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$55+ Cheap flights from Cleveland (CLE) to Annapolis, MD

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/4. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — BWI
feb. 4 — feb. 111
mar. 2/4
mar. 2/11
1 adult, Economy
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The best prices from Cleveland Hopkins Intl to Annapolis are usually found in August or July, booked 61 days in advance, depart on a Thursday or Friday and return on a Wednesday

Cheap flight deals from Cleveland to Annapolis

Discover tips and strategies to find the most affordable flight options for your journey from Cleveland (CLE) to Annapolis (AP9). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated enero 30, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$109
(Frontier)

One-way from

$55
(Frontier)

Popular in

November

Cheapest in

August

Average price

$259
Provider with most accurate pricing for Cleveland Hopkins Intl-Washington, D.C. (WAS) flight deals.
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Provider most trusted by Cheapflights users for Cleveland Hopkins Intl-Washington, D.C. (WAS) flights.
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From Cleveland Hopkins Intl to Annapolis
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One-way flight from Cleveland Hopkins Intl to Annapolis
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Highest demand for flights based on searches. 10% potential increase in price ($30 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in January 2025
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Find flight deals from Cleveland to Annapolis

Cheapest flights from Cleveland to Annapolis
Explore the most affordable flight options available from Cleveland to Annapolis. Find the lowest fares from popular airlines and budget airlines, with prices last updated on enero 30, 2025.

This Frontier deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 2/248:25 pmCLE - BWI
1 stop10h 56mFrontier
jue. 2/279:33 amBWI - CLE
1 stop11h 21mFrontier
Deal found 1/30$109
This FlightHub deal was found by Cheapflights users on 1/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 2/264:57 pmCLE - BWI
1 stop16h 46mMultiple Airlines
mié. 3/55:00 pmBWI - CLE
1 stop7h 50mMultiple Airlines
Deal found 1/29$141
This Mytrip deal was found by Cheapflights users on 1/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 2/264:57 pmCLE - BWI
2 stops16h 08mSpirit Airlines
mié. 3/56:50 amBWI - CLE
1 stop10h 05mSpirit Airlines
Deal found 1/29$155
This United Airlines deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 3/76:00 amCLE - IAD
Nonstop1h 20mUnited Airlines
dom. 3/910:20 pmIAD - CLE
Nonstop1h 23mUnited Airlines
Deal found 1/30$189
This American Airlines deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 2/289:34 amCLE - DCA
Nonstop1h 25mAmerican Airlines
lun. 3/310:11 pmDCA - CLE
Nonstop1h 34mAmerican Airlines
Deal found 1/30$189
This Frontier deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 5/49:17 pmCLE - IAD
1 stop11h 07mFrontier
lun. 5/125:26 pmIAD - CLE
1 stop7h 10mFrontier
Deal found 1/30$190
This Delta deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 2/187:05 amCLE - IAD
1 stop4h 20mDelta
sáb. 2/226:00 amIAD - CLE
1 stop5h 08mDelta
Deal found 1/30$199
This Delta deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 2/186:00 amCLE - DCA
1 stop4h 00mDelta
dom. 2/239:55 amDCA - CLE
1 stop3h 37mDelta
Deal found 1/30$204
This JetBlue deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 5/37:00 amCLE - DCA
1 stop7h 09mJetBlue
mar. 5/610:15 amDCA - CLE
1 stop5h 37mJetBlue
Deal found 1/30$215
This Southwest deal was found by Cheapflights users on 1/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 4/154:25 pmCLE - BWI
Nonstop1h 15mSouthwest
mar. 4/158:50 pmBWI - CLE
Nonstop1h 20mSouthwest
Deal found 1/29$272
This American Airlines deal was found by Cheapflights users on 1/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 3/56:40 amCLE - BWI
1 stop3h 56mAmerican Airlines
mié. 3/55:28 pmBWI - CLE
1 stop5h 11mAmerican Airlines
Deal found 1/29$282
This American Airlines deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 5/106:51 pmCLE - IAD
1 stop5h 14mAmerican Airlines
sáb. 5/245:00 amIAD - CLE
1 stop4h 43mAmerican Airlines
Deal found 1/30$286

Find flights from Cleveland to Annapolis within your budget

Customize your flight search to find flights from Cleveland to Annapolis that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated enero 30, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ClevelandBaltimore

CLE - BWI

CLEBWI

Cleveland Hopkins Intl

lun. 2/24

8:25 pm-7:21 am

1 stop10h 56m

Baltimore/Washington

jue. 2/27

9:33 am-8:54 pm

1 stop11h 21m

$109

ClevelandBaltimore

CLE - BWI

CLEBWI

Cleveland Hopkins Intl

mié. 2/26

4:57 pm-9:43 am

1 stop16h 46m

Baltimore/Washington

mié. 3/5

5:00 pm-12:50 am

1 stop7h 50m

$141

ClevelandBaltimore

CLE - BWI

CLEBWI

Cleveland Hopkins Intl

mié. 2/26

4:57 pm-9:05 am

2 stops16h 08m

Baltimore/Washington

mié. 3/5

6:50 am-4:55 pm

1 stop10h 05m

$155

ClevelandWashington, D.C.

CLE - IAD

CLEIAD

Cleveland Hopkins Intl

mié. 2/26

7:20 pm-11:04 pm

1 stop3h 44m

Washington, D.C. Dulles Intl

mié. 3/5

8:15 am-9:38 am

Nonstop1h 23m

$189

ClevelandWashington, D.C.

CLE - DCA

CLEDCA

Cleveland Hopkins Intl

vie. 2/28

6:56 pm-8:25 pm

Nonstop1h 29m

Washington, D.C. Reagan-National

sáb. 3/1

2:40 pm-4:05 pm

Nonstop1h 25m

$189

ClevelandWashington, D.C.

CLE - IAD

CLEIAD

Cleveland Hopkins Intl

dom. 5/4

9:17 pm-8:24 am

1 stop11h 07m

Washington, D.C. Dulles Intl

lun. 5/12

5:26 pm-12:36 am

1 stop7h 10m

$190

ClevelandWashington, D.C.

CLE - IAD

CLEIAD

Cleveland Hopkins Intl

sáb. 2/22

7:05 am-11:22 am

1 stop4h 17m

Washington, D.C. Dulles Intl

mié. 3/26

6:00 am-9:27 am

1 stop3h 27m

$199

ClevelandWashington, D.C.

CLE - DCA

CLEDCA

Cleveland Hopkins Intl

mié. 3/5

6:00 am-10:00 am

1 stop4h 00m

Washington, D.C. Reagan-National

mié. 3/5

2:35 pm-9:51 pm

1 stop7h 16m

$199

ClevelandWashington, D.C.

CLE - DCA

CLEDCA

Cleveland Hopkins Intl

sáb. 5/3

7:00 am-2:09 pm

1 stop7h 09m

Washington, D.C. Reagan-National

mié. 5/7

3:15 pm-10:09 pm

1 stop6h 54m

$215

ClevelandWashington, D.C.

CLE - IAD

CLEIAD

Cleveland Hopkins Intl

jue. 3/6

8:07 am-1:31 pm

1 stop5h 24m

Washington, D.C. Dulles Intl

dom. 3/16

6:27 am-1:01 pm

1 stop6h 34m

$269

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/30

Showing 1-10 of 33 results
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Best time to book a flight from Cleveland to Annapolis

Have a flexible travel schedule? Discover the best time to fly to Annapolis from Cleveland with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Cleveland to Annapolis

Get recent, data-driven insights about flights from Cleveland to Annapolis including ideal travel times, pricing trends, and more.

How far ahead should I book a flight from Cleveland to Annapolis?

Use this chart to determine the optimal time to book a round-trip flight from Cleveland to Annapolis. Price data was last updated on January 24, 2025.

The price you pay for your flight from Cleveland to Annapolis may vary depending on when you book. For the best chance of a lower fare, look to book 61 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Cleveland to Annapolis?

Currently, August is the cheapest month in which you can book a flight from Cleveland to Annapolis (average of $241). Flying from Cleveland to Annapolis in March is currently the most expensive (average of $290). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CLE to AP9?

Find hourly flight availability from Cleveland to Annapolis. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated enero 30, 2025.

When flying from Cleveland to Annapolis, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

What is the cheapest day to fly from Cleveland to Annapolis?

Use this chart to determine the cheapest time to fly round-trip from Cleveland to Annapolis. Price data was last updated on January 26, 2025.

Travelers seeking maximum savings on their Cleveland to Annapolis flight should consider departing on Friday afternoons when fares are most often at their lowest. Saturday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

Rainfall in Annapolis by month

Plan your trip to Annapolis by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Annapolis ranges from 2.6 - 4.0 inches per month. May is typically the wettest month, when rainfall can reach 4.0 in. February is typically the driest time to visit Annapolis when rainfall is around 2.6 in.

Temperature in Annapolis by month

Plan your trip to Annapolis by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Annapolis, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 80.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 35.6 F).

Reviews of airlines servicing Annapolis

Get insights into the airlines that provide service to Annapolis. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Annapolis. Reviews last updated enero 30, 2025.
Read through reviews of airlines operating flights from Cleveland to Annapolis, such as Southwest, Alaska Airlines and Delta. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,585 reviews

Overall

8.1

Crew

8.7

Boarding

8.2

Entertainment

7.7

Food

7.1

Comfort

8.1

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,585 reviews
Southwest
8.1
Very good
4,585 reviews

Overall

8.1

Crew

8.7

Boarding

8.2

Entertainment

7.7

Food

7.1

Comfort

8.1

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Alaska Airlines
8.0
Very good
9,688 reviews
Southwest
8.1
Very good
4,585 reviews

Overall

8.1

Crew

8.7

Boarding

8.2

Entertainment

7.7

Food

7.1

Comfort

8.1

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,454 reviews
Southwest
8.1
Very good
4,585 reviews

Overall

8.1

Crew

8.7

Boarding

8.2

Entertainment

7.7

Food

7.1

Comfort

8.1

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

JetBlue
7.4
Good
3,156 reviews
Southwest
8.1
Very good
4,585 reviews

Overall

8.1

Crew

8.7

Boarding

8.2

Entertainment

7.7

Food

7.1

Comfort

8.1

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

United Airlines
7.4
Good
8,913 reviews
Southwest
8.1
Very good
4,585 reviews

Overall

8.1

Crew

8.7

Boarding

8.2

Entertainment

7.7

Food

7.1

Comfort

8.1

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Related info for your journey

Find useful and relevant information for your journey from Cleveland to Annapolis. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Cleveland to Annapolis?

    Cleveland Hopkins Intl (CLE), located 10.1 mi from the city center, is the airport you fly out of when you book flights from Cleveland to Annapolis. 5 airlines have flights from Hopkins Intl to Annapolis on a regular basis. Booking flights from Cleveland Hopkins Intl to Annapolis should not be difficult; the airport handles an average of 16 outbound flights to Annapolis per day.

  • How popular is this Cleveland to Annapolis flight route?

    The Cleveland Hopkins Intl to Annapolis flight path was viewed by 26 users in the past month. Keep an eye out for changes in search interest prior to high and low season.

  • What are the cheapest airlines to fly from Cleveland to Annapolis one-way?

    The cheapest airline one-way is Frontier, with whom users have recently found tickets for as low as $55. However, be on the lookout for offers from Spirit Airlines and United Airlines, as they are both options that can get you from Cleveland to Annapolis for a low price.

  • What are the most popular routes from Cleveland to Annapolis?

    The most popular flight routes from Cleveland to Annapolis are Cleveland Hopkins Intl - Washington, D.C. Dulles Intl, Cleveland Hopkins Intl - Baltimore/Washington and Cleveland Hopkins Intl - Washington, D.C. Reagan-National.

  • What are the cheapest flights from Cleveland to Annapolis?

    Looking for the cheapest flight from Cleveland to Annapolis? While on average our users pay $336, our data indicates the cheapest price to be $123. The most popular route (Cleveland Hopkins Intl - Washington, D.C. Dulles Intl), is priced around $153.

  • Can I find deals for flights from Cleveland to Annapolis that include hotel bookings?

    Yes. In addition to deals on Cleveland to Annapolis flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Cleveland to Annapolis?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Cleveland to Annapolis.

  • Can I find deals for business class flights from Cleveland to Annapolis?

    Yes. Cheapflights offers flight deals from Cleveland to Annapolis by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Cleveland to Annapolis?

    Currently, August is the cheapest month in which you can book a flight from Cleveland to Annapolis (average of $241). Flying from Cleveland to Annapolis in March is currently the most expensive (average of $290). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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Alternative routes for Cleveland to Annapolis

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Cleveland to Annapolis

Discover the top 5 airlines that operate flights from Cleveland to Annapolis. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated enero 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$53Average$143FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$124Average$257FlexibilityNo cancel feeOn-time69%
DeltaCheapest$155Average$295FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$158Average$284FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$230Average$319FlexibilityNo cancel feeOn-time63%
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