HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Annapolis

$61+ 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 1/21. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — IAD
Jan 11 — Jan 181
Sun 1/11
Sun 1/18
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Cleveland to Annapolis with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheapflights Tip: The best prices from Cleveland Hopkins Intl to Annapolis are usually found in May or October, booked 57 days in advance, depart on a Friday or Thursday and return on a Saturday

Cheap 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 12, 2025.

This Frontier deal was found by Cheapflights users on 12/10. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/179:30 pmCLE - IAD
1 stop11h 16mFrontier
Sun 1/116:00 amIAD - CLE
1 stop11h 13mFrontier
Deal found 12/10$197
This Frontier deal was found by Cheapflights users on 12/10. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/177:17 pmCLE - BWI
1 stop12h 05mFrontier
Sun 1/1111:22 amBWI - CLE
1 stop5h 51mFrontier
Deal found 12/10$197
This United Airlines deal was found by Cheapflights users on 12/10. 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.
Tue 12/307:49 pmCLE - IAD
Nonstop1h 27mUnited Airlines
Fri 1/28:15 amIAD - CLE
Nonstop1h 25mUnited Airlines
Deal found 12/10$204
This American Airlines deal was found by Cheapflights users on 12/10. 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.
Tue 12/306:00 amCLE - DCA
Nonstop1h 29mAmerican Airlines
Fri 1/27:37 amDCA - CLE
Nonstop1h 34mAmerican Airlines
Deal found 12/10$204
This Expedia deal was found by Cheapflights users on 12/11. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/318:38 amCLE - BWI
1 stop22h 44mFrontier
Sun 1/45:56 pmBWI - CLE
1 stop26h 07mFrontier
Deal found 12/11$210
This American Airlines deal was found by Cheapflights users on 12/9. 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 12/235:30 amCLE - DCA
Nonstop1h 29mAmerican Airlines
Thu 12/257:59 amDCA - CLE
Nonstop1h 31mAmerican Airlines
Deal found 12/9$219
This Frontier deal was found by Cheapflights users on 12/10. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/176:06 pmCLE - BWI
1 stop6h 18mFrontier
Sat 12/2010:00 pmBWI - CLE
1 stop9h 43mFrontier
Deal found 12/10$221
This American Airlines deal was found by Cheapflights users on 12/11. 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.
Wed 12/316:26 pmCLE - DCA
1 stop5h 33mAmerican Airlines
Sun 1/47:37 amDCA - CLE
Nonstop1h 34mAmerican Airlines
Deal found 12/11$227
This Kiwi.com deal was found by Cheapflights users on 12/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/177:17 pmCLE - IAD
2 stops16h 21mFrontier
Sat 1/1010:03 amIAD - CLE
1 stop21h 50mFrontier
Deal found 12/10$229
This United Airlines deal was found by Cheapflights users on 12/10. 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.
Wed 12/172:55 pmCLE - IAD
Nonstop1h 25mUnited Airlines
Sat 1/1010:15 pmIAD - CLE
Nonstop1h 29mUnited Airlines
Deal found 12/10$234
This American Airlines deal was found by Cheapflights users on 12/10. 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.
Wed 12/177:36 pmCLE - DCA
Nonstop1h 31mAmerican Airlines
Sun 1/1110:20 pmDCA - CLE
Nonstop1h 37mAmerican Airlines
Deal found 12/10$234
This Priceline deal was found by Cheapflights users on 12/9. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/186:00 amCLE - IAD
1 stop5h 38mFrontier
Mon 12/229:58 pmIAD - CLE
1 stop9h 45mFrontier
Deal found 12/9$238

Find flight deals from Cleveland to Annapolis

Keep the following information in mind while searching for Cleveland to Annapolis flight deals. Data was last updated December 12, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$128
(Frontier)

One-way from

$61
(Trip.com)

Popular in

March

Cheapest in

May

Average price

$239
Provider with most accurate pricing for Cleveland Hopkins Intl-Washington, D.C. (WAS) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Cleveland Hopkins Intl-Washington, D.C. (WAS) flights.
Search Deals
From Cleveland Hopkins Intl to Annapolis
Search Deals
One-way flight from Cleveland Hopkins Intl to Annapolis
Search Deals
Highest demand for flights based on searches. 16% potential increase in price ($48 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($7 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

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 December 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

Mon 1/26

1:20 pm-12:36 am

2 stops11h 16m

Baltimore/Washington

Wed 1/28

7:10 am-10:42 pm

1 stop15h 32m

$151

ClevelandBaltimore

CLE - BWI

CLEBWI

Cleveland Hopkins Intl

Thu 1/22

11:09 am-5:27 pm

1 stop6h 18m

Baltimore/Washington

Mon 1/26

11:24 am-11:11 pm

1 stop11h 47m

$166

ClevelandBaltimore

CLE - BWI

CLEBWI

Cleveland Hopkins Intl

Sat 1/10

7:35 am-10:59 pm

2 stops15h 24m

Baltimore/Washington

Wed 1/14

1:00 pm-1:38 pm

1 stop24h 38m

$182

ClevelandBaltimore

CLE - BWI

CLEBWI

Cleveland Hopkins Intl

Fri 1/16

7:01 pm-8:31 am

1 stop13h 30m

Baltimore/Washington

Mon 1/19

10:31 am-11:11 pm

1 stop12h 40m

$186

ClevelandWashington, D.C.

CLE - IAD

CLEIAD

Cleveland Hopkins Intl

Fri 1/9

6:00 am-7:29 am

Nonstop1h 29m

Washington, D.C. Dulles Intl

Fri 1/16

10:15 pm-11:44 pm

Nonstop1h 29m

$189

ClevelandWashington, D.C.

CLE - DCA

CLEDCA

Cleveland Hopkins Intl

Fri 1/16

6:00 am-7:34 am

Nonstop1h 34m

Washington, D.C. Reagan-National

Mon 1/19

10:15 am-11:55 am

Nonstop1h 40m

$189

ClevelandWashington, D.C.

CLE - IAD

CLEIAD

Cleveland Hopkins Intl

Fri 4/24

6:00 am-7:20 am

Nonstop1h 20m

Washington, D.C. Dulles Intl

Wed 4/29

10:20 pm-11:46 pm

Nonstop1h 26m

$189

ClevelandWashington, D.C.

CLE - DCA

CLEDCA

Cleveland Hopkins Intl

Tue 4/7

9:21 am-10:42 am

Nonstop1h 21m

Washington, D.C. Reagan-National

Thu 4/16

7:29 am-8:51 am

Nonstop1h 22m

$189

ClevelandWashington, D.C.

CLE - IAD

CLEIAD

Cleveland Hopkins Intl

Fri 4/24

6:00 am-7:20 am

Nonstop1h 20m

Washington, D.C. Dulles Intl

Tue 4/28

12:41 pm-2:08 pm

Nonstop1h 27m

$189

ClevelandWashington, D.C.

CLE - DCA

CLEDCA

Cleveland Hopkins Intl

Fri 1/23

10:30 am-11:59 am

Nonstop1h 29m

Washington, D.C. Reagan-National

Sun 1/25

10:20 pm-11:57 pm

Nonstop1h 37m

$189

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/11

Showing 1-10 of 60 results
1
2
3
...
6

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 December 5, 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 57 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, January is the cheapest month in which you can book a flight from Cleveland to Annapolis (average of $41). Flying from Cleveland to Annapolis in April is currently the most expensive (average of $78). 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 12, 2025.

It’s optimal to fly from Cleveland to Annapolis in the morning. By choosing this option you can save up to 31% on the cost of your flight, compared to a flight in the evening.

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 6, 2025.

Travelers seeking maximum savings on their Cleveland to Annapolis flight should consider departing on Friday evenings when fares are most often at their lowest. Sunday 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 12, 2025.

The most flights from CLE to AP9 are scheduled on a Monday (15 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (7 on average).

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 12, 2025.
Get a feel of what it's like to fly with Southwest, United Airlines, and American Airlines from Cleveland to Annapolis by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
7.9
Good
4,253 reviews

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

7.9

Comfort

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
7.9
Good
4,253 reviews
Southwest
7.9
Good
4,253 reviews

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

7.9

Comfort

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
United Airlines
7.4
Good
9,094 reviews
Southwest
7.9
Good
4,253 reviews

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

7.9

Comfort

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,049 reviews
Southwest
7.9
Good
4,253 reviews

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

7.9

Comfort

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Frontier
5.8
Fair
3,084 reviews
Southwest
7.9
Good
4,253 reviews

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

7.9

Comfort

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

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. 4 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.

  • How long is the flight from Cleveland to Annapolis?

    Frontier, United Airlines, and American Airlines can get you from Cleveland to Annapolis in just under 1h 29m. Your travel time can differ by up to 9h 47m. Cleveland and Annapolis are separated by a distance of 288 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • 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 $72. However, be on the lookout for offers from American Airlines and Delta, 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 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%), ITA Airways (100%), ANA (100%).

  • What are the cheapest flights from Cleveland to Annapolis?

    Looking for the cheapest flight from Cleveland to Annapolis? While on average our users pay $501, our data indicates the cheapest price to be $124. The most popular route (Cleveland Hopkins Intl - Washington, D.C. Dulles Intl), is priced around $173.

  • 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, January is the cheapest month in which you can book a flight from Cleveland to Annapolis (average of $41). Flying from Cleveland to Annapolis in April is currently the most expensive (average of $78). 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.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Cleveland to Annapolis

See prices for flight routes from nearby airports that may be better suited for you.
Detroit to Reagan-National flights
Detroit to Dulles Intl flights
Detroit to Baltimore flights
Detroit to Philadelphia flights
Columbus to Dulles Intl flights
Columbus to Baltimore flights
Cincinnati to Baltimore flights
Cincinnati to Reagan-National flights
Cleveland to Philadelphia flights
Cleveland to Dulles Intl flights
Cincinnati to Dulles Intl flights
Cincinnati to Philadelphia flights
Pittsburgh to Dulles Intl flights
Cleveland to Baltimore flights
Cleveland to Reagan-National flights
Columbus to Reagan-National flights
Columbus to Philadelphia flights
Pittsburgh to Philadelphia flights
Pittsburgh to Baltimore flights
Pittsburgh to Reagan-National flights
Dayton to Reagan-National flights
Akron to Dulles Intl flights
Dayton to Dulles Intl flights
Akron to Reagan-National flights
Akron to Baltimore flights
Dayton to Baltimore flights
Dayton to Philadelphia flights
Akron to Philadelphia flights
Cincinnati to Salisbury flights
Pittsburgh to Salisbury flights
Erie to Philadelphia flights
Cleveland to Salisbury flights
Toledo to Baltimore flights
Erie to Dulles Intl flights
Erie to Reagan-National flights
Erie to Baltimore flights
Detroit to Salisbury flights
Toledo to Philadelphia flights
Columbus to Salisbury flights
Pittsburgh to Hagerstown flights
Toledo to Reagan-National flights
Toledo to Dulles Intl flights

Top 4 airlines flying from Cleveland to Annapolis

Discover the top 4 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 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$108Average$189FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$179Average$331FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$187Average$329FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$191Average$295FlexibilityNo cancel feeOn-time63%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.