew with American Airlines
CLT
-
ORF
Mar 2024
Small plane meant no overhead compartment room, so you got a valet tag when boarding and they checked the bag at the gate. I didn't realize until I exited the gate door this meant I was supposed to pick the bag back up immediately upon getting off the plane and I could not go back down the gateway again to retrieve it. But they transferred the bag to the baggage claim area so it all worked out- just a little confusing at first.

FAQs - booking Chesapeake flights

  • How long is the flight to Chesapeake?

    Flights from Chicago2h 27m
    Flights from Hartford1h 30m
    Flights from New York1h 31m
    Flights from Boston1h 41m
    Flights from Atlanta1h 56m
  • What is the cheapest flight to Norfolk?

    In the last 3 days, the cheapest flight deal to Norfolk was found on the route from Atlanta, at $83 return. The most popular connection is from New York to Norfolk and KAYAK users have found round-trip deals for as low as $192 in the last 3 days.

  • Which airlines fly to Norfolk?

    Many airlines fly to Norfolk, the most common ones being American Airlines, Delta, and United Airlines. See the amount of flights per week for popular airlines flying to Norfolk.

  • How to fly to Chesapeake?

    You cannot fly directly to Chesapeake. KAYAK recommends you fly to Norfolk (ORF) (10.07 miles from Chesapeake). From there you can rent a car or get a taxi.

  • What airports are near Chesapeake?

    The closest airport is Norfolk (ORF) (10.07 mi). Other nearby airports are Newport News Intl (PHF) (27.61 mi), Richmond Byrd Intl (RIC) (76.33 mi) or Pitt-Greenville (PGV) (99.19 mi). KAYAK recommends you fly to Norfolk.

  • How far is Norfolk Airport from central Norfolk?

    There are 6 miles between Norfolk city center and Norfolk Airport.

  • What is the name of Norfolk’s airport?

    All flights to Norfolk land at Norfolk Airport. The airport code is ORF,and it can also be referred to as Norfolk or Norfolk Intl.

  • How does KAYAK find such low prices on flights to Chesapeake?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights to Chesapeake.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket to Chesapeake?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chesapeake is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights to Chesapeake?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chesapeake with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight to Chesapeake?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chesapeake up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding cheap flights to Chesapeake

  • There is no major airport in Chesapeake. It is instead served by Norfolk Airport.
  • Looking for cheap airfare to Chesapeake? 25% of our users found round-trip tickets to Chesapeake for the following prices or less: From Fort Lauderdale $106, from Los Angeles $139, from Miami $364
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Chesapeake flight deals.

Reviews of the top 5 airlines flying to Chesapeake

 
Need help choosing which airline to fly with from the United States to Chesapeake? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.1
Breeze AirwaysOverall score based on 273 reviews
8.3Boarding
8.2Comfort
6.6Food
8.7Crew
6.6Entertainment
Airline reviews

Our flight was delayed 7 hours. Due to a change in equipment we were downgraded from "Nicest" to "Nicer," even having to pay for a soft drink. Disappointing. To Breeze's credit that issued a $100 flight credit. A refund would have been more appreciated.

6.0 GoodJames, Feb 2026
RDU - RSW
Read more Breeze Airways reviews

Our flight was delayed 7 hours. Due to a change in equipment we were downgraded from "Nicest" to "Nicer," even having to pay for a soft drink. Disappointing. To Breeze's credit that issued a $100 flight credit. A refund would have been more appreciated.

Lost my luggage and terrible experience with customer service trying to track it down

10 hour delay with minimal updates. Couldn’t leave terminal and then ended up on redeye with a dirty broken plane. It is literally impossible to reach customer service via gate agent, app, phone, text or email.

I thought that I had pre-purchased carry-on luggage and was surprised when I tried to check in that I did not have it.

Flight departure was 90 min delayed, and the boarding experience was confused, stressful, and generally poor. Additionally, the wifi on the plane was malfunctioning for all but the final 15 min of the flight into ILM.

Great experience and In love flying in and out of Provo airport

You get what you pay for. It’s like a bus but flying. No frills, no snacks. Leg room was fine, boarding was good.

Overall good. Plenty of legroom and fairly comfortable seats. No issues with capacity and the overhead been even though most people brought several carry-ons on. I don’t think Breeze really enforces the pay for a carry-on rule.

Surprised at how much I enjoyed Breeze. Paid for the Nicer upgrade which made it closer in price to a flag ship carrier but with more comfortable seats and much more leg room. Crew was polite and since we brought our food no loss there. Would make the point that the ‘have to pay for a carry-on is BS’. Most people did not and had several. Still was plenty of room in the overheads.

Comfortable seating, adequate space available, nice to have USB port, polite crew.

Southwest continues to do less for more money. Flight attendants used to be fun and friendly. But now it’s like they don’t even see you. Such a shame.

Great flight. Good snacks and drinks. Grateful it was free. The flight from Nashville to louisville, i think her name was Tracy (not sure that's right) super awesome, nice and cheerful. She really enjoyed being at work today! She was the person who scanned the boarding pass on flight wn941. She should be recommended for a raise !

I liked it better when you were truer to your roots Am paying more for less fun

Southwest was greaat! The most expensive but the least upsetting for those we were flying to see.

I flew twice this week on Southwest, was delayed over 2 hours both ways. From Pittsburgh to Chicago it was due to weather but the gate agents, pilot etc were great at updating everyone. Today from Midway to Pittsburgh the plane had come from an international location, kept getting delayed, no information was given until we were delayed for the third time. It was ridiculous, whoever scheduled that plane to fly to Pittsburgh after didn’t consider a lot of things.

Boarding was easy. The seats are small and fairly uncomfortable

I was supposed to be on a later flight. When I showed up at the gate, the woman working there was extremely helpful getting moved up to this earlier flight.

We had a 5 hour delay on the tarmac in Baltimore

Long layover between flights to Long Island from BWI - need better coordination between flights

I elected to pay for the upgrades and found very little difference

This was the worse experience. They delayed our flight twice and we still had to find another flight to get home sooner which was alos delayed. Also, the flight attendant named Ginny on DL9890 leaving at 4:13pm on 3/23/26 was extremely rude.

I love Delta the flight attendants were personable and the flight arrived 1/2 earlier thanks expected. All a plus. The gate agent was a bit flustered but even with that I still had a good experience. Her supervisor assisted me.

Got to fly my favorite plane, the Boeing 767-400ER, to Milan. The soft blush pink mood lighting during meal service was very beautiful and gorgeous. The service was top-notch, and our flights were on time. I highly recommend Delta.

I am still at the Airport! Delayed Delayed and Delyaed

I took seat 15A in anticipation of window seat, there is no window.

The first class flight attendant was awful to everyone. Very rude; no customer service. She should not be working in first class.

Snacks and included beverages were appreciated. Boarding went smoothly. Plenty of overhead bin space. Seats get very uncomfortable after a couple of hours. After waiting 10 painful minutes for my walker, a very nice Delta guest agent pushed me in a wheelchair to the gate. It was finally delivered to me after another 15 minutes . Our checked bag was on the carousel long b4 I was able to retrieve it. Fortunately it was still there but somewhere along the way the straps we used to secure it were removed and and were not reattached. Wish I had made note of the agents name.

It was fine. 55 minute flight. No snacks or beverage service offered. Boarding went smoothly and my walker was waiting for me on the jet way.

Smaller plane for a longer flight than my first one. Doesn’t make sense.

The cabin temperature was nice and cool. The wifi was not working.

They promise free wi-fi prior to boarding and then once on board you are informed you have to purchase wifi even after being a mileagePlus member.

I've been flying American mostly, and it's been very frustrating. This united flight makes me realize maybe the issue isn't flying, but the airline. United was a significantly better experience. The plane was more comfortable, with a normal amount of leg room (vs the ridiculous reductions AA has made), more comfortable seats, screens to watch movies. It was a much better experience!

Awful. No counter attendants. No dinner offered due to delays.

Horrible service no Wi-Fi connection on both leg of the flight and they are refusing to fix bad service

3 hour delay…. Nearly 2 hours sitting on tarmac. Do better, United. Or at least have the sense to not say “we hope you enjoyed your flight with us” upon disembarking.

Flights were on time. Free Wifi on plane. Everything was well organized.

During landing. 2 crew members passed 3 times by my lane and didn't notice that people in front of us had their site to the furthermore reclined... That was uncomfortable and could have been dangerous.

They delayed the flight from 9:00 to 11:55 At 11:45 they canceled the flight. I paid a premium price for the tickets with poor service

We had excellent customer service despite the chaos at George Bush airport in Houston!

It isvvery small flight. No leg room . No space to put my personal item at feet.

The flight changed gates multiple times and flight had to be delayed multiple times

We called Kayak for a change due to the TSA situation in Atlanta. What we got was a canceled return flight (in error) and we had to find the mistake. Not happy with Kayak who blamed it on AA.

I was in last row so that is never great bc the person in front of me leaned his seat all the way back into me.

Delayed for mechanical and no updates on what was happening and how long the delay might be.

My flight from LGA was cancelled and my rebooked flight from JFK was delayed numerous times. I will now be getting home after 2am.

Flight was delayed half hour before boarding, but when I checked flight aware the plane that would Pick us up had a delay of more than an hour. AA should let us know in advance to avoid waiting several hours in the airport

On the return flight, arriving in Denver we sat on the tarmac in Denver for over 20 minutes.

Typical AA - late by 90+ mn. Gate changed twice... Changed the departure time 6 times No explanation, no communication on reasons for delay I travel with AA twice a year... and it is consistently very poor.. I will continue to use AA only when i have to.

The flight attendant in business class was excellent! Professional, friendly and attentive.

Delays with no explanation. It could have been handled better.

Everything you need to know for your flight to Chesapeake