$59+ 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 4/15. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — IAD
Apr 17 — Apr 241
Round-trip
1 adult, Economy
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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
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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 40 days in advance, depart on a Friday or Thursday and return on a Saturday
Cheap flight deals from Cleveland to Annapolis
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Best
Last-minute
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Cheapest flights from Cleveland to AnnapolisExplore 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 18, 2026.
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 18, 2026.
This Southwest deal was found by Cheapflights users on 3/17. 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 4/145:50 am
CLE
- BWI
Nonstop1h 20m
Southwest
Tue 4/1410:50 am
BWI
- CLE
Nonstop1h 20m
Southwest
Deal found 3/17![Southwest logo]()
$117
This Southwest deal was found by Cheapflights users on 3/16. 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.
Wed 5/134:20 pm
CLE
- BWI
Nonstop1h 20m
Southwest
Sat 5/169:45 pm
BWI
- CLE
Nonstop1h 20m
Southwest
Deal found 3/16![Southwest logo]()
$127
This Kiwi.com deal was found by Cheapflights users on 3/13. 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 5/66:54 am
CLE
- BWI
1 stop16h 03m
Frontier
Sat 5/99:48 pm
BWI
- CLE
1 stop11h 05m
Frontier
Deal found 3/13![Frontier logo]()
$134
This Southwest deal was found by Cheapflights users on 3/13. 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.
Thu 4/305:40 am
CLE
- BWI
Nonstop1h 20m
Southwest
Wed 5/610:50 am
BWI
- CLE
Nonstop1h 20m
Southwest
Deal found 3/13![Southwest logo]()
$137
This Southwest deal was found by Cheapflights users on 3/13. 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.
Thu 4/305:40 am
CLE
- BWI
Nonstop1h 20m
Southwest
Tue 5/53:30 pm
BWI
- CLE
2 stops6h 05m
Southwest
Deal found 3/13![Southwest logo]()
$152
This Southwest deal was found by Cheapflights users on 3/13. 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.
Thu 5/143:45 pm
CLE
- BWI
1 stop8h 30m
Southwest
Fri 5/159:55 pm
BWI
- CLE
Nonstop1h 25m
Southwest
Deal found 3/13![Southwest logo]()
$153
This Delta deal was found by Cheapflights users on 3/17. 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.
Mon 4/275:40 pm
CLE
- BWI
1 stop5h 46m
Delta
Wed 4/296:00 am
BWI
- CLE
1 stop4h 55m
Delta
Deal found 3/17![Delta logo]()
$157
This Kiwi.com deal was found by Cheapflights users on 3/13. 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 4/297:38 pm
CLE
- BWI
1 stop13h 39m
Frontier
Thu 5/79:25 pm
BWI
- CLE
1 stop21h 02m
Frontier
Deal found 3/13![Frontier logo]()
$158
This American Airlines deal was found by Cheapflights users on 3/16. 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 4/106:49 pm
CLE
- BWI
1 stop5h 07m
American Airlines
Mon 4/138:14 pm
BWI
- CLE
1 stop4h 12m
American Airlines
Deal found 3/16![American Airlines logo]()
$159
This United Airlines deal was found by Cheapflights users on 3/17. 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 4/106:00 am
CLE
- IAD
Nonstop1h 20m
United Airlines
Mon 4/138:20 am
IAD
- CLE
Nonstop1h 32m
United Airlines
Deal found 3/17![United Airlines logo]()
$197
This American Airlines deal was found by Cheapflights users on 3/16. 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 4/2912:34 pm
CLE
- DCA
Nonstop1h 25m
American Airlines
Sat 5/21:48 pm
DCA
- CLE
Nonstop1h 32m
American Airlines
Deal found 3/16![American Airlines logo]()
$197
This Delta deal was found by Cheapflights users on 3/18. 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.
Thu 4/164:00 pm
CLE
- DCA
1 stop2h 59m
Delta
Sat 4/189:35 am
DCA
- CLE
1 stop5h 38m
Delta
Deal found 3/18![Delta logo]()
$198
Best flights from Cleveland to AnnapolisDiscover carefully curated flight deals from Cleveland to Annapolis that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated March 18, 2026.
Discover carefully curated flight deals from Cleveland to Annapolis that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated March 18, 2026.
This Southwest deal was found by Cheapflights users on 3/13. 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.
Wed 4/225:50 am
CLE
- BWI
Nonstop1h 20m
Southwest
Fri 4/249:55 pm
BWI
- CLE
Nonstop1h 25m
Southwest
Deal found 3/13![Southwest logo]()
$137
This Delta deal was found by Cheapflights users on 3/14. 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 4/47:26 pm
CLE
- BWI
1 stop3h 35m
Delta
Fri 4/176:03 am
BWI
- CLE
1 stop3h 42m
Delta
Deal found 3/14![Delta logo]()
$177
This United Airlines deal was found by Cheapflights users on 3/13. 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.
Thu 4/303:06 pm
CLE
- IAD
Nonstop1h 20m
United Airlines
Tue 5/510:32 pm
IAD
- CLE
Nonstop1h 27m
United Airlines
Deal found 3/13![United Airlines logo]()
$211
This JetBlue deal was found by Cheapflights users on 3/15. 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.
Sun 6/77:15 am
CLE
- DCA
1 stop4h 59m
JetBlue
Tue 6/95:25 pm
DCA
- CLE
1 stop4h 36m
JetBlue
Deal found 3/15![JetBlue logo]()
$278
This Southwest deal was found by Cheapflights users on 3/13. 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 5/1210:30 am
CLE
- BWI
Nonstop1h 20m
Southwest
Tue 5/125:10 pm
BWI
- CLE
1 stop4h 25m
Southwest
Deal found 3/13![Southwest logo]()
$147
This Southwest deal was found by Cheapflights users on 3/14. 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 4/114:50 pm
CLE
- BWI
Nonstop1h 20m
Southwest
Sat 4/1810:35 am
BWI
- CLE
1 stop5h 35m
Southwest
Deal found 3/14![Southwest logo]()
$147
This Southwest deal was found by Cheapflights users on 3/16. 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.
Fri 5/812:55 pm
CLE
- BWI
1 stop5h 55m
Southwest
Sat 5/911:10 am
BWI
- CLE
Nonstop1h 20m
Southwest
Deal found 3/16![Southwest logo]()
$147
This Southwest deal was found by Cheapflights users on 3/17. 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.
Fri 4/103:45 pm
CLE
- BWI
2 stops7h 00m
Southwest
Mon 4/139:55 pm
BWI
- CLE
Nonstop1h 25m
Southwest
Deal found 3/17![Southwest logo]()
$152
This United Airlines deal was found by Cheapflights users on 3/14. 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 4/287:47 pm
CLE
- IAD
Nonstop1h 26m
United Airlines
Tue 5/512:35 pm
IAD
- CLE
Nonstop1h 24m
United Airlines
Deal found 3/14![United Airlines logo]()
$211
This Southwest deal was found by Cheapflights users on 3/16. 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.
Fri 4/2412:55 pm
CLE
- BWI
2 stops7h 45m
Southwest
Mon 4/279:55 pm
BWI
- CLE
Nonstop1h 25m
Southwest
Deal found 3/16![Southwest logo]()
$152
This Delta deal was found by Cheapflights users on 3/15. 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.
Thu 5/144:25 pm
CLE
- DCA
1 stop6h 29m
Delta
Mon 5/186:20 am
DCA
- CLE
1 stop5h 56m
Delta
Deal found 3/15![Delta logo]()
$231
This United Airlines deal was found by Cheapflights users on 3/15. 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 5/1510:36 am
CLE
- IAD
Nonstop1h 19m
United Airlines
Sat 5/1612:40 pm
IAD
- CLE
Nonstop1h 24m
United Airlines
Deal found 3/15![United Airlines logo]()
$230
This Southwest deal was found by Cheapflights users on 3/14. 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.
Thu 4/2310:55 am
CLE
- BWI
1 stop8h 40m
Southwest
Tue 4/286:10 am
BWI
- CLE
2 stops8h 50m
Southwest
Deal found 3/14![Southwest logo]()
$162
This JetBlue deal was found by Cheapflights users on 3/15. 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.
Mon 4/279:01 am
CLE
- DCA
1 stop4h 32m
JetBlue
Wed 4/291:20 pm
DCA
- CLE
1 stop6h 41m
JetBlue
Deal found 3/15![JetBlue logo]()
$278
This United Airlines deal was found by Cheapflights users on 3/13. 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 5/110:36 am
CLE
- IAD
Nonstop1h 19m
United Airlines
Tue 5/58:15 am
IAD
- CLE
Nonstop1h 25m
United Airlines
Deal found 3/13![United Airlines logo]()
$230
This JetBlue deal was found by Cheapflights users on 3/14. 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.
Wed 6/37:15 am
CLE
- DCA
1 stop4h 59m
JetBlue
Fri 6/52:55 pm
DCA
- CLE
1 stop7h 06m
JetBlue
Deal found 3/14![JetBlue logo]()
$294
This Delta deal was found by Cheapflights users on 3/13. 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.
Thu 4/96:05 am
CLE
- DCA
1 stop3h 56m
Delta
Mon 4/135:45 pm
DCA
- CLE
1 stop5h 13m
Delta
Deal found 3/13![Delta logo]()
$299
This United Airlines deal was found by Cheapflights users on 3/16. 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 8/2110:34 am
CLE
- IAD
Nonstop1h 14m
United Airlines
Sun 8/2312:45 pm
IAD
- CLE
Nonstop1h 20m
United Airlines
Deal found 3/16![United Airlines logo]()
$249
This Southwest deal was found by Cheapflights users on 3/13. 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.
Wed 5/64:20 pm
CLE
- BWI
Nonstop1h 20m
Southwest
Sat 5/93:05 pm
BWI
- CLE
1 stop6h 20m
Southwest
Deal found 3/13![Southwest logo]()
$201
This Delta deal was found by Cheapflights users on 3/13. 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.
Mon 3/307:26 pm
CLE
- DCA
1 stop3h 25m
Delta
Thu 4/96:00 am
DCA
- CLE
1 stop3h 44m
Delta
Deal found 3/13![Delta logo]()
$299
This United Airlines deal was found by Cheapflights users on 3/17. 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 7/216:00 am
CLE
- IAD
Nonstop1h 15m
United Airlines
Sun 7/268:20 am
IAD
- CLE
Nonstop1h 21m
United Airlines
Deal found 3/17![United Airlines logo]()
$249
This JetBlue deal was found by Cheapflights users on 3/15. 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.
Wed 6/107:15 am
CLE
- DCA
1 stop7h 28m
JetBlue
Fri 6/128:50 am
DCA
- CLE
1 stop6h 15m
JetBlue
Deal found 3/15![JetBlue logo]()
$334
This United Airlines deal was found by Cheapflights users on 3/13. 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.
Thu 4/96:00 am
CLE
- IAD
Nonstop1h 20m
United Airlines
Mon 4/138:20 am
IAD
- CLE
Nonstop1h 32m
United Airlines
Deal found 3/13![United Airlines logo]()
$251
This Delta deal was found by Cheapflights users on 3/13. 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 6/136:00 am
CLE
- DCA
1 stop7h 10m
Delta
Sun 6/146:00 am
DCA
- CLE
1 stop3h 20m
Delta
Deal found 3/13![Delta logo]()
$319
This United Airlines deal was found by Cheapflights users on 3/17. 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.
Thu 4/93:08 pm
CLE
- IAD
Nonstop1h 21m
United Airlines
Sun 4/1210:33 pm
IAD
- CLE
Nonstop1h 26m
United Airlines
Deal found 3/17![United Airlines logo]()
$253
This Southwest deal was found by Cheapflights users on 3/17. 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.
Fri 4/245:40 am
CLE
- BWI
Nonstop1h 20m
Southwest
Sun 4/267:45 am
BWI
- CLE
1 stop7h 45m
Southwest
Deal found 3/17![Southwest logo]()
$246
This Delta deal was found by Cheapflights users on 3/17. 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 3/288:00 am
CLE
- DCA
1 stop4h 53m
Delta
Tue 3/316:13 am
DCA
- CLE
1 stop5h 34m
Delta
Deal found 3/17![Delta logo]()
$329
This United Airlines deal was found by Cheapflights users on 3/13. 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 6/26:00 am
CLE
- IAD
Nonstop1h 15m
United Airlines
Sat 6/610:15 pm
IAD
- CLE
Nonstop1h 29m
United Airlines
Deal found 3/13![United Airlines logo]()
$270
This Delta deal was found by Cheapflights users on 3/16. 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.
Tue 3/243:31 pm
CLE
- DCA
1 stop3h 28m
Delta
Mon 3/3011:00 am
DCA
- CLE
1 stop4h 20m
Delta
Deal found 3/16![Delta logo]()
$329
This Delta deal was found by Cheapflights users on 3/16. 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 3/284:26 pm
CLE
- DCA
1 stop6h 10m
Delta
Mon 3/305:09 pm
DCA
- CLE
1 stop6h 11m
Delta
Deal found 3/16![Delta logo]()
$329
Last-minute flights from Cleveland to AnnapolisDiscover last-minute flight deals from Cleveland to Annapolis. Data last updated March 18, 2026 and is based on user searches.
Discover last-minute flight deals from Cleveland to Annapolis. Data last updated March 18, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 3/17. 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.
Tue 3/247:14 pm
CLE
- BWI
1 stop20h 19m
Frontier
Tue 4/73:19 pm
BWI
- CLE
1 stop19h 17m
Frontier
Deal found 3/17![Frontier logo]()
$164
This American Airlines deal was found by Cheapflights users on 3/16. 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 4/106:49 pm
CLE
- BWI
1 stop5h 07m
American Airlines
Mon 4/138:14 pm
BWI
- CLE
1 stop4h 12m
American Airlines
Deal found 3/16![American Airlines logo]()
$159
This United Airlines deal was found by Cheapflights users on 3/17. 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 4/106:00 am
CLE
- IAD
Nonstop1h 20m
United Airlines
Mon 4/138:20 am
IAD
- CLE
Nonstop1h 32m
United Airlines
Deal found 3/17![United Airlines logo]()
$197
This Southwest deal was found by Cheapflights users on 3/17. 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 4/145:50 am
CLE
- BWI
Nonstop1h 20m
Southwest
Tue 4/1410:50 am
BWI
- CLE
Nonstop1h 20m
Southwest
Deal found 3/17![Southwest logo]()
$117
This American Airlines deal was found by Cheapflights users on 3/17. 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 4/142:02 pm
CLE
- DCA
1 stop5h 03m
American Airlines
Tue 4/2110:25 pm
DCA
- CLE
Nonstop1h 28m
American Airlines
Deal found 3/17![American Airlines logo]()
$200
This American Airlines deal was found by Cheapflights users on 3/16. 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 4/176:00 am
CLE
- DCA
Nonstop1h 26m
American Airlines
Sun 4/195:55 am
DCA
- CLE
1 stop4h 46m
American Airlines
Deal found 3/16![American Airlines logo]()
$203
This Delta deal was found by Cheapflights users on 3/17. 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.
Mon 4/275:40 pm
CLE
- BWI
1 stop5h 46m
Delta
Wed 4/296:00 am
BWI
- CLE
1 stop4h 55m
Delta
Deal found 3/17![Delta logo]()
$157
This Frontier deal was found by Cheapflights users on 3/13. 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.
Mon 4/274:22 pm
CLE
- IAD
1 stop8h 14m
Frontier
Wed 4/296:20 am
IAD
- CLE
1 stop8h 06m
Frontier
Deal found 3/13![Frontier logo]()
$201
This Kiwi.com deal was found by Cheapflights users on 3/13. 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 4/297:38 pm
CLE
- BWI
1 stop13h 39m
Frontier
Thu 5/79:25 pm
BWI
- CLE
1 stop21h 02m
Frontier
Deal found 3/13![Frontier logo]()
$158
This American Airlines deal was found by Cheapflights users on 3/16. 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 4/2912:34 pm
CLE
- DCA
Nonstop1h 25m
American Airlines
Sat 5/21:48 pm
DCA
- CLE
Nonstop1h 32m
American Airlines
Deal found 3/16![American Airlines logo]()
$197
This Southwest deal was found by Cheapflights users on 3/13. 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.
Thu 4/305:40 am
CLE
- BWI
Nonstop1h 20m
Southwest
Tue 5/54:05 pm
BWI
- CLE
Nonstop1h 20m
Southwest
Deal found 3/13![Southwest logo]()
$137
This Southwest deal was found by Cheapflights users on 3/13. 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.
Thu 4/305:40 am
CLE
- BWI
Nonstop1h 20m
Southwest
Wed 5/610:35 am
BWI
- CLE
2 stops9h 45m
Southwest
Deal found 3/13![Southwest logo]()
$152
One-way flights from Cleveland to AnnapolisSearch for one-way flight options from Cleveland to Annapolis. Find affordable one-way fares based on user searches. Data last updated March 18, 2026.
Search for one-way flight options from Cleveland to Annapolis. Find affordable one-way fares based on user searches. Data last updated March 18, 2026.
This Southwest deal was found by Cheapflights users on 3/16. 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.
Wed 4/1510:30 am
CLE
- BWI
Nonstop1h 20m
Southwest
Deal found 3/16![Southwest logo]()
$59
This Kiwi.com deal was found by Cheapflights users on 3/15. 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 4/153:33 pm
CLE
- IAD
1 stop9h 03m
Frontier
Deal found 3/15![Frontier logo]()
$74
This Kiwi.com deal was found by Cheapflights users on 3/13. 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.
Tue 4/143:33 pm
CLE
- BWI
1 stop9h 11m
Frontier
Deal found 3/13![Frontier logo]()
$75
This Kiwi.com deal was found by Cheapflights users on 3/16. 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 4/223:33 pm
CLE
- IAD
1 stop9h 03m
Frontier
Deal found 3/16![Frontier logo]()
$76
This Kiwi.com deal was found by Cheapflights users on 3/17. 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 4/153:33 pm
CLE
- BWI
1 stop9h 11m
Frontier
Deal found 3/17![Frontier logo]()
$76
This Southwest deal was found by Cheapflights users on 3/17. 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.
Thu 4/168:05 pm
CLE
- BWI
1 stop4h 00m
Southwest
Deal found 3/17![Southwest logo]()
$79
This Delta deal was found by Cheapflights users on 3/17. 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.
Wed 5/132:00 pm
CLE
- BWI
2 stops9h 17m
Delta
Deal found 3/17![Delta logo]()
$84
This Kiwi.com deal was found by Cheapflights users on 3/15. 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.
Mon 5/187:24 pm
CLE
- IAD
1 stop14h 48m
Frontier
Deal found 3/15![Frontier logo]()
$88
This Kiwi.com deal was found by Cheapflights users on 3/16. 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.
Mon 4/136:05 pm
CLE
- BWI
1 stop17h 17m
Frontier
Deal found 3/16![Frontier logo]()
$88
This Delta deal was found by Cheapflights users on 3/16. 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.
Thu 4/167:30 pm
CLE
- BWI
1 stop3h 29m
Delta
Deal found 3/16![Delta logo]()
$89
This Frontier deal was found by Cheapflights users on 3/17. 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.
Tue 5/196:01 pm
CLE
- IAD
1 stop5h 08m
Frontier
Deal found 3/17![Frontier logo]()
$90
This Frontier deal was found by Cheapflights users on 3/15. 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.
Mon 5/117:45 am
CLE
- BWI
1 stop9h 22m
Frontier
Deal found 3/15![Frontier logo]()
$90
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 March 18, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $117 (Southwest) |
One-way from | $59 (Southwest) |
Popular in | March |
Cheapest in | May |
Average price | $287 |
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 18, 2026.
Use the filters below to find and compare flights from Cleveland to Annapolis that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ClevelandBaltimore
CLE - BWI
CLEBWI
Cleveland Hopkins Intl
Wed 4/22
5:50 am-7:10 am
Nonstop1h 20m
Baltimore/Washington
Fri 4/24
9:55 pm-11:20 pm
Nonstop1h 25m
$137
ClevelandBaltimore
CLE - BWI
CLEBWI
Cleveland Hopkins Intl
Tue 5/12
10:30 am-11:50 am
Nonstop1h 20m
Baltimore/Washington
Tue 5/12
5:10 pm-9:35 pm
1 stop4h 25m
$147
ClevelandBaltimore
CLE - BWI
CLEBWI
Cleveland Hopkins Intl
Sat 4/11
4:50 pm-6:10 pm
Nonstop1h 20m
Baltimore/Washington
Sat 4/18
10:35 am-4:10 pm
1 stop5h 35m
$147
ClevelandBaltimore
CLE - BWI
CLEBWI
Cleveland Hopkins Intl
Fri 5/8
12:55 pm-6:50 pm
1 stop5h 55m
Baltimore/Washington
Sat 5/9
11:10 am-12:30 pm
Nonstop1h 20m
$147
ClevelandBaltimore
CLE - BWI
CLEBWI
Cleveland Hopkins Intl
Fri 4/10
3:45 pm-10:45 pm
2 stops7h 00m
Baltimore/Washington
Mon 4/13
9:55 pm-11:20 pm
Nonstop1h 25m
$152
ClevelandBaltimore
CLE - BWI
CLEBWI
Cleveland Hopkins Intl
Fri 4/24
12:55 pm-8:40 pm
2 stops7h 45m
Baltimore/Washington
Mon 4/27
9:55 pm-11:20 pm
Nonstop1h 25m
$152
ClevelandBaltimore
CLE - BWI
CLEBWI
Cleveland Hopkins Intl
Thu 4/23
10:55 am-7:35 pm
1 stop8h 40m
Baltimore/Washington
Tue 4/28
6:10 am-3:00 pm
2 stops8h 50m
$162
ClevelandBaltimore
CLE - BWI
CLEBWI
Cleveland Hopkins Intl
Sat 4/4
7:26 pm-11:01 pm
1 stop3h 35m
Baltimore/Washington
Fri 4/17
6:03 am-9:45 am
1 stop3h 42m
$177
ClevelandBaltimore
CLE - BWI
CLEBWI
Cleveland Hopkins Intl
Wed 5/6
4:20 pm-5:40 pm
Nonstop1h 20m
Baltimore/Washington
Sat 5/9
3:05 pm-9:25 pm
1 stop6h 20m
$201
ClevelandWashington, D.C.
CLE - IAD
CLEIAD
Cleveland Hopkins Intl
Thu 4/30
3:06 pm-4:26 pm
Nonstop1h 20m
Washington, D.C. Dulles Intl
Tue 5/5
10:32 pm-11:59 pm
Nonstop1h 27m
$211
Showing 1-10 of 59 resultsSorted by cheapest first
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.
CLE-BWI
CLE-IAD
CLE-DCA
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
CLE-AP9
CLE-BWI
CLE-IAD
CLE-DCA
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 13, 2026.
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 40 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 $40). Flying from Cleveland to Annapolis in February is currently the most expensive (average of $107). 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 18, 2026.
It’s optimal to fly from Cleveland to Annapolis in the morning. By choosing this option you can save up to 32% 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 March 14, 2026.
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 March 18, 2026.
The most flights from CLE to AP9 are scheduled on a Monday (17 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (13 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 March 18, 2026.
Get a feel of what it's like to fly with Southwest,United Airlines, andAmerican 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.
Overall
8.0
Crew
8.6
Boarding
8.1
Comfort
8.0
Food
7.0
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Overall
8.0
Crew
8.6
Boarding
8.1
Comfort
8.0
Food
7.0
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Overall
8.0
Crew
8.6
Boarding
8.1
Comfort
8.0
Food
7.0
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Overall
8.0
Crew
8.6
Boarding
8.1
Comfort
8.0
Food
7.0
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Overall
8.0
Crew
8.6
Boarding
8.1
Comfort
8.0
Food
7.0
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
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.
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Cleveland and Annapolis flights
Browse other Cleveland and Annapolis flight options. Last updated on March 18, 2026.
Other flights from Cleveland
Browse through other flights departing from Cleveland. Flights are based on user searches made on Cheapflights and were last updated on March 18, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Cleveland to Annapolis flights
Consider these flights traveling from Cleveland to Annapolis.
Top 6 airlines flying from Cleveland to Annapolis
Discover the top 6 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 18, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$82 | Average$181 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$113 | Average$245 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$159 | Average$315 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$179 | Average$334 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$186 | Average$299 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$208 | Average$585 | FlexibilityNo cancel fee | On-timeN/A |