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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 6/4. 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 6/5
Wed 6/12

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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 9% 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?

    36 direct flights run between Cleveland and Annapolis on a daily basis. On average, there are about 256 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 Saturdays.

  • 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 Frontier for $44. Spirit Airlines offered a round-trip connection from $84 and Frontier from $88.

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 11090 reviews
8.1Crew
7.2Comfort
7.1Entertainment
6.7Food
7.7Boarding
Airline reviews

Surprisingly easy! I was hesitant to try this, but the cost swayed me. I actually felt like I had less stress than all the taxiing and possible delays that occur with short regional flights where you spend less time in the air than getting to and from the plane..

10.0 ExcellentAnonymous, May 2024ABE - EWR
Read more about United Airlines reviews

Surprisingly easy! I was hesitant to try this, but the cost swayed me. I actually felt like I had less stress than all the taxiing and possible delays that occur with short regional flights where you spend less time in the air than getting to and from the plane..

This flight was delayed multiple times and eventually canceled around 2-3ish. Original take off time was around 10:30am. By 3, there were no other options out of Houston, so stuck in Houston for from 3pm - 11am the next day.

Should have video screens Plane audio was poor and without wired connection hard to understand crew. Should serve more than just cups of water and pretzels on six hour flight. Did not see crew rest of flight. Fix charging sockets to retain charging blocks.

I paid $380 for my one-way ticket from California to Minnesota. The fair did not include online check-in. I received instructions from their app to check in at a kiosk. At the kiosk, the boarding pass would not print until an actual person came to verify that I had a personal item and not a carry-on item, On the plane, the person next to me was drunk and allowed to continue to order alcohol. United is garbage I’d rather fly spirit.

The plane was dirty and the in seat air wasn't blowing as planes usually do.

Generally good but there wasn’t any staff available when my luggage didn’t appear at baggage claim in Fresno. It took about half an hour to locate a staff member to open up the locked room where it was being kept.

Do not like the feeling of being in the basic economy. Everyone should feel good no matter what.

All flights were on time and boarding was issue free

Terrible! The plane was old and you are required to connect your own device to their Wi-Fi rather than have entertainment options in the back of the seat in front of you. The Wi-Fi went out during the flight and there was only one plug for the devices every two seats. Three out of five surrounding my family did not work. The seats and spaces under them were so small I could not fit my backpack, which I’ve always brought on flights and fit before no problem. The crew were unpleasant and patronizing.

Great! The plane was decently sized and comfortable. The staff was nice and there was great in flight entertainment

Again, multiple delays and I eventually just canceled and drove!

Great crew. We were delayed so that late passengers could get on the flight. Love the bedding in business class. Good food. Great experience.

The CX617 from HK to BKK was delayed more than 1.5 hours.

Horrible - they lied to me about baggage & boarding, even though I specifically spoke to their agents the day before my flight about my issue. When I showed up they did not let me board and stranded me at my airport until I bought a new flight with money I did not have to spend.

All four American Airlines flights I took in last seven days were delayed. Caused me loads of problems, missed meetings, loss of time and money.

American cancelled our flight home. Zero option for hotel, alternative transportation and took 3 hours to find our bags so we could take a 3 hour UBER ride home on our dime. Never flying AA again.

They gave my seat away although it was a connecting flight with them and the flight was a bit delayed.

Flight was cancelled had to move to another gate late again no internet paid for the month and never can use it waste of money

Not being able to purchase my check in baggage online was a negative.

LATE LATE LATE!!! Plagued by late AA flights on this trip. Such a drag. This one was by far the worst.

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

The purpose of Spirit is to get you where you are going with no fluff, bells or whistles. It’s literally a well built, great engine, tuna can. I can’t complain about the flight as the price more than outweighs any complaints anyone could ever have but it’s not the most comfortable ride in the world. I have always felt safe on board and the take off and landing are always incredible. Some free water on board would be nice at least.

Crew was nasty and left the seat empty for wich I had paid rather made me sit in third class. I will never travel again in Spirit.

Not good 😐 Over priced baggage fees Small hard seats No wifi or entertainment options 😕

Didn't like anything!! Horrible flight. Small seating area and hard seats. Butt was sore after 2 hour flight to Seattle No entertainment or free refreshments No wifi or USB charging receptacles to charge phone entoute like other airliners Luggage rates were 3 times as much as competitors. Difficult to navigate online luggue process to pre pay before flight Overall bad experience WILL NEVER RIDE OR RECOMMEND FRONTIER TO FRIENDS OR FAMILY MEMBERS!!! THIS IS A SHAME!! MOST MESERIBLE FLIGHT OF MY LIFE!! AND I THOUGHT SPIRIT WAS 👎 YOU GOT THEM BEAD HANDS DOWN!!

Flight was a little late taking off. Seats are too upright, no ports to charge devices, no wifi, no entertainment

Six hour delay. Poor customer service. No voucher. Bad communication. Missed important appointments.

Our flight was delayed an hour, then when we got to board our flight finally, we were waiting in our seats for take off for 45 minutes before it was communicated that there was a maintenance issue therefore we waited on the plane for over an hour while that was resolved. We did not get to Phoenix until almost 3 hours after we were originally supposed to. This was the first and last time I will be flying Frontier.

Flight was canceled with little warning. Flight was rebooked through Ontario, California and connecting flight was delayed by over three hours. Frontier is living up to their Greyhound of the skies reputation for sure.

I purchased a carry on bag online…was supposed to cost $72 but after a whole slew of bs charges, the total was over $175.00. Because of these hidden charges, I will not even consider flying Frontier ever again. It’s just not worth the hassle. I’m scratching this company off my list forever.

Flight was OK. Seats were good no cell phone charges on the plane no TVs or entertainment.

There were 3 leg for the trip and each leg was delayed by 90 minutes or more. The boarding process takes forever with people waiting on the jetway even though most folks do not have carry-on. The whole process is poorly managed.

Flight cancelled and was told by a rude gate agent that they don’t accommodate on other airlines. Had to wait 5 hours for a connecting flight that had a 7 hour layover. Would not allow bags to be checked early so we couldn’t go through security .Had to rent a car for the afternoon to store bags and get a meal. Also incurred a hotel fee. No apology or reason given for the cancellation- just rudeness.

Book cheap flights from Cleveland to Annapolis

Recent round-trip flight deals

5/21Tue
1 stopSpirit Airlines
27h 42mCLE-BWI
5/28Tue
1 stopSpirit Airlines
26h 58mBWI-CLE
$84
9/12Thu
nonstopFrontier
1h 18mCLE-BWI
9/24Tue
nonstopFrontier
1h 18mBWI-CLE
$88
5/26Sun
nonstop
1h 17mCLE-BWI
5/29Wed
1 stop
7h 46mBWI-CLE
$93
5/21Tue
1 stop
14h 06mCLE-BWI
5/28Tue
nonstop
1h 19mBWI-CLE
$120
5/29Wed
nonstopUnited Airlines
1h 18mCLE-IAD
5/29Wed
nonstopUnited Airlines
1h 19mIAD-CLE
$169
5/26Sun
nonstopAmerican Airlines
1h 21mCLE-DCA
5/29Wed
nonstopAmerican Airlines
1h 27mDCA-CLE
$169
5/31Fri
nonstopUnited Airlines
1h 18mCLE-IAD
6/2Sun
nonstopUnited Airlines
1h 19mIAD-CLE
$179
6/28Fri
nonstopAmerican Airlines
1h 28mCLE-DCA
7/2Tue
nonstopAmerican Airlines
1h 25mDCA-CLE
$179
5/26Sun
1 stopJetBlue
4h 02mCLE-DCA
5/29Wed
1 stopJetBlue
5h 17mDCA-CLE
$190
5/23Thu
1 stopJetBlue
6h 01mCLE-DCA
5/30Thu
1 stopJetBlue
5h 17mDCA-CLE
$268

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Recent one-way flight deals

6/4Tue
nonstopFrontier
1h 17mCLE-BWI
$44
6/5Wed
1 stopSpirit Airlines
7h 05mCLE-BWI
$48
5/26Sun
nonstopUnited Airlines
1h 18mCLE-IAD
$85
5/26Sun
nonstopAmerican Airlines
1h 22mCLE-DCA
$85
9/14Sat
nonstopUnited Airlines
1h 19mCLE-IAD
$90
9/14Sat
nonstopAmerican Airlines
1h 28mCLE-DCA
$90
5/30Thu
1 stopDelta
6h 35mCLE-IAD
$94
5/29Wed
1 stopDelta
4h 07mCLE-DCA
$94
6/11Tue
1 stopJetBlue
6h 40mCLE-DCA
$95
5/12Sun
1 stopJetBlue
5h 05mCLE-DCA
$187

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Last minute flights from Cleveland to Annapolis

Last minute flight, train and bus deals

5/11Sat
multi-stopSpirit Airlines
3h 53mCLE-BWI
5/12Sun
multi-stopSpirit Airlines
21h 05mBWI-CLE
$212
5/9Thu
multi-stopFrontier
14h 41mCLE-BWI
5/12Sun
multi-stopFrontier
5h 11mBWI-CLE
$238
5/11Sat
multi-stopSpirit Airlines
3h 53mCLE-BWI
5/12Sun
multi-stopSpirit Airlines
14h 20mBWI-CLE
$317
5/10Fri
multi-stop
16h 52mCLE-BWI
5/12Sun
multi-stop
14h 20mBWI-CLE
$335
5/11Sat
multi-stopAmerican Airlines
21h 54mCLE-DCA
5/12Sun
nonstopAmerican Airlines
1h 31mDCA-CLE
$424
5/11Sat
multi-stopAmerican Airlines
18h 26mCLE-DCA
5/12Sun
nonstopAmerican Airlines
1h 31mDCA-CLE
$434
5/10Fri
multi-stop
18h 35mCLE-IAD
5/12Sun
multi-stop
23h 20mIAD-CLE
$483
5/9Thu
nonstopUnited Airlines
1h 16mCLE-IAD
5/14Tue
nonstopUnited Airlines
1h 18mIAD-CLE
$499
5/9Thu
nonstopUnited Airlines
1h 16mCLE-IAD
5/14Tue
multi-stopUnited Airlines
5h 21mIAD-CLE
$508
5/8Wed
multi-stopDelta
6h 13mCLE-DCA
5/9Thu
multi-stopDelta
4h 31mDCA-CLE
$568

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Flights to Annapolis