$60+ 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 6/22. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — RIC
May 30 — Jun 61
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 April 30, 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 30, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/26. 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
Mon 6/812:06 pm
ORF
- CLE
1 stop8h 48m
Frontier
Deal found 4/26![Frontier logo]()
$121
This Kiwi.com deal was found by Cheapflights users on 4/29. 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.
Fri 6/57:24 pm
CLE
- ORF
1 stop15h 51m
Frontier
Wed 6/1012:21 pm
ORF
- CLE
1 stop6h 08m
Frontier
Deal found 4/29![Frontier logo]()
$124
This Kiwi.com deal was found by Cheapflights users on 4/27. 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.
Sun 5/318:46 pm
CLE
- ORF
1 stop14h 25m
Frontier
Tue 6/912:21 pm
ORF
- CLE
1 stop8h 34m
Frontier
Deal found 4/27![Frontier logo]()
$126
This Kiwi.com deal was found by Cheapflights users on 4/29. 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.
Fri 6/197:24 pm
CLE
- ORF
1 stop15h 57m
Frontier
Thu 6/2512:21 pm
ORF
- CLE
1 stop23h 31m
Frontier
Deal found 4/29![Frontier logo]()
$141
This Kiwi.com deal was found by Cheapflights users on 4/25. 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 6/229:35 pm
ORF
- CLE
1 stop10h 22m
Frontier
Deal found 4/25![Frontier logo]()
$146
This Kiwi.com deal was found by Cheapflights users on 4/27. 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.
Thu 5/218:46 pm
CLE
- ORF
1 stop14h 25m
Frontier
Sun 5/2412:06 pm
ORF
- CLE
1 stop7h 28m
Frontier
Deal found 4/27![Frontier logo]()
$148
This Kiwi.com deal was found by Cheapflights users on 4/29. 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.
Tue 5/266:01 pm
CLE
- ORF
1 stop17h 10m
Frontier
Fri 5/299:12 pm
ORF
- CLE
1 stop10h 48m
Frontier
Deal found 4/29![Frontier logo]()
$149
This Kiwi.com deal was found by Cheapflights users on 4/27. 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 6/173:46 pm
CLE
- ORF
1 stop19h 40m
Frontier
Tue 6/239:35 pm
ORF
- CLE
1 stop10h 22m
Frontier
Deal found 4/27![Frontier logo]()
$150
This Kiwi.com deal was found by Cheapflights users on 4/26. 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
Mon 6/19:12 pm
ORF
- CLE
1 stop10h 36m
Frontier
Deal found 4/26![Frontier logo]()
$151
This Kiwi.com deal was found by Cheapflights users on 4/27. 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.
Thu 6/48:46 pm
CLE
- ORF
1 stop14h 25m
Frontier
Wed 6/1012:21 pm
ORF
- CLE
1 stop6h 08m
Frontier
Deal found 4/27![Frontier logo]()
$153
This Kiwi.com deal was found by Cheapflights users on 4/25. 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 7/37:24 pm
CLE
- ORF
1 stop15h 57m
Frontier
Tue 7/712:21 pm
ORF
- CLE
1 stop23h 28m
Frontier
Deal found 4/25![Frontier logo]()
$154
This Kiwi.com deal was found by Cheapflights users on 4/29. 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.
Sat 6/207:24 pm
CLE
- ORF
1 stop16h 02m
Frontier
Thu 6/2512:21 pm
ORF
- CLE
1 stop23h 31m
Frontier
Deal found 4/29![Frontier logo]()
$156
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 30, 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 30, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/30. 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.
Sun 6/215:51 pm
CLE
- ORF
1 stop17h 35m
Frontier
Fri 6/269:35 pm
ORF
- CLE
2 stops23h 20m
Frontier
Deal found 4/30![Frontier logo]()
$195
This Delta deal was found by Cheapflights users on 4/25. 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 5/2010:00 am
CLE
- ORF
1 stop4h 24m
Delta
Tue 6/26:02 am
ORF
- CLE
1 stop6h 14m
Delta
Deal found 4/25![Delta logo]()
$287
This Southwest deal was found by Cheapflights users on 4/27. 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.
Wed 6/31:30 pm
CLE
- ORF
2 stops8h 25m
Southwest
Mon 6/84:30 pm
ORF
- CLE
1 stop4h 10m
Southwest
Deal found 4/27![Southwest logo]()
$316
This Kiwi.com deal was found by Cheapflights users on 4/25. 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
2 stops12h 22m
Frontier
Deal found 4/25![Frontier logo]()
$241
This Delta deal was found by Cheapflights users on 4/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/31:00 pm
CLE
- ORF
1 stop5h 08m
Delta
Mon 6/86:43 pm
ORF
- CLE
1 stop5h 12m
Delta
Deal found 4/30![Delta logo]()
$299
This Southwest deal was found by Cheapflights users on 4/29. 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.
Wed 6/106:00 am
CLE
- ORF
1 stop3h 25m
Southwest
Sat 6/133:10 pm
ORF
- CLE
2 stops7h 05m
Southwest
Deal found 4/29![Southwest logo]()
$322
This Southwest deal was found by Cheapflights users on 4/27. 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.
Wed 5/206:40 am
CLE
- ORF
2 stops11h 10m
Southwest
Mon 5/2510:05 am
ORF
- CLE
1 stop7h 55m
Southwest
Deal found 4/27![Southwest logo]()
$350
This Southwest deal was found by Cheapflights users on 4/26. 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 6/1312:30 pm
CLE
- ORF
2 stops8h 05m
Southwest
Sat 6/206:00 am
ORF
- CLE
2 stops6h 50m
Southwest
Deal found 4/26![Southwest logo]()
$357
This Southwest deal was found by Cheapflights users on 4/29. 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.
Fri 6/194:45 pm
CLE
- ORF
2 stops6h 50m
Southwest
Thu 6/253:30 pm
ORF
- CLE
2 stops7h 55m
Southwest
Deal found 4/29![Southwest logo]()
$367
Last-minute flights from Cleveland to ChesapeakeDiscover last-minute flight deals from Cleveland to Chesapeake. Data last updated April 30, 2026 and is based on user searches.
Discover last-minute flight deals from Cleveland to Chesapeake. Data last updated April 30, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 4/25. 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 5/149:57 pm
CLE
- ORF
1 stop20h 52m
Multiple Airlines
Thu 5/2812:06 pm
ORF
- CLE
1 stop7h 28m
Multiple Airlines
Deal found 4/25![Multiple Airlines logo]()
$159
This Frontier deal was found by Cheapflights users on 4/27. 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 5/148:43 am
CLE
- ORF
1 stop10h 56m
Frontier
Mon 5/1812:06 pm
ORF
- CLE
1 stop8h 51m
Frontier
Deal found 4/27![Frontier logo]()
$181
This Kiwi.com deal was found by Cheapflights users on 4/25. 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 5/142:25 pm
CLE
- ORF
2 stops20h 46m
Frontier
Thu 5/2812:06 pm
ORF
- CLE
1 stop7h 28m
Frontier
Deal found 4/25![Frontier logo]()
$187
This Kiwi.com deal was found by Cheapflights users on 4/27. 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.
Thu 5/218:46 pm
CLE
- ORF
1 stop14h 25m
Frontier
Sun 5/2412:06 pm
ORF
- CLE
1 stop7h 28m
Frontier
Deal found 4/27![Frontier logo]()
$148
This Kiwi.com deal was found by Cheapflights users on 4/27. 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.
Thu 5/218:46 pm
CLE
- ORF
1 stop14h 25m
Frontier
Mon 5/2512:06 pm
ORF
- CLE
1 stop6h 21m
Frontier
Deal found 4/27![Frontier logo]()
$183
This Kiwi.com deal was found by Cheapflights users on 4/29. 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 5/257:24 pm
CLE
- ORF
1 stop15h 47m
Frontier
Thu 5/2812:06 pm
ORF
- CLE
1 stop7h 28m
Frontier
Deal found 4/29![Frontier logo]()
$124
This Kiwi.com deal was found by Cheapflights users on 4/29. 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.
Tue 5/266:01 pm
CLE
- ORF
1 stop17h 10m
Frontier
Fri 5/299:12 pm
ORF
- CLE
1 stop10h 48m
Frontier
Deal found 4/29![Frontier logo]()
$149
This Kiwi.com deal was found by Cheapflights users on 4/28. 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.
Wed 5/277:24 pm
CLE
- ORF
1 stop15h 47m
Frontier
Sun 5/319:12 pm
ORF
- CLE
1 stop15h 57m
Frontier
Deal found 4/28![Frontier logo]()
$174
This Kiwi.com deal was found by Cheapflights users on 4/27. 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.
Sun 5/318:46 pm
CLE
- ORF
1 stop14h 25m
Frontier
Tue 6/912:21 pm
ORF
- CLE
1 stop8h 34m
Frontier
Deal found 4/27![Frontier logo]()
$126
This Kiwi.com deal was found by Cheapflights users on 4/26. 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
Mon 6/19:12 pm
ORF
- CLE
1 stop10h 36m
Frontier
Deal found 4/26![Frontier logo]()
$151
This Kiwi.com deal was found by Cheapflights users on 4/27. 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.
Sun 5/318:46 pm
CLE
- ORF
1 stop14h 25m
Frontier
Sun 6/712:06 pm
ORF
- CLE
1 stop7h 28m
Frontier
Deal found 4/27![Frontier logo]()
$153
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 30, 2026.
Search for one-way flight options from Cleveland to Chesapeake. Find affordable one-way fares based on user searches. Data last updated April 30, 2026.
This Trip.com deal was found by Cheapflights users on 4/29. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/227:24 pm
CLE
- ORF
1 stop16h 02m
Frontier
Deal found 4/29![Frontier logo]()
$60
This Kiwi.com deal was found by Cheapflights users on 4/29. 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 5/218:46 pm
CLE
- ORF
1 stop14h 25m
Frontier
Deal found 4/29![Frontier logo]()
$63
This Kiwi.com deal was found by Cheapflights users on 4/26. 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 5/273:36 pm
CLE
- ORF
1 stop19h 35m
Frontier
Deal found 4/26![Frontier logo]()
$65
This Kiwi.com deal was found by Cheapflights users on 4/27. 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.
Sun 6/285:51 pm
CLE
- ORF
1 stop17h 35m
Frontier
Deal found 4/27![Frontier logo]()
$94
This Kiwi.com deal was found by Cheapflights users on 4/28. 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.
Wed 7/17:24 pm
CLE
- ORF
1 stop16h 02m
Frontier
Deal found 4/28![Frontier logo]()
$95
This Expedia deal was found by Cheapflights users on 4/29. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/89:57 pm
CLE
- ORF
1 stop20h 32m
Frontier
Deal found 4/29![Frontier logo]()
$117
This Kiwi.com deal was found by Cheapflights users on 4/28. 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.
Tue 6/239:42 pm
CLE
- ORF
2 stops13h 44m
Frontier
Deal found 4/28![Frontier logo]()
$124
This Kiwi.com deal was found by Cheapflights users on 4/26. 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
2 stops22h 15m
Multiple Airlines
Deal found 4/26![Multiple Airlines logo]()
$126
This Kiwi.com deal was found by Cheapflights users on 4/29. 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.
Sat 6/133:46 pm
CLE
- ORF
2 stops28h 54m
Frontier
Deal found 4/29![Frontier logo]()
$132
This Kiwi.com deal was found by Cheapflights users on 4/29. 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 6/223:46 pm
CLE
- ORF
2 stops26h 54m
Multiple Airlines
Deal found 4/29![Multiple Airlines logo]()
$134
This Kiwi.com deal was found by Cheapflights users on 4/29. 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.
Wed 5/132:14 pm
CLE
- ORF
1 stop28h 35m
Multiple Airlines
Deal found 4/29![Multiple Airlines logo]()
$157
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 30, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $121 (Kiwi.com) |
One-way from | $60 (Trip.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 30, 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
Sun 6/21
5:51 pm-11:26 am
1 stop17h 35m
Norfolk
Fri 6/26
9:35 pm-8:55 pm
2 stops23h 20m
$195
ClevelandNorfolk
CLE - ORF
CLEORF
Cleveland Hopkins Intl
Fri 6/19
7:24 pm-11:21 am
1 stop15h 57m
Norfolk
Mon 6/22
12:21 pm-12:43 am
2 stops12h 22m
$241
ClevelandNorfolk
CLE - ORF
CLEORF
Cleveland Hopkins Intl
Wed 5/20
10:00 am-2:24 pm
1 stop4h 24m
Norfolk
Tue 6/2
6:02 am-12:16 pm
1 stop6h 14m
$287
Quickest round-trip
ClevelandNorfolk
CLE - ORF
CLEORF
Cleveland Hopkins Intl
Wed 6/3
1:00 pm-6:08 pm
1 stop5h 08m
Norfolk
Mon 6/8
6:43 pm-11:55 pm
1 stop5h 12m
$299
ClevelandNorfolk
CLE - ORF
CLEORF
Cleveland Hopkins Intl
Wed 6/3
1:30 pm-9:55 pm
2 stops8h 25m
Norfolk
Mon 6/8
4:30 pm-8:40 pm
1 stop4h 10m
$316
ClevelandNorfolk
CLE - ORF
CLEORF
Cleveland Hopkins Intl
Wed 6/10
6:00 am-9:25 am
1 stop3h 25m
Norfolk
Sat 6/13
3:10 pm-10:15 pm
2 stops7h 05m
$322
ClevelandNorfolk
CLE - ORF
CLEORF
Cleveland Hopkins Intl
Wed 5/20
6:40 am-5:50 pm
2 stops11h 10m
Norfolk
Mon 5/25
10:05 am-6:00 pm
1 stop7h 55m
$350
ClevelandNorfolk
CLE - ORF
CLEORF
Cleveland Hopkins Intl
Sat 6/13
12:30 pm-8:35 pm
2 stops8h 05m
Norfolk
Sat 6/20
6:00 am-12:50 pm
2 stops6h 50m
$357
ClevelandNorfolk
CLE - ORF
CLEORF
Cleveland Hopkins Intl
Fri 6/19
4:45 pm-11:35 pm
2 stops6h 50m
Norfolk
Thu 6/25
3:30 pm-11:25 pm
2 stops7h 55m
$367
Cheapest one-way
ClevelandNorfolk
CLE - ORF
CLEORF
Cleveland Hopkins Intl
Sat 5/30
7:24 pm-5:39 pm
2 stops22h 15m
$126
Showing 1-10 of 20 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 April 30, 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.
Overall
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Overall
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Overall
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Overall
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Overall
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Overall
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Boarding
8.1
Comfort
8.0
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
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 April 30, 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 30, 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 April 30, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$105 | Average$372 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$118 | Average$308 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$196 | Average$408 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$198 | Average$346 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$239 | Average$366 | FlexibilityNo cancel fee | On-time69% |