$76+ 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 7/23. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — RIC
Aug 1 — Aug 81
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 July 2, 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 July 2, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/2. 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 7/305:51 pm
CLE
- ORF
1 stop17h 24m
Frontier
Mon 8/312:10 pm
ORF
- CLE
1 stop8h 42m
Frontier
Deal found 7/2![Frontier logo]()
$142
This Kiwi.com deal was found by Cheapflights users on 7/1. 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 7/313:46 pm
CLE
- ORF
1 stop19h 35m
Frontier
Fri 8/712:10 pm
ORF
- CLE
1 stop8h 42m
Frontier
Deal found 7/1![Frontier logo]()
$143
This Kiwi.com deal was found by Cheapflights users on 7/1. 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 24m
Frontier
Tue 7/2812:10 pm
ORF
- CLE
1 stop23h 39m
Frontier
Deal found 7/1![Frontier logo]()
$145
This Kiwi.com deal was found by Cheapflights users on 6/30. 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 24m
Frontier
Mon 7/2712:10 pm
ORF
- CLE
1 stop8h 42m
Frontier
Deal found 6/30![Frontier logo]()
$146
This Kiwi.com deal was found by Cheapflights users on 6/30. 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 8/33:46 pm
CLE
- ORF
1 stop19h 29m
Frontier
Fri 8/712:10 pm
ORF
- CLE
1 stop8h 42m
Frontier
Deal found 6/30![Frontier logo]()
$147
This Kiwi.com deal was found by Cheapflights users on 6/30. 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 7/285:51 pm
CLE
- ORF
1 stop17h 24m
Frontier
Tue 8/412:10 pm
ORF
- CLE
1 stop24h 14m
Frontier
Deal found 6/30![Frontier logo]()
$149
This Kiwi.com deal was found by Cheapflights users on 6/29. 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 24m
Frontier
Mon 8/1712:10 pm
ORF
- CLE
1 stop8h 42m
Frontier
Deal found 6/29![Frontier logo]()
$162
This Kiwi.com deal was found by Cheapflights users on 7/1. 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 9/45:15 pm
CLE
- ORF
1 stop19h 10m
Frontier
Tue 9/81:20 pm
ORF
- CLE
1 stop24h 09m
Frontier
Deal found 7/1![Frontier logo]()
$168
This Kiwi.com deal was found by Cheapflights users on 6/30. 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 9/253:40 pm
CLE
- ORF
1 stop20h 22m
Frontier
Mon 9/2812:57 pm
ORF
- CLE
1 stop7h 40m
Frontier
Deal found 6/30![Frontier logo]()
$169
This Kiwi.com deal was found by Cheapflights users on 6/28. 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 7/273:46 pm
CLE
- ORF
1 stop19h 29m
Frontier
Fri 7/3112:10 pm
ORF
- CLE
1 stop8h 42m
Frontier
Deal found 6/28![Frontier logo]()
$172
This Kiwi.com deal was found by Cheapflights users on 6/27. 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 8/13:46 pm
CLE
- ORF
1 stop19h 29m
Frontier
Sat 8/812:16 pm
ORF
- CLE
1 stop8h 36m
Frontier
Deal found 6/27![Frontier logo]()
$175
This Kiwi.com deal was found by Cheapflights users on 6/28. 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 7/253:46 pm
CLE
- ORF
1 stop19h 29m
Frontier
Mon 7/2712:10 pm
ORF
- CLE
1 stop8h 42m
Frontier
Deal found 6/28![Frontier logo]()
$176
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 July 2, 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 July 2, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/27. 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 8/53:46 pm
CLE
- ORF
1 stop19h 29m
Multiple Airlines
Wed 8/127:06 pm
ORF
- CLE
2 stops19h 30m
Multiple Airlines
Deal found 6/27![Multiple Airlines logo]()
$213
This Kiwi.com deal was found by Cheapflights users on 6/27. 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 9/16:45 am
CLE
- ORF
1 stop5h 40m
Frontier
Fri 9/45:06 pm
ORF
- CLE
2 stops29h 25m
Frontier
Deal found 6/27![Frontier logo]()
$260
This Southwest deal was found by Cheapflights users on 6/29. 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 9/157:20 am
CLE
- ORF
2 stops10h 00m
Southwest
Fri 9/1810:10 am
ORF
- CLE
2 stops8h 30m
Southwest
Deal found 6/29![Southwest logo]()
$328
This United Airlines deal was found by Cheapflights users on 6/27. 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 9/244:07 pm
CLE
- ORF
2 stops7h 37m
United Airlines
Mon 9/287:59 pm
ORF
- CLE
1 stop4h 00m
United Airlines
Deal found 6/27![United Airlines logo]()
$342
This Frontier deal was found by Cheapflights users on 6/27. 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.
Thu 9/247:10 am
CLE
- ORF
1 stop10h 05m
Frontier
Mon 9/286:10 pm
ORF
- CLE
1 stop5h 56m
Frontier
Deal found 6/27![Frontier logo]()
$261
This Southwest deal was found by Cheapflights users on 6/29. 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 7/256:00 am
CLE
- ORF
2 stops9h 15m
Southwest
Tue 7/2810:05 am
ORF
- CLE
2 stops8h 30m
Southwest
Deal found 6/29![Southwest logo]()
$340
This United Airlines deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/53:19 pm
CLE
- ORF
2 stops8h 25m
United Airlines
Wed 8/126:00 am
ORF
- CLE
1 stop4h 39m
United Airlines
Deal found 6/30![United Airlines logo]()
$348
This Southwest deal was found by Cheapflights users on 6/28. 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 7/253:35 pm
CLE
- ORF
1 stop7h 35m
Southwest
Mon 7/274:30 pm
ORF
- CLE
2 stops7h 00m
Southwest
Deal found 6/28![Southwest logo]()
$341
This Southwest deal was found by Cheapflights users on 7/1. 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 8/61:15 pm
CLE
- ORF
2 stops8h 20m
Southwest
Sun 8/912:45 pm
ORF
- CLE
2 stops8h 40m
Southwest
Deal found 7/1![Southwest logo]()
$360
This Southwest deal was found by Cheapflights users on 6/30. 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 8/112:30 pm
CLE
- ORF
2 stops8h 10m
Southwest
Sat 8/86:25 am
ORF
- CLE
2 stops10h 20m
Southwest
Deal found 6/30![Southwest logo]()
$373
This Southwest deal was found by Cheapflights users on 6/27. 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 9/17:20 am
CLE
- ORF
2 stops10h 00m
Southwest
Fri 9/41:05 pm
ORF
- CLE
2 stops7h 40m
Southwest
Deal found 6/27![Southwest logo]()
$378
Last-minute flights from Cleveland to ChesapeakeDiscover last-minute flight deals from Cleveland to Chesapeake. Data last updated July 2, 2026 and is based on user searches.
Discover last-minute flight deals from Cleveland to Chesapeake. Data last updated July 2, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 7/1. 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 24m
Frontier
Tue 7/2812:10 pm
ORF
- CLE
1 stop23h 39m
Frontier
Deal found 7/1![Frontier logo]()
$145
This Kiwi.com deal was found by Cheapflights users on 6/30. 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 24m
Frontier
Mon 7/2712:10 pm
ORF
- CLE
1 stop8h 42m
Frontier
Deal found 6/30![Frontier logo]()
$146
This Kiwi.com deal was found by Cheapflights users on 7/1. 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 24m
Multiple Airlines
Tue 7/286:12 pm
ORF
- CLE
2 stops38h 40m
Multiple Airlines
Deal found 7/1![Multiple Airlines logo]()
$202
This Kiwi.com deal was found by Cheapflights users on 6/28. 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 7/253:46 pm
CLE
- ORF
1 stop19h 29m
Frontier
Mon 7/2712:10 pm
ORF
- CLE
1 stop8h 42m
Frontier
Deal found 6/28![Frontier logo]()
$176
This Kiwi.com deal was found by Cheapflights users on 6/28. 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 7/273:46 pm
CLE
- ORF
1 stop19h 29m
Frontier
Fri 7/3112:10 pm
ORF
- CLE
1 stop8h 42m
Frontier
Deal found 6/28![Frontier logo]()
$172
This Kiwi.com deal was found by Cheapflights users on 6/30. 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 7/285:51 pm
CLE
- ORF
1 stop17h 24m
Frontier
Tue 8/412:10 pm
ORF
- CLE
1 stop24h 14m
Frontier
Deal found 6/30![Frontier logo]()
$149
This Kiwi.com deal was found by Cheapflights users on 7/2. 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 7/305:51 pm
CLE
- ORF
1 stop17h 24m
Frontier
Mon 8/312:10 pm
ORF
- CLE
1 stop8h 42m
Frontier
Deal found 7/2![Frontier logo]()
$142
This Kiwi.com deal was found by Cheapflights users on 7/1. 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 7/313:46 pm
CLE
- ORF
1 stop19h 35m
Frontier
Fri 8/712:10 pm
ORF
- CLE
1 stop8h 42m
Frontier
Deal found 7/1![Frontier logo]()
$143
This Kiwi.com deal was found by Cheapflights users on 6/27. 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 8/13:46 pm
CLE
- ORF
1 stop19h 29m
Frontier
Sat 8/812:16 pm
ORF
- CLE
1 stop8h 36m
Frontier
Deal found 6/27![Frontier logo]()
$175
This Kiwi.com deal was found by Cheapflights users on 6/30. 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 8/33:46 pm
CLE
- ORF
1 stop19h 29m
Frontier
Fri 8/712:10 pm
ORF
- CLE
1 stop8h 42m
Frontier
Deal found 6/30![Frontier logo]()
$147
This Kiwi.com deal was found by Cheapflights users on 6/29. 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 24m
Frontier
Mon 8/1712:10 pm
ORF
- CLE
1 stop8h 42m
Frontier
Deal found 6/29![Frontier logo]()
$162
This Kiwi.com deal was found by Cheapflights users on 6/30. 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 8/256:45 am
CLE
- ORF
1 stop5h 40m
Frontier
Wed 9/96:10 pm
ORF
- CLE
2 stops19h 19m
Frontier
Deal found 6/30![Frontier logo]()
$197
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 July 2, 2026.
Search for one-way flight options from Cleveland to Chesapeake. Find affordable one-way fares based on user searches. Data last updated July 2, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/29. 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 24m
Frontier
Deal found 6/29![Frontier logo]()
$76
This Kiwi.com deal was found by Cheapflights users on 7/1. 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 8/216:45 am
CLE
- ORF
1 stop5h 40m
Frontier
Deal found 7/1![Frontier logo]()
$77
This Kiwi.com deal was found by Cheapflights users on 6/30. 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 8/143:46 pm
CLE
- ORF
1 stop19h 35m
Frontier
Deal found 6/30![Frontier logo]()
$78
This Kiwi.com deal was found by Cheapflights users on 6/29. 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 7/276:40 am
CLE
- ORF
1 stop28h 35m
Frontier
Deal found 6/29![Frontier logo]()
$88
This Kiwi.com deal was found by Cheapflights users on 6/30. 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 9/218:25 am
CLE
- ORF
2 stops15h 53m
Multiple Airlines
Deal found 6/30![Multiple Airlines logo]()
$118
This Priceline deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/252:48 pm
CLE
- ORF
1 stop5h 51m
Frontier
Deal found 6/29![Frontier logo]()
$120
This Trip.com deal was found by Cheapflights users on 6/28. 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 7/249:47 pm
CLE
- ORF
1 stop22h 52m
Frontier
Deal found 6/28![Frontier logo]()
$133
This Kiwi.com deal was found by Cheapflights users on 6/29. 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 9/203:40 pm
CLE
- ORF
2 stops31h 03m
Multiple Airlines
Deal found 6/29![Multiple Airlines logo]()
$135
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 July 2, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $142 (Kiwi.com) |
One-way from | $76 (Kiwi.com) |
Popular in | March |
Cheapest in | September |
Average price | $372 |
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 July 2, 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 8/5
3:46 pm-11:15 am
1 stop19h 29m
Norfolk
Wed 8/12
7:06 pm-2:36 pm
2 stops19h 30m
$213
ClevelandNorfolk
CLE - ORF
CLEORF
Cleveland Hopkins Intl
Tue 9/1
6:45 am-12:25 pm
1 stop5h 40m
Norfolk
Fri 9/4
5:06 pm-10:31 pm
2 stops29h 25m
$260
ClevelandNorfolk
CLE - ORF
CLEORF
Cleveland Hopkins Intl
Thu 9/24
7:10 am-5:15 pm
1 stop10h 05m
Norfolk
Mon 9/28
6:10 pm-12:06 am
1 stop5h 56m
$261
ClevelandNorfolk
CLE - ORF
CLEORF
Cleveland Hopkins Intl
Tue 9/15
7:20 am-5:20 pm
2 stops10h 00m
Norfolk
Fri 9/18
10:10 am-6:40 pm
2 stops8h 30m
$328
ClevelandNorfolk
CLE - ORF
CLEORF
Cleveland Hopkins Intl
Sat 7/25
6:00 am-3:15 pm
2 stops9h 15m
Norfolk
Tue 7/28
10:05 am-6:35 pm
2 stops8h 30m
$340
ClevelandNorfolk
CLE - ORF
CLEORF
Cleveland Hopkins Intl
Sat 7/25
3:35 pm-11:10 pm
1 stop7h 35m
Norfolk
Mon 7/27
4:30 pm-11:30 pm
2 stops7h 00m
$341
Quickest round-trip
ClevelandNorfolk
CLE - ORF
CLEORF
Cleveland Hopkins Intl
Thu 9/24
4:07 pm-11:44 pm
2 stops7h 37m
Norfolk
Mon 9/28
7:59 pm-11:59 pm
1 stop4h 00m
$342
ClevelandNorfolk
CLE - ORF
CLEORF
Cleveland Hopkins Intl
Wed 8/5
3:19 pm-11:44 pm
2 stops8h 25m
Norfolk
Wed 8/12
6:00 am-10:39 am
1 stop4h 39m
$348
ClevelandNorfolk
CLE - ORF
CLEORF
Cleveland Hopkins Intl
Thu 8/6
1:15 pm-9:35 pm
2 stops8h 20m
Norfolk
Sun 8/9
12:45 pm-9:25 pm
2 stops8h 40m
$360
ClevelandNorfolk
CLE - ORF
CLEORF
Cleveland Hopkins Intl
Sat 8/1
12:30 pm-8:40 pm
2 stops8h 10m
Norfolk
Sat 8/8
6:25 am-4:45 pm
2 stops10h 20m
$373
Showing 1-10 of 21 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 July 2, 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.
Entertainment
7.5
Overall
7.9
Food
7.0
Comfort
8.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Entertainment
7.5
Overall
7.9
Food
7.0
Comfort
8.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Entertainment
7.5
Overall
7.9
Food
7.0
Comfort
8.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Entertainment
7.5
Overall
7.9
Food
7.0
Comfort
8.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Entertainment
7.5
Overall
7.9
Food
7.0
Comfort
8.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Entertainment
7.5
Overall
7.9
Food
7.0
Comfort
8.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
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
See prices for flight routes from nearby airports that may be better suited for you.
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
Find flights from Cleveland to Chesapeake, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Cleveland and Chesapeake flights
Browse other Cleveland and Chesapeake flight options. Last updated on July 2, 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 July 2, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
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 July 2, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$98 | Average$319 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$141 | Average$360 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$196 | Average$410 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$198 | Average$346 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$239 | Average$376 | FlexibilityNo cancel fee | On-time69% |