$62+ 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 5/31. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — RIC
May 18 — May 251
Round-trip
1 adult, Economy
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Find cheap flights from Cleveland to Chesapeake with Cheapflights
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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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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 April 18, 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 April 18, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/13. 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 5/148:47 pm
CLE
- ORF
1 stop14h 24m
Frontier
Sun 5/1712:06 pm
ORF
- CLE
1 stop7h 26m
Frontier
Deal found 4/13![Frontier logo]()
$121
This Kiwi.com deal was found by Cheapflights users on 4/16. 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.
Sat 5/307:24 pm
CLE
- ORF
1 stop15h 47m
Frontier
Tue 6/212:06 pm
ORF
- CLE
1 stop7h 13m
Frontier
Deal found 4/16![Frontier logo]()
$124
This Kiwi.com deal was found by Cheapflights users on 4/15. 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 5/253:46 pm
CLE
- ORF
1 stop19h 25m
Frontier
Mon 6/112:06 pm
ORF
- CLE
1 stop6h 21m
Frontier
Deal found 4/15![Frontier logo]()
$126
This Kiwi.com deal was found by Cheapflights users on 4/17. 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.
Fri 5/87:24 pm
CLE
- ORF
1 stop15h 31m
Frontier
Mon 5/1112:06 pm
ORF
- CLE
1 stop6h 21m
Frontier
Deal found 4/17![Frontier logo]()
$131
This Kiwi.com deal was found by Cheapflights users on 4/15. 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 5/113:49 pm
CLE
- ORF
1 stop19h 22m
Frontier
Tue 6/212:06 pm
ORF
- CLE
1 stop7h 13m
Frontier
Deal found 4/15![Frontier logo]()
$132
This Kiwi.com deal was found by Cheapflights users on 4/14. 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 5/67:24 pm
CLE
- ORF
1 stop15h 47m
Frontier
Sun 5/1012:06 pm
ORF
- CLE
1 stop23h 44m
Frontier
Deal found 4/14![Frontier logo]()
$134
This Kiwi.com deal was found by Cheapflights users on 4/15. 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 6/197:24 pm
CLE
- ORF
1 stop15h 57m
Frontier
Mon 6/2212:21 pm
ORF
- CLE
1 stop8h 34m
Frontier
Deal found 4/15![Frontier logo]()
$136
This Kiwi.com deal was found by Cheapflights users on 4/13. 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 7/96:01 pm
CLE
- ORF
1 stop17h 25m
Frontier
Mon 7/1312:21 pm
ORF
- CLE
1 stop6h 08m
Frontier
Deal found 4/13![Frontier logo]()
$141
This Kiwi.com deal was found by Cheapflights users on 4/14. 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.
Sat 7/187:24 pm
CLE
- ORF
1 stop16h 02m
Frontier
Fri 7/2412:21 pm
ORF
- CLE
1 stop6h 08m
Frontier
Deal found 4/14![Frontier logo]()
$150
This Kiwi.com deal was found by Cheapflights users on 4/17. 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.
Sun 6/78:46 pm
CLE
- ORF
1 stop14h 25m
Frontier
Sun 6/1412:21 pm
ORF
- CLE
1 stop8h 34m
Frontier
Deal found 4/17![Frontier logo]()
$151
This Kiwi.com deal was found by Cheapflights users on 4/16. 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 6/177:24 pm
CLE
- ORF
1 stop16h 02m
Frontier
Sun 6/2112:21 pm
ORF
- CLE
1 stop23h 31m
Frontier
Deal found 4/16![Frontier logo]()
$153
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 April 18, 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 April 18, 2026.
This Delta deal was found by Cheapflights users on 4/13. 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.
Wed 5/201:00 pm
CLE
- ORF
1 stop5h 03m
Delta
Tue 6/210:25 am
ORF
- CLE
1 stop5h 23m
Delta
Deal found 4/13![Delta logo]()
$287
This United Airlines deal was found by Cheapflights users on 4/15. 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.
Sat 5/307:26 pm
CLE
- ORF
1 stop5h 15m
United Airlines
Tue 6/28:00 am
ORF
- CLE
1 stop4h 59m
United Airlines
Deal found 4/15![United Airlines logo]()
$299
This Southwest deal was found by Cheapflights users on 4/15. 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.
Sat 5/238:50 am
CLE
- ORF
2 stops9h 20m
Southwest
Tue 5/264:25 pm
ORF
- CLE
1 stop5h 50m
Southwest
Deal found 4/15![Southwest logo]()
$304
This Southwest deal was found by Cheapflights users on 4/14. 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.
Tue 5/262:45 pm
CLE
- ORF
2 stops7h 10m
Southwest
Tue 6/211:10 am
ORF
- CLE
2 stops9h 10m
Southwest
Deal found 4/14![Southwest logo]()
$309
This Delta deal was found by Cheapflights users on 4/14. 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.
Wed 7/16:45 am
CLE
- ORF
1 stop4h 46m
Delta
Sat 7/47:00 am
ORF
- CLE
1 stop4h 06m
Delta
Deal found 4/14![Delta logo]()
$317
This Southwest deal was found by Cheapflights users on 4/13. 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 5/205:50 am
CLE
- ORF
2 stops10h 00m
Southwest
Tue 6/212:45 pm
ORF
- CLE
2 stops9h 30m
Southwest
Deal found 4/13![Southwest logo]()
$309
This Delta deal was found by Cheapflights users on 4/18. 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.
Sun 9/67:15 am
CLE
- ORF
1 stop4h 14m
Delta
Sun 9/135:50 am
ORF
- CLE
1 stop3h 30m
Delta
Deal found 4/18![Delta logo]()
$347
This Southwest deal was found by Cheapflights users on 4/17. 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 9/105:40 am
CLE
- ORF
1 stop3h 50m
Southwest
Sun 9/138:20 am
ORF
- CLE
1 stop7h 00m
Southwest
Deal found 4/17![Southwest logo]()
$347
This Southwest deal was found by Cheapflights users on 4/17. 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 7/164:45 pm
CLE
- ORF
2 stops6h 50m
Southwest
Mon 7/207:05 am
ORF
- CLE
2 stops8h 15m
Southwest
Deal found 4/17![Southwest logo]()
$357
This Southwest deal was found by Cheapflights users on 4/13. 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 8/16:10 am
CLE
- ORF
2 stops9h 05m
Southwest
Tue 8/412:15 pm
ORF
- CLE
2 stops8h 05m
Southwest
Deal found 4/13![Southwest logo]()
$357
This Southwest deal was found by Cheapflights users on 4/17. 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.
Sat 8/16:10 am
CLE
- ORF
2 stops9h 05m
Southwest
Wed 8/512:15 pm
ORF
- CLE
2 stops8h 05m
Southwest
Deal found 4/17![Southwest logo]()
$357
This Southwest deal was found by Cheapflights users on 4/13. 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 5/308:50 am
CLE
- ORF
2 stops10h 30m
Southwest
Mon 6/11:00 pm
ORF
- CLE
2 stops8h 15m
Southwest
Deal found 4/13![Southwest logo]()
$363
Last-minute flights from Cleveland to ChesapeakeDiscover last-minute flight deals from Cleveland to Chesapeake. Data last updated April 18, 2026 and is based on user searches.
Discover last-minute flight deals from Cleveland to Chesapeake. Data last updated April 18, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 4/14. 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 5/67:24 pm
CLE
- ORF
1 stop15h 47m
Frontier
Sun 5/1012:06 pm
ORF
- CLE
1 stop23h 44m
Frontier
Deal found 4/14![Frontier logo]()
$134
This Kiwi.com deal was found by Cheapflights users on 4/13. 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 5/78:47 pm
CLE
- ORF
1 stop14h 24m
Frontier
Sun 5/1012:06 pm
ORF
- CLE
1 stop7h 26m
Frontier
Deal found 4/13![Frontier logo]()
$166
This Kiwi.com deal was found by Cheapflights users on 4/17. 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.
Fri 5/87:24 pm
CLE
- ORF
1 stop15h 31m
Frontier
Mon 5/1112:06 pm
ORF
- CLE
1 stop6h 21m
Frontier
Deal found 4/17![Frontier logo]()
$131
This Kiwi.com deal was found by Cheapflights users on 4/15. 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 5/113:49 pm
CLE
- ORF
1 stop19h 22m
Frontier
Tue 6/212:06 pm
ORF
- CLE
1 stop7h 13m
Frontier
Deal found 4/15![Frontier logo]()
$132
This Kiwi.com deal was found by Cheapflights users on 4/15. 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 5/118:21 pm
CLE
- ORF
2 stops38h 50m
Frontier
Wed 5/2012:06 pm
ORF
- CLE
1 stop20h 30m
Frontier
Deal found 4/15![Frontier logo]()
$159
This Kiwi.com deal was found by Cheapflights users on 4/13. 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 5/148:47 pm
CLE
- ORF
1 stop14h 24m
Frontier
Sun 5/1712:06 pm
ORF
- CLE
1 stop7h 26m
Frontier
Deal found 4/13![Frontier logo]()
$121
This Kiwi.com deal was found by Cheapflights users on 4/15. 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 5/227:24 pm
CLE
- ORF
1 stop15h 51m
Frontier
Mon 6/112:06 pm
ORF
- CLE
1 stop6h 21m
Frontier
Deal found 4/15![Frontier logo]()
$155
This Kiwi.com deal was found by Cheapflights users on 4/15. 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 5/227:24 pm
CLE
- ORF
1 stop15h 51m
Frontier
Tue 6/212:06 pm
ORF
- CLE
1 stop7h 13m
Frontier
Deal found 4/15![Frontier logo]()
$158
This Kiwi.com deal was found by Cheapflights users on 4/14. 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.
Sun 5/248:46 pm
CLE
- ORF
1 stop14h 25m
Frontier
Sun 5/3112:06 pm
ORF
- CLE
1 stop23h 44m
Frontier
Deal found 4/14![Frontier logo]()
$154
This Kiwi.com deal was found by Cheapflights users on 4/15. 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 5/253:46 pm
CLE
- ORF
1 stop19h 25m
Frontier
Mon 6/112:06 pm
ORF
- CLE
1 stop6h 21m
Frontier
Deal found 4/15![Frontier logo]()
$126
This Kiwi.com deal was found by Cheapflights users on 4/16. 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.
Sat 5/307:24 pm
CLE
- ORF
1 stop15h 47m
Frontier
Tue 6/212:06 pm
ORF
- CLE
1 stop7h 13m
Frontier
Deal found 4/16![Frontier logo]()
$124
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 April 18, 2026.
Search for one-way flight options from Cleveland to Chesapeake. Find affordable one-way fares based on user searches. Data last updated April 18, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/13. 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.
Sun 5/318:46 pm
CLE
- ORF
1 stop14h 25m
Frontier
Deal found 4/13![Frontier logo]()
$62
This Kiwi.com deal was found by Cheapflights users on 4/17. 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.
Thu 5/218:46 pm
CLE
- ORF
1 stop14h 25m
Frontier
Deal found 4/17![Frontier logo]()
$63
This Kiwi.com deal was found by Cheapflights users on 4/16. 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.
Fri 5/156:54 am
CLE
- ORF
1 stop28h 01m
Frontier
Deal found 4/16![Frontier logo]()
$65
This Kiwi.com deal was found by Cheapflights users on 4/15. 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.
Sat 5/97:24 pm
CLE
- ORF
1 stop15h 47m
Frontier
Deal found 4/15![Frontier logo]()
$69
This Kiwi.com deal was found by Cheapflights users on 4/15. 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.
Thu 8/66:01 pm
CLE
- ORF
1 stop17h 25m
Frontier
Deal found 4/15![Frontier logo]()
$95
This Kiwi.com deal was found by Cheapflights users on 4/17. 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.
Fri 8/147:24 pm
CLE
- ORF
1 stop15h 56m
Frontier
Deal found 4/17![Frontier logo]()
$100
This Kiwi.com deal was found by Cheapflights users on 4/13. 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.
Sun 5/36:15 am
CLE
- ORF
1 stop13h 47m
Multiple Airlines
Deal found 4/13![Multiple Airlines logo]()
$108
This Frontier deal was found by Cheapflights users on 4/16. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/245:30 am
CLE
- ORF
1 stop7h 44m
Frontier
Deal found 4/16![Frontier logo]()
$111
This Trip.com deal was found by Cheapflights users on 4/14. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/239:00 am
CLE
- ORF
1 stop10h 46m
Frontier
Deal found 4/14![Frontier logo]()
$116
This Kiwi.com deal was found by Cheapflights users on 4/16. 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.
Sun 5/106:01 pm
CLE
- ORF
2 stops26h 16m
Frontier
Deal found 4/16![Frontier logo]()
$117
This Kiwi.com deal was found by Cheapflights users on 4/13. 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.
Sun 5/36:29 pm
CLE
- ORF
2 stops40h 42m
Frontier
Deal found 4/13![Frontier logo]()
$118
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 April 18, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $121 (Kiwi.com) |
One-way from | $62 (Kiwi.com) |
Popular in | March |
Cheapest in | September |
Average price | $282 |
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 April 18, 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 5/20
1:00 pm-6:03 pm
1 stop5h 03m
Norfolk
Tue 6/2
10:25 am-3:48 pm
1 stop5h 23m
$287
ClevelandNorfolk
CLE - ORF
CLEORF
Cleveland Hopkins Intl
Sat 5/30
7:26 pm-12:41 am
1 stop5h 15m
Norfolk
Tue 6/2
8:00 am-12:59 pm
1 stop4h 59m
$299
ClevelandNorfolk
CLE - ORF
CLEORF
Cleveland Hopkins Intl
Sat 5/23
8:50 am-6:10 pm
2 stops9h 20m
Norfolk
Tue 5/26
4:25 pm-10:15 pm
1 stop5h 50m
$304
ClevelandNorfolk
CLE - ORF
CLEORF
Cleveland Hopkins Intl
Tue 5/26
2:45 pm-9:55 pm
2 stops7h 10m
Norfolk
Tue 6/2
11:10 am-8:20 pm
2 stops9h 10m
$309
ClevelandNorfolk
CLE - ORF
CLEORF
Cleveland Hopkins Intl
Wed 5/20
5:50 am-3:50 pm
2 stops10h 00m
Norfolk
Tue 6/2
12:45 pm-10:15 pm
2 stops9h 30m
$309
ClevelandNorfolk
CLE - ORF
CLEORF
Cleveland Hopkins Intl
Wed 7/1
6:45 am-11:31 am
1 stop4h 46m
Norfolk
Sat 7/4
7:00 am-11:06 am
1 stop4h 06m
$317
Quickest round-trip
ClevelandNorfolk
CLE - ORF
CLEORF
Cleveland Hopkins Intl
Sun 9/6
7:15 am-11:29 am
1 stop4h 14m
Norfolk
Sun 9/13
5:50 am-9:20 am
1 stop3h 30m
$347
ClevelandNorfolk
CLE - ORF
CLEORF
Cleveland Hopkins Intl
Thu 9/10
5:40 am-9:30 am
1 stop3h 50m
Norfolk
Sun 9/13
8:20 am-3:20 pm
1 stop7h 00m
$347
ClevelandNorfolk
CLE - ORF
CLEORF
Cleveland Hopkins Intl
Thu 7/16
4:45 pm-11:35 pm
2 stops6h 50m
Norfolk
Mon 7/20
7:05 am-3:20 pm
2 stops8h 15m
$357
ClevelandNorfolk
CLE - ORF
CLEORF
Cleveland Hopkins Intl
Sat 8/1
6:10 am-3:15 pm
2 stops9h 05m
Norfolk
Tue 8/4
12:15 pm-8:20 pm
2 stops8h 05m
$357
Showing 1-10 of 22 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 far ahead should I book a flight from Cleveland to Chesapeake?
Use this chart to determine the optimal time to book a round-trip flight from Cleveland to Chesapeake. Price data was last updated on April 10, 2026.
The price you pay for your flight from Cleveland to Chesapeake may vary depending on when you book. For the best chance of a lower fare, look to book 65 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
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 April 18, 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.
Comfort
8.0
Food
7.0
Entertainment
7.5
Crew
8.6
Overall
8.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Food
7.0
Entertainment
7.5
Crew
8.6
Overall
8.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Food
7.0
Entertainment
7.5
Crew
8.6
Overall
8.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Food
7.0
Entertainment
7.5
Crew
8.6
Overall
8.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Food
7.0
Entertainment
7.5
Crew
8.6
Overall
8.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Food
7.0
Entertainment
7.5
Crew
8.6
Overall
8.0
Boarding
8.1
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.
Search flights from Cleveland to Chesapeake by cabin class
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Cleveland and Chesapeake flights
Browse other Cleveland and Chesapeake flight options. Last updated on April 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 April 18, 2026.
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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 April 18, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$105 | Average$285 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$118 | Average$308 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$196 | Average$405 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$198 | Average$330 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$239 | Average$366 | FlexibilityNo cancel fee | On-time69% |