$28 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 3/20. 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
$98
Overall average: $215
Multiple Airlines
Sat 2/28Sun 3/1
ATL - ORF • 1 stop
Cheapest non-stop
$98
Typical prices: $126-$309
Frontier
Fri 3/6Sun 3/8
ATL - ORF • Non-stop
Top routes
ATL
-
ORF
Cheapest
LGA
-
ORF
Most popular
Insights
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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

Sat, Feb 28 - Sun, Mar 1
Multiple Airlines Logo
3:12 pm - 7:49 pm
ATL
-
ORF
4h 37m
1 stop
Multiple Airlines Logo
11:32 am - 1:37 pm
ORF
-
ATL
2h 05mnonstop
$98Multiple Airlines
Wed, Mar 4 - Thu, Mar 12
Multiple Airlines Logo
8:47 am - 6:26 pm
ATL
-
ORF
9h 39m
1 stop
Multiple Airlines Logo
11:50 am - 1:55 pm
ORF
-
ATL
2h 05mnonstop
$99Multiple Airlines
Mon, Mar 30 - Mon, Apr 6
Frontier Logo
8:56 am - 10:38 am
ATL
-
ORF
1h 42mnonstop
Frontier Logo
11:33 am - 1:46 pm
ORF
-
ATL
2h 13mnonstop
$102Frontier
Thu, Mar 12 - Mon, Mar 16
American Airlines Logo
11:45 am - 1:12 pm
JFK
-
ORF
1h 27mnonstop
American Airlines Logo
4:54 pm - 6:29 pm
ORF
-
JFK
1h 35mnonstop
$179American Airlines
Thu, Mar 12 - Mon, Mar 16
American Airlines Logo
6:59 am - 8:24 am
LGA
-
ORF
1h 25mnonstop
American Airlines Logo
4:53 pm - 6:29 pm
ORF
-
LGA
1h 36mnonstop
$179American Airlines
Fri, Apr 3 - Mon, Apr 6
Southwest Logo
5:00 am - 11:40 am
HOU
-
ORF
5h 40m
1 stop
Southwest Logo
7:20 pm - 12:20 am
ORF
-
HOU
6h 00m
1 stop
$187Southwest
Fri, Mar 13 - Mon, Mar 16
Delta Logo
9:29 pm - 11:05 pm
JFK
-
ORF
1h 36mnonstop
Delta Logo
5:59 pm - 7:29 pm
ORF
-
JFK
1h 30mnonstop
$189Delta
Thu, Mar 5 - Wed, Mar 11
Delta Logo
3:35 pm - 5:00 pm
JFK
-
ORF
1h 25mnonstop
Delta Logo
7:03 am - 8:30 am
ORF
-
JFK
1h 27mnonstop
$190Delta
Wed, Mar 18 - Mon, Mar 23
Southwest Logo
3:00 pm - 10:35 pm
HOU
-
ORF
6h 35m
2 stops
Southwest Logo
7:20 pm - 12:20 am
ORF
-
HOU
6h 00m
1 stop
$192Southwest
Thu, Mar 12 - Sun, Mar 15
United Airlines Logo
7:05 am - 11:06 am
BOS
-
ORF
4h 01m
1 stop
United Airlines Logo
6:00 am - 11:06 am
ORF
-
BOS
5h 06m
1 stop
$222United Airlines
Useful Info

Good to know - Book Cheap Chesapeake Plane Tickets

Low seasonJanuary
Cheapest flight$28
Best time to beat the crowds with an average 3% drop in price.
Most popular time to fly and prices are also 2% lower on average.
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 
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 21m
    Flights from Akron1h 26m
    Flights from Hartford1h 31m
    Flights from New York1h 31m
    Flights from Atlanta1h 52m
  • 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 $98 return. The most popular connection is from New York to Norfolk and KAYAK users have found round-trip deals for as low as $179 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 Miami $178, from Boston $203, from Los Angeles $357
  • 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 269 reviews
8.2Comfort
6.7Food
8.3Boarding
8.7Crew
6.6Entertainment
Airline reviews

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

2.0 MediocreAnonymous, Feb 2026
PWM - RDU
Read more Breeze Airways reviews

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.

My experience is typically great with Breeze. This trip wasn’t any different.

Still need to work out the kinks on the new assigned seating boarding process. Otherwise, a very good flight.

WiFi did not work. Boarding with the new seating assignments took too long. The temperature in the terminal was obnoxious. +/- 80°

The seats are now more narrow. I paid for front row the seats in the front are even more narrow than before.

Only downside was the legroom and seat width, which is always a problem unless I spend more for a premium seat.

My flight from Denver to Minneapolis was excellent. My flight from Minneapolis to Denver was one of the worst I flights I have ever experienced. I had a window seat, the gentleman in the middle seat was morbidly obese and SW should have made him purchase two seats. His elbow dug into my arm most of the way even after I asked to please be careful. I was literally squashed between the him and the window with no wiggle room. The plane was full so it was not possible to ask for a different seat. I realize I should have complained to the flight attendant but I didn't feel anything could be done to rectify the situation. I fly SW often, I will continue to do so as this was my first negative experience.

I was assigned seat 7E, yet my boarding was Group 5, which caused me to have to put my luggage in the back of the plance above `19 or 20 aisle, as passengers who had boarded earlier took the overhead bins in the front. SW needs to monitor bin space and ensure that bin space above the seat are aligned to those sitting near their seats. Also the seating assignments needs to align with group number. Maybe board those last first and so on? Having said the ALL the passengers on the plane were gracious enough to allow me and other passengers in this dilema to retrieve our luggage and helped us along the way. I always love the flight staff, as always their fantastic and I can't rave about them enough!

I appreciate the staff who allowed me to board though I arrived a little late! Regarding the assigned seating, I had booked my flight before this change and wasn't aware of the change at the time, and so I didn't select a seat at booking as I didn't realize it was relevant. Better communication about the change would have been helpful for preparing.

Flight attendants very hospitable and friendly. Pilot flew a smooth take off and landing.

Paid for premium extra leg room but the bin space for rows 1-3 had to go in rows 4-6 and 4-6 had to go to 7-9 because flight attendants have snacks and their luggage upfront. So we pay extra to have to fight thru traffic to get our bags. Only 2nd day of new seating so hope they fix this.

WIFI was great. My selection for seating is an aisle, but during my trip, I never had an aisle seat. If we can get that corrected, I will be thrilled. No snack or drink on this flight.

Totally worth the miles to upgrade to Delta Comfort. Plenty of legroom.

This was my first time flying Delta ever and I had a great experience!

Smallest leg room I've ever had on a plane.

They took all carry-on luggage from Groups 6 -9 - I was group 5 and waiting in line to board - they made me check my luggage too. That then went to baggage claim and delayed departure from the airport. There was overhead room in my seating area - Delta over reacted. Also, had a gentleman next to me that took up 1/2 my seat.

Flight delay was frustrating, also you cannot checkin online without delta app, web browser check-in throw errors

The gate agent was most helpful in getting me on to fly standby. I greatly appreciate it.

bulkhead seat had very little legroom - even in bsiness class.

The plane was an older model, so it wasn’t as comfortable as others. The flight attendants were not helpful during onboarding. It was a full flight so there was chaos finding space for baggage.

Sorry I didn't realize I was writing a review for each leg. Please see my previous review - it applies to the entire flight, not just a single leg.

This is the first time I've been disappointed with Delta. I was called by Delta to see if I would volunteer to change flights since my original flight home was overbooked. I accepted. The modified booking only provided me a 35 minute layover - when you subtract the fact that boarding closes for a flight 15 minutes early, that gave me 20 minutes to run for one end of the airport to the other. I barely made it. On the 2.5 hour flight to Tampa, the crew repeatedly let us know over the intercom that they cannot serve drinks or snacks due to safety/turbulence. I would have accepted this reason if they did not CONTINUALLY SERVE DRINKS AND COOKED FOOD to First class. If safety is the excuse then the entire plane should be strapped in for safety. On top of this the air conditioning vents were not working correctly and the plane was uncomfortably warm. I love Delta and am a loyal Delta traveler, and I have never had an experience like this. I don't know if there's a disconnect between availability among third-party sites like KAYAK and the airlines or what, but when overbooking causes issues like this for travelers it should be reviewed and changes to the booking process should be made. I blame BOTH KAYAK and Delta for this terrible experience.

Very disappointing given gate agent behavior. Filed a formal complaint with United.

Do not like the size of the overhead bin. I think staff should monitor the size of suitcases that are being carried on by passengers to ensure they meet the size requirement.

Crew was great (professional, attentive, prompt). Snacks for 4 hrs flight is deplorable.

Flight delayed. WiFi connectivity very poor if not existant. Last minute arrival forced me to run to catch my connection.

Both of my flights arrived early and check in process was smooth

Terrible. No customer service, no food, no drinks on a 6 hour premier economy booking.

Short flight, but no drink/snack service. The flights both going and coming were delayed.

Much better than Spirit. I was please by the easy fast check in and boarding

Everything was on time Will use united again for sure

Plane outlets in my row not working to charge phone. Staff response was, well it should be. Plug into seed for volume not working well. Had to find the sweet spot for plug in or it would shut off and on.

Didn't get a seat assignment until the last minute even though i picked a seat.

American has been able to implement an algorithm that makes it possible for nearly every one of my evening flights to be late. Congratulations!

I was on a small regional flight from Detroit to Philadelphia. When we landed the outside cruise needed to turn something off with the engine, which took quite a long time. Then, when they allowed us to get off the plane it was outside. They took their time, unloading all the luggage and waited till they unloaded all the luggage before they brought it over to us. It was 9 o’clock at night freezing cold out, and there was no proactive hustle to try to get people their luggage. It was really one of the worst experiences I think I’ve ever had with American until a manager came over. I don’t think they were going to even consider pulling the luggage over to the people that had been waiting outside for at least 10 minutes in the freezing cold.

The flight was fine, once we got underway. It was more than hour delayed

Beverage service was not good. Also just one service in 5 hr 30 min flight. No ask fir water ir anything beside one time beverage service.

Waited for oxygen tanks for 30 minutes after boarding was complete.

The seats are too uncomfortable for anyone over 5ft 8in. I'm 5'10" with a back and hip issue and I was in pai for the full duration of the flight.

The flight was on time/early, attentive crew, and everything overall went smoothly. Disappointed that WIFI was not working for the flight.

One day, I do so hope for a gluten free snack! Seems like with the rest of the world FINALLY figuring out what gluten free is, American Airlines would too. Fingers crossed!!

The flight was significantly delayed for 6.5 hours because of snow. There was no communication once the plane returned to the gate regarding when the flight would resume. Other flights were departing while our flight was being unloaded for reasons unknown. Our flight also seemed out of the queue regarding further deicing, refueling, and waiting to Taxi to the runway.

Everything you need to know for your flight to Chesapeake