$59+ Cheap flights from Cleveland (CLE) to Chesapeake, VA
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 6/12. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — RIC
Jun 15 — Jun 221
Round-trip
1 adult, Economy
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Cheapest flights from Cleveland to ChesapeakeExplore the most affordable flight options available from Cleveland to Chesapeake. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 16, 2026.
Explore the most affordable flight options available from Cleveland to Chesapeake. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 16, 2026.
This Kiwi.com deal was found by Cheapflights users on 5/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/37:24 pm
CLE
- ORF
1 stop15h 57m
Frontier
Fri 8/712:21 pm
ORF
- CLE
1 stop6h 05m
Frontier
Deal found 5/11![Frontier logo]()
$121
This Kiwi.com deal was found by Cheapflights users on 5/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/17:24 pm
CLE
- ORF
1 stop15h 57m
Frontier
Sat 8/812:06 pm
ORF
- CLE
1 stop6h 20m
Frontier
Deal found 5/11![Frontier logo]()
$124
This Kiwi.com deal was found by Cheapflights users on 5/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/127:24 pm
CLE
- ORF
1 stop15h 57m
Frontier
Tue 6/2312:21 pm
ORF
- CLE
1 stop8h 34m
Frontier
Deal found 5/12![Frontier logo]()
$126
This Kiwi.com deal was found by Cheapflights users on 5/13. 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.
Thu 8/135:51 pm
CLE
- ORF
1 stop17h 30m
Frontier
Sun 8/1612:21 pm
ORF
- CLE
1 stop8h 31m
Frontier
Deal found 5/13![Frontier logo]()
$147
This Kiwi.com deal was found by Cheapflights users on 5/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/95:51 pm
CLE
- ORF
1 stop17h 35m
Frontier
Tue 6/1612:21 pm
ORF
- CLE
1 stop8h 34m
Frontier
Deal found 5/12![Frontier logo]()
$150
This Kiwi.com deal was found by Cheapflights users on 5/13. 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.
Fri 7/107:24 pm
CLE
- ORF
1 stop15h 50m
Frontier
Mon 7/139:35 pm
ORF
- CLE
2 stops14h 14m
Frontier
Deal found 5/13![Frontier logo]()
$167
This Kiwi.com deal was found by Cheapflights users on 5/13. 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.
Thu 7/235:51 pm
CLE
- ORF
1 stop17h 30m
Frontier
Tue 7/2812:21 pm
ORF
- CLE
2 stops12h 23m
Frontier
Deal found 5/13![Frontier logo]()
$171
This Kiwi.com deal was found by Cheapflights users on 5/13. 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.
Thu 6/186:37 am
CLE
- ORF
1 stop28h 49m
Frontier
Tue 6/2312:21 pm
ORF
- CLE
2 stops12h 22m
Frontier
Deal found 5/13![Frontier logo]()
$177
This Kiwi.com deal was found by Cheapflights users on 5/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/263:46 pm
CLE
- ORF
1 stop19h 35m
Frontier
Tue 6/3012:21 pm
ORF
- CLE
1 stop23h 31m
Frontier
Deal found 5/12![Frontier logo]()
$182
This Kiwi.com deal was found by Cheapflights users on 5/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/51:00 pm
CLE
- ORF
2 stops22h 15m
Frontier
Mon 6/812:06 pm
ORF
- CLE
1 stop6h 21m
Frontier
Deal found 5/12![Frontier logo]()
$188
Best flights from Cleveland to ChesapeakeDiscover carefully curated flight deals from Cleveland to Chesapeake that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 16, 2026.
Discover carefully curated flight deals from Cleveland to Chesapeake that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 16, 2026.
This Southwest deal was found by Cheapflights users on 5/11. 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.
Wed 6/32:45 pm
CLE
- ORF
2 stops7h 10m
Southwest
Wed 6/106:05 am
ORF
- CLE
2 stops6h 35m
Southwest
Deal found 5/11![Southwest logo]()
$317
This Kiwi.com deal was found by Cheapflights users on 5/15. 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.
Fri 7/103:46 pm
CLE
- ORF
1 stop19h 28m
Frontier
Sun 7/1212:21 pm
ORF
- CLE
2 stops12h 23m
Frontier
Deal found 5/15![Frontier logo]()
$328
This United Airlines deal was found by Cheapflights users on 5/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/36:00 am
CLE
- ORF
1 stop3h 39m
United Airlines
Fri 7/35:00 pm
ORF
- CLE
1 stop6h 49m
United Airlines
Deal found 5/12![United Airlines logo]()
$347
This Southwest deal was found by Cheapflights users on 5/13. 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 7/234:45 pm
CLE
- ORF
2 stops6h 50m
Southwest
Tue 7/286:05 am
ORF
- CLE
2 stops6h 35m
Southwest
Deal found 5/13![Southwest logo]()
$330
This Expedia deal was found by Cheapflights users on 5/15. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/228:43 am
CLE
- ORF
1 stop11h 34m
Frontier
Mon 5/2512:06 pm
ORF
- CLE
1 stop6h 21m
Frontier
Deal found 5/15![Frontier logo]()
$330
This Southwest deal was found by Cheapflights users on 5/13. 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.
Sat 7/410:50 am
CLE
- ORF
2 stops9h 10m
Southwest
Mon 7/64:30 pm
ORF
- CLE
2 stops6h 55m
Southwest
Deal found 5/13![Southwest logo]()
$343
This Southwest deal was found by Cheapflights users on 5/14. 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.
Fri 6/194:45 pm
CLE
- ORF
2 stops6h 50m
Southwest
Mon 7/64:30 pm
ORF
- CLE
2 stops6h 55m
Southwest
Deal found 5/14![Southwest logo]()
$350
This Southwest deal was found by Cheapflights users on 5/13. 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.
Fri 6/124:45 pm
CLE
- ORF
2 stops6h 50m
Southwest
Sun 6/146:15 pm
ORF
- CLE
1 stop5h 40m
Southwest
Deal found 5/13![Southwest logo]()
$352
This Southwest deal was found by Cheapflights users on 5/11. 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.
Sun 7/265:45 pm
CLE
- ORF
1 stop6h 10m
Southwest
Fri 7/316:00 am
ORF
- CLE
2 stops8h 25m
Southwest
Deal found 5/11![Southwest logo]()
$352
This Southwest deal was found by Cheapflights users on 5/13. 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.
Fri 6/124:45 pm
CLE
- ORF
2 stops6h 50m
Southwest
Sat 6/206:00 am
ORF
- CLE
2 stops6h 50m
Southwest
Deal found 5/13![Southwest logo]()
$357
This Southwest deal was found by Cheapflights users on 5/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/114:45 pm
CLE
- ORF
2 stops6h 50m
Southwest
Sun 6/146:15 pm
ORF
- CLE
1 stop5h 40m
Southwest
Deal found 5/15![Southwest logo]()
$382
This Southwest deal was found by Cheapflights users on 5/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/104:45 pm
CLE
- ORF
2 stops6h 50m
Southwest
Sun 7/122:45 pm
ORF
- CLE
2 stops9h 10m
Southwest
Deal found 5/15![Southwest logo]()
$394
Last-minute flights from Cleveland to ChesapeakeDiscover last-minute flight deals from Cleveland to Chesapeake. Data last updated May 16, 2026 and is based on user searches.
Discover last-minute flight deals from Cleveland to Chesapeake. Data last updated May 16, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 5/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/17:24 pm
CLE
- ORF
1 stop15h 47m
Frontier
Fri 6/512:06 pm
ORF
- CLE
1 stop6h 21m
Frontier
Deal found 5/12![Frontier logo]()
$124
This Kiwi.com deal was found by Cheapflights users on 5/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/37:24 pm
CLE
- ORF
1 stop15h 47m
Frontier
Wed 6/1012:21 pm
ORF
- CLE
2 stops12h 22m
Frontier
Deal found 5/11![Frontier logo]()
$196
This Kiwi.com deal was found by Cheapflights users on 5/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/51:00 pm
CLE
- ORF
2 stops22h 15m
Frontier
Mon 6/812:06 pm
ORF
- CLE
1 stop6h 21m
Frontier
Deal found 5/12![Frontier logo]()
$188
This Kiwi.com deal was found by Cheapflights users on 5/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/57:24 pm
CLE
- ORF
1 stop15h 51m
Frontier
Sun 6/712:06 pm
ORF
- CLE
1 stop7h 28m
Frontier
Deal found 5/14![Frontier logo]()
$210
This Kiwi.com deal was found by Cheapflights users on 5/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/78:46 pm
CLE
- ORF
1 stop14h 25m
Frontier
Sun 6/1412:21 pm
ORF
- CLE
1 stop23h 31m
Frontier
Deal found 5/11![Frontier logo]()
$197
This Kiwi.com deal was found by Cheapflights users on 5/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/95:51 pm
CLE
- ORF
1 stop17h 35m
Frontier
Tue 6/1612:21 pm
ORF
- CLE
1 stop8h 34m
Frontier
Deal found 5/12![Frontier logo]()
$150
This Kiwi.com deal was found by Cheapflights users on 5/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/107:24 pm
CLE
- ORF
1 stop16h 02m
Frontier
Sun 6/1412:21 pm
ORF
- CLE
1 stop8h 34m
Frontier
Deal found 5/14![Frontier logo]()
$194
This Kiwi.com deal was found by Cheapflights users on 5/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/127:24 pm
CLE
- ORF
1 stop15h 57m
Frontier
Tue 6/2312:21 pm
ORF
- CLE
1 stop8h 34m
Frontier
Deal found 5/12![Frontier logo]()
$126
This Kiwi.com deal was found by Cheapflights users on 5/13. 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.
Thu 6/186:37 am
CLE
- ORF
1 stop28h 49m
Frontier
Tue 6/2312:21 pm
ORF
- CLE
2 stops12h 22m
Frontier
Deal found 5/13![Frontier logo]()
$177
This Kiwi.com deal was found by Cheapflights users on 5/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/197:24 pm
CLE
- ORF
1 stop15h 57m
Frontier
Mon 7/69:35 pm
ORF
- CLE
2 stops14h 14m
Frontier
Deal found 5/14![Frontier logo]()
$213
This Kiwi.com deal was found by Cheapflights users on 5/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/263:46 pm
CLE
- ORF
1 stop19h 35m
Frontier
Tue 6/3012:21 pm
ORF
- CLE
1 stop23h 31m
Frontier
Deal found 5/12![Frontier logo]()
$182
One-way flights from Cleveland to ChesapeakeSearch for one-way flight options from Cleveland to Chesapeake. Find affordable one-way fares based on user searches. Data last updated May 16, 2026.
Search for one-way flight options from Cleveland to Chesapeake. Find affordable one-way fares based on user searches. Data last updated May 16, 2026.
This Trip.com deal was found by Cheapflights users on 5/13. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/127:24 pm
CLE
- ORF
1 stop15h 57m
Frontier
Deal found 5/13![Frontier logo]()
$59
This Kiwi.com deal was found by Cheapflights users on 5/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/297:24 pm
CLE
- ORF
1 stop16h 02m
Frontier
Deal found 5/14![Frontier logo]()
$62
This Kiwi.com deal was found by Cheapflights users on 5/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/197:24 pm
CLE
- ORF
1 stop15h 57m
Frontier
Deal found 5/11![Frontier logo]()
$63
This Kiwi.com deal was found by Cheapflights users on 5/13. 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.
Sat 6/206:37 am
CLE
- ORF
1 stop28h 49m
Frontier
Deal found 5/13![Frontier logo]()
$65
This Kiwi.com deal was found by Cheapflights users on 5/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/57:24 pm
CLE
- ORF
1 stop15h 51m
Frontier
Deal found 5/11![Frontier logo]()
$98
This Kiwi.com deal was found by Cheapflights users on 5/13. 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 5/279:57 pm
CLE
- ORF
1 stop22h 20m
Frontier
Deal found 5/13![Frontier logo]()
$100
This Expedia deal was found by Cheapflights users on 5/13. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/82:29 pm
CLE
- ORF
1 stop5h 48m
Frontier
Deal found 5/13![Frontier logo]()
$105
This Kiwi.com deal was found by Cheapflights users on 5/15. 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.
Tue 7/216:36 pm
CLE
- ORF
2 stops40h 45m
Frontier
Deal found 5/15![Frontier logo]()
$110
This Kiwi.com deal was found by Cheapflights users on 5/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/76:36 pm
CLE
- ORF
2 stops40h 45m
Frontier
Deal found 5/14![Frontier logo]()
$113
This Frontier deal was found by Cheapflights users on 5/13. 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 6/12:29 pm
CLE
- ORF
1 stop5h 48m
Frontier
Deal found 5/13![Frontier logo]()
$125
Find flight deals from Cleveland to Chesapeake
Keep the following information in mind while searching for Cleveland to Chesapeake flight deals. Data was last updated May 16, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $121 (Kiwi.com) |
One-way from | $59 (Trip.com) |
Popular in | March |
Cheapest in | August |
Average price | $358 |
Cheapflights Fare Finder
Customize your flight search to find flights from Cleveland to Chesapeake 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 May 16, 2026.
Use the filters below to find and compare flights from Cleveland to Chesapeake that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ClevelandNorfolk
CLE - ORF
CLEORF
Cleveland Hopkins Intl
Wed 6/3
2:45 pm-9:55 pm
2 stops7h 10m
Norfolk
Wed 6/10
6:05 am-12:40 pm
2 stops6h 35m
$317
ClevelandNorfolk
CLE - ORF
CLEORF
Cleveland Hopkins Intl
Fri 7/10
3:46 pm-11:14 am
1 stop19h 28m
Norfolk
Sun 7/12
12:21 pm-12:44 am
2 stops12h 23m
$328
ClevelandNorfolk
CLE - ORF
CLEORF
Cleveland Hopkins Intl
Thu 7/23
4:45 pm-11:35 pm
2 stops6h 50m
Norfolk
Tue 7/28
6:05 am-12:40 pm
2 stops6h 35m
$330
ClevelandNorfolk
CLE - ORF
CLEORF
Cleveland Hopkins Intl
Fri 5/22
8:43 am-8:17 pm
1 stop11h 34m
Norfolk
Mon 5/25
12:06 pm-6:27 pm
1 stop6h 21m
$330
ClevelandNorfolk
CLE - ORF
CLEORF
Cleveland Hopkins Intl
Sat 7/4
10:50 am-8:00 pm
2 stops9h 10m
Norfolk
Mon 7/6
4:30 pm-11:25 pm
2 stops6h 55m
$343
Quickest round-trip
ClevelandNorfolk
CLE - ORF
CLEORF
Cleveland Hopkins Intl
Fri 7/3
6:00 am-9:39 am
1 stop3h 39m
Norfolk
Fri 7/3
5:00 pm-11:49 pm
1 stop6h 49m
$347
ClevelandNorfolk
CLE - ORF
CLEORF
Cleveland Hopkins Intl
Fri 6/19
4:45 pm-11:35 pm
2 stops6h 50m
Norfolk
Mon 7/6
4:30 pm-11:25 pm
2 stops6h 55m
$350
ClevelandNorfolk
CLE - ORF
CLEORF
Cleveland Hopkins Intl
Fri 6/12
4:45 pm-11:35 pm
2 stops6h 50m
Norfolk
Sun 6/14
6:15 pm-11:55 pm
1 stop5h 40m
$352
ClevelandNorfolk
CLE - ORF
CLEORF
Cleveland Hopkins Intl
Sun 7/26
5:45 pm-11:55 pm
1 stop6h 10m
Norfolk
Fri 7/31
6:00 am-2:25 pm
2 stops8h 25m
$352
ClevelandNorfolk
CLE - ORF
CLEORF
Cleveland Hopkins Intl
Fri 6/12
4:45 pm-11:35 pm
2 stops6h 50m
Norfolk
Sat 6/20
6:00 am-12:50 pm
2 stops6h 50m
$357
Showing 1-10 of 23 resultsSorted by cheapest first
Best time to book a flight from Cleveland to Chesapeake
Have a flexible travel schedule? Discover the best time to fly to Chesapeake from Cleveland with our price prediction graph.
CLE-ORF
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 Chesapeake
CLE-C6E
CLE-ORF
How much does it cost to fly round-trip from Cleveland to Chesapeake?
Reviews of airlines servicing Chesapeake
Get insights into the airlines that provide service to Chesapeake. 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 Chesapeake. Reviews last updated May 16, 2026.
Read reviews from past customers who have flown Southwest,Delta, andUnited Airlines from Cleveland to Chesapeake. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.6
Comfort
8.0
Overall
8.0
Boarding
8.1
Food
7.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Comfort
8.0
Overall
8.0
Boarding
8.1
Food
7.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Comfort
8.0
Overall
8.0
Boarding
8.1
Food
7.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Comfort
8.0
Overall
8.0
Boarding
8.1
Food
7.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Comfort
8.0
Overall
8.0
Boarding
8.1
Food
7.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Comfort
8.0
Overall
8.0
Boarding
8.1
Food
7.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Related info for your journey
Find useful and relevant information for your journey from Cleveland to Chesapeake. 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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Alternative routes for Cleveland to Chesapeake
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Complete your trip
Complete your trip to Chesapeake by adding a car rental and/or hotel reservation to your travel itinerary.
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Cleveland and Chesapeake flights
Browse other Cleveland and Chesapeake flight options. Last updated on May 16, 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 May 16, 2026.
Popular flight searches
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Cleveland to Chesapeake flights
Consider these flights traveling from Cleveland to Chesapeake.
Top 5 airlines flying from Cleveland to Chesapeake
Discover the top 5 airlines that operate flights from Cleveland to Chesapeake. 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 May 16, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$118 | Average$308 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$141 | Average$372 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$196 | Average$418 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$198 | Average$346 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$239 | Average$366 | FlexibilityNo cancel fee | On-time69% |