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Find cheap flights from Orlando to Chesapeake from $35

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Orlando to Chesapeake departing on 5/18. 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
Wed 5/29
Wed 6/5

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Good to know

Low season

February

High season

June

Cheapest flight

$35
Best time to beat the crowds but there is an average 16% increase in price.
Most popular time to fly and prices are also 1% lower on average.
Flight from Orlando Airport to Norfolk

When to book flights from Orlando to Chesapeake

Are your dates flexible? Find out the best times to travel from Orlando to Chesapeake based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

FAQs for booking flights from Orlando to Chesapeake

  • Which airports will I be using when flying from Orlando to Chesapeake?

    When flying out of Orlando you’ll be using one of these airports: Orlando or Orlando Sanford Intl. Chesapeake does not have its own airport so you’ll be flying into nearby Norfolk airport, which is 10.1 mi away.

  • How long does a flight from Orlando to Chesapeake take?

    Direct flights cover the 650 miles separating Orlando and Chesapeake in about 2h 02m.

  • How many flights are there between Orlando and Chesapeake?

    3 direct flights run between Orlando and Chesapeake on a daily basis. On average, there are about 25 departures each week.

  • What’s the cheapest day of the week to fly between Orlando and Chesapeake?

    Consider leaving on a Tuesday and avoid Saturdays if you are looking for the best rates. For your return to Orlando, you’ll find the best rates on Wednesdays and the most expensive ones on Tuesdays.

  • How does KAYAK find such low prices on flights from Orlando 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 from Orlando to Chesapeake.

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

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

  • What is the Hacker Fare option on flights from Orlando 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 to Orlando with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Orlando 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 from Orlando up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • Which airlines provide the cheapest flights from Orlando to Chesapeake?

    In the last 72 hours, the cheapest one-way ticket between Orlando and Chesapeake found on KAYAK was with Spirit Airlines for $35. Spirit Airlines offered a round-trip connection from $65 and Frontier from $78.

See more FAQs

Top tips for finding cheap flights from Orlando to Chesapeake

  • There is no airport in Chesapeake. Instead, you’ll be flying into Norfolk Airport when flying between Orlando and Chesapeake.
  • The cheapest flight from Orlando to Chesapeake was found 76 days before departure, on average.
  • Book at least 1 week before departure in order to get a below-average price.
  • High season is considered to be October, November and December. The cheapest month to fly is October.
See more tips

Top 5 airlines serving Orlando to Chesapeake

 
Need help choosing which airline to fly with from Orlando 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.
8.0
DeltaOverall score based on 10932 reviews
8.6crew
8.0entertainment
7.4food
8.2boarding
7.9comfort
Airline reviews

I liked the ease of checking in, luggage check in, wheel chair assistance, boarding and flight.

10.0 ExcellentAnonymous, Apr 2024PNS - ATL
Read more about Delta reviews

I liked the ease of checking in, luggage check in, wheel chair assistance, boarding and flight.

Wifi wasn’t working well so we couldn't view any media.

The main person that was coordinating everything was a short white/light skin Spanish man and he was very rude. It honestly made me feel like it was everyone’s First day at work. His announcements were very not reasonable and they did not make sense. The stewardess on the flight that made the announcements she didn’t even know what she was talking about she sounded inebriated. There were no snacks or drinks on our flight there wasn’t even much turbulence. This flight was not enjoyable nor was it what a Delta flight should be and just this past week I flew with Delta 3 times.

nothing Delta could do... the person sitting next to me was huge and overflowing into my seat

Crew was great! I need wheelchair assistance and they knew who I was and updated me that my chair was on its way and to just hang tight. There was some turbulence but the captain announced we would be going thru it and he handled the plane well. Landing was soft and his.

Aircraft very cramped. Check-in was great with an agent helping us. Food was almost non-existent. Pre-flight went well once I got the app reloaded on my phone since we don’t fly much anymore.

I like that it got us where we were going. Everything else needed work. It was 1/2 hour late and we took off an hour late. The plane had to be cleaned and the disabled loaded on board before we could take off which took forever and then we sat at the terminal FOREVER before we took off. The ride was so bumpy that they couldn’t serve drinks and snack but to about 1/2 the plane. Seriously we should have flown out of Fort Lauderdale. We probably would’ve gotten home several hours earlier.

Flight was on time, the staff was personable & professional, & the plane arrived on time.

Flight was great. DELTA did a fantastic job! FLL airport was chaotic!

You lost my luggage!!! How frustrating!!! Now they can’t find one of our bags!!!! I really don’t have time for this!!!

The net issue I had was with the gate agent. We had added a carryon to our boarding pass when we checked bags. When I got to the boarding gate the agent was rude asking why I had a backpack - I said I added it - even had an orange tag on it. She ripped my tag off and swung her monitor around to show me how she was right- saying it isn’t wasn’t listed - only a checked bag. I explained again that I wasn’t sure what the issue was but I wouldn’t have an orange tag if I hadn’t added it. Then she finally checked my husband’s boarding pass and found that the agent at checkin had added my carryon to his boarding pass instead of mine. She sent me on my way without my orange tag. Was a bit embarrassing for me the tone she used with me assuming I was trying to get away with something.

Gate agent asked if I could switch seats so a family could sit together. Agent moved me to a seat in the front of the plane, no charge. It was easy. The agent did a great job.

Great seat space. However food and drink prices outrageous. Jabbing to pay for a carry on bag or stuck paying at the gate too much.

Every Allegiant Air flight I've ever taken has been delayed. This flight was delayed a full 2 hours. It was excuse after excuse after excuse. It was a flight from southern Florida. They made us board the plane on time, but made us wait for 2 hours on the tarmac. Because the engines were kept shut off, so was the air conditioning. One can only imagine how hot the air was in the cabin over those 2 hours on the tarmac, while in the hot Florida sun. Just terrible.

Actually, for the price, I'm willing to put up with a little discomfort (upright chairs) and at times inconveniences (like any airline), lack of entertainment (I can bring my own). My flight was non stop and smooth. I would fly this route again.

The flight was delayed 6 hours and we were only offered an $8 food credit. My husband stood in line to get the credit for 45 minutes and when he got close to the end of the line the computers went down.

Worst ever! Flight cancelled supposedly for weather even though we k ow of many others who flew into Bangor same time no problem. At the airport there was no customer service at all just refund and no possibility of rebook for 3-4 days. Aweful won’t fly with them again!!

It’s a budget airline so adjust expectations accordingly. Nothing is without a fee but such is necessary for tickets to remain so affordable.

No complaints. It’s a budget airline so can’t expect any frills.

My daughter dropped her cell phone right through the crack between walkway and plane. Right in front of myself, the lead flight attendant and crew below. In slow motion we all watched. The crew was on it as they got her phone back to her. Surprisingly, not damaged! This same head flight attendant was hilarious on the speaker! Loved his humor! Pilots were very clear to hear. Sometimes there’s a lot of noise interference or they sound muffled, but this time I could understand everything that was spoken. One more positive experience was renting a car through Allegiant which was my first time. We got a great car deal through Alamo and the car was really nice too, 2024 Blazer.

The Flight attendant had an attitude and didn't allow anyone any time to prepare for landing despite being absent throughout the entire trip

Horrible people at the gate, they force me to check in my carry on, even thought no one behind me has to do it. I had to get out of the airport in NY to get my bag and go thru security again on my way to Honk Kong. The worst part is the employee threatened me with loosing the flights if don’t comply.

The flight was excellent, provided that we had inclement weather. We departed earlier than scheduled and arrived early. There was a little turbulence, but nothing to be worried about.

Delayed flight, few announcements with information, no comps, cluster f boarding because zones weren’t spread out and announced loud and repeatedly, staff did their job -nothing more nothing less, annoying kids were speaking and kicking the heck out of the back of my seat and parents weren’t willing to parent… so another typical day of air travel in the US.,

Flight was delayed until Next day as crew timed out

The flight was great until towards the end when the flight attendant read an excessively long commercial for purchasing an american airlines credit card. The worst part is that we are doing a lot of traveling this year so i was actually interested in getting the credit card, but I was so annoyed with the long commercial that I completely dismissed the flight attendant bringing around the information. Next time, keep the sales pitch to 10 seconds and then pass around the brochures!!

I was able to get on standby with relative ease

6 plus hour delay with no explanation. No wheelchairs to transport us on arrival. Very disappointed.

Me and my husband experienced very bad in American Airlines. We missed our flight going to Doha. The American Airlines was delayed we arrived already 10:27pm. Supposed to be 9:40 pm. So what they did they rebooked our flight and they gave us a hotel. When we arrived at the hotel the front desk said it was fully booked already. Oh my gosh! I said why did you accept the booking if it's fully booked. The guy said that's American Airlines they just book even it's already full. That's 2am already, we have nothing to do so, we decided to go another hotel. We pay the room, food and taxi. Pls give an action on this matter. Refund our expenses and give us more compensation. Not only our room, food, taxi but also our efforts, tiredness looking for a room that can accommodate us.

Food choice is limited, entertainment better than average, seat leg room terrible

My wife and I are both handicapped and at boarding they upgraded us to a seat closer to the front rather than all the way towards the back. Much appreciated.

Seats suck, not enough room, overcrowded planes, hectic situation all together.

I do not like the customer service, I had an emergency and needed to cancel a pet reservation right after I had booked it and they would not do anything but issue a credit. I haven't flown in years as I have 7 kids and don't have spare time. I want my $125 back on my card please

Flight was canceled. Knew there was weather, and were notified of 20 min delayed, and then suddenly canceled. Next reschedule was for 2 days. No help other than to refund. Thankfully full refund and appreciate that. I appreciate discounted airline but felt they could've done more for customer inconvenience.

Flying on Spirit Airline is a penny-pinching beat down.

Bag self drop off was terrible! No staff there to help. Almost missed my flight. Would never check a bag in with Spirit again.

Desk staff at gate were helpful. Didn't have a plane until after scheduled departure time - no explanation offered while we waited. Seats are uncomfortable - arm rests are metal and uncomfortable in a narrow seat. No food, drinks or entertainment unless purchased. They charge a huge price for carryon luggage. Flight was good.

Retired military should be able to board with Active duty like Alligint airlines does

Check in easy, price very good, no frills flying tho! Pay for Every item once seat is paid for so do the math with baggage fees and carry on fees.

They changed our gate 30 minutes before boarding began. We noticed about 20 people missed their flight due to doors closing early.

Crew members are very rude and not cooperate with passengers.

They lost my baggage on my connection flight, it’s been 24 hours since I put my claim in and still no update on my bags.

The flight was canceled, then delayed twice, we were moved gates twice. Short staff at the counter and check in. We waited for our flight 9 hours. Will never use Frontier ever again, or Spirit.

Good - Leg spar, cleanliness, and on time performance. Bad - No snacks and entertainment.

The plane was on time. Boarding went fast. Smooth flight and landing. I filled out info for a frontier credit card on the flight from Indy to Orlando and have have heard nothing back. I was supposed to get all these “instant” rewards and have received nothing g.

The only thing that may be concerning to others is the multiple notifications of a delayed flight. Then, with less than an hour before boarding, the flight was on time. The gate changed several times, leading to confusion.

The flights were right on time. The issue that was the most difficult was the lack of legroom on the planes

There was only room for a quarter of the passengers to sit at the gate at MCO. The gate attendant allowed people who did not require assistance to board early before they realized and started to turn people back. The flight was extremely uncomfortable due to pressure. My ears, eyes, sinuses and joints were very painful the whole flight. My sister also complained about her ears and sinuses as well as joints and while deplaning I heard several other passengers complain about the same issues. I’ve never felt that much discomfort flying before and I’ve been doing it for over 40 years.

Delayed over 2 hours on the way there, and back, no free drinks, no free water, no Wifi, bathroom dirty!

Even though my personal item fit into the testing compartment they had, the agent charged me for the bag and threatened to not let me board if I didn’t pay. He was doing this with everyone that was boarding, everyone was so pises. Never flying Frontier again

Book cheap flights from Orlando to Chesapeake

Recent round-trip flight deals

5/28Tue
nonstopSpirit Airlines
2h 02mMCO-ORF
6/4Tue
nonstopSpirit Airlines
2h 06mORF-MCO
$65
5/14Tue
nonstopSpirit Airlines
2h 02mMCO-ORF
5/21Tue
nonstopSpirit Airlines
2h 06mORF-MCO
$71
8/22Thu
nonstopFrontier
2h 07mMCO-ORF
8/25Sun
nonstopFrontier
2h 14mORF-MCO
$78
8/16Fri
nonstopFrontier
2h 07mMCO-ORF
8/19Mon
nonstopFrontier
2h 14mORF-MCO
$91
10/2Wed
nonstop
2h 05mMCO-ORF
10/6Sun
nonstop
2h 14mORF-MCO
$92
5/9Thu
nonstop
2h 03mMCO-ORF
5/12Sun
2 stops
28h 49mORF-MCO
$154
10/5Sat
1 stopUnited Airlines
6h 53mMCO-ORF
10/12Sat
1 stopUnited Airlines
4h 46mORF-MCO
$249
10/5Sat
1 stopAmerican Airlines
3h 28mMCO-ORF
10/12Sat
1 stopAmerican Airlines
5h 40mORF-MCO
$257
7/3Wed
1 stopAmerican Airlines
6h 18mMCO-ORF
7/6Sat
1 stopAmerican Airlines
4h 25mORF-MCO
$306
10/5Sat
2 stopsUnited Airlines
12h 47mMCO-ORF
10/12Sat
1 stopUnited Airlines
4h 46mORF-MCO
$396

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Recent one-way flight deals

5/18Sat
nonstopSpirit Airlines
2h 05mMCO-ORF
$35
5/17Fri
nonstopSpirit Airlines
2h 03mMCO-ORF
$47
6/5Wed
1 stopSpirit Airlines
12h 31mMCO-ORF
$49
7/24Wed
nonstopFrontier
2h 07mMCO-ORF
$52
6/5Wed
3 stops
23h 59mMCO-ORF
$106
7/24Wed
1 stopAmerican Airlines
6h 15mMCO-ORF
$113
5/26Sun
2 stops
9h 21mMCO-ORF
$131
6/29Sat
1 stopFrontier
14h 46mMCO-ORF
$135
6/28Fri
2 stopsBreeze Airways
13h 25mMCO-ORF
$278
6/29Sat
2 stopsAmerican Airlines
8h 52mMCO-ORF
$330

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Last minute flights from Orlando to Chesapeake

Last minute flight, train and bus deals

5/2Thu
nonstopSpirit Airlines
2h 01mMCO-ORF
5/6Mon
multi-stopSpirit Airlines
18h 55mORF-MCO
$158
5/2Thu
nonstopSpirit Airlines
2h 01mMCO-ORF
5/6Mon
multi-stopSpirit Airlines
26h 57mORF-MCO
$165
5/2Thu
nonstopSpirit Airlines
2h 01mMCO-ORF
5/6Mon
multi-stopSpirit Airlines
22h 42mORF-MCO
$192
5/3Fri
multi-stopSpirit Airlines
21h 11mMCO-ORF
5/6Mon
multi-stopSpirit Airlines
26h 57mORF-MCO
$200
5/3Fri
nonstopSpirit Airlines
2h 01mMCO-ORF
5/6Mon
multi-stopSpirit Airlines
18h 55mORF-MCO
$202
5/3Fri
nonstopSpirit Airlines
2h 01mMCO-ORF
5/6Mon
multi-stopSpirit Airlines
18h 55mORF-MCO
$209
5/2Thu
multi-stop
19h 26mMCO-ORF
5/6Mon
multi-stop
18h 55mORF-MCO
$210
5/3Fri
multi-stop
11h 18mMCO-ORF
5/6Mon
multi-stop
18h 55mORF-MCO
$221
5/3Fri
multi-stopSpirit Airlines
21h 11mMCO-ORF
5/6Mon
multi-stopSpirit Airlines
18h 55mORF-MCO
$223
5/2Thu
nonstopSpirit Airlines
2h 01mMCO-ORF
5/6Mon
nonstopSpirit Airlines
2h 09mORF-MCO
$225

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Flights to Chesapeake