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$48 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 7/16. 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
0 bags
Sat 7/20
Sat 7/27

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Low season

January

High season

June

Cheapest flight

$48
Best time to beat the crowds with an average 0% drop in price.
Most popular time to fly with an average 9% increase in price.
Flight from Boston to Norfolk

FAQs - booking Chesapeake flights

  • How long is the flight to Chesapeake?

    Flights from Hartford1h 28m
    Flights from Tampa2h 09m
    Flights from New York1h 30m
    Flights from Boston1h 43m
    Flights from Atlanta1h 43m
  • What is the cheapest flight to Norfolk?

    If traveling to Norfolk, the cheapest city to fly from in the last 3 days was Boston, with flights as low as $48 one-way and $57 round-trip. Flights from New York are the most searched and start at $159 for a return trip.

  • Which airlines fly to Norfolk?

    Airlines flying the most to Norfolk from United States are American Airlines, Delta and Southwest. 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 from central Norfolk?

    There are 6 miles between Norfolk city center and Norfolk.

  • What is the name of Norfolk’s airport?

    All flights to Norfolk land at Norfolk. 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.

See more FAQs

Top tips for finding cheap flights to Chesapeake

  • There is no major airport in Chesapeake. It is instead served by Norfolk Airport.
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Chesapeake flight deals.

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 79 reviews
8.4Boarding
8.1Comfort
8.9Crew
6.5Entertainment
6.9Food
Airline reviews

The only thing that would make the experience better is a little more leg room and the overhead bins are very low. I hit my head when I was settling into the middle seat and was nervous about poking my eye on the corner of a lowered bin when I was deplaning.

8.0 ExcellentKaren, Apr 2024CAK - LAS
Read more about Breeze Airways reviews

The only thing that would make the experience better is a little more leg room and the overhead bins are very low. I hit my head when I was settling into the middle seat and was nervous about poking my eye on the corner of a lowered bin when I was deplaning.

It helps manage expectations to know that this is a discount airline. I brought my own snacks so that I wouldn't have to buy something if I got hungry or thirsty for soda during the flight. One of my seat mates was unaware that he would have to pay $4 for a Coke and was a bit upset. He hadn't listened to the flight attendant say "Drinks for purchase?". All of the employees I interacted with were friendly and professional. My one complaint is that the overhead bins are very low when they are open. I was heading for the middle seat and unexpectedly hit the top of my head on the bottom of the open overhead bin. The headrests were also a little uncomfortable. But overall, for the price, it was a decent value, and I would fly Breeze again.

Flight was on time. The crew was efficient and kind.

Did not like the fact that I was charged to take on a bag I usually put in the overhead

My flight was delayed, not by much.?very good communication during fest and waiting to board.

Communication with airline electronically was difficult. No number seemed available to talk to customer service.

What could have been better is if Discover credit card would be able to purchase food

Crew was inconsistent in instructions in advising passengers about seat backs during take off. Perfunctory announcements except from cabin.

The experience with Breeze was really great. The app makes managing flights easy. You can check in on there 24 hours in advance, and your boarding pass is there, too. The flight crew and the staff at both our airports were wonderful. Snacks and drinks were reasonably priced. The seats were very comfortable, they even had adjustable headrests on every seat. The only downside is not having entertainment or Wi-Fi available onboard.

The price is amazing. I was worried about how the flight would be as I never flew then. Seats were very comfortable. We had lots of legroom. The Akron airport was really nice. Overall it didn't have the stress we usually experience with flying. Highly recommend

Inconsiderate staff, plane was very hot, poor decision-making from the crew.

Flight was delayed due to needing a replacement flight crew. Delta changed the aircraft type in Detroit. One hour delay. But once in the air, good flight

The fight was about 2 1/2 hours delayed, but that was weather related. The flight was also overbooked. But we were in Comfort plus so the flight was fine for us.

Meh. A late flight meant I missed my connections, and a 2pm LAX arrival turned into gettin in after midnight.

Flight was 3 hours late so only had an OK experience

It was very cold because the air conditioner was on high power, and my son got sick.

3 hours late and all they have is was a $12 meal voucher. That’s not even enough to cover fast food.

Among the poorest flights I’ve had with Delta in a while. Entertainment system failed completely on a 7.5 hr flight. Crew seemed distracted and not the normal friendly crew. Flight overbooked it seemed… very crowded.

If I can, I always fly Delta. I’ve found their service to always be reliable and pleasant.

You could have not cancelled the flight (AA, which I will be flying from now on) left for BOS despite the fictitious weather issues (that no one in my Boston family could see). You could have rebooked my direct flight to another direct flight instead of sending me though JFK, the worst US airport after O’Hara You could have rebooked me on a Main Cabin seat (like the one I paid for in my original ticket instead of putting me a the last row on JFK->BOS leg, pocketing the difference in ticket price But I do not really care whether you will ever do that in a future because in a future neither I nor anyone from my company (unless they pay out of pocket) nor an of my clients and partners (if they heed my advice) will ever be caught dead on any of Delta flights

Nothing they cancelled my connection and couldn't get me on a flight for 3 more days

Was 4 1/2 hours delayed. No food options, poor entertainment and cramped seats made worse by people in front reclining while we could not as in back row.

The baggage handlers broke the handle on my bag that they put under the plane that I checked on the jetway. They traded it out for a less quality bag in Tulsa. But, they said they would try to fix it. Bologna! There was no fixing that bag handle. Someone didn’t care how they treated the bag.

The entertainment wasn’t playing in the app or online.

It is a modern tragedy that any airline expects you to travel for 14 hours in such discomfort and that the only way to add comfort is exorbitant prices. I was in pain by the time we landed. Shameful.

Original plane sidelined. Had to wait an hour for replacement.

Crew was very cooperative and professional. Passenger's first checked in bag should be free.

No real agent onsite helping you for missing luggage there. Not like the other airline next to UA desk, they have staff attending in their desk assisting answer/helping luggage issue, even after midnight.

Horrible, the flights kept delaying, so it is obvious that we won't be able to make it to the next connection. No easier/real agent on site to help you figure this out. UA agent on other counters refuse to assist you and direct us to use the QR code/call customer service. So inefficient and poor. While technology seems convenient, but it's not the best interest/experience for customers need help while there is active issue need assistance.

After the morning frenzy of 35 min wait through CLT security at 4;30 AM, it was nice to have a smooth pleasant boarding experience. This 6:30 AM flight was not full. We were able to get seated swiftly and took off promptly. Nice touch they distributed the old fashioned headsets with 8 mm jacks. Snacks were decent and arrival was uneventful.

Everything went on schedule so I have not much to say. I was a bit disappoint with the breakfast choice - I did not have a choice as there was only one option left by the time the trolly came to my end and I could not enjoy it.

Thankfully no connections off of this one on the day of the flight as it was delayed 90+ minutes.

The plane was freezing cold. Normally I’m fine on planes but I needed to toss a sweatshirt on this time.

It was a tiny plane. There was a very heavy, very sweaty man in my seat. When he got up, sweat was dripping down the back of f the seat from the headrest. I couldn’t lean back the whole flight. It was very hot in the plane until we took off. Then as we flew low hoping to land, but were delayed for over 30 minutes, the plane got very hot again. On takeoff, the pilot started accelerating hard around the corner, something I’ve never experienced in a plane. Landing was fairly rough as well and we had to brake hard.

WiFi was down so no entertainment and I could not work either. The flight was Very turbulent at the end (the last 20 min felt like an eternity) I appreciated the pilot for getting us there safely. The flight attending in first class was kind and attentive to everyone.

American Airlines actually put me on a Delta flight. They didn't have to do that. They could have offered me a flight the next day or even two days later. But, American Airlines agents put me on a Delta airplane from Atlanta to Sao Paulo, instead of going through Miami when my flight to Miami was cancelled. American Airlines made sure that I got to my destination on time. I appreciate that.

Unfriendly gate staff and significant delay once we were on the plane.

The gate crew did try to help, however they lacked the information as to whether the flight will operate or not. Being delayed 6 hours and in a limbo on whether the flight will operate or not is not fun. The airline having staffing issues is not encouraging at all.

Multiple gate changes and significant delay leaving DFW. Made for a late arrival

The flight from DFW to chs was delayed with multiple gate changes.

It was on time, no issues, everyone was courteous and of course, affordable.

Overall, poor. Boarding was extremely slow, which caused flight delays.

My flight was canceled, resulting in not being able to make my daughters graduation in time.

Flight kept being delayed on airport board without any announcement. We were delayed almost 2 hours. Finally boarded and we had no pilots so we sat on a hot plane with screaming kids and no pilots for 40 minutes. Finally he came aboard and did paperwork for 10 minutes before we took off. No apologies or any explanations or even excuses from ANY staff in the entire process. Worst experience ever on the ground and the air I have had.

I recently flew with Spirit Airlines and had an incredibly disappointing experience. I brought a book bag, which should have easily fit in the overhead compartment, but there was no space left. Instead of offering any assistance or a reasonable solution, the airline made me pay $70 for my book bag. This fee was extremely unreasonable and added unnecessary stress to my travel. To make matters worse, the flight attendant was extremely rude, further souring the entire experience. I had a terrible time and will not be flying with Spirit Airlines again.

Delays delays and more delays in both LAX and San Jose. And then I said something else flight was supposed to arrive in Portland at 12:04 but didn't land until 2:30 PM which made me late for my appointment.

We never made it, see previous reviews. Spirit Airlines employees lack compassion and empathy. No one showed any concern or care for us as customers. When we missed our connecting flight due to Spirit scheduling issues, no one batted an eye or tried to help. The response was to book us on another flight a full 24 hours later. We arrived to our gate and the plane was still there and boarding had not yet been completed. We easily could have been allowed to board had the two flight crews communicated that there were passengers coming off a delayed flight. I understand delays happen and are unpredictable, what I'm disappointed in is the way my partner and I were treated during that whole process. Spirit should be ashamed to treat their customers this way. There's a reason the reputation with this airline is what it is and they aren't doing anything to prove otherwise.

Three out of four legs of my trip were delayed. The last leg of my trip was delayed due to passengers and crew not being ready to take off. The boarding process started way late with no explanation as to why. The flight attendants did not have the passengers in check for takeoff - folks were walking around, trying to change seats, and causing a general disturbance preventing us from departing and the crew did nothing about it. All of this caused us to miss my connection home due to the first flight landing at the same time the second one was due to take off. The entire Spirit crew (except for one flight attendant) was unapologetic and unpleasant about this. No one apologized, no one showed any inkling of empathy whatsoever. The response was basically, "we booked you on the next available flight". That next flight was a full 24 hours later, we would have been stranded in the airport and no one even cared or acknowledged us as customers. I'm disappointed in the lack of compassion shown by Spirit agents and customer service reps as a whole. It felt like we were a burden due to airline scheduling issues. The one flight attendant (did not catch her name, but from (ORD to FLL) was wonderful and empathetic.

I thought people that were clearly intoxicated were not allowed to board flights. But of course they let them and of course they sat directly behind us. Kicking seats being so loud you couldn’t hear yourself think. Cussing loudly telling a woman “she was going to punch her in the fucken face” for accidentally mixing her seat assignment up. These people should have been asked to get off the plane but no flight attendant cared. I don’t think I’ll be using spirit again. Better judgment needs to be used when letting people fly drunk.

Nothing to like about Spirit Airlines when you get to your layover up to for hours late.

Book Cheap Chesapeake Plane Tickets

Recent round-trip flight deals

9/25Wed
nonstopFrontier
1h 39mATL-ORF
10/2Wed
nonstopFrontier
1h 50mORF-ATL
$57
8/19Mon
nonstopFrontier
1h 39mATL-ORF
8/26Mon
nonstopFrontier
1h 50mORF-ATL
$58
8/24Sat
nonstopDelta
1h 48mJFK-ORF
8/27Tue
nonstopDelta
1h 25mORF-JFK
$159
8/29Thu
nonstopDelta
1h 35mLGA-ORF
9/2Mon
nonstopDelta
1h 29mORF-LGA
$159
7/2Tue
nonstopAmerican Airlines
1h 26mLGA-ORF
7/9Tue
nonstopAmerican Airlines
1h 28mORF-LGA
$174
8/19Mon
1 stopAmerican Airlines
6h 31mBOS-ORF
8/24Sat
1 stopAmerican Airlines
5h 00mORF-BOS
$176
9/4Wed
nonstopUnited Airlines
3h 31mDEN-ORF
9/29Sun
nonstopUnited Airlines
3h 59mORF-DEN
$197
8/21Wed
1 stopUnited Airlines
3h 16mLGA-ORF
1/8Wed
1 stopUnited Airlines
3h 31mORF-LGA
$222
8/3Sat
1 stopBreeze Airways
11h 24mDEN-ORF
8/11Sun
1 stopBreeze Airways
15h 12mORF-DEN
$346
7/18Thu
1 stopBreeze Airways
6h 32mDEN-ORF
7/25Thu
1 stopBreeze Airways
15h 12mORF-DEN
$347

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Recent one-way flight deals

7/16Tue
nonstopSpirit Airlines
1h 46mBOS-ORF
$48
8/25Sun
nonstopFrontier
3h 38mDEN-ORF
$49
8/24Sat
1 stopAmerican Airlines
5h 44mBOS-ORF
$88
9/13Fri
1 stopAmerican Airlines
5h 45mBOS-ORF
$99
7/24Wed
nonstopDelta
1h 27mJFK-ORF
$102
7/24Wed
nonstopDelta
1h 44mLGA-ORF
$102
11/6Wed
nonstopUnited Airlines
3h 25mDEN-ORF
$124
8/4Sun
1 stopBreeze Airways
6h 32mDEN-ORF
$136
7/25Thu
1 stopBreeze Airways
6h 32mDEN-ORF
$139
7/24Wed
nonstopUnited Airlines
3h 33mDEN-ORF
$160

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Last minute flights to Chesapeake

Last minute flight, train and bus deals

6/24Mon
nonstopAllegiant Air
1h 37mBOS-ORF
7/5Fri
nonstopAllegiant Air
1h 37mORF-BOS
$101
6/24Mon
nonstopAllegiant Air
1h 37mBOS-ORF
6/28Fri
nonstopAllegiant Air
1h 42mORF-BOS
$113
6/24Mon
nonstopSpirit Airlines
1h 44mBOS-ORF
6/26Wed
nonstopSpirit Airlines
1h 45mORF-BOS
$156
6/21Fri
nonstopSpirit Airlines
1h 39mBOS-ORF
6/29Sat
nonstopSpirit Airlines
1h 45mORF-BOS
$180
6/25Tue
nonstopDelta
1h 23mJFK-ORF
6/30Sun
nonstopDelta
1h 22mORF-JFK
$219
6/21Fri
nonstopAmerican Airlines
1h 32mJFK-ORF
6/24Mon
nonstopAmerican Airlines
1h 24mORF-JFK
$259
6/21Fri
nonstopDelta
1h 42mLGA-ORF
6/24Mon
nonstopDelta
1h 35mORF-LGA
$259
6/21Fri
multi-stopAmerican Airlines
4h 10mJFK-ORF
6/23Sun
nonstopAmerican Airlines
1h 24mORF-JFK
$269
6/22Sat
multi-stopUnited Airlines
6h 13mDFW-ORF
6/23Sun
multi-stopUnited Airlines
7h 53mORF-DFW
$617
6/25Tue
multi-stopUnited Airlines
4h 45mDFW-ORF
7/13Sat
multi-stopUnited Airlines
10h 02mORF-DFW
$685

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