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Find cheap flights from Cleveland to Annapolis from $37

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 6/18. 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
Sat 7/6
Sat 7/13

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Good to know

Low season

December

High season

May

Cheapest flight

$37
Best time to beat the crowds with an average 6% drop in price.
Most popular time to fly with an average 13% 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 228 departures each week.

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

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

  • 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 $37. Frontier offered a round-trip connection from $88 and American Airlines from $127.

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 10696 reviews
7.2Comfort
8.1Crew
7.7Boarding
6.7Food
7.1Entertainment
Airline reviews

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.

10.0 ExcellentLeo, Jun 2024CLT - ORD
Read more about United Airlines reviews

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.

My window shade didn’t work. So I missed coming into my city. ☹️

Flight was delayed in the gate by 5 hours and ultimately cancelled- rebooking service by United agents was terrible

Flight was delayed due to the late arrival of the catering truck, which is quite unacceptable. There was a beverage service, but no pretzel, or cookie, or nuts were served in coach.

Not worth the price of premium class ticket paid, felt more like steerage.

Flighty delayed on boarding - then group 1 had to check their carry on bags but groups 3 and beyond could carry bags on - very inconvenient for weekend business trip with no checked baggage. Then delayed on the runway - before take off. No communication from pilot on why or how long. Wifi/Entertainment didn't work for 4+ flight. Upon arrival, attendants announced wrong carousel for baggage claim - everyone was waiting at the wrong place for their checked bags. This was a mess united!

I had a great flight. Everything went smoothly and the flight arrived early.

The flight and boarding were easy peasy. I was traveling with my 4-year-old, so a smooth boarding experience was especially appreciated. My only piece of feedback is really about where our gate was in O'Hare. They've shoved four gates into a tiny corner of the B terminal and there isn't early enough room or seating for everyone. Not United's problem, but did dent the overall experience.

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!

Internet service was erratic. Crew service was poor and slow. My luggage on this non-stop flight was lost and not recovered

Terrible. I didn’t fly and I had an important meeting the next day.

Equipment swap led to 2+ hour delay on international flight. And to top it off, boarding took forever.

Wretched scheduling - they got themselves into a critical crew situation and didn’t try to address it until 15 minutes before they had to cancel my flight

They cancelled two flight and got us onto another airline, which was also delayed.

Nothing, terrible travel experience due to weather and maintenance delays and was left stranded in Austin.

My husband and I pre-ordered our food, but they did not have my husband’s order, and my cheese plate was very average. I asked for a blanket and was told they don’t carry blankets on domestic routs. The flight was on time and smooth!

28 hour delay at Fort Worth/Dallas airport, part due to weather which was unavoidable, but various other reasons - no pilot, no fa, mechanical problem, plane too small, too big, crew out of flying time, seat configuration problems.... endless and hourly updates with a different excuse. Finally told us about 3.00 am, that the flight was delayed to hours later.

Experience was bad. 3.5 hour delay for a 2.5 hour trip. There was no r Transparency about the reason for the delay and it was done 30 mins at a time.

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.

It was nice! There was a very unhappy child in front of us and the flight attendant did a great job calming the child. I was impressed.

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.

FRONTIER SUCKS! The agent downstairs tricked me into booking, just to get to the gate. At the gate, they told me they couldn't help. I then called Customer Service. They and the gate attendants kept blaming each other. Neither side was willing to help the customer.

The agent at check-in was strident, unwelcoming, and condescending to customers ahead of me.

Flight was delay 9hrs and nothing was provided at airport, had to go and get a room to sleep in, paid for Uber back and fort with no offers until we landed back home a 1hr later for a $75 voucher for a future flight.

Didn't like anything..entire crew was very rude to everyone on the flight. Plane old and the trays fall down on you the while time you're flying. Charged more for a carry on bag than for the plane ticket itself. Did make it from point a to point b, but worth the extra money to fly with another airline

9 hours of delay!! Was not able to check my luggage that I paid for!!!

It was delayed 9 hours for operational reasons, despite the plane arriving to the airport on time.

I am very disappointed with Frontier Airlines. They cancelled our flight because they couldn't find a crew member, and then didn't get us to our connecting flight. We had to cancel our whole vacation. We were promised flight and hotel vouchers, but they never sent them.

9hrs delay and didn’t provided anything until after flight landed $75 voucher for fiuture travel no meals or anything.

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.

Book cheap flights from Cleveland to Annapolis

Recent round-trip flight deals

6/25Tue
nonstopFrontier
1h 16mCLE-BWI
6/27Thu
nonstopFrontier
1h 16mBWI-CLE
$88
7/16Tue
nonstopFrontier
1h 17mCLE-BWI
7/18Thu
nonstopFrontier
1h 17mBWI-CLE
$96
6/20Thu
1 stop
5h 34mCLE-BWI
6/25Tue
nonstop
1h 16mBWI-CLE
$98
8/20Tue
nonstopAmerican Airlines
1h 25mCLE-DCA
8/23Fri
nonstopAmerican Airlines
1h 28mDCA-CLE
$127
7/10Wed
1 stop
6h 20mCLE-BWI
7/11Thu
nonstop
1h 17mBWI-CLE
$134
6/20Thu
1 stopSpirit Airlines
5h 34mCLE-BWI
6/25Tue
1 stopSpirit Airlines
8h 29mBWI-CLE
$141
7/3Wed
nonstopAmerican Airlines
1h 28mCLE-DCA
7/10Wed
nonstopAmerican Airlines
1h 26mDCA-CLE
$148
7/3Wed
nonstopUnited Airlines
1h 18mCLE-IAD
7/10Wed
nonstopUnited Airlines
1h 19mIAD-CLE
$148
7/24Wed
nonstopUnited Airlines
1h 18mCLE-IAD
7/28Sun
nonstopUnited Airlines
1h 19mIAD-CLE
$153
6/25Tue
1 stopSpirit Airlines
11h 00mCLE-BWI
6/26Wed
1 stopSpirit Airlines
7h 48mBWI-CLE
$154

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Recent one-way flight deals

6/18Tue
nonstopFrontier
1h 16mCLE-BWI
$37
6/18Tue
1 stopSpirit Airlines
19h 45mCLE-BWI
$43
7/10Wed
nonstopAmerican Airlines
1h 27mCLE-DCA
$59
7/10Wed
nonstopUnited Airlines
1h 18mCLE-IAD
$59
6/26Wed
1 stopDelta
5h 09mCLE-IAD
$78
6/26Wed
1 stopDelta
5h 20mCLE-DCA
$78
6/26Wed
nonstopUnited Airlines
1h 18mCLE-IAD
$89
6/27Thu
nonstopAmerican Airlines
1h 28mCLE-DCA
$95
6/26Wed
1 stopSun Country Air
17h 40mCLE-IAD
$108
6/19Wed
1 stopSun Country Air
22h 58mCLE-IAD
$115

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Last minute flights from Cleveland to Annapolis

Last minute flight, train and bus deals

6/11Tue
nonstopFrontier
1h 16mCLE-BWI
6/13Thu
nonstopFrontier
1h 16mBWI-CLE
$108
6/9Sun
nonstopFrontier
1h 16mCLE-BWI
6/13Thu
nonstopFrontier
1h 16mBWI-CLE
$116
6/9Sun
nonstop
1h 16mCLE-BWI
6/12Wed
multi-stop
7h 48mBWI-CLE
$131
6/11Tue
multi-stop
8h 34mCLE-BWI
6/12Wed
multi-stop
7h 48mBWI-CLE
$151
6/10Mon
multi-stopSpirit Airlines
24h 40mCLE-BWI
6/12Wed
multi-stopSpirit Airlines
7h 48mBWI-CLE
$175
6/9Sun
multi-stopSpirit Airlines
14h 30mCLE-BWI
6/12Wed
multi-stopSpirit Airlines
7h 48mBWI-CLE
$229
6/8Sat
multi-stopAmerican Airlines
17h 59mCLE-DCA
6/9Sun
nonstopAmerican Airlines
1h 28mDCA-CLE
$425
6/8Sat
multi-stopAmerican Airlines
17h 31mCLE-DCA
6/9Sun
nonstopAmerican Airlines
1h 28mDCA-CLE
$434
6/7Fri
nonstopUnited Airlines
1h 24mCLE-IAD
6/21Fri
nonstopUnited Airlines
1h 19mIAD-CLE
$446
6/7Fri
nonstopUnited Airlines
1h 18mCLE-IAD
6/21Fri
multi-stopUnited Airlines
3h 56mIAD-CLE
$456

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Flights to Annapolis