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$79+ 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 9/2. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — BWI
jun. 17 — jun. 241
mar. 6/17
mar. 6/24
1 adult, Economy
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Cheapflights Tip: The best prices from Cleveland Hopkins Intl to Annapolis are usually found in August or May, booked 88 days in advance, depart on a Friday or Thursday 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 junio 12, 2025.

Round-trip from

$157
(Southwest)

One-way from

$79
(Southwest)

Popular in

April

Cheapest in

August

Average price

$296
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. 9% potential increase in price ($26 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 June 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 junio 12, 2025.

This Southwest deal was found by Cheapflights users on 6/11. 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. 8/195:35 amCLE - BWI
Nonstop1h 20mSouthwest
mié. 8/208:45 pmBWI - CLE
Nonstop1h 25mSouthwest
Deal found 6/11$157
This American Airlines deal was found by Cheapflights users on 6/11. 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.
mar. 8/57:42 pmCLE - BWI
1 stop4h 55mAmerican Airlines
mar. 8/126:00 amBWI - CLE
1 stop5h 55mAmerican Airlines
Deal found 6/11$177
This United Airlines deal was found by Cheapflights users on 6/11. 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.
jue. 9/256:00 amCLE - IAD
Nonstop1h 18mUnited Airlines
lun. 9/296:15 amIAD - CLE
1 stop4h 08mUnited Airlines
Deal found 6/11$191
This Delta deal was found by Cheapflights users on 6/10. 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.
sáb. 8/167:00 amCLE - IAD
1 stop5h 02mDelta
mar. 8/195:11 pmIAD - CLE
1 stop3h 55mDelta
Deal found 6/10$193
This Delta deal was found by Cheapflights users on 6/10. 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.
sáb. 8/165:30 amCLE - DCA
1 stop3h 06mDelta
mar. 8/198:45 amDCA - CLE
1 stop6h 30mDelta
Deal found 6/10$193
This American Airlines deal was found by Cheapflights users on 6/10. 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.
mar. 6/245:44 pmCLE - DCA
Nonstop1h 26mAmerican Airlines
mar. 7/16:04 pmDCA - CLE
Nonstop1h 24mAmerican Airlines
Deal found 6/10$194
This Mytrip deal was found by Cheapflights users on 6/10. 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.
vie. 6/271:00 pmCLE - BWI
2 stops17h 49mSpirit Airlines
dom. 6/292:08 pmBWI - CLE
2 stops29h 10mSpirit Airlines
Deal found 6/10$205
This United Airlines deal was found by Cheapflights users on 6/10. 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.
jue. 7/37:00 amCLE - DCA
1 stop5h 25mUnited Airlines
dom. 7/67:00 amDCA - CLE
1 stop3h 41mUnited Airlines
Deal found 6/10$211
This Delta deal was found by Cheapflights users on 6/10. 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.
jue. 8/215:30 amCLE - BWI
2 stops6h 58mDelta
dom. 8/247:29 pmBWI - CLE
1 stop5h 11mDelta
Deal found 6/10$211
This Booking.com deal was found by Cheapflights users on 6/11. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 10/116:58 pmCLE - BWI
1 stop14h 11mFrontier
lun. 10/137:25 pmBWI - CLE
1 stop22h 18mFrontier
Deal found 6/11$212
This Frontier deal was found by Cheapflights users on 6/12. 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.
vie. 6/138:20 amCLE - IAD
1 stop12h 52mFrontier
sáb. 6/146:07 pmIAD - CLE
1 stop6h 28mFrontier
Deal found 6/12$228
This FlightHub deal was found by Cheapflights users on 6/11. 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.
lun. 7/75:19 pmCLE - BWI
1 stop20h 55mMultiple Airlines
jue. 7/109:39 amBWI - CLE
1 stop9h 13mMultiple Airlines
Deal found 6/11$232

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 junio 12, 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

mar. 8/19

5:35 am-6:55 am

Nonstop1h 20m

Baltimore/Washington

mié. 8/20

8:45 pm-10:10 pm

Nonstop1h 25m

$157

ClevelandBaltimore

CLE - BWI

CLEBWI

Cleveland Hopkins Intl

mar. 8/5

7:42 pm-12:37 am

1 stop4h 55m

Baltimore/Washington

mar. 8/12

7:58 am-11:55 am

1 stop3h 57m

$177

ClevelandWashington, D.C.

CLE - IAD

CLEIAD

Cleveland Hopkins Intl

sáb. 8/16

7:00 am-12:02 pm

1 stop5h 02m

Washington, D.C. Dulles Intl

mar. 8/19

5:11 pm-9:06 pm

1 stop3h 55m

$193

ClevelandWashington, D.C.

CLE - DCA

CLEDCA

Cleveland Hopkins Intl

sáb. 8/16

5:30 am-8:36 am

1 stop3h 06m

Washington, D.C. Reagan-National

mar. 8/19

8:45 am-3:15 pm

1 stop6h 30m

$193

ClevelandWashington, D.C.

CLE - IAD

CLEIAD

Cleveland Hopkins Intl

mar. 6/24

6:05 am-7:19 am

Nonstop1h 14m

Washington, D.C. Dulles Intl

mar. 7/1

8:30 am-9:53 am

Nonstop1h 23m

$194

ClevelandWashington, D.C.

CLE - DCA

CLEDCA

Cleveland Hopkins Intl

mar. 6/24

5:44 pm-7:10 pm

Nonstop1h 26m

Washington, D.C. Reagan-National

mar. 7/1

6:04 pm-7:28 pm

Nonstop1h 24m

$194

ClevelandBaltimore

CLE - BWI

CLEBWI

Cleveland Hopkins Intl

vie. 6/27

1:00 pm-6:49 am

2 stops17h 49m

Baltimore/Washington

dom. 6/29

2:08 pm-7:18 pm

2 stops29h 10m

$205

ClevelandWashington, D.C.

CLE - DCA

CLEDCA

Cleveland Hopkins Intl

jue. 7/3

7:00 am-12:25 pm

1 stop5h 25m

Washington, D.C. Reagan-National

dom. 7/6

7:00 am-10:41 am

1 stop3h 41m

$211

ClevelandBaltimore

CLE - BWI

CLEBWI

Cleveland Hopkins Intl

jue. 8/21

5:30 am-12:28 pm

2 stops6h 58m

Baltimore/Washington

dom. 8/24

7:29 pm-12:40 am

1 stop5h 11m

$211

ClevelandBaltimore

CLE - BWI

CLEBWI

Cleveland Hopkins Intl

lun. 7/7

5:19 pm-2:14 pm

1 stop20h 55m

Baltimore/Washington

jue. 7/10

9:39 am-6:52 pm

1 stop9h 13m

$232

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/10

Showing 1-10 of 35 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 June 9, 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 88 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 junio 12, 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 June 8, 2025.

Travelers seeking maximum savings on their Cleveland to Annapolis flight should consider departing on Friday mornings when fares are most often at their lowest. Monday 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 junio 12, 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
10,000 reviews

Overall

8.0

Food

7.1

Boarding

8.1

Comfort

7.8

Entertainment

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Food

7.1

Boarding

8.1

Comfort

7.8

Entertainment

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Southwest
8.0
Very good
4,287 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Food

7.1

Boarding

8.1

Comfort

7.8

Entertainment

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,946 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Food

7.1

Boarding

8.1

Comfort

7.8

Entertainment

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Qatar Airways
7.4
Good
3,584 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Food

7.1

Boarding

8.1

Comfort

7.8

Entertainment

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,790 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Food

7.1

Boarding

8.1

Comfort

7.8

Entertainment

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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 19 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 49 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 Southwest, with whom users have recently found tickets for as low as $79. However, be on the lookout for offers from American 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 - Baltimore/Washington, Cleveland Hopkins Intl - Washington, D.C. Reagan-National and Cleveland Hopkins Intl - Washington, D.C. Dulles Intl.

  • What are the cheapest flights from Cleveland to Annapolis?

    Looking for the cheapest flight from Cleveland to Annapolis? While on average our users pay $269, our data indicates the cheapest price to be $114. The most popular route (Cleveland Hopkins Intl - Baltimore/Washington), is priced around $157.

  • 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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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 junio 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$71Average$187FlexibilityNo cancel feeOn-time62%
DeltaCheapest$156Average$228FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$158Average$277FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$189Average$249FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$224Average$305FlexibilityNo cancel feeOn-time63%

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