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Find cheap flights from Cleveland to Annapolis from $44

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Cleveland to Annapolis departing on 9/10. 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
Thu 6/27
Thu 7/4

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Good to know

Low season

December

High season

May

Cheapest flight

$44
Best time to beat the crowds with an average 4% drop in price.
Most popular time to fly with an average 12% increase in price.
Flight from Cleveland to Baltimore

When to book flights from Cleveland to Annapolis

Are your dates flexible? Find out the best times to travel from Cleveland to Annapolis 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 Cleveland to Annapolis

  • Which airports will I be using when flying from Cleveland to Annapolis?

    When flying out of Cleveland you’ll be using Cleveland Hopkins Intl. Annapolis does not have its own airport so you’ll be flying into nearby Washington, D.C. All airports airport, which is 29.8 mi away.

  • How long does a flight from Cleveland to Annapolis take?

    Direct flights cover the 307 miles separating Cleveland and Annapolis in about 1h 16m.

  • How many flights are there between Cleveland and Annapolis?

    32 direct flights run between Cleveland and Annapolis on a daily basis. On average, there are about 225 departures each week.

  • What’s the cheapest day of the week to fly between Cleveland and Annapolis?

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

  • How does KAYAK find such low prices on flights from Cleveland to Annapolis?

    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 Cleveland to Annapolis.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Annapolis from Cleveland 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 Cleveland to Annapolis?

    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 Annapolis with an airline and back to Cleveland with another airline.

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

    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 Annapolis from Cleveland 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 Cleveland to Annapolis?

    In the last 72 hours, the cheapest one-way ticket between Cleveland and Annapolis found on KAYAK was with Spirit Airlines for $44. Frontier offered a round-trip connection from $98 and Spirit Airlines from $113.

See more FAQs

Top tips for finding cheap flights from Cleveland to Annapolis

  • There is no airport in Annapolis. Instead, you’ll be flying into Washington, D.C. All airports when flying between Cleveland and Annapolis.
  • The cheapest flight from Cleveland to Annapolis was found 68 days before departure, on average.
  • Book at least 2 weeks before departure in order to get a below-average price.
  • High season is considered to be May, June and July. The cheapest month to fly is January.
See more tips

Top 4 airlines serving Cleveland to Annapolis

 
Need help choosing which airline to fly with from Cleveland to Annapolis? 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.
7.4
United AirlinesOverall score based on 10799 reviews
8.1Crew
7.2Comfort
7.7Boarding
6.7Food
7.1Entertainment
Airline reviews

Dinner was okay but the breakfast was not eatable on the flight San Francisco to Zurich.

8.0 ExcellentJohannes, May 2024PDX - SFO
Read more about United Airlines reviews

Dinner was okay but the breakfast was not eatable on the flight San Francisco to Zurich.

There was no screens on board AND the WiFi didn’t work. My seat was broken and couldn’t recline so I couldn’t even sleep. The flight attendants didn’t offer anything to make it more comfortable. It was such an old cramped plane, when the person in front of me reclined I couldn’t even open my tray table. All the United ads talk about guaranteeing everyone gets a screen!

The Wi-Fi was unavailable on this flight for some reason.

On time take off…US cabins look tired and need of refresh!

Fantastic. Smooth boarding with an infant. Never experienced it with any other carriers.

This was a Lufthansa flight, not United. The CSA at the counter, Ashley, was not only incompetent, but quite rude. Me and two other PAX waited over 7 minutes standing in front of her and another CSA and they ignored us. We joked that we must have accidently taken invisibility pills. She could have at least said "I'll be with you in a moment, I'm currently....". I could go on about how rude she and the other CSAs were (whispering, not communicating with me, blaming the situation on others, etc.). She would not work for me. Then, she gave me literally the worst seat on the plane. the worst. My seat kept getting bumped (rammed twice by the crew with their carts and about every 5 minutes by someone using the bathroom), listening to the bathroom all night, crowded seat, etc.

My seat was broken. WiFi didn’t work. Gate crew at HOU were rude and condescending. Treated all the passengers badly. Bad experience, United.

First flight of the day… MINIMUM FUEL! 15 minute landing delay at HOU due to fog turned into a 2+ hour delay! Rather than circle, they had to divert to another city to refuel! Sat on tarmac at Austin to refuel. We ALL missed our connections! The crew, including pilots, were clueless. Crew was really a mess. At HOU, Untied employees were exceedingly rude to all. It was pitiful.

An hour and a half late is UNACCEPTABLE. The negative impact to our family is unconscionable. And for the price we were forced to pay...

No lounge access with “United First” ticket. False alarm about late flight, jeopardizing connection. Wrong meal. Loose power socket would not hold plug, could not charge device. In-flight access to text messaging did not work. Toilet seat on plane would not stay up.

The boarding process and flight were great. However, I waited about 40 minutes for my luggage. It did not come up on the designated belt. Instead, everyone’s bags were on a cart. Not sure what the issue was, but we were not informed until another passenger went looking for her bags and found them.

There were delays on both ends. It made it less than excellent. This plane was great though

AA1537 the AC was not working properly. It was very hot and uncomfortable.

Worst experience flying American Airlines. I fly with them often, so I was super disappointed in the service I received at gate 30 in LGA on May 24, mid-day. The flight was delayed twice. I was patiently waiting in the American Airlines lounge when I received the notice on my app that the plane was boarding 45 minutes before its newly re-scheduled take off of 4 pm (from the orginal 1:45 pm then 3:00 pm). It took me 5 min to travel from the lounge to the gate and when I arrived there at 3:20 flight gate attendant told me the flight had closed and that they announced for passengers multiple times. I showed them the notification on my app and they were really rude and unempathetic. The person who rescheduled my flight at customer service wasn't any happier but was at least helpful in getting me on the next flight.

Flight was 1/2 hour delayed leaving Phoenix. Otherwise it was an average flight. Flight crew on this trip was very nice.

Everything was great except for the wifi was junk. Crew was super friendly and helpful

Was lucky to have a employee at the AA checkin counter that had compassion and understood they ordeal that we went through with our original flight being diverted, needing to stay in the aircraft and then flying to the original destination; adding hours to the trip and forcing us to miss our connection and our rebooked connection. She was able to get up on standby on the highest priority on the next flight to the closest airport we need to be at and it all worked out despite being many hours late.

Delayed so that missed connecting flight. Connecting flight was also delayed on the tarmac but they closed the gate before the rescheduled time.

Attendants were rude. Scowling. Seats were miserable and we paid extra.

Took off over an hour late with multiple mechanical issues. Gate agent in Dallas was lazy and was slow as molasses. Had a line 10 people long. Spirit bad..

I got a one-way, last-minute nonstop flight from PDX to BWI for only $125. Yes, I got nicked $79 more for a checked suitcase and $89 more for the BIG SEAT option, but it was worth it, even with $4.50 for coffee and $10 for a snack (the latter no different than any other airline). The grand total was still less flying on any other airline.

Horrible, first flight delayed. They switched my connecting flight while I was en route and even though I was originally supposed to be on the flight going back home to boston, refused to let me board and told me I would have to wait for next flight that was 14 hours later. Ended up renting a car and driving 6.5 hours back home. Still getting messages about flight and it is now showing that the other flight they put me on is now canceled and I would have to wait 24 hours for the next one. I will never book with spirit again

The weight limit per bag was really low - 40 lbs - so we had to pay extra. Then, they said their carry on size was 14x18x8, and we measured our bag very carefully. It was within the limit, yet they said it was too big, so we ended up paying an extra $100 for that too!! So it wasn’t the cheap flight we thought it would be. Then, they moved up our initial flight to depart 3 hours earlier which meant we had to be out on the road by 7 am and then have a 6 hour layover and we got home at 2am. It was a grueling day. I won’t be flying with them again.

They seemingly have no respect for their customers, on any level. Avoid flying spirit, they will bump you to another flight without thinking twice so they can sell your seat, no joke.

One hour late taking off. Concerning, very hard landing. Uncomfortable seats with no recline. Extremely slow baggage claim. Very professional, knowledgeable flight attendants. Brand new, very clean plane.

Early departure and arrival. Cabin very cold. Waited a while for luggage to come out

The price was good, but the seats was too little too cramped. You guys nickel and dime the person who’s flying all food even water that’s ridiculous. I’ll be flying with somebody else unless this changes.

I liked that bag check was rather quick and efficient. The airplane chairs on the first leg of the trip were hard and uncomfortable. Also, the cabin temperature was too cold. The lady giving seat assignments took entirely too long. She said she would call me back to the desk in 5 minutes, and she never called me back.

The Spirit travel experience was exceptional during the peak holiday season. The flight was on time and the service was exceptional.

Turbulence Lady at ticket counter who “took care of me was completely horrible and super disrespectful And staff on plane looked like they hate their job

It was ridiculously hard to check in for the flight, and Frontier charged us a LOT of money to have a carry on suitcase, and then told everyone we could not carry on bags and had to check them through at the gate, and didn't refund the extra money we paid to have the suitcase as carry on.

I had a terrible experience with Frontier. I arrived before the 60 minute cut off and was told that Frontier has a two hour window for bags. I was then told the next available flight wasn’t until the end of the day (I had booked a 6am flight). I took a look around and saw other people being told that they could not board their flights or that they had to pay additional fees. I opted to rebook on American Airlines. There’s absolutely no straightforward way to contact Frontier, so this ticket was a complete waste of money. Oh - and the kicker is that the lady lied about the two hour cut off.

Frontier won’t help you at the airport without paying $25. Carry on was $75. Then you get on the plain and every beverage or snack is also a charge. Seats are hard and real packed in. I would never fly them again.

Worst experience I have seen. The flight was cancelled without any reason.

My experience with frontier staff at the Denver airport was absolutely horrible. The manager on duty was even worst if was the worst experience I have ever had, I have never been treated so poorly as a customer in my life! The staff was extremely rude, eye rolls and attitude and then refusal to help me at all. I wish I could never fly frontier again that’s how horrible it was!

The Frontier app wasn’t working. So I could not pay for a carry on the week prior to flying. They charged me 99$ at the gate to carry on a duffle bag.

Good for the price. My only complaint is that the pilot should keep the air flowing while passengers are waiting to getting out of airplane.

Plane could have been more on time. More leg room .

I arrived 1 hour prior to boarding, and they said I was too late for a domestic flight. First time I heard that :-(

Check in online was easy. Seats aren’t very comfortable

Book cheap flights from Cleveland to Annapolis

Recent round-trip flight deals

6/11Tue
nonstop
1h 16mCLE-BWI
6/18Tue
1 stop
8h 29mBWI-CLE
$78
6/11Tue
nonstopFrontier
1h 16mCLE-BWI
6/13Thu
nonstopFrontier
1h 16mBWI-CLE
$98
6/11Tue
2 stopsSpirit Airlines
18h 51mCLE-BWI
6/18Tue
1 stopSpirit Airlines
8h 29mBWI-CLE
$113
6/18Tue
1 stopSpirit Airlines
14h 07mCLE-BWI
6/26Wed
1 stopSpirit Airlines
7h 48mBWI-CLE
$119
8/31Sat
nonstopAmerican Airlines
1h 26mCLE-DCA
9/3Tue
nonstopAmerican Airlines
1h 24mDCA-CLE
$127
9/13Fri
nonstopAmerican Airlines
1h 27mCLE-DCA
9/16Mon
nonstopAmerican Airlines
1h 25mDCA-CLE
$137
9/12Thu
1 stopDelta
6h 10mCLE-IAD
9/14Sat
1 stopDelta
5h 14mIAD-CLE
$156
8/31Sat
1 stopDelta
5h 06mCLE-DCA
9/3Tue
1 stopDelta
3h 47mDCA-CLE
$156
9/15Sun
nonstopUnited Airlines
1h 19mCLE-IAD
9/18Wed
nonstopUnited Airlines
1h 22mIAD-CLE
$163
9/15Sun
nonstopUnited Airlines
1h 19mCLE-IAD
9/18Wed
1 stopUnited Airlines
4h 05mIAD-CLE
$173

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Recent one-way flight deals

9/10Tue
1 stopSpirit Airlines
14h 00mCLE-BWI
$44
6/12Wed
1 stopSpirit Airlines
19h 45mCLE-BWI
$51
6/18Tue
nonstopAmerican Airlines
1h 28mCLE-DCA
$59
7/18Thu
nonstopFrontier
1h 17mCLE-BWI
$59
8/6Tue
nonstopUnited Airlines
1h 18mCLE-IAD
$69
7/17Wed
1 stopAmerican Airlines
4h 13mCLE-BWI
$78
6/18Tue
1 stopDelta
6h 23mCLE-IAD
$78
6/18Tue
1 stopDelta
6h 31mCLE-DCA
$78
6/9Sun
nonstopFrontier
1h 16mCLE-BWI
$80
7/7Sun
nonstopUnited Airlines
1h 18mCLE-IAD
$95

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Last minute flights from Cleveland to Annapolis

Last minute flight, train and bus deals

6/2Sun
nonstop
1h 17mCLE-BWI
6/12Wed
multi-stop
7h 48mBWI-CLE
$170
6/1Sat
multi-stopFrontier
11h 08mCLE-BWI
6/11Tue
nonstopFrontier
1h 16mBWI-CLE
$178
5/31Fri
multi-stopSpirit Airlines
27h 42mCLE-BWI
6/3Mon
multi-stopSpirit Airlines
24h 46mBWI-CLE
$221
5/31Fri
multi-stopSpirit Airlines
27h 42mCLE-BWI
6/2Sun
multi-stopSpirit Airlines
25h 31mBWI-CLE
$228
6/1Sat
multi-stopSun Country Air
7h 52mCLE-IAD
6/4Tue
multi-stopSun Country Air
23h 22mIAD-CLE
$295
6/1Sat
multi-stopSun Country Air
7h 52mCLE-IAD
6/2Sun
multi-stopSun Country Air
22h 57mIAD-CLE
$385
5/31Fri
multi-stopAmerican Airlines
6h 07mCLE-DCA
5/31Fri
nonstopAmerican Airlines
1h 27mDCA-CLE
$395
6/2Sun
nonstopUnited Airlines
1h 18mCLE-IAD
6/12Wed
nonstopUnited Airlines
1h 20mIAD-CLE
$450
6/2Sun
nonstopUnited Airlines
1h 18mCLE-IAD
6/12Wed
multi-stopUnited Airlines
3h 56mIAD-CLE
$460
6/2Sun
multi-stopAmerican Airlines
3h 54mCLE-IAD
6/12Wed
multi-stopAmerican Airlines
6h 41mIAD-CLE
$466

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Flights to Annapolis