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$53+ 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 3/5. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — IAD
Dec 27 — Jan 31
Fri 12/27
Fri 1/3
1 adult, Economy
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The best prices from Cleveland Hopkins Intl to Annapolis are usually found in January or August, booked 61 days in advance, depart on a Tuesday or Saturday 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 December 22, 2024.

Round-trip from

$108
(Frontier)

One-way from

$53
(Mytrip)

Popular in

November

Cheapest in

January

Average price

$274
From Cleveland Hopkins Intl to Annapolis
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One-way flight from Cleveland Hopkins Intl to Annapolis
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High demand for flights, 14% potential price rise
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Best time to find cheap flights, 2% potential price drop
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Average for round-trip flights in December 2024
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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 December 22, 2024.

This American Airlines deal was found by Cheapflights users on 12/21. 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.
Tue 12/316:00 amCLE - DCA
Nonstop1h 23mAmerican Airlines
Tue 1/74:59 pmDCA - CLE
Nonstop1h 26mAmerican Airlines
Deal found 12/21$259
This United Airlines deal was found by Cheapflights users on 12/21. 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.
Fri 12/276:00 amCLE - IAD
Nonstop1h 18mUnited Airlines
Tue 12/318:21 amIAD - CLE
Nonstop1h 29mUnited Airlines
Deal found 12/21$294
This American Airlines deal was found by Cheapflights users on 12/21. 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.
Sat 12/218:14 pmCLE - IAD
1 stop3h 48mAmerican Airlines
Tue 12/315:29 pmIAD - CLE
1 stop4h 50mAmerican Airlines
Deal found 12/21$313
This FlightHub deal was found by Cheapflights users on 12/20. 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.
Fri 12/2010:00 pmCLE - IAD
1 stop15h 10mFrontier
Sat 1/42:00 pmIAD - CLE
1 stop17h 40mFrontier
Deal found 12/20$385
This Gotogate deal was found by Cheapflights users on 12/21. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/2710:13 amCLE - BWI
1 stop10h 08mFrontier
Tue 12/315:54 pmBWI - CLE
1 stop13h 46mFrontier
Deal found 12/21$395
This Southwest deal was found by Cheapflights users on 12/21. 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.
Tue 12/317:20 amCLE - DCA
1 stop5h 55mSouthwest
Tue 1/710:55 amDCA - CLE
2 stops9h 50mSouthwest
Deal found 12/21$439
This American Airlines deal was found by Cheapflights users on 12/21. 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.
Sun 12/296:27 amCLE - BWI
1 stop4h 55mAmerican Airlines
Sun 1/58:17 pmBWI - CLE
1 stop4h 12mAmerican Airlines
Deal found 12/21$475
This Delta deal was found by Cheapflights users on 12/21. 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.
Sun 12/296:15 pmCLE - BWI
1 stop5h 40mDelta
Sun 1/56:05 amBWI - CLE
2 stops7h 54mDelta
Deal found 12/21$496
This FlightHub deal was found by Cheapflights users on 12/22. 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.
Tue 12/315:00 amCLE - BWI
1 stop12h 30mSpirit Airlines
Tue 1/710:51 amBWI - CLE
1 stop13h 28mSpirit Airlines
Deal found 12/22$500
This Southwest deal was found by Cheapflights users on 12/20. 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.
Sat 12/289:20 pmCLE - BWI
1 stop10h 55mSouthwest
Thu 1/210:55 pmBWI - CLE
Nonstop1h 20mSouthwest
Deal found 12/20$563
This Delta deal was found by Cheapflights users on 12/20. 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.
Fri 12/2711:40 amCLE - IAD
1 stop5h 07mDelta
Mon 12/306:00 amIAD - CLE
1 stop5h 21mDelta
Deal found 12/20$578
This United deal was found by Cheapflights users on 12/21. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/2210:57 amCLE - DCA
2 stops10h 38mUnited Airlines
Mon 12/307:30 amDCA - CLE
1 stop5h 49mUnited Airlines
Deal found 12/21$629

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 December 22, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ClevelandBaltimore

CLE - BWI

CLEBWI

Cleveland Hopkins Intl

Thu 1/9

8:30 pm-7:18 am

1 stop10h 48m

Baltimore/Washington

Sat 1/11

8:31 pm-8:45 am

1 stop12h 14m

$108

ClevelandBaltimore

CLE - BWI

CLEBWI

Cleveland Hopkins Intl

Tue 2/25

4:57 pm-8:42 am

2 stops15h 45m

Baltimore/Washington

Thu 2/27

5:25 am-3:29 pm

1 stop10h 04m

$201

ClevelandWashington, D.C.

CLE - DCA

CLEDCA

Cleveland Hopkins Intl

Fri 1/10

1:04 pm-6:33 pm

1 stop5h 29m

Washington, D.C. Reagan-National

Sun 1/12

6:00 am-9:48 am

1 stop3h 48m

$213

ClevelandWashington, D.C.

CLE - DCA

CLEDCA

Cleveland Hopkins Intl

Mon 1/27

9:27 am-5:00 pm

1 stop7h 33m

Washington, D.C. Reagan-National

Tue 1/28

7:59 am-12:20 pm

1 stop4h 21m

$214

ClevelandWashington, D.C.

CLE - IAD

CLEIAD

Cleveland Hopkins Intl

Fri 1/17

5:30 am-11:58 am

1 stop6h 28m

Washington, D.C. Dulles Intl

Sun 1/19

9:06 am-9:22 pm

1 stop12h 16m

$218

ClevelandWashington, D.C.

CLE - IAD

CLEIAD

Cleveland Hopkins Intl

Fri 1/17

6:00 am-7:24 am

Nonstop1h 24m

Washington, D.C. Dulles Intl

Tue 1/21

6:05 am-10:06 am

1 stop4h 01m

$224

ClevelandWashington, D.C.

CLE - DCA

CLEDCA

Cleveland Hopkins Intl

Fri 1/24

10:00 am-2:39 pm

1 stop4h 39m

Washington, D.C. Reagan-National

Sun 1/26

10:10 pm-11:47 pm

Nonstop1h 37m

$224

ClevelandWashington, D.C.

CLE - IAD

CLEIAD

Cleveland Hopkins Intl

Thu 3/6

7:05 am-11:25 am

1 stop4h 20m

Washington, D.C. Dulles Intl

Sun 3/9

6:00 am-9:27 am

1 stop3h 27m

$233

ClevelandBaltimore

CLE - BWI

CLEBWI

Cleveland Hopkins Intl

Fri 2/7

6:25 am-7:55 am

Nonstop1h 30m

Baltimore/Washington

Tue 2/11

8:55 pm-10:15 pm

Nonstop1h 20m

$236

ClevelandWashington, D.C.

CLE - DCA

CLEDCA

Cleveland Hopkins Intl

Tue 2/25

12:26 pm-4:25 pm

1 stop3h 59m

Washington, D.C. Reagan-National

Thu 2/27

11:06 am-5:58 pm

1 stop6h 52m

$282

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/22

Showing 1-10 of 32 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 December 20, 2024.

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 $309). Flying from Cleveland to Annapolis in June is currently the most expensive (average of $389). 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 December 22, 2024.

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 December 16, 2024.

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

Weekly flight availability from Cleveland to Annapolis

Explore weekly flight availability from Cleveland to Annapolis. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated December 22, 2024.

The most flights from CLE to AP9 are scheduled on a Monday (17 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (10 on average).

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 December 22, 2024.
Read through reviews of airlines operating flights from Cleveland to Annapolis, such as Delta, American Airlines and United Airlines. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,804 reviews

Boarding

8.2

Comfort

8.1

Crew

8.7

Entertainment

7.7

Overall

8.1

Food

7.2

Reviews

1 / 10

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
4,804 reviews
Southwest
8.1
Very good
4,804 reviews

Boarding

8.2

Comfort

8.1

Crew

8.7

Entertainment

7.7

Overall

8.1

Food

7.2

Reviews

1 / 10

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
8,594 reviews
Southwest
8.1
Very good
4,804 reviews

Boarding

8.2

Comfort

8.1

Crew

8.7

Entertainment

7.7

Overall

8.1

Food

7.2

Reviews

1 / 10

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
3,265 reviews
Southwest
8.1
Very good
4,804 reviews

Boarding

8.2

Comfort

8.1

Crew

8.7

Entertainment

7.7

Overall

8.1

Food

7.2

Reviews

1 / 10

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
9,028 reviews
Southwest
8.1
Very good
4,804 reviews

Boarding

8.2

Comfort

8.1

Crew

8.7

Entertainment

7.7

Overall

8.1

Food

7.2

Reviews

1 / 10

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.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,804 reviews

Boarding

8.2

Comfort

8.1

Crew

8.7

Entertainment

7.7

Overall

8.1

Food

7.2

Reviews

1 / 10

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 18 outbound flights to Annapolis per day.

  • 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 $53. However, be on the lookout for offers from Spirit Airlines and JetBlue, 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 - Baltimore/Washington, Cleveland Hopkins Intl - Washington, D.C. Dulles Intl and Cleveland Hopkins Intl - Washington, D.C. Reagan-National.

  • What are the most reliable airlines from Cleveland to Annapolis?

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Cleveland to Annapolis on time: GoJet (100%), Ethiopian Air (100%), Republic Airways (98%).

  • What are the cheapest flights from Cleveland to Annapolis?

    Looking for the cheapest flight from Cleveland to Annapolis? While on average our users pay $1,187, our data indicates the cheapest price to be $132. The most popular route (Cleveland Hopkins Intl - Baltimore/Washington), is priced around $120.

  • 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 $309). Flying from Cleveland to Annapolis in June is currently the most expensive (average of $389). 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 December 22, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$45Average$148FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$124Average$241FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$155Average$282FlexibilityNo cancel feeOn-time71%
DeltaCheapest$155Average$287FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$230Average$316FlexibilityNo cancel feeOn-time63%
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