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$76+ 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 5/5. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — BWI
Apr 5 — Apr 121
Sat 4/5
Sat 4/12
1 adult, Economy
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Cheapflights Tip: 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

Keep the following information in mind while searching for Cleveland to Annapolis flight deals. Data was last updated March 31, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$158
(Frontier)

One-way from

$76
(Mytrip)

Popular in

March

Cheapest in

August

Average price

$330
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. 7% potential increase in price ($20 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in March 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 March 31, 2025.

This Frontier deal was found by Cheapflights users on 3/29. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/151:20 pmCLE - BWI
1 stop9h 22mFrontier
Sun 5/1810:58 amBWI - CLE
1 stop8h 26mFrontier
Deal found 3/29$158
This Mytrip deal was found by Cheapflights users on 3/29. 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.
Mon 5/57:18 pmCLE - BWI
1 stop14h 04mSpirit Airlines
Thu 5/86:20 amBWI - CLE
2 stops11h 55mSpirit Airlines
Deal found 3/29$169
This Frontier deal was found by Cheapflights users on 3/31. 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.
Sun 5/49:17 pmCLE - IAD
1 stop11h 07mFrontier
Mon 5/55:26 pmIAD - CLE
1 stop7h 10mFrontier
Deal found 3/31$188
This United Airlines deal was found by Cheapflights users on 3/30. 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.
Fri 8/86:05 amCLE - IAD
Nonstop1h 14mUnited Airlines
Sun 8/1010:35 pmIAD - CLE
Nonstop1h 24mUnited Airlines
Deal found 3/30$189
This American Airlines deal was found by Cheapflights users on 3/30. 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.
Thu 10/98:03 pmCLE - DCA
Nonstop1h 27mAmerican Airlines
Sat 10/1110:00 pmDCA - CLE
Nonstop1h 35mAmerican Airlines
Deal found 3/30$189
This Delta deal was found by Cheapflights users on 3/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/307:31 pmCLE - DCA
1 stop3h 44mDelta
Tue 6/37:54 pmDCA - CLE
1 stop3h 50mDelta
Deal found 3/29$199
This Delta deal was found by Cheapflights users on 3/30. 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.
Fri 4/2510:25 amCLE - IAD
1 stop6h 18mDelta
Sun 4/276:00 amIAD - CLE
1 stop3h 20mDelta
Deal found 3/30$209
This Southwest deal was found by Cheapflights users on 3/31. 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.
Mon 5/57:25 amCLE - BWI
Nonstop1h 15mSouthwest
Mon 5/59:40 amBWI - CLE
Nonstop1h 20mSouthwest
Deal found 3/31$215
This American Airlines deal was found by Cheapflights users on 3/30. 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.
Fri 5/167:12 pmCLE - BWI
1 stop4h 41mAmerican Airlines
Tue 5/2010:30 amBWI - CLE
1 stop5h 33mAmerican Airlines
Deal found 3/30$242
This Delta deal was found by Cheapflights users on 3/31. 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.
Sat 4/2610:30 amCLE - BWI
2 stops9h 30mDelta
Sat 5/35:37 pmBWI - CLE
1 stop5h 00mDelta
Deal found 3/31$264
This United Airlines deal was found by Cheapflights users on 3/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/306:00 amCLE - BWI
1 stop4h 13mUnited Airlines
Tue 6/35:30 pmBWI - CLE
1 stop4h 30mUnited Airlines
Deal found 3/29$302
This United Airlines deal was found by Cheapflights users on 3/30. 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.
Sat 4/54:24 pmCLE - DCA
1 stop6h 11mUnited Airlines
Sun 4/67:00 amDCA - CLE
1 stop4h 00mUnited Airlines
Deal found 3/30$319

Cheapflights Fare Finder

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 March 31, 2025.
Use the filters below to find and compare flights from Cleveland to Annapolis that are best for you.

Fly from

Cleveland

Fly to

Annapolis

Route

Depart

Return

Price

ClevelandBaltimore

CLE - BWI

CLEBWI

Cleveland Hopkins Intl

Thu 5/15

1:20 pm-10:42 pm

1 stop9h 22m

Baltimore/Washington

Sun 5/18

10:58 am-7:24 pm

1 stop8h 26m

$158

ClevelandBaltimore

CLE - BWI

CLEBWI

Cleveland Hopkins Intl

Mon 5/5

7:18 pm-9:22 am

1 stop14h 04m

Baltimore/Washington

Thu 5/8

6:20 am-6:15 pm

2 stops11h 55m

$169

ClevelandWashington, D.C.

CLE - IAD

CLEIAD

Cleveland Hopkins Intl

Sun 5/4

9:17 pm-8:24 am

1 stop11h 07m

Washington, D.C. Dulles Intl

Mon 5/5

5:26 pm-12:36 am

1 stop7h 10m

$188

ClevelandWashington, D.C.

CLE - IAD

CLEIAD

Cleveland Hopkins Intl

Thu 5/1

6:00 am-7:15 am

Nonstop1h 15m

Washington, D.C. Dulles Intl

Sun 5/11

10:30 pm-11:52 pm

Nonstop1h 22m

$189

ClevelandWashington, D.C.

CLE - DCA

CLEDCA

Cleveland Hopkins Intl

Fri 5/9

12:36 pm-1:58 pm

Nonstop1h 22m

Washington, D.C. Reagan-National

Sun 5/11

10:19 am-12:06 pm

Nonstop1h 47m

$189

ClevelandWashington, D.C.

CLE - DCA

CLEDCA

Cleveland Hopkins Intl

Sun 4/20

6:00 am-12:40 pm

1 stop6h 40m

Washington, D.C. Reagan-National

Wed 4/23

6:00 am-12:16 pm

1 stop6h 16m

$199

ClevelandWashington, D.C.

CLE - IAD

CLEIAD

Cleveland Hopkins Intl

Fri 4/25

10:25 am-4:43 pm

1 stop6h 18m

Washington, D.C. Dulles Intl

Sun 4/27

6:00 am-9:20 am

1 stop3h 20m

$209

ClevelandBaltimore

CLE - BWI

CLEBWI

Cleveland Hopkins Intl

Mon 5/5

7:25 am-8:40 am

Nonstop1h 15m

Baltimore/Washington

Mon 5/5

9:40 am-11:00 am

Nonstop1h 20m

$215

ClevelandBaltimore

CLE - BWI

CLEBWI

Cleveland Hopkins Intl

Fri 5/16

7:12 pm-11:53 pm

1 stop4h 41m

Baltimore/Washington

Tue 5/20

10:30 am-4:03 pm

1 stop5h 33m

$242

ClevelandBaltimore

CLE - BWI

CLEBWI

Cleveland Hopkins Intl

Sat 4/26

10:30 am-8:00 pm

2 stops9h 30m

Baltimore/Washington

Sat 5/3

5:37 pm-10:37 pm

1 stop5h 00m

$264

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/30

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.

Cheapflights Insights

Everything you need to know about your flight from Cleveland to Annapolis

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 March 28, 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 March 31, 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 March 30, 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 at noon 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 March 31, 2025.
Read through reviews of airlines operating flights from Cleveland to Annapolis, such as Alaska Airlines, Southwest and Delta. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,818 reviews

Boarding

8.2

Food

7.1

Overall

8.0

Comfort

7.9

Entertainment

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Alaska Airlines
8.0
Very good
9,818 reviews
Alaska Airlines
8.0
Very good
9,818 reviews

Boarding

8.2

Food

7.1

Overall

8.0

Comfort

7.9

Entertainment

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Southwest
8.0
Very good
4,275 reviews
Alaska Airlines
8.0
Very good
9,818 reviews

Boarding

8.2

Food

7.1

Overall

8.0

Comfort

7.9

Entertainment

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Delta
8.0
Very good
7,899 reviews
Alaska Airlines
8.0
Very good
9,818 reviews

Boarding

8.2

Food

7.1

Overall

8.0

Comfort

7.9

Entertainment

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Qatar Airways
7.4
Good
3,541 reviews
Alaska Airlines
8.0
Very good
9,818 reviews

Boarding

8.2

Food

7.1

Overall

8.0

Comfort

7.9

Entertainment

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
United Airlines
7.4
Good
8,614 reviews
Alaska Airlines
8.0
Very good
9,818 reviews

Boarding

8.2

Food

7.1

Overall

8.0

Comfort

7.9

Entertainment

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

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 11 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 34 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 Spirit Airlines, with whom users have recently found tickets for as low as $76. However, be on the lookout for offers from Frontier 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 $286, our data indicates the cheapest price to be $108. The most popular route (Cleveland Hopkins Intl - Washington, D.C. Dulles Intl), is priced around $160.

  • 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 March 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$58Average$147FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$124Average$260FlexibilityNo cancel feeOn-time69%
DeltaCheapest$155Average$367FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$158Average$277FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$230Average$316FlexibilityNo cancel feeOn-time63%
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